Annapolis, Maryland, United States of America: What to pack, what to wear, and when to go [2024]

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Ready to pack for Annapolis, Maryland, United States of America? If you're planning to go to Annapolis, here is some important information about when to go, what to wear, and what to pack.

Contents

When to go to Annapolis, Maryland, United States of America

Based on the climate and weather in Annapolis, Maryland, United States of America, the best time to go is September. See below for details.

What to wear/what to pack for Annapolis, Maryland, United States of America

Already know when you're traveling?

Here are some general tips on what to wear in Annapolis, as well as several items to remember to pack when traveling there.

What to wear/what to pack for Annapolis, Maryland, United States of America by month

January

January in Annapolis is pretty cool. The rain/snow can amount to several inches/centimeters. During this time, temperatures average in the low 40s F (single digits C), although night temperatures can dip into the low 20s F (single digits below 0 C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Anti-theft backpack

    For a little protection, an anti-theft backpack protects your stuff.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • AirTag to track your luggage

    With airlines constantly losing luggage recently, an AirTag can help you locate it anywhere anywhere: AirTag for iPhones.

Comfort + Essentials

  • Travel neck support pillow

    Our favorite is this one

  • Power bank for devices

    A portable power bank, like this one

  • Luggage scale to avoid fees

    Airlines charge huge amounts for overweight luggage. Avoid penalties with this

  • Plug adapter

    A plug adapter that supports outlet types A and B. Take care to get the necessary kind. Most adapters currently available are just plugs and require your devices to change the voltage themselves. If your electronics can't do that they could get fried. This one should work in most locations.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When planning a trip to Annapolis, Maryland in January, it is essential to consider the weather and pack accordingly. The city experiences a chilly winter with average temperatures ranging from 30°F (-1°C) to 50°F (10°C). Here's what you should wear and pack to ensure comfort during your visit.

First and foremost, a warm winter coat is a must. Look for something waterproof or water-resistant to protect yourself from rain or snow showers that may occur. Layering is key, so pack sweaters, long-sleeved shirts, and thermal tops for versatility. Underneath, pack enough warm base layers made of wool or thermal materials to keep you cozy in the chilly temperatures.

Don't forget to bring long pants, such as jeans or trousers, to pair with your tops. Additionally, consider bringing thermal socks and sturdy boots to protect your feet from the cold and potential icy conditions. Gloves, scarves, and hats are essential for keeping extremities warm.

Since January can bring unpredictable weather conditions in Annapolis, it is advisable to pack an umbrella or a waterproof hat as well. A backpack or a bag that can fit your essential items, including water bottles and snacks, can be useful as you explore the city.

Even though it is winter, you may still spend time indoors, especially when visiting museums, restaurants, or shops. Therefore, it is wise to include some casual and comfortable indoor outfits in your packing list.

In conclusion, to prepare for a January trip to Annapolis, Maryland, pack a warm winter coat, layered clothing options, thermal base layers, long pants, sturdy boots, thermal socks, hats, scarves, and gloves. Additionally, don't forget to bring an umbrella or waterproof hat. By dressing appropriately for the weather, you will be able to enjoy all that Annapolis has to offer during the winter season.

February

February in Annapolis is pretty cool. Temperatures average in the 40s F (single digits C) during the day.

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • AirTag to track your luggage

    With airports constantly losing luggage these days, an AirTag can help you find it anywhere on earth: AirTag for iPhones.

  • Anti-theft backpack

    For a bit of peace of mind, an anti-theft backpack protects your belongings.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

Comfort + Essentials

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Luggage scale to avoid fees

    Airlines charge large amounts for overweight luggage. Save money with this

  • Travel pillow

    Our fave is this one

  • Voltage step down adapter

    A plug adapter that supports outlet types A and B. Be sure to choose the right type. The majority of adapters available online are just plugs and expect your devices to adjust the voltage themselves. If your devices can't do that they could get fried. This one is sufficent for most areas.

  • Power bank for devices

    A portable power bank, like this one

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When planning a trip to Annapolis, Maryland in February, it’s important to consider the weather. February in Annapolis can be quite cold, with average temperatures ranging from 30°F to 45°F (between -1°C to 7°C). Therefore, it is crucial to pack warm, layered clothing to stay comfortable during your visit.

Here’s a suggested packing list for a trip to Annapolis in February:

1. Winter coat: Bring a heavy, insulated coat to protect against the chilly temperatures.

2. Sweaters and hoodies: Pack a few warm sweaters or hoodies to layer under your coat for added warmth.

3. Long-sleeved shirts: Bring several long-sleeved shirts to layer or wear on their own, depending on the weather.

4. Pants: Opt for jeans or trousers to keep your legs warm. You may also want to consider thermal long underwear for extra insulation.

5. Warm accessories: Don’t forget hats, scarves, and gloves to keep your extremities protected from the cold.

6. Comfortable shoes: Make sure to bring comfortable, closed-toe shoes for walking and exploring the city. You may also want to pack a pair of waterproof boots in case of rain or snow.

Additionally, it's always good to check the weather forecast a few days before your trip, as the conditions can vary. It would also be wise to carry an umbrella or a raincoat, as February in Annapolis can be quite rainy.

Overall, a trip to Annapolis in February requires a winter wardrobe with layers and warm accessories to stay cozy while exploring the city. By packing appropriately, you can fully enjoy your visit to this charming and historic destination.

March

If you visit Annapolis during March, you might find that it can be brisk. Temperatures tend to hover around the 50s F (low 10s C) during the day, while at night they can dip into the 30s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • Anti-theft backpack

    For a little protection, an anti-theft backpack protects your belongings.

  • AirTag to track your luggage

    With airports always losing bags these days, an AirTag can find it anywhere in the world: AirTag for iPhones.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

Comfort + Essentials

  • Travel neck support pillow

    A good option is this one

  • Travel adapter

    A plug adapter that supports outlet types A and B. Take care to pick the correct type. The majority of adapters currently being sold are simply plugs and require your devices to convert the voltage themselves. If yours can't do that they could get destroyed. This one should be sufficient for most areas.

  • Luggage scale to avoid fees

    Airlines charge huge penalties for overweight luggage. Save money with this

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Power bank for devices

    A portable power bank, like this one

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When preparing for a trip to Annapolis, Maryland, in March, it’s important to remember that the weather in this coastal town can be quite unpredictable. March is considered a transition month from winter to spring, meaning that temperatures can vary greatly throughout the day. Average highs range from 50 to 60 degrees Fahrenheit (10 to 15 degrees Celsius), while nighttime temperatures can drop to the mid-30s Fahrenheit (around 2 degrees Celsius). With that in mind, it’s best to pack layers that can easily be added or removed to accommodate the changing weather conditions.

For daytime activities, consider packing a mix of long-sleeved shirts, lightweight sweaters, and a medium-weight jacket. Bringing a waterproof or water-resistant jacket is also advisable, as March can still bring occasional rain showers. Additionally, pack a variety of pants and jeans, as well as comfortable walking shoes or boots for exploring the city and its historical sites.

In the evenings, it's best to have some warmer items such as a heavier coat, scarves, and gloves to keep you comfortable when temperatures dip. Layering is still advised, as it allows you to adjust to different settings, whether it's indoor heating or cooler outdoor spaces.

Don’t forget to pack an umbrella or a raincoat, as well as a hat and sunglasses to protect yourself from both rain and sun. Remember that Annapolis is situated near the Chesapeake Bay, so cold breezes can be felt, particularly along the waterfront areas.

Lastly, it’s important to bring a mix of casual and slightly formal attire, especially if you plan to dine out at the city’s renowned seafood restaurants or attend any special events. Some restaurants and establishments have dress codes, although they are generally not overly formal. Dressing in layers will provide you with flexibility and enable you to adapt to any situation that may arise during your visit to Annapolis in March.

April

In April, Annapolis is balmy. Temperatures routinely are in the high 60s F (high 10s C) and about half of the time jump into the low 70s F (low 20s C) range. At night, lows are in the 40s F (single digits C). This is also a rainy time for Annapolis, with several of the days of the month having rain.

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • AirTag to track your luggage

    With airports always losing bags recently, an AirTag can help you find it anywhere in the world: AirTag for iPhones.

  • Anti-theft backpack

    For a bit of protection, an anti-theft backpack protects your belongings.

Comfort + Essentials

  • Power bank for devices

    A portable power bank, like this one

  • Luggage scale to avoid fees

    Airlines charge large prices for overweight luggage. Avoid surcharges with this

  • Travel voltage adapter

    A plug adapter that supports outlet types A and B. It's important that you pick the necessary kind. The vast majority of adapters for sale now are simply plugs and require your electronics to change the voltage themselves. If your electronics can't do that they could burn up. This one should work in most places.

  • Travel neck support pillow

    A versatile choice is this one

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When visiting Annapolis, Maryland in April, it is essential to be prepared for the unpredictable weather patterns in this region during this time of year. While the average temperature ranges from 50°F (10°C) to 70°F (21°C), it can fluctuate significantly throughout the day. To ensure comfort and adaptability, it is recommended to dress in layers.

Start with a lightweight and breathable base layer, such as a long-sleeved shirt or a medium-weight sweater. This will provide some insulation when the temperature is cooler in the mornings and evenings. On top, consider wearing a versatile jacket or a windbreaker to protect against sudden changes in temperature and to shield from wind or light rain.

For bottoms, opt for jeans, khakis, or lightweight pants, depending on your preference. These options are suitable for both the warm afternoons and cooler evenings. Packing a few pairs of shorts is also a good idea, given that the temperatures can occasionally reach the mid-70s.

Now, let's move on to footwear. Annapolis offers plenty of opportunities for exploring on foot, so comfortable walking shoes are highly recommended. Make sure to pack a pair of closed-toe shoes for any rainy or cooler days, and consider bringing sandals or sneakers for warmer days.

Lastly, don't forget to pack a few essential accessories. A lightweight scarf, sunglasses, and a hat will protect you from sudden gusts of wind or an unexpected sunny day. Additionally, be sure to have a small umbrella or a foldable raincoat on hand, as April can bring occasional showers.

Remember to pack comfortable and versatile clothing that can be easily layered according to the day's weather conditions. By being prepared with the right clothing and accessories, you can fully enjoy your visit to Annapolis, regardless of the unpredictable April weather.

May

May in Annapolis is a perfect temperature. The rain can amount to several inches/centimeters. During this time, temperatures average in the 60s F (high 10s C) to 70s F (mid 20s C), although night temperatures can dip into the low 50s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • AirTag to track your luggage

    With airports constantly losing luggage recently, an AirTag can help you find it anywhere on earth: AirTag for iPhones.

  • Anti-theft backpack

    For a bit of protection, an anti-theft backpack protects your stuff.

Comfort + Essentials

  • Luggage scale to avoid fees

    Airlines charge huge amounts for overweight luggage. Save money with this

  • Power bank for devices

    A portable power bank, like this one

  • Travel adapter

    A plug adapter that supports outlet types A and B. Check that you pick the correct kind. A lot of adapters currently being sold are simply plug changers and require your electronics to convert the voltage themselves. If yours can't do that they could burn up. This one should work in most areas.

  • Travel neck pillow

    What we like is this one

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

Annapolis, Maryland, is a charming waterfront city that offers a blend of history, culture, and natural beauty. Located on the Chesapeake Bay, this picturesque destination attracts visitors year-round. If you are planning to visit Annapolis in May, there are a few things you should keep in mind when it comes to what to wear and pack.

May weather in Annapolis can vary, with temperatures ranging from mild to warm. As this is a transitional season, it is advisable to pack layers to accommodate any changes in weather. During the day, temperatures can reach the mid-70s Fahrenheit (24-26°C) on average, so packing lightweight clothing such as shorts, sundresses, and short-sleeved shirts is recommended. Don't forget to bring a light jacket or sweater for cooler evenings, as temperatures can drop to the low 50s Fahrenheit (10-12°C).

It is also crucial to pack for the possibility of rain. May is known for occasional showers, so it is wise to bring a raincoat or umbrella to stay dry while exploring the city.

Annapolis offers a mix of indoor and outdoor activities, so make sure to pack comfortable walking shoes to explore the city's cobblestone streets and parks. If you plan on visiting any historical sites or museums, casual attire is suitable. However, if you are interested in dining at some of the city's upscale restaurants, it is worth packing a few dressier outfits. Annapolis has a laid-back and casual vibe, so there is no need to pack formal attire.

Lastly, don't forget to pack sunscreen and sunglasses. With its location on the bay, Annapolis can have bright and sunny days, and protecting yourself from the sun's rays is vital.

Overall, packing a mix of comfortable and versatile clothing, along with some light layers and rain gear, will ensure you are well-prepared for your visit to Annapolis in May, allowing you to enjoy all that this beautiful city has to offer.

June

June in Annapolis is extremely warm. The rain can amount to several inches/centimeters. During this time, temperatures average in the 80s F (high 20s C), although night temperatures can dip into the low 60s F (mid 10s C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • AirTag to track your luggage

    With airlines always losing things these days, an AirTag can help you find it anywhere anywhere: AirTag for iPhones.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Anti-theft backpack

    For a bit of peace of mind, an anti-theft backpack protects your belongings.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

Comfort + Essentials

  • Luggage scale to avoid fees

    Airlines charge excessive prices for overweight luggage. Save money with this

  • Travel neck pillow

    Our fave is this one

  • Voltage step down adapter

    A plug adapter that supports outlet types A and B. Check that you pick the right kind. Many adapters available online are simply plug changers and expect your devices to change the voltage themselves. If yours can't do that they could get destroyed. This one should be appropriate for most locations.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Power bank for devices

    A portable power bank, like this one

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When visiting Annapolis, Maryland in June, it is important to pack and dress appropriately to ensure a comfortable and enjoyable trip. Known for its warm and humid summers, Annapolis requires lightweight and breathable clothing to beat the heat.

In terms of clothing, packing a mix of shorts, lightweight pants, and skirts is ideal. Choose fabrics like linen and cotton, which are breathable and help wick away sweat. T-shirts, tank tops, and blouses in light colors are recommended, as they can help reflect the sunlight and keep you cool. It is also wise to pack a light sweater or jacket for the evenings, as temperatures can sometimes drop slightly.

Footwear is another essential consideration. Comfortable walking shoes, such as sneakers or sandals, are ideal for exploring the city on foot. Don't forget to pack a hat and sunglasses to protect yourself from the strong sun rays. An umbrella may also come in handy, as June is known for occasional rain showers.

Additionally, since Annapolis sits right on the Chesapeake Bay, packing swimwear is highly recommended. Take advantage of the scenic beaches and waterfront activities by packing your favorite swimsuit and a beach towel.

Finally, it is important to consider the activities you plan to engage in during your visit. If you are planning to visit historical landmarks or museums, consider packing slightly dressier attire. For outdoor activities like hiking or boating, opt for moisture-wicking athletic wear.

In conclusion, when visiting Annapolis, Maryland in June, be sure to pack lightweight and breathable clothing to combat the warm and humid weather. Choose comfortable footwear, and don't forget to pack swimwear and sunscreen to make the most of the beaches and waterfront activities. By packing accordingly, you can ensure a comfortable and enjoyable trip to this charming and historic city.

July

If you go to Annapolis in July, you will notice that it is extremely hot. Daytime temperatures are in the high 80s F (low 30s C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • AirTag to track your luggage

    With airlines frequently losing bags these days, an AirTag can help you find it anywhere anywhere: AirTag for iPhones.

  • Anti-theft backpack

    For a bit of protection, an anti-theft backpack protects your belongings.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

Comfort + Essentials

  • Travel pillow

    A great choice is this one

  • Power bank for devices

    A portable power bank, like this one

  • Luggage scale to avoid fees

    Airlines charge huge amounts for overweight luggage. Avoid surcharges with this

  • Travel adapter

    A plug adapter that supports outlet types A and B. It's important that you get the correct type. The vast majority of adapters currently sold are just plug changers and expect your devices to adjust the voltage themselves. If your electronics can't do that they could get destroyed. This one is sufficent for most locations.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When planning a trip to Annapolis, Maryland in July, it's important to consider the warm and humid weather typical of the region during this time. Packing the right clothing and essentials will help you stay comfortable as you explore this historic city.

First and foremost, light and breathable clothing is key for July in Annapolis. Opt for lightweight cotton or linen shirts, shorts, and dresses to help you stay cool in the heat. Consider packing a few moisture-wicking tops and bottoms if you plan on engaging in outdoor activities or spending time near the waterfront. Summer sandals or sneakers are ideal for walking around the city, but don't forget a pair of comfortable walking shoes if you plan on exploring further afield.

Given the potential for intense sun exposure, it's vital to pack sun protection items. Be sure to bring a wide-brimmed hat, sunglasses, and plenty of sunscreen with a high SPF to protect your skin from harmful UV rays. It may also be worth carrying a small umbrella or rain jacket, as brief afternoon showers are not uncommon during the summer months.

Annapolis boasts a variety of attractions, including the famous United States Naval Academy and picturesque Chesapeake Bay. If you plan on visiting the Academy or any religious sites, it's recommended to bring more modest attire, such as knee-length shorts or a light shawl to cover your shoulders.

Additionally, don't forget to pack a swimsuit, as Annapolis is located on the water. Whether you prefer the lively City Dock area or the quieter beaches further out, you'll want to take advantage of the opportunity to cool off in the water during your trip.

Lastly, pack a reusable water bottle to stay hydrated while sightseeing. Annapolis has numerous outdoor parks and waterfront areas where you can relax with a picnic or simply enjoy the breathtaking views.

By considering the temperature, humidity, and various activities available in Annapolis, you can pack the right clothing and essentials to ensure a comfortable and enjoyable trip.

August

If you visit Annapolis during August, you may see that it is really hot. Temperatures tend to hover around the 80s F (low 30s C) during the day, while at night they can dip into the 60s F (high 10s C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • AirTag to track your luggage

    With airports repeatedly losing things these days, an AirTag can find it anywhere on earth: AirTag for iPhones.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • Anti-theft backpack

    For a little protection, an anti-theft backpack protects your stuff.

Comfort + Essentials

  • Luggage scale to avoid fees

    Airlines charge large prices for overweight luggage. Avoid penalties with this

  • Power bank for devices

    A portable power bank, like this one

  • Travel neck support pillow

    A great choice is this one

  • Voltage step down adapter

    A plug adapter that supports outlet types A and B. Make sure to find the necessary kind. Most adapters currently being sold are simply plugs and require your electronics to change the voltage themselves. If yours can't do that they could burn up. This one works in most countries.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When planning a trip to Annapolis, Maryland in August, it is important to consider the weather and the activities you'll be engaging in. August in Annapolis can be hot and humid, so lightweight and breathable clothing is essential to stay comfortable while exploring the city. Here are some suggestions on what to wear and what to pack for your trip:

1. Clothing: Opt for light fabrics such as cotton or linen that allow your skin to breathe. Pack loose-fitting t-shirts, tank tops, and shorts to keep cool during the warm days. It's also a good idea to have a few pairs of comfortable walking shoes or sandals for exploring the city, as well as a light sweater or jacket for cooler evenings.

2. Swimwear: Annapolis is located near the Chesapeake Bay, so if you plan on visiting the beach or taking part in water activities, don't forget to pack your swimwear. A beach towel or beach cover-up can also come in handy.

3. Sun protection: The sun can be intense in August, so be sure to pack sunscreen with a high SPF, a hat or cap for shade, and sunglasses to protect your eyes.

4. Rain gear: August in Annapolis can also bring occasional rain showers, so consider packing a lightweight rain jacket or umbrella to stay dry.

5. Accessories: Don't forget to bring a reusable water bottle to stay hydrated, especially in the heat. You might also want to bring a small backpack or tote bag for carrying essentials while exploring the city.

In addition to clothing, remember to pack any necessary toiletries, medication, and essential documents. Annapolis offers a range of attractions, including its historic downtown area, the Naval Academy, and various outdoor activities. By packing appropriate clothing and considering the weather conditions, you can make the most of your trip to this charming city in August.

September

September in this region is hot. Temperatures average in the low 80s F (high 20s C) during the day.

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Anti-theft backpack

    For a little peace of mind, an anti-theft backpack protects your belongings.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • AirTag to track your luggage

    With airports constantly losing things nowadays, an AirTag can locate it anywhere anywhere: AirTag for iPhones.

Comfort + Essentials

  • Voltage adapter

    A plug adapter that supports outlet types A and B. Ensure that you find the necessary kind. The vast majority of adapters currently available are simply plugs and expect your devices to adjust the voltage themselves. If your devices can't do that they could get destroyed. This one is sufficent for most areas.

  • Power bank for devices

    A portable power bank, like this one

  • Travel neck pillow

    A top rated pillow is this one

  • Luggage scale to avoid fees

    Airlines charge large prices for overweight luggage. Avoid penalties with this

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When visiting Annapolis, Maryland, in September, it is important to pack clothing suitable for the transitional weather between summer and autumn. The city experiences mild temperatures during this time, so it is advisable to bring a mix of both warm and cooler clothing options to suit the changing conditions.

During the daytime, when temperatures can reach the mid to high 70s Fahrenheit (around 24 degrees Celsius), it is ideal to wear lightweight and breathable clothes. Pack a few pairs of shorts or skirts, along with comfortable t-shirts or blouses made of cotton or linen fabrics. Don't forget to bring a light jacket or sweater for the evenings when temperatures can drop to the mid-50s to mid-60s Fahrenheit (about 13 to 18 degrees Celsius). Layering is key to adjusting to the varying temperatures throughout the day.

Annapolis is known for its scenic waterfront, so be sure to pack a swimsuit if you plan to take a dip in the Chesapeake Bay or visit nearby beaches. Additionally, comfortable walking shoes are a must, as you may spend a lot of time exploring the charming city and its historic sites.

In terms of accessories, it is recommended to bring a wide-brimmed hat and sunglasses for protection against the sun's rays during outdoor activities. As September is a transitional month, it's also a good idea to have an umbrella handy, as the occasional rain shower may occur.

Lastly, don't forget to pack insect repellent, as mosquitoes can still be prevalent during this time.

In summary, when packing for a visit to Annapolis, Maryland, in September, opt for a mix of light and warmer clothing options such as shorts, t-shirts, and lightweight jackets to accommodate the fluctuating temperatures. Don't forget swimwear, comfortable shoes, and accessories like a hat and sunglasses. With the right attire, you can make the most of your visit to this beautiful city by the sea.

October

October in Annapolis is balmy. The rain can amount to several inches/centimeters. During this time, temperatures average in the high 60s F (low 20s C), although night temperatures can dip into the low 40s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • AirTag to track your luggage

    With airports frequently losing luggage recently, an AirTag can help you find it anywhere on earth: AirTag for iPhones.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Anti-theft backpack

    For a little protection, an anti-theft backpack protects your stuff.

Comfort + Essentials

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Travel pillow

    What we like is this one

  • Luggage scale to avoid fees

    Airlines charge huge amounts for overweight luggage. Save money with this

  • Travel voltage adapter

    A plug adapter that supports outlet types A and B. Ensure that you get the right kind. The majority of adapters that you can buy are simply plugs and expect your electronics to change the voltage themselves. If yours can't do that they could get fried. This one should work in most countries.

  • Power bank for devices

    A portable power bank, like this one

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When visiting Annapolis, Maryland in October, it is essential to consider the weather and the activities you plan on participating in. October in Annapolis tends to bring cooler temperatures and occasional rainfall, so it is advisable to pack accordingly.

For daytime explorations, opt for comfortable, layered clothing to accommodate fluctuating temperatures. A light sweater or jacket would be useful to shield against the chilly mornings and evenings, while long sleeve shirts and pants can be paired with lighter options like t-shirts and shorts. It is also recommended to pack a waterproof or water-resistant jacket or coat, as October can bring unexpected rain showers.

As for footwear, pack a pair of comfortable walking shoes or sneakers for exploring the city by foot or venturing out on the many hiking trails in the area. Ankle boots or closed-toe shoes are great options in case of muddy paths or wet streets.

Don't forget to bring along a hat, sunglasses, and sunscreen to protect yourself against the sun, as the UV rays can still be harmful even with cooler temperatures.

For evenings out, Annapolis offers a vibrant dining and entertainment scene. Consider bringing dressier options such as slacks, skirts, or dresses paired with a lightweight jacket or sweater. Annapolis has a certain coastal charm, so nautical-inspired clothing options can be a fun addition to your wardrobe during your visit.

In terms of accessories, a small umbrella or rain poncho might come in handy, especially with the potential for light showers. Bringing a reusable water bottle is also advisable to stay hydrated throughout your adventures.

Overall, packing for Annapolis in October involves planning for cooler temperatures and occasional rain. By considering layering options and including weather-appropriate accessories, you can ensure a comfortable and enjoyable visit to this charming city.

November

If you vacation in Annapolis during November, you may see that it can be chilly. Temperatures tend to hover around the high 50s F (mid 10s C) during the day, while at night they can dip into the high 30s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • AirTag to track your luggage

    With airports constantly losing luggage nowadays, an AirTag can help you locate it anywhere on earth: AirTag for iPhones.

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • Anti-theft backpack

    For a little protection, an anti-theft backpack protects your belongings.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

Comfort + Essentials

  • Luggage scale to avoid fees

    Airlines charge large amounts for overweight luggage. Save money with this

  • Travel adapter

    A plug adapter that supports outlet types A and B. Make sure to pick the correct kind. The majority of adapters currently sold are just plugs and require your devices to adjust the voltage themselves. If yours can't do that they could get fried. This one works in most areas.

  • Travel pillow

    A good option is this one

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Power bank for devices

    A portable power bank, like this one

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When visiting Annapolis, Maryland in November, it is essential to pack accordingly to ensure a comfortable and enjoyable trip. The city experiences a transitional period during this time, with temperatures gradually cooling down and the arrival of autumn.

The temperature in Annapolis during November typically ranges between 35°F (1°C) to 55°F (13°C), making for cool and crisp weather. Therefore, it is advisable to bring a variety of clothing options that can be easily layered to accommodate fluctuating temperatures throughout the day. A good base layer would be lightweight, long-sleeved shirts or sweaters paired with a light jacket or coat. It is also recommended to bring a waterproof and wind-resistant outer layer to protect against any unexpected rain or gusty winds.

As for bottoms, pack jeans or trousers that can be easily layered with thermal leggings or long underwear for added warmth. Additionally, bringing a few pairs of comfortable shoes, such as closed-toe boots or sneakers, is advisable for exploring the city's cobblestone streets and waterfront. It is also worth considering packing a warmer hat, gloves, and a scarf to protect against chilly temperatures when spending time outside.

In terms of accessories, packing a sturdy umbrella is indispensable, as November in Annapolis experiences moderate rainfall. Sunglasses may also come in handy on sunny days as the city is known for its picturesque views of the Chesapeake Bay.

When exploring Annapolis, make sure to pack some smart casual outfits for dining out or attending local events. The city has a vibrant culinary scene and various cultural events to enjoy, so it is always a good idea to have a few dressier options available.

By packing a mix of layered clothing, weather-resistant outerwear, and comfortable shoes, visitors will be well-prepared to explore the charming city of Annapolis during November, making the most of their trip while staying comfortable and stylish.

December

December is cold. Temperatures average in the high 40s F (single digits C) during the day.

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Money/passport pouch

    A money pouch is vital for protecting your passport and credit cards.

  • Voice and data SIM card

    A SIM card that works in Annapolis. A good global SIM card works in most countries, but check the country list before buying.

  • Anti-theft backpack

    For a bit of protection, an anti-theft backpack protects your stuff.

  • AirTag to track your luggage

    With airports always losing things nowadays, an AirTag can help you find it anywhere on earth: AirTag for iPhones.

Comfort + Essentials

  • Power bank for devices

    A portable power bank, like this one

  • Travel pillow

    A top rated pillow is this one

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Voltage adapter

    A plug adapter that supports outlet types A and B. Be careful to choose the correct type. The vast majority of adapters available are simply plugs and require your devices to adjust the voltage themselves. If your devices can't do that they could get fried. This one should work in most locations.

  • Luggage scale to avoid fees

    Airlines charge huge amounts for overweight luggage. Save money with this

If you see the U.S. Naval Academy Museum, wear museum-appropriate clothing and take:

When visiting Annapolis, Maryland in December, it is important to dress appropriately for the cold weather. The average temperature in December ranges from 32°F (0°C) to 50°F (10°C). To stay warm and comfortable, it is recommended to pack and wear layers of clothing.

Start with a thermal or long-sleeved base layer to provide insulation. This could be a lightweight thermal shirt or a thin sweater. Over the base layer, wear a warmer sweater or fleece for added warmth. It is also advisable to pack a few pairs of pants, such as jeans or trousers, as well as thermal leggings or tights for extra warmth.

Since Annapolis is located on the coast, the wind factor can make it feel colder. Therefore, a windproof jacket or coat is essential. Look for a waterproof or water-resistant option in case of rain or snow.

Don't forget to bring a variety of accessories to stay warm, such as hats, scarves, and gloves. Opt for thicker materials like wool or fleece to protect yourself from the cold. Warm socks and sturdy boots are also a must to keep your feet dry and warm.

Considering the weather and the potential for moisture, it is recommended to bring an umbrella or a raincoat to stay dry during unexpected showers.

While packing for Annapolis in December, it is always wise to bring a few versatile outfits that can be easily layered and mixed and matched. This will allow you to adapt to changing weather conditions throughout the day.

In conclusion, when visiting Annapolis, Maryland in December, it is necessary to pack warm and layered clothing, including thermal base layers, sweaters, jackets, hats, scarves, gloves, warm socks, and sturdy boots. An umbrella or raincoat is also essential to protect against rain or snow. By dressing appropriately, you can fully enjoy your visit to this charming city.

What to do in Annapolis, Maryland, United States of America

Annapolis, the capital of the state of Maryland, is a city brimming with history, culture, and beauty. It is home to some of the most gorgeous beaches, museums, historical sites, and recreational parks in the country. It’s impossible to condense everything this beautiful city has to offer into a single list, but here are some of the top tourist attractions in Annapolis, Maryland.

The United States Naval Academy: The United States Naval Academy is one of the top tourist attractions in Annapolis, Maryland. Founded in 1845, the academy is a prominent institution of higher learning that prepares young men and women to become officers in the United States Navy and Marine Corps. The campus is beautiful and features a museum that displays a broad selection of naval artifacts and exhibits, including ship models, weapons, and authentic cannons.

The Maryland State House: Annapolis is the home of the Maryland State House, the oldest State House in continuous legislative use in the country. It serves as the seat of the Maryland state government and is an impressive sight to see. Visitors can take a guided tour to discover the historical significance of the building, view original oil paintings of George Washington, who resigned his commission as Commander-in-Chief of the Army at the State House, and see the beautiful marbled interiors.

The Chesapeake Bay: The Chesapeake Bay is an important part of Annapolis’s heritage, and there are countless water activities to enjoy. Visitors can go boating, fishing, kayaking, parasailing, and paddleboarding as the Chesapeake Bay offers an array of water sports. Many parks are nearby, making it easy to immerse oneself in peaceful, scenic views of water and nature.

The Annapolis Maritime Museum: The Annapolis Maritime Museum is located in Eastport, Annapolis, next to the Chesapeake Bay, with waterfront views. It offers a glimpse into the rich heritage of Annapolis as a maritime city. The museum exhibits the history of the city's marine industry, including crabbing and oyster shucking, and offers educational programs about stewardship of the Chesapeake Bay.

The William Paca House and Garden: As one of Annapolis’s important historical landmarks, the William Paca House and Garden provide an insight into life in the 18th century. It is a preserved Georgian mansion that was home to the wealthy William Paca, one of the Founding Fathers of the United States. Visitors can tour the house with a guide and stroll through the beautiful gardens, which are available for weddings and other events.

The Banneker-Douglass Museum: The Banneker-Douglass Museum is a significant cultural institution that celebrates the legacy of African Americans in Maryland. The museum has an extensive collection of art, artifacts, and documents that tell the story of Maryland's black community since its earliest days. Visitors can learn about Harriet Tubman, Frederick Douglass and other notable figures in history through their exhibits.

In conclusion, Annapolis is a city that offers so much to see and do, and guests can easily plan a fun-filled trip. These top tourist attractions are just the tip of the iceberg; Annapolis’s deep and rich history, cultural heritage, and modern amenities make it an ideal destination for anyone who loves to explore, have fun, and learn.

About your travel guide

Hi! I'm Dev. I've traveled all over the world and in my travels, I have made many packing lists. In this series, my team and I have compiled the most useful information, as well as things we couldn't live without, to help you plan your trip.

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