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

Empty Lighthouse is a reader-supported site. This article may contain affiliate links to Amazon and other sites. We earn a commission on purchases made through these links.

Ready to pack for Winchester, Virginia, United States of America? If you're planning to go to Winchester, I have some important information about when to go, what to wear, and what to pack.

Contents

When to go to Winchester, Virginia, United States of America

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

What to wear/what to pack for Winchester, Virginia, United States of America

Already know when you're traveling?

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

What to wear/what to pack for Winchester, Virginia, United States of America by month

January

January in Winchester is cold. The average overnight temperatures in the area are in the low 20s F (single digits below 0 C). It snows once in a while.

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

    A SIM card that works in Winchester. 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.

  • Anti-theft backpack

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

  • AirTag to track your luggage

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

Comfort + Essentials

  • Luggage scale to avoid fees

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

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Travel pillow

    A top rated pillow is this one

  • Power bank for devices

    A portable power bank, like this one

  • Travel voltage adapter

    A plug adapter that supports outlet types A and B. Make sure to find the necessary type. A lot of adapters available are simply plugs and expect your electronics to adjust the voltage themselves. If your devices can't do that they could get fried. This one should be appropriate for most areas.

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

February

If you are traveling to Winchester in February, you will notice that it is brisk. Daytime temperatures are in the 40s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • AirTag to track your luggage

    With airlines repeatedly losing bags nowadays, an AirTag can help you find it anywhere anywhere: AirTag for iPhones.

  • 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 Winchester. 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 things.

Comfort + Essentials

  • Power bank for devices

    A portable power bank, like this one

  • Travel pillow

    Our fave is this one

  • Luggage scale to avoid fees

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

  • Voltage step down adapter

    A plug adapter that supports outlet types A and B. It's important that you pick the correct type. Many adapters available online are simply plugs and require your electronics to convert the voltage themselves. If yours can't do that they could get fried. This one is sufficent for most locations.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

March

If you vacation in Winchester during March, you might find that it is cold. Temperatures tend to hover around the low 50s F (low 10s C) during the day, while at night they can dip into the low 30s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • AirTag to track your luggage

    With airlines frequently losing luggage nowadays, an AirTag can 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 Winchester. 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

  • Plug adapter

    A plug adapter that supports outlet types A and B. Ensure that you pick the necessary kind. A lot of adapters on sale are simply plug changers and require your devices to change the voltage themselves. If yours can't do that they could get destroyed. This one should work in most areas.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Power bank for devices

    A portable power bank, like this one

  • Luggage scale to avoid fees

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

  • Travel pillow

    Our fave is this one

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

April

If you vacation in Winchester during April, you will probably find that it is crisp. Temperatures tend to hover around the 60s F (high 10s C) during the day, while at night they can dip into the low 40s F (single digits C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • 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 Winchester. 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 constantly losing bags nowadays, an AirTag can find it anywhere anywhere: AirTag for iPhones.

Comfort + Essentials

  • Plug adapter

    A plug adapter that supports outlet types A and B. Ensure that you choose the necessary type. Most adapters available online are just plug changers and expect your devices to change the voltage themselves. If your devices can't do that they could get fried. This one should work in most areas.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Travel neck support 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 penalties for overweight luggage. Save money with this

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

May

Traveling to Winchester in May, you will notice that it is balmy. Daytime temperatures are in the low 70s F (low 20s 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 peace of mind, an anti-theft backpack protects your belongings.

  • Voice and data SIM card

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

  • AirTag to track your luggage

    With airlines repeatedly losing luggage these days, an AirTag can find it anywhere in the world: AirTag for iPhones.

Comfort + Essentials

  • Travel neck pillow

    An excellent option is this one

  • Plug adapter

    A plug adapter that supports outlet types A and B. It's important that you pick the necessary kind. The majority of adapters available online are just plugs and expect your devices to convert the voltage themselves. If yours can't do that they could get fried. This one should be appropriate for most countries.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Power bank for devices

    A portable power bank, like this one

  • Luggage scale to avoid fees

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

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

June

If you vacation in Winchester during June, you will probably find that it is hot. Temperatures tend to hover around the low 80s F (high 20s C) during the day, while at night they can dip into the low 60s F (mid 10s C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

    A SIM card that works in Winchester. 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.

  • Anti-theft backpack

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

  • AirTag to track your luggage

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

Comfort + Essentials

  • Luggage scale to avoid fees

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

  • Travel neck pillow

    An excellent 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

  • Voltage adapter

    A plug adapter that supports outlet types A and B. Be sure to get the right type. Many adapters currently being sold are simply plug changers and require your electronics to adjust the voltage themselves. If your devices can't do that they could burn up. This one should be sufficient for most places.

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

July

If you are traveling to Winchester in July, you will notice that it can be very hot. Daytime temperatures are in the 80s F (low 20s C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

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

  • AirTag to track your luggage

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

  • Anti-theft backpack

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

  • Money/passport pouch

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

Comfort + Essentials

  • Voltage step down adapter

    A plug adapter that supports outlet types A and B. It's important that you find the correct type. Many adapters currently being sold are just plug changers and require your devices to convert the voltage themselves. If your electronics can't do that they could burn up. This one works in most countries.

  • Luggage scale to avoid fees

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

  • Travel neck support pillow

    A versatile choice is this one

  • Power bank for devices

    A portable power bank, like this one

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

August

August in Winchester is hot. The rain can amount to several inches/centimeters. During this time, temperatures average in the 70s F (low 20s C) to 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 frequently losing things nowadays, an AirTag can locate it anywhere anywhere: AirTag for iPhones.

  • Anti-theft backpack

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

  • Voice and data SIM card

    A SIM card that works in Winchester. 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

  • Luggage scale to avoid fees

    Airlines charge excessive penalties for overweight luggage. Avoid surcharges with this

  • Travel voltage adapter

    A plug adapter that supports outlet types A and B. Take care to choose the necessary kind. Most adapters for sale now are just plugs and expect your devices to convert the voltage themselves. If yours can't do that they could get fried. This one should be sufficient for most locations.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Travel neck support pillow

    A versatile choice is this one

  • Power bank for devices

    A portable power bank, like this one

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

September

September here is a perfect temperature. Temperatures average in the high 70s F (mid 20s C) during the day.

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Anti-theft backpack

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

  • AirTag to track your luggage

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

  • Voice and data SIM card

    A SIM card that works in Winchester. 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 neck pillow

    A versatile choice is this one

  • Power bank for devices

    A portable power bank, like 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 sure to choose the necessary type. The vast majority of adapters available online are simply plugs and expect your electronics to convert the voltage themselves. If yours can't do that they could get destroyed. This one is sufficent for most places.

  • Luggage scale to avoid fees

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

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

October

October is balmy. Temperatures average in the 60s F (high 10s 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.

  • Anti-theft backpack

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

  • AirTag to track your luggage

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

  • Voice and data SIM card

    A SIM card that works in Winchester. 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 huge prices for overweight luggage. Avoid surcharges with this

  • Power bank for devices

    A portable power bank, like this one

  • Travel neck support pillow

    An excellent option is this one

  • Voltage step down adapter

    A plug adapter that supports outlet types A and B. Be careful to get the necessary type. Many adapters currently sold are simply plugs and expect your electronics to convert the voltage themselves. If yours can't do that they could get fried. This one should be appropriate for most places.

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

November

Traveling to Winchester in November, you will notice that it can be chilly. Daytime temperatures are in the 50s F (low 10s C).

What to wear/what to pack:

Clothes + Footwear
Health
Safety + Security

  • Voice and data SIM card

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

  • AirTag to track your luggage

    With airlines constantly losing bags recently, 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 peace of mind, an anti-theft backpack protects your things.

Comfort + Essentials

  • Power bank for devices

    A portable power bank, like this one

  • Travel pillow

    A great choice is this one

  • Airplane phone mount

    Make your flight more comfortable with an airplane phone mount

  • Luggage scale to avoid fees

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

  • Travel voltage adapter

    A plug adapter that supports outlet types A and B. Be sure to get the necessary kind. The majority of adapters on sale are simply plugs and require your electronics to change the voltage themselves. If your electronics can't do that they could get destroyed. This one is sufficent for most locations.

If you visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

December

December in Winchester is pretty cool. The rain/snow can amount to several inches/centimeters. During this time, temperatures average in the 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

  • AirTag to track your luggage

    With airlines repeatedly losing things recently, an AirTag can find it anywhere in the world: AirTag for iPhones.

  • 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 Winchester. 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 adapter

    A plug adapter that supports outlet types A and B. Check that you get the right type. The vast majority of adapters that you can buy are just plug changers and expect your devices to convert the voltage themselves. If yours can't do that they could burn up. This one is sufficent for most areas.

  • Travel pillow

    A top rated pillow is this one

  • Luggage scale to avoid fees

    Airlines charge excessive amounts for overweight luggage. Avoid surcharges 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 visit the Shenandoah Discovery Museum, wear museum-appropriate clothing and take:

What to do in Winchester, Virginia, United States of America

Winchester, Virginia, is a charming and historic city located in the northern part of the state. Known for its beautiful scenery and rich history, Winchester is home to a variety of top tourist attractions. Here are just a few of the must-see sites that you won’t want to miss on your next visit.

1. Old Town Winchester – A walk through Old Town Winchester is like stepping back in time. This historic district is filled with charming shops, restaurants, and museums. Visitors can take a self-guided tour of the area or join a guided tour to learn more about the city’s history.

2. Shenandoah Valley Discovery Museum – This interactive museum is perfect for families with children. The museum features dozens of hands-on exhibits designed to educate and entertain visitors of all ages. Highlights include a giant bubble exhibit, a human-sized hamster wheel, and a pretend farmer’s market.

3. Museum of the Shenandoah Valley – This beautiful museum is dedicated to the history and culture of the Shenandoah Valley. The collection includes everything from fine art to rare books and documents. Visitors can also explore the gorgeous gardens and grounds.

4. Abrams Delight – This restored 18th-century home provides a glimpse into life in early Winchester. Visitors can tour the house and gardens to see how early settlers lived and worked.

5. Patsy Cline Historic House – Fans of country music will love the chance to visit this historic home, where the legendary singer Patsy Cline lived from 1948 to 1957. The house has been restored to its original condition and features artifacts from Cline’s life and career.

6. Winchester Little Theatre – Catch a play or musical at this intimate theater, which has been entertaining audiences for over 90 years. The theater hosts a variety of shows throughout the year, including classic plays, comedies, and children’s productions.

7. Belle Grove Plantation – Visit this stunning historic plantation to learn more about the history of the Shenandoah Valley. The plantation includes a museum, gardens, and several restored buildings, including a 1797 mansion.

8. Stonewall Jackson’s Headquarters Museum – This historic home served as Confederate General Stonewall Jackson’s headquarters during the Civil War. Visitors can tour the home and learn more about Jackson’s life and career.

As you can see, Winchester is home to a wealth of top tourist attractions. Whether you’re interested in history, culture, or just having fun, there’s something for everyone in this charming Virginia city. Don't forget your camera and your walking shoes, as you explore the beautiful city of Winchester!

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.

Check out our guides for these other locations: South Sound, Washington, United States of America, Schweinfurt, Germany, Detroit Lake State Recreation Area, Oregon, United States of America, Sagard, Germany, Khorasan, Iran, Vereya, Russia, El Dorado Hills, California, United States of America, Latgale, Latvia, Valdes Peninsula, Argentina, Floyd, Virginia, United States of America, and Nanao, Japan.