Sleepy Hollow, New York, United States of America: What to pack, what to wear, and when to go [2024]
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Ready to pack for Sleepy Hollow, New York, United States of America? If you're planning to go to Sleepy Hollow, the following is some important information about when to go, what to wear, and what to pack.
Contents
- When to go to Sleepy Hollow
- Important essentials for Sleepy Hollow
- Activities for Sleepy Hollow
- Sleepy Hollow in January: weather and what to pack
- Sleepy Hollow in February: weather and what to pack
- Sleepy Hollow in March: weather and what to pack
- Sleepy Hollow in April: weather and what to pack
- Sleepy Hollow in May: weather and what to pack
- Sleepy Hollow in June: weather and what to pack
- Sleepy Hollow in July: weather and what to pack
- Sleepy Hollow in August: weather and what to pack
- Sleepy Hollow in September: weather and what to pack
- Sleepy Hollow in October: weather and what to pack
- Sleepy Hollow in November: weather and what to pack
- Sleepy Hollow in December: weather and what to pack
When to go to Sleepy Hollow, New York, United States of America
Based on the climate and weather in Sleepy Hollow, New York, United States of America, the best time to go is July. See below for details.
What to wear/what to pack for Sleepy Hollow, New York, United States of America
Already know when you're traveling?
Here are some general tips on what to wear in Sleepy Hollow, as well as several items to remember to pack when traveling there.
What to wear/what to pack for Sleepy Hollow, New York, United States of America by month
January
January in Sleepy Hollow is frosty. The average overnight temperatures in the area are in the low 10s F (10+ below zero C), with a few days below 0 F (10+ below zero C).
What to wear/what to pack:
Clothes + Footwear
Fleece for under jacket
Extreme cold weather gloves
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.Thermal undergarments
We like:
Pajamas
Scarf/neck warmer
our favoriteLip balm
The best option: here
Sweaters
Extreme weather jacket shell
These are a great value:
Very heavy heated socks
Like these
Coveralls/snow pants
Here are some of the best values:
Health
Emergency motion sickness relief
Travel first aid kit
This one is a great option.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Hand sanitizer
This hand sanitizer is an easy-to-carry TSA-friendly option.
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 Sleepy Hollow. A good global SIM card works in most countries, but check the country list before buying.
AirTag to track your luggage
With airports always losing things recently, an AirTag can help you find it anywhere anywhere: AirTag for iPhones.
Comfort + Essentials
Voltage adapter
A plug adapter that supports outlet types A and B. Take care to choose the right type. A lot of adapters currently sold are just plug changers and require your devices to adjust the voltage themselves. If yours can't do that they could get fried. This one should be sufficient for most locations.
Luggage scale to avoid fees
Airlines charge excessive penalties for overweight luggage. Avoid surcharges with this
Travel neck support pillow
A top rated pillow 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
February
February in this region is freezing. Temperatures average in the low 30s F (single digits C) during the day.
What to wear/what to pack:
Clothes + Footwear
Scarf/neck warmer
our favoriteExtreme weather jacket shell
These are a great value:
Fleece for under jacket
Sweaters
Lip balm
The best choice: this
Coveralls/snow pants
Here are some of the best choices:
Thermal undergarments
We like:
Extreme cold weather gloves
Very heavy heated socks
Like these
Pajamas
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.
Health
Emergency motion sickness relief
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Hand sanitizer
This hand sanitizer is a good plane-friendly option.
Travel first aid kit
This one is a superb kit.
Safety + Security
AirTag to track your luggage
With airlines repeatedly losing luggage these days, an AirTag can help you locate it anywhere anywhere: AirTag for iPhones.
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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 stuff.
Money/passport pouch
A money pouch is vital for protecting your passport and credit cards.
Comfort + Essentials
Travel neck support pillow
A great choice is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Plug adapter
A plug adapter that supports outlet types A and B. Be careful to pick the right type. The vast majority of adapters currently available are just plug changers and expect your devices to change the voltage themselves. If your electronics can't do that they could get fried. This one works in most locations.
Luggage scale to avoid fees
Airlines charge excessive prices for overweight luggage. Avoid surcharges with this
Power bank for devices
A portable power bank, like this one
March
March in Sleepy Hollow is brisk. Temperatures average in the low 40s F (single digits C) during the day.
What to wear/what to pack:
Clothes + Footwear
Lip balm
The best pick: this
Thermal undergarments
We chose:
Scarf/neck warmer
our favoriteFleece for under jacket
Coveralls/snow pants
Here are some of our favorites:
Sweaters
Extreme cold weather gloves
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.Very heavy heated socks
Like these
Pajamas
Extreme weather jacket shell
These are a great value:
Health
Emergency motion sickness relief
Travel first aid kit
This one is a great one.
Hand sanitizer
This hand sanitizer is an excellent TSA-friendly choice.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Safety + Security
Money/passport pouch
A money pouch is vital for protecting your passport and credit cards.
AirTag to track your luggage
With airlines always losing bags nowadays, an AirTag can help you locate it anywhere in the world: AirTag for iPhones.
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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 things.
Comfort + Essentials
Luggage scale to avoid fees
Airlines charge huge penalties for overweight luggage. Avoid penalties with this
Power bank for devices
A portable power bank, like this one
Voltage step down adapter
A plug adapter that supports outlet types A and B. Take care to find the necessary type. The majority of adapters currently available are just plugs and expect your devices to change the voltage themselves. If your devices can't do that they could get destroyed. This one should work in most locations.
Travel pillow
An excellent option is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
April
April here can be brisk. Temperatures average in the 50s F (low 10s C) during the day.
What to wear/what to pack:
Clothes + Footwear
Extra socks
Lip balm
In our opinion, the best option: this one
Fleece
Jacket or coat
Warm pants or jeans
Light gloves or mittens
Sneakers or comfortable shoes
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Hand sanitizer
This hand sanitizer is an excellent plane-friendly choice.
Emergency motion sickness relief
Travel first aid kit
This one is a excellent value.
Safety + Security
Voice and data SIM card
A SIM card that works in Sleepy Hollow. A good global SIM card works in most countries, but check the country list before buying.
AirTag to track your luggage
With airlines always losing things these days, an AirTag can help you 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 belongings.
Comfort + Essentials
Travel adapter
A plug adapter that supports outlet types A and B. It's important that you find the right type. The vast majority of adapters on sale are simply plug changers and require your electronics to convert the voltage themselves. If yours can't do that they could get destroyed. This one should be sufficient for most places.
Luggage scale to avoid fees
Airlines charge huge prices for overweight luggage. Save money with this
Travel neck support pillow
A great 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
May
If you go to Sleepy Hollow in May, you will notice that it is relatively cool. Daytime temperatures are in the low 60s F (high 10s C).
What to wear/what to pack:
Clothes + Footwear
Travel shoe storage
If you bring multiple shoe options,
travel shoe storage.Long sleeve shirts or blouses
Pants or jeans
Light jacket or fleece
Sneakers or comfortable shoes
Light and heavy skirts
Dresses
You can find some great options here
Extra socks
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Travel first aid kit
This one is a excellent choice.
Hand sanitizer
This hand sanitizer is an easy-to-carry TSA-friendly product.
Safety + Security
Money/passport pouch
A money pouch is vital for protecting your passport and credit cards.
AirTag to track your luggage
With airports always losing luggage these days, 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 Sleepy Hollow. A good global SIM card works in most countries, but check the country list before buying.
Comfort + Essentials
Travel pillow
What we like is this one
Luggage scale to avoid fees
Airlines charge huge amounts for overweight luggage. Avoid penalties 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
Plug adapter
A plug adapter that supports outlet types A and B. Take care to find the right kind. Most adapters on sale are simply plug changers and expect your devices to convert the voltage themselves. If yours can't do that they could get destroyed. This one should be sufficient for most countries.
June
If you vacation in Sleepy Hollow during June, you might find that it is mild. Temperatures tend to hover around the low 70s F (low 20s 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
A mix of long and short sleeve shirts
Sandals
Sunscreen lotion
Breathable footwear or sandals
Light dresses
You can find some great options here
Light skirts
Extra socks
Bug repellent
Short pants or heavy shorts
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a great kit.
Emergency motion sickness relief
Hand sanitizer
This hand sanitizer is a good TSA-friendly choice.
Safety + Security
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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 things these days, an AirTag can help you locate it anywhere in the world: 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
Luggage scale to avoid fees
Airlines charge huge amounts for overweight luggage. Avoid surcharges with this
Travel pillow
A versatile choice is this one
Travel voltage adapter
A plug adapter that supports outlet types A and B. Take care to get the correct type. The majority of adapters available online are simply plug changers and require your electronics to adjust the voltage themselves. If yours can't do that they could get fried. This one works in most countries.
Power bank for devices
A portable power bank, like this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
July
If you go to Sleepy Hollow in July, you will notice that it is warm. Daytime temperatures are in the 70s F (mid 20s C).
What to wear/what to pack:
Clothes + Footwear
Sunscreen lotion
Extra socks
Short pants or heavy shorts
Bug repellent
Light skirts
Sandals
Light dresses
You can find some great options here
Breathable footwear or sandals
A mix of long and short sleeve shirts
Health
Travel first aid kit
This one is a excellent choice.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Hand sanitizer
This hand sanitizer is an excellent plane-friendly option.
Safety + Security
Anti-theft backpack
For a bit of 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.
Voice and data SIM card
A SIM card that works in Sleepy Hollow. A good global SIM card works in most countries, but check the country list before buying.
AirTag to track your luggage
With airports always losing things recently, an AirTag can find it anywhere on earth: AirTag for iPhones.
Comfort + Essentials
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Travel neck support pillow
A great choice is this one
Luggage scale to avoid fees
Airlines charge excessive penalties for overweight luggage. Avoid surcharges with this
Voltage step down adapter
A plug adapter that supports outlet types A and B. Check that you get the correct kind. The vast majority of adapters currently being sold are simply plugs and expect your electronics to change the voltage themselves. If your electronics can't do that they could burn up. This one should work in most areas.
Power bank for devices
A portable power bank, like this one
August
August for Sleepy Hollow is warm. Temperatures average in the 70s F (mid 20s C) during the day.
What to wear/what to pack:
Clothes + Footwear
Light skirts
Sandals
Extra socks
Bug repellent
Breathable footwear or sandals
Sunscreen lotion
Light dresses
You can find some great options here
Short pants or heavy shorts
A mix of long and short sleeve shirts
Health
Hand sanitizer
This hand sanitizer is a good TSA-friendly choice.
Travel first aid kit
This one is a good choice.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Safety + Security
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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 frequently losing things nowadays, an AirTag can help you find it anywhere in the world: AirTag for iPhones.
Anti-theft backpack
For a bit of peace of mind, an anti-theft backpack protects your belongings.
Comfort + Essentials
Luggage scale to avoid fees
Airlines charge huge prices for overweight luggage. Avoid penalties with this
Travel neck pillow
A great choice is this one
Travel voltage adapter
A plug adapter that supports outlet types A and B. Be careful to find the correct type. A lot of adapters available are just plugs and expect your devices to adjust the voltage themselves. If yours can't do that they could burn up. This one should be sufficient 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
September
Traveling to Sleepy Hollow in September, you will notice that it is balmy. Daytime temperatures are in the high 60s F (low 10s C).
What to wear/what to pack:
Clothes + Footwear
Pants or jeans
Travel shoe storage
If you bring multiple shoe options,
travel shoe storage.Light jacket or fleece
Sneakers or comfortable shoes
Extra socks
Dresses
You can find some great options here
Light and heavy skirts
Long sleeve shirts or blouses
Health
Travel first aid kit
This one is a superb choice.
Emergency motion sickness relief
Hand sanitizer
This hand sanitizer is an easy-to-carry plane-friendly option.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Safety + Security
Anti-theft backpack
For a bit of protection, an anti-theft backpack protects your things.
AirTag to track your luggage
With airports repeatedly losing bags recently, an AirTag can locate it anywhere anywhere: AirTag for iPhones.
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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
Power bank for devices
A portable power bank, like this one
Travel neck pillow
Our fave is this one
Luggage scale to avoid fees
Airlines charge huge prices for overweight luggage. Avoid penalties with this
Travel adapter
A plug adapter that supports outlet types A and B. Take care to choose the right kind. The majority of adapters currently available are just plugs and require your electronics to convert the voltage themselves. If yours can't do that they could burn up. This one is sufficent for most locations.
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
October
October for Sleepy Hollow is crisp. Temperatures average in the 50s F (low 10s C) during the day.
What to wear/what to pack:
Clothes + Footwear
Extra socks
Fleece
Lip balm
In our opinion, the best is: this
Light gloves or mittens
Warm pants or jeans
Jacket or coat
Sneakers or comfortable shoes
Health
Hand sanitizer
This hand sanitizer is an excellent TSA-friendly choice.
Travel first aid kit
This one is a good option.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Safety + Security
Money/passport pouch
A money pouch is vital for protecting your passport and credit cards.
Anti-theft backpack
For a bit of protection, an anti-theft backpack protects your things.
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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 these days, an AirTag can locate it anywhere in the world: AirTag for iPhones.
Comfort + Essentials
Luggage scale to avoid fees
Airlines charge huge penalties 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
Travel pillow
Our favorite is this one
Plug adapter
A plug adapter that supports outlet types A and B. Be sure to choose the right kind. Most adapters available online are simply plug changers and expect your electronics to adjust the voltage themselves. If yours can't do that they could get destroyed. This one should be appropriate for most countries.
November
If you are traveling to Sleepy Hollow in November, you will notice that it is pretty cool. Daytime temperatures are in the 40s F (single digits C).
What to wear/what to pack:
Clothes + Footwear
Lip balm
Our favorite option: here
Heavy jacket
Sweaters
Gloves
Insulated water bottle
Our first choice:
thisWarm pants or jeans
Travel footwear storage
You will need multiple footwear options, so consider
travel footwear storage.Heavy socks
Such as:
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Hand sanitizer
This hand sanitizer is an easy-to-carry plane-friendly product.
Travel first aid kit
This one is a excellent value.
Emergency motion sickness relief
Safety + Security
Anti-theft backpack
For a bit of peace of mind, an anti-theft backpack protects your stuff.
AirTag to track your luggage
With airports frequently losing things recently, an AirTag can find it anywhere on earth: AirTag for iPhones.
Voice and data SIM card
A SIM card that works in Sleepy Hollow. 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
Power bank for devices
A portable power bank, like this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Travel neck pillow
A top rated pillow is this one
Travel voltage adapter
A plug adapter that supports outlet types A and B. It's important that you get the correct type. A lot of adapters available are just plug changers 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 areas.
Luggage scale to avoid fees
Airlines charge excessive penalties for overweight luggage. Save money with this
December
December in Sleepy Hollow is freezing. The average overnight temperatures in the area are in the high 10s F (single digits below 0 C), with a few days below 0 F (10+ below zero C).
What to wear/what to pack:
Clothes + Footwear
Fleece for under jacket
Extreme weather jacket shell
These are a great value:
Lip balm
The best pick: here
Scarf/neck warmer
our favoriteThermal undergarments
Our choice is:
Sweaters
Extreme cold weather gloves
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.Very heavy heated socks
Like these
Pajamas
Coveralls/snow pants
Here are some of the best values:
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a excellent one.
Hand sanitizer
This hand sanitizer is a good TSA-friendly product.
Emergency motion sickness relief
Safety + Security
Anti-theft backpack
For a little protection, an anti-theft backpack protects your things.
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 Sleepy Hollow. A good global SIM card works in most countries, but check the country list before buying.
AirTag to track your luggage
With airports frequently losing luggage these days, an AirTag can help you find it anywhere anywhere: AirTag for iPhones.
Comfort + Essentials
Travel pillow
Our fave 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. Avoid penalties with this
Travel adapter
A plug adapter that supports outlet types A and B. Ensure that you choose the right kind. Most adapters currently available are just plug changers and require your electronics to change the voltage themselves. If your devices can't do that they could burn up. This one should work in most countries.
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
What to do in Sleepy Hollow, New York, United States of America
Sleepy Hollow, New York is a quaint village located just 30 miles north of New York City. Despite its small size, the village is packed with history, culture, and stunning natural beauty, making it a top tourist destination. Here are the top tourist attractions in Sleepy Hollow that you shouldn't miss.
1. The Old Dutch Church – Built in the 17th century, the Old Dutch Church is one of the oldest churches in the country. It is located in the heart of the village, and its picturesque appearance makes it a popular spot for photos.
2. The Sleepy Hollow Cemetery – The historic cemetery is home to the final resting place of many famous figures, including author Washington Irving, whose iconic story, "The Legend of Sleepy Hollow," inspired the name of the village.
3. Philipsburg Manor – A National Historic Landmark, Philipsburg Manor is a restored farm that offers a glimpse into life during the colonial era. Visitors can learn about the history of slavery in the area and even see demonstrations of traditional trades.
4. Kykuit – The former home of the Rockefeller family, Kykuit is a magnificent estate that offers stunning views of the Hudson River. The estate is full of art, sculptures, and gardens that visitors can explore.
5. The Headless Horseman Bridge – This historic bridge is said to be the location where the infamous Headless Horseman chased Ichabod Crane in Irving's story. Today, visitors can walk across the bridge and imagine the spooky tale.
6. Tarrytown Music Hall – Built in 1885, the Tarrytown Music Hall is a historic theater that hosts a variety of concerts and shows. Its stunning architecture and intimate atmosphere make it a popular destination for locals and visitors alike.
7. Rockefeller State Park Preserve – Just a short drive from Sleepy Hollow, this state park offers 45 miles of scenic trails for hiking, biking, and horseback riding. Visitors can also fish, picnic, and explore the park's many historic buildings.
Sleepy Hollow may be a small village, but it is full of history, beauty, and culture. Whether you are a history buff, a nature lover, or simply looking for a fun day trip, Sleepy Hollow has something to offer everyone. Visit these top tourist attractions and experience the magic of Sleepy Hollow for yourself.

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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