Sleepy Hollow, New York, United States of America: What to pack, what to wear, and when to go [2023]
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 Sleepy Hollow, New York, United States of America? If you're planning to go to Sleepy Hollow, I've got 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 can be extremely cold. 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
Heavy sweaters
Thermal undergarments
We love:
Fleece inner layer
Extreme weather jacket shell
These are a great value:
Scarf/neck warmer
our favoriteVery heavy heated socks
Like these
Insulated ice boots
We use:
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.Extreme cold weather gloves
Coveralls/snow pants
Here are some of the best values:
Pajamas
Lip balm
The best choice: this one
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a excellent choice.
Emergency motion sickness relief
Hand sanitizer
This hand sanitizer is a good plane-friendly choice.
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 bags these days, an AirTag can find 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.
Comfort + Essentials
Travel neck support pillow
A good option 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. Save money with this
Travel voltage adapter
A plug adapter that supports outlet types A and B. Be careful to find the correct kind. Most adapters available online are just plug changers and require your electronics to convert the voltage themselves. If yours can't do that they could get destroyed. This one works in most places.
Power bank for devices
A portable power bank, like this one
February
February here is frosty. 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 favoriteCoveralls/snow pants
Here are some of our favorites:
Extreme weather jacket shell
These are a great value:
Fleece inner layer
Thermal undergarments
We suggest:
Insulated ice boots
We use:
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
Heavy sweaters
Lip balm
The best option: here
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a great kit.
Hand sanitizer
This hand sanitizer is an excellent plane-friendly option.
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.
Anti-theft backpack
For a bit of peace of mind, an anti-theft backpack protects your things.
AirTag to track your luggage
With airports always losing things nowadays, an AirTag can locate it anywhere in the world: AirTag for iPhones.
Money/passport pouch
A money pouch is vital for protecting your passport and credit cards.
Comfort + Essentials
Luggage scale to avoid fees
Airlines charge large penalties for overweight luggage. Avoid surcharges with this
Power bank for devices
A portable power bank, like this one
Plug adapter
A plug adapter that supports outlet types A and B. Be careful to choose the correct type. Many adapters currently being sold are simply plugs and expect your electronics to convert the voltage themselves. If yours can't do that they could get destroyed. This one should be appropriate for most places.
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Travel neck support pillow
A top rated pillow is this one
March
If you are traveling to Sleepy Hollow in March, you will notice that it can be very chilly. Daytime temperatures are in the low 40s F (single digits C).
What to wear/what to pack:
Clothes + Footwear
Extreme cold weather gloves
Fleece inner layer
Pajamas
Insulated ice boots
We use:
Scarf/neck warmer
our favoriteThermal undergarments
We like:
Coveralls/snow pants
Here are some of the best choices:
Extreme weather jacket shell
These are a great value:
Very heavy heated socks
Like these
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.Heavy sweaters
Lip balm
The best option: here
Health
Hand sanitizer
This hand sanitizer is an easy-to-carry TSA-friendly choice.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Travel first aid kit
This one is a good choice.
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 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 constantly losing luggage nowadays, an AirTag can locate it anywhere on earth: AirTag for iPhones.
Anti-theft backpack
For a little peace of mind, an anti-theft backpack protects your belongings.
Comfort + Essentials
Power bank for devices
A portable power bank, like this one
Travel neck support 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 large amounts for overweight luggage. Avoid surcharges with this
Plug adapter
A plug adapter that supports outlet types A and B. Check that you pick the right kind. Many adapters available online are just plug changers and expect your electronics to change the voltage themselves. If yours can't do that they could get destroyed. This one works in most countries.
April
If you visit Sleepy Hollow during April, you might find that it can be very chilly. Temperatures tend to hover around the 50s F (low 10s C) during the day, while at night they can dip into the low 30s F (single digits below 0 C).
What to wear/what to pack:
Clothes + Footwear
Extra socks
Jacket or coat
Light gloves or mittens
Lip balm
In our opinion, the best choice: this one
Warm pants or jeans
Fleece
Sneakers or comfortable shoes
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a great value.
Hand sanitizer
This hand sanitizer is an easy-to-carry plane-friendly option.
Emergency motion sickness relief
Safety + Security
Anti-theft backpack
For a little protection, an anti-theft backpack protects your belongings.
AirTag to track your luggage
With airlines constantly losing luggage these days, an AirTag can help you find it anywhere in the world: 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 Sleepy Hollow. A good global SIM card works in most countries, but check the country list before buying.
Comfort + Essentials
Voltage step down adapter
A plug adapter that supports outlet types A and B. Be careful to get the correct kind. A lot of adapters that you can buy are just plugs and expect your devices to change the voltage themselves. If your devices can't do that they could burn up. This one should work in most countries.
Power bank for devices
A portable power bank, like this one
Travel neck support pillow
A top rated pillow is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Luggage scale to avoid fees
Airlines charge huge prices for overweight luggage. Avoid penalties with this
May
May in Sleepy Hollow is relatively cool. The average overnight temperatures in the area are in the low 40s F (single digits C).
What to wear/what to pack:
Clothes + Footwear
Sneakers or comfortable shoes
Pants or jeans
Light jacket or fleece
Travel shoe storage
If you bring multiple shoe options,
travel shoe storage.Long sleeve shirts or blouses
Light and heavy skirts
Dresses
You can find some great options here
Extra socks
Health
Travel first aid kit
This one is a great one.
Hand sanitizer
This hand sanitizer is an excellent plane-friendly product.
Emergency motion sickness relief
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Safety + Security
Anti-theft backpack
For a bit of peace of mind, an anti-theft backpack protects your stuff.
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 repeatedly losing bags nowadays, an AirTag can find it anywhere in the world: AirTag for iPhones.
Comfort + Essentials
Travel pillow
A top rated pillow is this one
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. Avoid surcharges with this
Travel voltage adapter
A plug adapter that supports outlet types A and B. Be careful to choose the necessary kind. Many adapters for sale now are simply plug changers and expect your electronics to convert the voltage themselves. If your devices can't do that they could burn up. This one should be appropriate for most locations.
Power bank for devices
A portable power bank, like this one
June
If you go to Sleepy Hollow in June, 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
Bug repellent
Short pants or heavy shorts
Extra socks
Breathable footwear or sandals
Sunscreen lotion
Light skirts
Light dresses
You can find some great options here
A mix of long and short sleeve shirts
Sandals
Health
Emergency motion sickness relief
Hand sanitizer
This hand sanitizer is a good plane-friendly choice.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a superb kit.
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 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.
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.
Comfort + Essentials
Voltage adapter
A plug adapter that supports outlet types A and B. Be sure to choose the necessary kind. A lot of adapters available online are just plugs and require your electronics to adjust the voltage themselves. If yours can't do that they could burn up. This one is sufficent for most countries.
Luggage scale to avoid fees
Airlines charge large penalties for overweight luggage. Save money with this
Travel pillow
An excellent option 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
July
Traveling 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
A mix of long and short sleeve shirts
Bug repellent
Extra socks
Light dresses
You can find some great options here
Breathable footwear or sandals
Light skirts
Short pants or heavy shorts
Sandals
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Hand sanitizer
This hand sanitizer is an excellent TSA-friendly product.
Travel first aid kit
This one is a great choice.
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.
Anti-theft backpack
For a bit of peace of mind, an anti-theft backpack protects your stuff.
AirTag to track your luggage
With airlines always losing things nowadays, an AirTag can find it anywhere anywhere: AirTag for iPhones.
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. Check that you pick the necessary type. The vast majority of adapters currently being sold 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.
Power bank for devices
A portable power bank, like this one
Travel neck pillow
A good option is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Luggage scale to avoid fees
Airlines charge large penalties for overweight luggage. Avoid surcharges with this
August
If you go to Sleepy Hollow in August, you will notice that it is a perfect temperature. Daytime temperatures are in the 70s F (mid 20s C).
What to wear/what to pack:
Clothes + Footwear
Sunscreen lotion
Sandals
Extra socks
Breathable footwear or sandals
A mix of long and short sleeve shirts
Light skirts
Short pants or heavy shorts
Bug repellent
Light dresses
You can find some great options here
Health
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Hand sanitizer
This hand sanitizer is a good plane-friendly product.
Travel first aid kit
This one is a great value.
Safety + Security
AirTag to track your luggage
With airlines always losing things these days, 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.
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.
Comfort + Essentials
Luggage scale to avoid fees
Airlines charge large amounts for overweight luggage. Save money with this
Travel neck pillow
A versatile choice is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Travel adapter
A plug adapter that supports outlet types A and B. Take care to find the correct type. A lot of adapters on sale are simply plugs and expect your electronics to adjust the voltage themselves. If your electronics can't do that they could burn up. This one should be sufficient for most locations.
Power bank for devices
A portable power bank, like this one
September
September in Sleepy Hollow is mild. The average overnight temperatures in the area are in the 40s F (single digits C).
What to wear/what to pack:
Clothes + Footwear
Extra socks
Light jacket or fleece
Pants or jeans
Travel shoe storage
If you bring multiple shoe options,
travel shoe storage.Long sleeve shirts or blouses
Sneakers or comfortable shoes
Light and heavy skirts
Dresses
You can find some great options here
Health
Emergency motion sickness relief
Travel first aid kit
This one is a great value.
Hand sanitizer
This hand sanitizer is an excellent plane-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.
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 protection, an anti-theft backpack protects your things.
AirTag to track your luggage
With airlines frequently losing bags recently, an AirTag can locate it anywhere in the world: AirTag for iPhones.
Comfort + Essentials
Travel adapter
A plug adapter that supports outlet types A and B. Check that you get the right kind. A lot of adapters that you can buy 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 works in most locations.
Travel neck support pillow
A versatile choice is this one
Luggage scale to avoid fees
Airlines charge excessive 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
October
October in this region is crisp. Temperatures average in the 50s F (low 10s C) during the day.
What to wear/what to pack:
Clothes + Footwear
Extra socks
Warm pants or jeans
Light gloves or mittens
Fleece
Jacket or coat
Lip balm
In our opinion, the best pick: this one
Sneakers or comfortable shoes
Health
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 product.
Travel first aid kit
This one is a superb one.
Safety + Security
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.
Money/passport pouch
A money pouch is vital for protecting your passport and credit cards.
AirTag to track your luggage
With airlines frequently losing bags these days, an AirTag can help you locate it anywhere on earth: AirTag for iPhones.
Comfort + Essentials
Plug adapter
A plug adapter that supports outlet types A and B. It's important that you get the right type. A lot of adapters available are simply plugs and expect your electronics to adjust the voltage themselves. If your electronics can't do that they could get fried. This one should be appropriate for most places.
Luggage scale to avoid fees
Airlines charge excessive amounts for overweight luggage. Save money with this
Power bank for devices
A portable power bank, like this one
Travel neck support pillow
A good option is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
November
Traveling to Sleepy Hollow in November, 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
Warm pants or jeans
Sweaters
Gloves
Insulated water bottle
Our pick:
thisTravel footwear storage
You will need multiple footwear options, so consider
travel footwear storage.Heavy jacket
Heavy socks
Such as:
Lip balm
Our choice: this
Cold weather footwear
Health
Hand sanitizer
This hand sanitizer is a good plane-friendly option.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Travel first aid kit
This one is a excellent choice.
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 locate it anywhere in the world: AirTag for iPhones.
Anti-theft backpack
For a little protection, an anti-theft backpack protects your things.
Comfort + Essentials
Travel neck pillow
What we like is this one
Airplane phone mount
Make your flight more comfortable with an airplane phone mount
Luggage scale to avoid fees
Airlines charge excessive amounts for overweight luggage. Avoid penalties with this
Voltage step down adapter
A plug adapter that supports outlet types A and B. Ensure that you pick the necessary kind. Most adapters on sale are just plug changers and require your devices to change the voltage themselves. If your devices can't do that they could get destroyed. This one should work in most areas.
Power bank for devices
A portable power bank, like this one
December
If you are traveling to Sleepy Hollow in December, you will notice that it can be extremely cold. Daytime temperatures are in the low 30s F (single digits C).
What to wear/what to pack:
Clothes + Footwear
Thermal undergarments
Our picks:
Fleece inner layer
Extreme weather jacket shell
These are a great value:
Very heavy heated socks
Like these
Travel shoe storage
Since you will need boots and other footwear,
travel footwear storage is important.Extreme cold weather gloves
Insulated ice boots
We use:
Scarf/neck warmer
our favoriteCoveralls/snow pants
Here are some of the best values:
Pajamas
Heavy sweaters
Lip balm
The best is: this
Health
Travel first aid kit
This one is a great one.
Hand sanitizer
This hand sanitizer is an easy-to-carry TSA-friendly product.
Travel disinfecting wipes
Use these to sanitize plane and hotel surfaces.
Emergency motion sickness relief
Safety + Security
Anti-theft backpack
For a bit of protection, an anti-theft backpack protects your stuff.
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 these days, an AirTag can help you locate it anywhere in the world: AirTag for iPhones.
Comfort + Essentials
Luggage scale to avoid fees
Airlines charge excessive prices for overweight luggage. Save money with this
Travel adapter
A plug adapter that supports outlet types A and B. Ensure that you pick the necessary kind. The vast majority of adapters currently being sold are simply plug changers and require your devices to adjust the voltage themselves. If yours 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
Our fave is this one
Power bank for devices
A portable power bank, like this one
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.
Check out our guides for these other locations: National Park of American Samoa, United States of America, Middlesbrough, England, United Kingdom, Warragul, Victoria, Australia, Aviemore, Scotland, United Kingdom, Olomouc, Czech Republic, Virunga National Park, Democratic Republic of the Congo, Beveren, Belgium, Burundi, Burundi, Zephyrhills, Florida, United States of America, Harris, Scotland, United Kingdom, and Horseleap, Ireland.