Sleepy Hollow Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Sleepy Hollow Holiday

Our holiday packages to Sleepy Hollow allow you to customize your own adventure. Tailor your getaway to your needs and interests and make the most of your time in this lively city. Bond Falls is just one of the must-see attractions to check off your itinerary during a trip to Sleepy Hollow. Stop daydreaming and start travelling. Explore the range of options on Expedia today and finally put your Sleepy Hollow holiday plans into gear!

Sleepy Hollow Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-6.67ºC
Max Temp Summer
24ºC

Top hotels in Sleepy Hollow

Adventures in the Northwoods

Adventures in the Northwoods

Watersmeet MI
10/10 Exceptional! (124 reviews)
"Absolutely the best place we have stayed. Clean, spacious and perfectly located for many local attractions. Great house with everything you need for a comfortable stay."

Reviewed on 12 Sept 2026

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Adventures in the Northwoods
Lake front cabin close to UTV/ATV and snowmobile trails.

Lake front cabin close to UTV/ATV and snowmobile trails.

Bergland MI
9.6/10 Exceptional! (86 reviews)
"This cabin was the perfect little getaway! Nice and private with a beautiful view. Everything was excellent and it felt like a home away from home! Would definitely recommend to anyone! We will be coming back!"

Reviewed on 11 Oct 2026

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Lake front cabin close to UTV/ATV and snowmobile trails.
Land o Lakes Getaway

Land o Lakes Getaway

Land O' Lakes WI
The price is £138 per night from 10 Nov to 11 Nov
£138
10 Nov - 11 Nov
includes taxes & fees
9.6/10 Exceptional! (58 reviews)
"The property met the written description but the photos are misleading. There are pictures of an outbuilding that look like a cabin, I took this to be the rental property. In fact the rental space is in the basement of the owners house.The space served our purpose, an overnight stay for four, but ..."

Reviewed on 12 Oct 2026

Land o Lakes Getaway
See all 97 properties in Sleepy Hollow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Sleepy Hollow travel package cost?
Starting from as little as , you can tailor make your Sleepy Hollow package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Sleepy Hollow travel package?
Whether it's your flight or hotel, you can cancel and rebook it. Booked your Sleepy Hollow travel package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Sleepy Hollow?
Creating your own Sleepy Hollow travel package with Expedia is a simple way to save. We have access to more than 550 air carriers and 1,000,000 properties all over the world. With such an extensive range to select from, you'll have no issues pulling together your dream holiday.
Does Expedia offer Book Now, Pay Later Sleepy Hollow holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply select the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Remember to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.

What are the top hotels in Sleepy Hollow?
If it's your very first time in Sleepy Hollow, secure a room at Cosy House With - Ac Units - Seasonal - And Garage or The Clinic. Both hotels will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Sleepy Hollow holiday?
While not all airlines release tickets early, you can normally start comparing international fares on Expedia up to 12 months in advance. This is the time you can nab some fantastic bargains. If you're booking late, you might still get lucky. Discounted prices occasionally appear only weeks prior to departure.
What does an Expedia Sleepy Hollow travel package include?
Select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easy to do too. The choice is all yours when it comes to arranging your dream Sleepy Hollow getaway.
What should I know before booking a Sleepy Hollow travel package?
We already have low prices. However, you'll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Sleepy Hollow Expedia travel package?
Expedia has access to more than 550 partner airlines worldwide, so you sure can! Just pick your favourite carrier and create your ideal Sleepy Hollow escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.