Sleepy Hollow Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

    Plan, book, and manage your trip all in one place

Top hotels in Sleepy Hollow

Two Rivers Motel and Cabins

Two Rivers Motel and Cabins

2 out of 5
2920 Old M28 Trout Creek MI
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Two Rivers Motel and Cabins
Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

Land O' Lakes WI
9.4/10 Exceptional! (74 reviews)
"We really enjoyed our stay at this cabin up north. It was clean cozy and had everything we needed. The area was quiet and peaceful which made it easy to relax and enjoy our time away. It was a great spot for a little getaway, tons of great fishing, we would definitely stay again."

Reviewed on 29 Jun 2026

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Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain
Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.

Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.

Bruce Crossing MI
9.6/10 Exceptional! (30 reviews)
"Great place to stay"

Reviewed on 29 Jun 2026

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Serene Log Cabin Getaway! Close to Hiking, Snowmobile And Four Wheeler Trails.
See all 96 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.

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
We make it easy to travel the world, with Sleepy Hollow packages starting from just . You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Sleepy Hollow?
Our Sleepy Hollow holiday packages promise plenty of savings for the savvy traveller. For the best deals, simply bundle your flights, hotels and extras (including tours) into a handy package. But bargain prices are only the start of your next amazing adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options around the world to choose from. Whatever your budget, there's a package with your name on it.
How far in advance should I book my Sleepy Hollow holiday?
While prices change from time to time, we generally suggest reserving your seat as early as possible. Most international airfares are found on Expedia up to 12 months in advance. If you're booking last minute, you might still be lucky. Cheap journeys to Sleepy Hollow sometimes occur only weeks before departure.
What does an Expedia Sleepy Hollow travel package include?
Flights, hotels and a reliable car for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings stack up. When it comes to creating your Sleepy Hollow trip, you're the boss!
What should I know before booking a Sleepy Hollow travel package?
A travel package can be customized for your circumstances and is an easy way to make your hard-earned dollars stretch further. How little or much you include is totally up to you. Rental cars, hotels and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Sleepy Hollow Expedia holiday package?
Yes, you're in charge. We offer more than 550 airlines all over the world, so you can design your Sleepy Hollow adventure according to your budget and needs.
If I'm not able to travel, can I cancel my Sleepy Hollow holiday package?
Don't worry if you're rethinking your Sleepy Hollow holiday package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.