Sleepy Hollow Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Sleepy Hollow Holiday

Our pick of the best Sleepy Hollow Hotel Deals

Two Rivers Motel and Cabins
Two Rivers Motel and Cabins
2 out of 5
2920 Old M28, Trout Creek, MI
9.6/10 Exceptional! (29 reviews)
"Good Wi-FI, microwave and Mini-Fridge."

Reviewed on 3 Jul. 2025

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Two Rivers Motel and Cabins
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!
Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!
Trout Creek
9.8/10 Exceptional! (118 reviews)
Snowmobile Weekend
"Booked this house for a short weekend in the Northwoods to do some snowmobiling with friends. Great location very clean property. Dale was a great guy that owns the property very accommodating. Will definitely be back next year."

Reviewed on 11 Mar. 2025

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Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!
Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula
Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula
Bruce Crossing
Beautiful cabin in a beautiful setting!
"We stayed at Bobcat Cabin for two days but we wish we could have stayed longer! The cabin was exceptionally clean and the scenery was gorgeous. Our grandsons learned a bit about solar energy and energy conservation during our stay. Very cozy place! We would stay here again!"

Reviewed on 3 Nov. 2024

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Come Stay Off-Grid in Michigan's Beautiful Upper Peninsula
See all 95 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.

Discover the most popular places to visit in Sleepy Hollow

Paulding Light

You can learn about the history of Bruce Crossing when you stop by Paulding Light. Wander the forests or discover the area's waterfalls.

Paulding Light

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