Sleepy Hollow Vacation Packages

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Your Sleepy Hollow Vacation

Our vacation packages to Sleepy Hollow provide countless opportunities to enjoy new sights, sounds and flavors. And with all the details worked out, you can breathe easy and enjoy your city break without a worry in the world. Every trip to Sleepy Hollow should include some sightseeing. Bond Falls is a popular place to start your exploring. Browse Expedia's extensive range of travel options and start planning your dream vacation to Sleepy Hollow today.

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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 Jul. 3, 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)
Just as advertised
"Liked the small town and out of the way location. It is on a main highway which allowed us to easily drive everywhere. Bond Falls is a must see and is only a few minutes drive."

Reviewed on Jul. 11, 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
10/10 Exceptional! (7 reviews)
Great little place, Great hosts
"Nice, relaxing property that is centrally located to resultants, hiking, and exploring the Upper Peninsula. Hosts were very responsive, bed was cozy, front porch was perfect and the fire pit made the stay a place to create memories during the evening hours."

Reviewed on Jul. 9, 2025

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

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sleepy Hollow vacation 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 favorite 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 vacation packages promise plenty of savings for the savvy traveler. 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 vacation?
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 vacation 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 vacation package?
Don't worry if you're rethinking your Sleepy Hollow vacation 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.