Sleepy Hollow Vacation Packages

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Top Sleepy Hollow hotel deals

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

Idyllic Wisconsin Lake Front Cabin on Fabulous Cisco Chain

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A garden is available at this vacation home.
Two Rivers Motel and Cabins

Two Rivers Motel and Cabins

2 out of 5
2920 Old M28, Trout Creek, MI
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This motel includes a picnic area and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Take advantage of the free self parking.
Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.

Whispering Pines 7 acre 3 Bedroom 2 Bath Pet Friendly 4 Season. On trail 8.

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This vacation home includes a garden and barbecue grills.
Relax with a view at Oasis North on Lake Gogebic

Relax with a view at Oasis North on Lake Gogebic

The price is $275 per night
$275
per night
May 5 - May 6
This vacation home includes a garden and barbecue grills.
Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking

Private 5 Star Home in Downtown Bruce Crossing w/Sauna + Parking

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A sauna is featured at this vacation home, along with a garden and barbecue grills.
Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer

Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer

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Stay at this vacation home in Land O Lakes. Enjoy onsite parking, an in-room DVD player, and a patio. Discover genuine guest reviews for Lakefront, dog-friendly home with canoe, firepit, large deck, & washer/dryer along with the latest prices and availability – book now.
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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.

Popular places to visit in Sleepy Hollow

Image for Bond Falls

Bond Falls

5/5(1 review)

Commune with nature and explore the great outdoors at Bond Falls during your travels in Bruce Crossing. Wander the forest or discover the area's waterfalls.

Bond Falls
Image for Paulding Light

Paulding Light

5/5(2 reviews)

You can learn about the history of Bruce Crossing with a trip to Paulding Light. Wander the forest or discover the area's waterfalls.

Paulding Light

Frequently asked questions

How much are vacation packages to Sleepy Hollow?
Adventure awaits in Sleepy Hollow, with Travelocity vacation packages starting from just . Including both hotels and flights, these incredible deals make it really easy to discover every corner of the world.
Where can I get the best vacation package deals for Sleepy Hollow?
There are sensational Sleepy Hollow package deals to be scored with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Keep this in mind when you’re ready to check another place off your must-visit list.
Why should I purchase my Sleepy Hollow vacation package via Travelocity?
With our Price Match Guarantee, we’ll match any better price you can find. Add on our 24/7 support and top-shelf service and your perfect vacation is well within reach.
Can I save on my Sleepy Hollow car rental if I bundle it with hotels and flights?
Definitely. And our Sleepy Hollow vacation packages are the perfect way to do it. In only a few clicks you can save cash and time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Looking for things to do? Add some activities or experiences to your package and make savings on those too.
What is the best time of year to go to Sleepy Hollow?
May, June and July are the months when most travelers visit, while October, November and December are typically quieter. If you’re traveling on a shoestring, you’d be better off if you visit around . is typically the priciest month to drop by.
Which airport is best for Sleepy Hollow?
You have two choices for jetting into Sleepy Hollow, starting with Gogebic County Airport (IWD). It’s about 45 mi from the city center, while Oneida County Airport (RHI) is 55 mi away from central Sleepy Hollow.