Sleepy Hollow Vacations

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Find the Best Sleepy Hollow Vacation Packages

Sleepy Hollow Hotel Deals

Days Inn by Wyndham Gillette

Days Inn by Wyndham Gillette

2 out of 5
910 E Boxelder Road, Gillette, WY
Fully refundableReserve now, pay when you stay
The price is ￥8,589 per night from Jul 27 to Jul 28
￥8,589
￥9,449 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (502 reviews)
"easy access to dining"

Reviewed on Jul 24, 2025

Days Inn by Wyndham Gillette
Garner Hotel Gillette South by IHG

Garner Hotel Gillette South by IHG

3 out of 5
2597 S Douglas Hwy, Gillette, WY
Fully refundable
The price is ￥13,181 per night from Aug 17 to Aug 18
￥13,181
￥14,499 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
"Perfect 1 bdrm suite for a family of 4!! The hotel was clean and the staff were very friendly! Biggest highlight for our whole family was the big waterslides, lazy river, and hot tub!! Highly recommend staying here!"

Reviewed on Jul 23, 2025

Garner Hotel Gillette South by IHG
La Quinta Inn & Suites by Wyndham Gillette

La Quinta Inn & Suites by Wyndham Gillette

3 out of 5
450 E Boxelder Rd, Gillette, WY
Fully refundableReserve now, pay when you stay
The price is ￥16,058 per night from Jul 27 to Jul 28
￥16,058
￥17,662 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
One night stop
"The hotel and room were fine for a one night stop. Breakfast was the usual, wish there were other protein options besides dairy, eggs and meat. It was just off the highway so quick on and off was nice."

Reviewed on Jul 24, 2025

La Quinta Inn & Suites by Wyndham Gillette
See all 42 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 vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Sleepy Hollow costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Sleepy Hollow?
January, February and March are great times to search for cheap Sleepy Hollow vacation packages. Choosing to travel in quieter periods means you can generally find lower prices on hotels and flights.
How many days is enough for Sleepy Hollow?
The ideal length of your Sleepy Hollow vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to check out all the main attractions and explore some hidden treasures along the way.
How to find the best Sleepy Hollow package deals?
Use Expedia's filter tool to find some of the best Sleepy Hollow package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Sleepy Hollow package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sleepy Hollow vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Sleepy Hollow getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Sleepy Hollow?
If you're planning a spur-of-the-moment Sleepy Hollow getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Sleepy Hollow?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Sleepy Hollow.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Sleepy Hollow.
  3. Work out your trip length: Consider how long you want to spend exploring Sleepy Hollow. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal Sleepy Hollow vacation package for you.

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