Sleepy Hollow Vacations

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Find the Best Sleepy Hollow Vacation Packages

Sleepy Hollow Hotel Deals

Arbuckle Lodge

Arbuckle Lodge

3 out of 5
1400 South Garner Lake Road, Gillette, WY
Fully refundableReserve now, pay when you stay
The price is ₩161,805 per night from Aug 31 to Sep 1
₩161,805
₩177,986 total
Aug 31 - Sep 1
includes taxes & fees
Arbuckle Lodge
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 ₩127,939 per night from Sep 1 to Sep 2
₩127,939
₩140,732 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"It was clean."

Reviewed on Aug 20, 2025

La Quinta Inn & Suites by Wyndham Gillette
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 ₩75,816 per night from Aug 30 to Aug 31
₩75,816
₩83,398 total
Aug 30 - Aug 31
includes taxes & fees
Days Inn by Wyndham Gillette
See all 44 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

Energy Capital Sports Complex

You can take time to visit Energy Capital Sports Complex during your travels to Gillette. While in this family-friendly area, you can savor the top-notch restaurants.

Energy Capital Sports Complex

AVA Community Art Center

You can spend an afternoon browsing the exhibits at AVA Community Art Center during your travels in Gillette. While you're here, you can savor the top-notch restaurants.

AVA Community Art Center

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.