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 ₩86,623 per night from Jul 20 to Jul 21
₩86,623
₩95,286 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (480 reviews)
Okay for an overnight stop
"The lobby and room were updated, but the hallways were dated and untidy. The bed was comfortable, and we appreciated the extra pillows. It could have been cleaner, however; there were dirt smudges and hair on the bathroom floor, and the toilet wasn’t very clean."

Reviewed on Jul 8, 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 ₩131,106 per night from Jul 16 to Jul 17
₩131,106
₩144,216 total
Jul 16 - Jul 17
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Basic but good
"This hotel is good it’s like a basic hotel you could stay in anywhere, it’s clean, set up nicely, and it has a free breakfast and coffee station, But over all it’s nice there’s just nothing special about it."

Reviewed on Jul 10, 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 ₩151,006 per night from Jul 27 to Jul 28
₩151,006
₩166,107 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"ample parking for u-haul 26 foot truck"

Reviewed on Jul 12, 2025

La Quinta Inn & Suites by Wyndham Gillette
See all 43 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

4.5/5(4 reviews)

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.