Sleepy Hollow Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Sleepy Hollow

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 3.059.583 ₫ per night from 31 Aug to 1 Sept
3.059.583 ₫
3.365.541 ₫ total
31 Aug - 1 Sept
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 2.374.142 ₫ per night from 1 Sept to 2 Sept
2.374.142 ₫
2.611.556 ₫ total
1 Sept - 2 Sept
includes taxes & fees
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 1.433.603 ₫ per night from 30 Aug to 31 Aug
1.433.603 ₫
1.576.964 ₫ total
30 Aug - 31 Aug
includes taxes & fees
8/10 Very Good! (567 reviews)
"Cozy bed, wonderful breakfast, and helpful staff!"

Reviewed on 22 Aug 2025

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.

Popular places to visit

CAM-PLEX Multi-Event Facilities

You can enjoy a show at CAM-PLEX Multi-Event Facilities during your stay in Gillette. While in this family-friendly area, you can savour the top-notch restaurants.

CAM-PLEX Multi-Event Facilities

Gillette Country Club

Enjoy a round of golf in Gillette at Gillette Country Club. While in this family-friendly area, you can savour the top-notch restaurants.

Gillette Country Club

Bicentennial Park

Explore the great outdoors at Bicentennial Park, a lovely green space in Gillette. While in this family-friendly area, you can savour the top-notch restaurants.

Bicentennial Park

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Sleepy Hollow holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and accommodation individually. Better still, you can personalise 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 holiday 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 accommodation 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 accommodation: After you've settled on your trip dates and duration, lock in the ideal Sleepy Hollow holiday package for you.