Sleepy Hollow Holidays

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Your Sleepy Hollow Holiday

The exciting city of Sleepy Hollow is calling your name. Discover its highlights and hidden gems with a Sleepy Hollow holiday package that's custom made for you. If taking in sights is part of the programme during your trip to Sleepy Hollow, swing by leading attractions like Gillette Country Club, Energy Capital Sports Complex and Rockpile Museum. Expedia will help you escape your daily routine. Tailor your holiday to Sleepy Hollow to suit your style of travel, whatever that may be.

Sleepy Hollow Holiday

Sleepy Hollow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Campbell County Airport (GCC)
Population
1,300
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Rockpile Museum, Gillette Country Club and Energy Capital Sports Complex

Our pick of the best 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 AU$145 per night from 8 Aug to 9 Aug
AU$145
8 Aug - 9 Aug
includes taxes & fees
9.2/10 Wonderful! (1,114 reviews)
"Great place to stay. Pool and gym were great. Safe location. The breakfast wasn’t the best but everything else we really liked."

Reviewed on 4 Aug 2026

Arbuckle Lodge
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 AU$79 per night from 2 Sept to 3 Sept
AU$79
2 Sept - 3 Sept
includes taxes & fees
8/10 Very good! (859 reviews)
"none"

Reviewed on 4 Aug 2026

Days Inn by Wyndham Gillette
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 AU$160 per night from 4 Sept to 5 Sept
AU$160
4 Sept - 5 Sept
includes taxes & fees
9.6/10 Exceptional! (1,104 reviews)
"Rooms were clean and staff were friendly. Elevators were a little sketchy, but we’re told they were going to be looked at. Over all, a good place to stay."

Reviewed on 2 Aug 2026

La Quinta Inn & Suites by Wyndham Gillette
See all 50 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.

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