Sleepy Hollow Packages (Flight + Hotel)

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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 ฿3,266 per night from 14 Jul to 15 Jul
฿3,266
฿3,593 total
14 Jul - 15 Jul
includes taxes & fees
9.2/10 Wonderful! (1,107 reviews)
"What a beautiful hotel. Our room was very comfortable and we loved that the windows could open. We enjoyed sitting on the back patio, watching the Pronghorns in the field. A storm rolled in and it was phenomenal as well as the beautiful sunset. Our only disappointment is that the breakfast wasn’t ..."

Reviewed on 11 Jul 2026

Arbuckle Lodge
Summit Suites

Summit Suites

2.5 out of 5
211 Decker Ct Gillette WY
The price is ฿2,637 per night from 15 Jul to 16 Jul
฿2,637
฿2,900 total
15 Jul - 16 Jul
includes taxes & fees
8.8/10 Excellent! (795 reviews)
"No or little A/C in hallways and common areas. Room carpet was free of debris, but had unattended stains in our room. Otherwise, a good experience. Thank you."

Reviewed on 12 Jul 2026

Summit Suites
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 ฿3,865 per night from 19 Jul to 20 Jul
฿3,865
฿4,252 total
19 Jul - 20 Jul
includes taxes & fees
9.6/10 Exceptional! (1,110 reviews)
"The breakfast and Billie were amazing!"

Reviewed on 11 Jul 2026

La Quinta Inn & Suites by Wyndham Gillette
See all 48 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 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.

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