Sleepy Hollow Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Sleepy Hollow Vacation Packages
Sleepy Hollow Hotel Deals
Arbuckle Lodge
1400 South Garner Lake Road Gillette WY
Fully refundableReserve now, pay when you stay
₩113,582
₩124,940 total
Aug 13 - Aug 14
includes taxes & fees
9.2/10 Wonderful! (1,136 reviews)
"Great place, would stay there again."
Reviewed on Aug 12, 2026
Garner Hotel Gillette South by IHG
2597 S Douglas Hwy Gillette WY
Fully refundable
₩129,038
₩141,942 total
Sep 5 - Sep 6
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"The water park was awesome"
Reviewed on Aug 11, 2026
La Quinta Inn & Suites by Wyndham Gillette
450 E Boxelder Rd Gillette WY
Fully refundableReserve now, pay when you stay
₩129,668
₩142,636 total
Sep 6 - Sep 7
includes taxes & fees
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 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?
- 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.
- 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.
- 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.
- 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.
