Sleepy Hollow Vacation Packages
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Your Sleepy Hollow Vacation
Our vacation packages to Sleepy Hollow give you the power to customize your own adventure. Tailor your getaway to suit your interests and needs and make the most of your time in this interesting city. Gillette Country Club, Energy Capital Sports Complex and Rockpile Museum are just some of the many attractions you'll want to check out during your trip to Sleepy Hollow. Whoever you're taking time off with and whatever your budget, your dream Sleepy Hollow vacation is only clicks away with Expedia.
Top Sleepy Hollow Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Pines Country Inn
Price was CA $1,542, price is now CA $1,440 per person
CA $1,440
per person
Aug 30 - Sep 5
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Gillette (GCC)
9/10 Wonderful! (373 reviews)
Quaint, straight out the 1940s. Very clean but the bed was tiny, not sure if it was a Queen, leaning toward that it was just a full, there was also a twin bed in the room-I don't think this was the room I reserved, when we checked in the clerk couldn't find our reservation, when asked how we booked it, I said Expedia he was then able to find it. The bathroom was so small it was barely useable, using the toilet meant one knee against the wall and the other against the back of the door, and I am a petite woman. The shower was very old with mismatched tile floor and no shelf or ledge of any kind to put even a bar of soap. My husband chose to skip a shower altogether. Of our 9 nights on the road this was the 2nd most expensive room, would not stay there again.
Reviewed on Jun 18, 2026
Sleepy Hollow Hotel Deals
Summit Suites
211 Decker Ct Gillette WY
The price is CA $91 per night from Jun 21 to Jun 22
CA $91
CA $100 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (755 reviews)
"Very helpful and friendly staff - especially, Shannon. Rooms was clean carpet needs to be cleaned."
Reviewed on Jun 16, 2026
Days Inn by Wyndham Gillette
910 E Boxelder Road Gillette WY
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Jul 12 to Jul 13
CA $96
CA $105 total
Jul 12 - Jul 13
includes taxes & fees
Arbuckle Lodge
1400 South Garner Lake Road Gillette WY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Jun 21 to Jun 22
CA $143
CA $157 total
Jun 21 - Jun 22
includes taxes & fees
9.2/10 Wonderful! (1,082 reviews)
"Really comfy stay easy to find couldn’t ask for a better stay"
Reviewed on Jun 18, 2026
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.
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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.
