Find Family Hotels in Rupert, VT

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Pick from Rupert Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What's Rupert like for family-friendly vacations?
The relaxing destination of Rupert is a great choice if you’ve been considering a vacation with the kids. The parks here makes this a great vacation spot for families. Arrange a flight into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 20 mi (32.2 km) from the city center.
When's the best time to book a family-friendly vacation in Rupert?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Rupert are January, April, March, and November, with each month seeing an average of 16 inches of snowfall.
What's there to see and do with your family in Rupert?
While you and your family are visiting Rupert, you might want to check out some kid-friendly attractions such as Dorset Playhouse, Southern Vermont Arts Center, and American Museum of Fly Fishing. Make sure you have lots of time for activities like Manchester Designer Outlets and Emerald Lake State Park.

Recent reviews of Rupert hotels
Expedia verified reviews

Four Winds Country Motel

Four Winds Country Motel

5/5 Excellent
"Excellent rooms, reasonable price, and mgr Sam incredibly honest and forthright."
A verified traveler stayed at Four Winds Country Motel
Posted 2 days ago
Four Winds Country Motel