Find Family Hotels in Sheffield, MA

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Check availability on Sheffield Family Hotels

Tonight
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Top Sheffield Family Hotels

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Top Sheffield Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"This hotel was perfect for our one night stay. The room was very clean, bed was comfortable and the shower had good water pressure. The owners were very friendly. They had kuerig coffee available in the lobby, which was perfect to grab a cup of coffee to go."
Jeanne 1-night trip
Posted 2 days ago
Monument Mountain Motel

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Frequently asked questions

What's Sheffield like for family-friendly vacations?
If you've been thinking about a trip with your kids, the historic destination of Sheffield is a good choice. The local tours here makes this a great vacation spot for families. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) from the city center.
When's the best time to book a family-friendly vacation in Sheffield?
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 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Sheffield?
While you are visiting Sheffield, you might want to round up the kiddos and make time to see interesting attractions such as Ski Butternut, Mahaiwe Performing Arts Center, and Catamount Ski Area. Make sure you have lots of time for activities like Harney and Sons Tea Tasting Room and Holley-Williams House Museum.