Find Family Hotels in Sheffield, MA

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Check availability on Sheffield Family Hotels

Top Sheffield Family Hotels

Perfect Vacation Get Away - Historical New Marlborough
Property grounds

Perfect Vacation Get Away - Historical New Marlborough

9.4 out of 10, Exceptional, (54)
"2nd time here so I give it excellent review."
The price is SAR 507
SAR 988 total
includes taxes & fees
23 Jun - 24 Jun
Perfect Vacation Get Away - Historical New Marlborough
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (598)
"We stayed in this hotel for one night because of the Divine Mercy weekend. This hotel is near to the Divine Mercy complex. They also serve breakfast."
The price is SAR 253
SAR 283 total
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Lee - Great Barrington
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very good service and breakfast!"
The price is SAR 478
SAR 534 total
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is SAR 784
SAR 876 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (704)
"I loved that the entire hotel staff was very friendly,welcoming and very professional. The hotel was very clean,quiet and convenient to everything. I look forward to going back. "
The price is SAR 597
SAR 666 total
includes taxes & fees
23 Jun - 24 Jun
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (527)
"No rooms available despite reservations "
The price is SAR 372
SAR 415 total
includes taxes & fees
22 Jun - 23 Jun
Travelodge by Wyndham Great Barrington Berkshires
rural, serene + sophisticated space
Interior

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is SAR 1,122
SAR 1,386 total
includes taxes & fees
23 Jun - 24 Jun
rural, serene + sophisticated space
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

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 Mount Everett State Reservation, Ski Butternut, and Mahaiwe Performing Arts Center. Make sure you have lots of time for activities like Catamount Ski Area and Harney and Sons Tea Tasting Room.