Sheffield
Travel Guide
Visit Sheffield
Wilder House Berkshires
48 S Main Street Sheffield MA
The price is €156 per night from 19 Jul to 20 Jul
€156
19 Jul - 20 Jul
includes taxes & fees
Stay at this B&B in Sheffield. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife ...
9.8/10 Exceptional! (57 reviews)
"This b&b was so charming. The room was very well kept and had a private bathroom and we especially loved the decor of the living areas. It was well thought out and visually pleasing and calming. Brad the owner was so helpful with suggesting places to eat around the area and Laura the innkeeper made ..."
Reviewed on 11 Jul 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is €148 per night from 13 Jul to 14 Jul
€148
13 Jul - 14 Jul
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,013 reviews)
"Front desk staff was very accommodating. She was kind to let us check in as soon as rooms were cleaned. We traveled from California and were very sleepy and that made our stay more enjoyable."
Reviewed on 10 Jul 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is €150 per night from 11 Aug to 12 Aug
€150
11 Aug - 12 Aug
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (1,033 reviews)
"Exceptional accommodation and facility perfect stay."
Reviewed on 12 Jul 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.
The Race Mountain House
Sheffield MA
Stay at this holiday home in Sheffield. Enjoy laundry facilities, patios and in-room fireplaces. Popular attractions Mount Everett State Reservation and Drury ...
9.6/10 Exceptional! (7 reviews)
"We had a wonderful 2-day stay at this charming house! The location is perfect, nestled near the mountains with breathtaking views. The house itself is clean and cozy, with comfortable bedrooms stocked with extra blankets and pillows. The spacious bathrooms (both upstairs and downstairs!) had plenty ..."
Reviewed on 3 Jan 2026
Antique Farmhouse Totally Restored
Sheffield MA
Stay at this family-friendly holiday home in Sheffield. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Mount Riga State Park and Taconic ...
9.8/10 Exceptional! (98 reviews)
"This is our third visit to the farmhouse in Sheffield and we plan to be back again if it’s available. The house has everything you could possibly need or want with lots of space and an outstanding fully equipped kitchen Robin, our host makes it easy for us to wanna come back."
Reviewed on 2 Jun 2026
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and National Shrine of the ...
8.6/10 Excellent! (141 reviews)
"I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ..."
Reviewed on 9 Feb 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.
