Sheffield Travel Guide
Tourist Guide
Visit Sheffield
Wilder House Berkshires
48 S Main Street Sheffield MA
The price is £131 per night from 7 Jul to 8 Jul
£131
7 Jul - 8 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! (56 reviews)
"Bed was super comfortable. Breakfast was great (love that homemade yogurt) and Laura, the innkeeper, was lovely. Thank you and we can’t wait to come back."
Reviewed on 20 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is £134 per night from 6 Jul to 7 Jul
£134
6 Jul - 7 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! (1,011 reviews)
"The friendly atmosphere coming from the staff."
Reviewed on 30 Jun 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is £152 per night from 15 Jul to 16 Jul
£152
15 Jul - 16 Jul
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! (1,002 reviews)
"Rooms were clean, parking easy, staff very helpful"
Reviewed on 1 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.
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 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
Guesthouse Cabin vacation rentals in Berkshire County
Sheffield MA
Stay at this cabin in Sheffield. Enjoy a garden, patios and cable/satellite TV service. Popular attractions Mount Everett State Reservation and Plaintain Pond ...
10/10 Exceptional! (10 reviews)
"We were a group of moms who snuck away for the night and this cabin was the perfect retreat. Well stocked and very cozy on a winter night. We had to leave very early the next morning to beat a snowstorm and the very long driveway was already sanded and we felt very safe. Lisette was great to work ..."
Reviewed on 29 Jan 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.
