Sheffield, MA
Travel Guide



Visit Sheffield

Wilder House Berkshires
Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back.
Reviewed on 23 January 2026

Antique Farmhouse Totally Restored
Robin was a kind host! The house is a beautiful place to stay; the pantry and bookshelves were stocked, and the house has historic charm. The kids loved feeding the cows and looking at all of the decor.
Reviewed on 16 February 2026

Guesthouse Cabin vacation rentals in Berkshire County
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 January 2026

Antique Farmhouse Totally Restored
Robin was a kind host! The house is a beautiful place to stay; the pantry and bookshelves were stocked, and the house has historic charm. The kids loved feeding the cows and looking at all of the decor.
Reviewed on 16 February 2026

Guesthouse Cabin vacation rentals in Berkshire County
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 January 2026

The Race Mountain House
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 January 2026
Popular places to visit
Lime Kiln Farm Wildlife Sanctuary
You can take time to visit Lime Kiln Farm Wildlife Sanctuary during your travels to Sheffield. Make some time to visit the casinos while you're in the area.
Magnolia Bluffs Casino
Why not roll the dice with a visit to Magnolia Bluffs Casino during your travels in Sheffield? Discover the area's breweries or seek out the hiking trails.
Drury Preserve
You can take time to visit Drury Preserve during your travels to Sheffield. Make some time to visit the casinos while you're in the area.
Ashley House
You can learn about the history of Sheffield with a trip to Ashley House. Discover the area's breweries or seek out the hiking trails.
Bartholomews Cobble
Explore the great outdoors at Bartholomews Cobble, a lovely green space in Sheffield. Make some time to visit the casinos while you're in the area.
Bartholomew's Cobble
You can take time to visit Bartholomew's Cobble during your travels to Sheffield. Make some time to visit the casinos while you're in the area.

