Visit Sheffield
Wilder House Berkshires
48 S Main Street, Sheffield, MA
The price is SAR 827 per night from Jul 27 to Jul 28
SAR 827
SAR 924 total
27 Jul - 28 Jul
includes taxes & fees
Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife ...
9.6/10 Exceptional! (26 reviews)
Lovely stay
"Brad was a terrific host in a perfect location to explore northwestern Connecticut and the Berkshires."
Reviewed on 16 June 2025
Antique Farmhouse Totally Restored
Sheffield
Book a stay at this family-friendly vacation home in Sheffield. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Mount Riga State Park ...
9.8/10 Exceptional! (56 reviews)
Beautiful farmhouse
"We thoroughly enjoyed our stay and would definitely rent this home again. The house is spacious and well-suited for family time, hosting, or just relaxing. It’s furnished with a lot of historical details and ephemera which was charming and helps make the home a really interesting place to stay. One ..."
Reviewed on 20 June 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
The price is SAR 597 per night from Jul 30 to Jul 31
SAR 597
SAR 719 total
30 Jul - 31 Jul
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (681 reviews)
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."
Reviewed on 24 July 2025
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
Stay at this vacation home in Sheffield. Enjoy laundry facilities, patios, and in-room fireplaces. Popular attractions Mount Everett State Reservation and Drury ...
10/10 Exceptional! (2 reviews)
Extended family getaway
"This trip was for our extended family including 10 people ages 18-??. This house is located about 1/2 mile up a windy road above the race brook lodge's main facilities. Everyone loved the secluded location with beautiful views of the mountains out of main living area and 2nd floor. There were so ..."
Reviewed on 7 July 2025
Antique Farmhouse Totally Restored
Sheffield
Book a stay at this family-friendly vacation home in Sheffield. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Mount Riga State Park ...
9.8/10 Exceptional! (56 reviews)
Beautiful farmhouse
"We thoroughly enjoyed our stay and would definitely rent this home again. The house is spacious and well-suited for family time, hosting, or just relaxing. It’s furnished with a lot of historical details and ephemera which was charming and helps make the home a really interesting place to stay. One ..."
Reviewed on 20 June 2025
Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
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! (6 reviews)
"Very nice property. A bit light on household products, bedding."
Reviewed on 4 June 2025
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.
Popular places to visit
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.
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.
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.
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.
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.
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.
- Magnolia Bluffs Casino
- Ashley House
- Tanglewood Music Center
- National Shrine of the Divine Mercy
- Catamount Ski Area
- Mohawk Mountain Ski Area
- Lime Rock Park
- Ski Butternut
- Norman Rockwell Museum
- The Mount
- Jacob's Pillow
- Lee Premium Outlets
- Kent Falls State Park
- Bousquet Ski Area
- Taconic State Park
- Lake Taghkanic State Park
- Catamount Aerial Adventure Park
- Naumkeag Museum
- Ventfort Hall Mansion and Gilded Age Museum
- Mohawk Mountain State Forest
- Berkshire Botanical Garden
- Otis Reservoir
- Housatonic River
- Mahaiwe Performing Arts Center
- Infinity Music Hall and Bistro
- Housatonic River Walk
- Highland Lake