Visit Sheffield
Wilder House Berkshires
48 S Main Street, Sheffield, MA
The price is SAR 707 per night from Jul 10 to Jul 11
SAR 707
SAR 790 total
10 Jul - 11 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! (25 reviews)
Lovely stay
"Brad was a terrific host in a perfect location to explore northwestern Connecticut and the Berkshires."
Reviewed on 16 June 2025
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is SAR 443 per night from Jul 13 to Jul 14
SAR 443
SAR 495 total
13 Jul - 14 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,003 reviews)
"The gentleman working at the front desk was extremely helpful when were in a pinch and needed assistance late at night! The second-level room was comfortable, clean, and quiet, and the location is amazing, just a short walk to all the restaurants, cafes and shops that downtown Great Barrington has ..."
Reviewed on 26 June 2025
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is SAR 371 per night from Jun 29 to Jun 30
SAR 371
SAR 415 total
29 Jun - 30 Jun
includes taxes & fees
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (740 reviews)
"I have stayed here on and off, and even during home renovations. It’s always clean and the staff are friendly, this is one of the best kept hotels in the area!"
Reviewed on 26 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.
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
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! (55 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
The Ponds at Foxhollow
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (121 reviews)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
Reviewed on 14 May 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.
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.
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.
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.
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
- Lime Rock Park
- Norman Rockwell Museum
- Jacob's Pillow
- Catamount Ski Area
- Mohawk Mountain Ski Area
- Ski Butternut
- The Mount
- Lake Taghkanic State Park
- Lee Premium Outlets
- Kent Falls State Park
- Bousquet Ski Area
- Taconic State Park
- Berkshire Botanical Garden
- Catamount Aerial Adventure Park
- Naumkeag Museum
- Highland Lake
- Housatonic River Walk
- Harlem Valley Rail Trail
- Shakespeare and Company
- Ventfort Hall Mansion and Gilded Age Museum
- Mahaiwe Performing Arts Center
- Mohawk Mountain State Forest
- Infinity Music Hall and Bistro