Book 2 Star Hotels in Sheffield
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Featured Sheffield 2 Stars Hotels

Wilder House Berkshires
48 S Main Street, Sheffield, MA
0.31 mi from city center
$225 nightly
The price is $251 total per night
$251 total
Jul 27 - Jul 28
Total includes taxes and fees
At Wilder House Berkshires, guests have access to microwave in a common area, a communal living room, and a picnic area. You can put free parking to good use if you drive. This bed & breakfast also has a garden.
Breakfast included
Parking included

Antique Farmhouse Totally Restored
4.75 mi from city center
Guests staying at this vacation home enjoy access to a water park, a gym, and a hot tub. Transportation is made easy with limo/town car service. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and local meal delivery service.
Hot Tub
Kitchen

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
5.71 mi from city center
$101 nightly
The price is $113 total per night
$113 total
Aug 7 - Aug 8
Total includes taxes and fees
Guests of Quality Inn enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a water dispenser.
Breakfast included
Parking included

The Red Lion Inn
30 Main Street, Stockbridge, MA
12.1 mi from city center
$236 nightly
The price is $264 total per night
$264 total
Aug 12 - Aug 13
Total includes taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Free Cancellation
Reserve now, pay when you stay
12.07 mi from city center
$151 nightly
The price is $169 total per night
$169 total
Jul 30 - Jul 31
Total includes taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Air conditioning

The Constance by the Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
17.36 mi from city center
$185 nightly
The price is $206 total per night
$206 total
Aug 13 - Aug 14
Total includes taxes and fees
Guests of The Constance by the Lenox Collection enjoy a gym, free WiFi in public areas, and coffee in a common area. A stay here includes free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include a library, express check-out, and a banquet hall.
Breakfast included
Pet friendly

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
19.52 mi from city center
$199 nightly
The price is $222 total per night
$222 total
Jul 27 - Jul 28
Total includes taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a water dispenser, and a fireplace in the lobby.
Pet friendly
Parking included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
20.75 mi from city center
$127 nightly
The price is $141 total per night
$141 total
Jul 27 - Jul 28
Total includes taxes and fees
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
21.4 mi from city center
$121 nightly
The price is $135 total per night
$135 total
Jul 30 - Jul 31
Total includes taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf lodge include a business center, an arcade/game room, and laundry facilities.
Pool
Hot Tub
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.
Sheffield hotels essential information
Accommodation | 1,250 hotels |
---|---|
Lowest Price | $113 |
Highest Price | $264 |
Popular hotels | Wilder House Berkshires, Antique Farmhouse Totally Restored , Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Berkshires Untold, Berkshire Mountain Lodge, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, The Constance by the Lenox Collection, Quality Inn |
Recent Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
5/5 Excellent
Quick getaway!
"Loved the property, room was clean and had everything you needed!! We had an upgrade that was wonderful!! Only downfall was the outside little deck! No privacy all out In the open, side by side and facing the other units with a walkway in front of it!! Was looking forward to sitting out side but ended up not using it at all.
"
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Posted 2 days ago