Book Cheap Hotels in Sheffield
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Most frequently booked Sheffield hotels

Wilder House Berkshires
48 S Main Street Sheffield MA
Free cancellation
Reserve now, pay when you stay
0.5 km from city centre
The price is CA $263 per night
CA $263
CA $294 total
Feb 8 - Feb 9
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 Sanctuary are located nearby.

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield MA
7.53 km from city centre
The price is CA $536 per night
CA $536
CA $939 total
Feb 8 - Feb 9
includes taxes & fees
Stay at this cabin in Sheffield. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Mount Everett State Reservation and Plaintain Pond are located nearby.
Kitchen
Pet-friendly

Antique Farmhouse Totally Restored
Sheffield MA
7.66 km from city centre
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 and Taconic Chapel Park are located nearby.

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
34.46 km from city centre
The price is CA $135 per night
CA $135
CA $181 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead are located nearby.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
19.43 km from city centre
The price is CA $153 per night
CA $153
CA $198 total
Feb 9 - Feb 10
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Berkshire Theatre Festival and Schantz Galleries are located nearby.

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
31.44 km from city centre
The price is CA $120 per night
CA $120
CA $135 total
Feb 12 - Feb 13
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kennedy Park and Pleasant Valley Wilderness Sanctuary are located nearby.

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
33.41 km from city centre
The price is CA $126 per night
CA $126
CA $141 total
Feb 12 - Feb 13
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.

The Red Lion Inn
30 Main Street Stockbridge MA
Free cancellation
Reserve now, pay when you stay
19.48 km from city centre
The price is CA $204 per night
CA $204
CA $289 total
Mar 5 - Mar 6
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Free cancellation
11.5 km from city centre
The price is CA $146 per night
CA $146
CA $163 total
Feb 10 - Feb 11
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 helpful staff and the clean rooms in our reviews. Popular attractions Lake Mansfield Park and Housatonic River are located nearby.
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.
Top hotels in Sheffield for Extended Stay

Suite 4 - Quiet and private accommodations in a country setting.
Spencertown NY
10/10 Exceptional! (3 reviews)
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 | 1,257 hotels |
|---|---|
Lowest Price | CA $135 |
Highest Price | CA $939 |
Popular hotels | Wilder House Berkshires, Guesthouse Cabin vacation rentals in Berkshire County, Antique Farmhouse Totally Restored , Berkshire Mountain Lodge, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Berkshires Untold, The Yankee, Trademark Collection by Wyndham, The Red Lion Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG |
Frequently asked questions
Recent Sheffield hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Great Barrington by IHG
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"The staff was very nice. The breakfast very good. Comfortable bed. Adjustable temperature."
A verified traveller stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG
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