Book Cheap Hotels in Sheffield
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Most frequently booked Sheffield hotels

Wilder House Berkshires
48 S Main Street, Sheffield, MA
0.5 km from city centre
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.
Breakfast included
Parking included

Guesthouse Cabin vacation rentals in Berkshire County
7.53 km from city centre
The price is CA $702 per night
CA $702
CA $1,207 total
includes taxes & fees
May 27 - May 28
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
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.
Hot tub
Kitchen

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
31.44 km from city centre
The price is CA $165 per night
CA $165
CA $185 total
includes taxes & fees
May 26 - May 27
Stay at this 3.5-star 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 Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
9.19 km from city centre
The price is CA $118 per night
CA $118
CA $131 total
includes taxes & fees
May 27 - May 28
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 staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
24.8 km from city centre
The price is CA $154 per night
CA $154
CA $172 total
includes taxes & fees
May 27 - May 28
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly

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 $141 per night
CA $141
CA $157 total
includes taxes & fees
May 28 - May 29
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 Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

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
19.43 km from city centre
The price is CA $162 per night
CA $162
CA $200 total
includes taxes & fees
May 22 - May 23
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 in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning

The Red Lion Inn
30 Main Street, Stockbridge, MA
19.48 km from city centre
The price is CA $203 per night
CA $203
CA $289 total
includes taxes & fees
May 28 - May 29
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
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 1 - Quiet and private accommodations in a country setting.
Spencertown
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 | 1,228 hotels |
---|---|
Lowest Price | CA $118 |
Highest Price | CA $702 |
Popular hotels | Wilder House Berkshires, Guesthouse Cabin vacation rentals in Berkshire County, Antique Farmhouse Totally Restored , Life House Berkshires, Quality Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn |
Frequently asked questions
Recent Sheffield hotel reviews by fellow wanderers

The Black Swan Lee - Lenox, Ascend Hotel Collection
5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"So friendly! Right on the water, very peaceful "
A verified traveller stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
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