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Most frequently booked Sheffield hotels
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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 $214 per night
CA $214
CA $240 total
includes taxes & fees
9 Mar - 10 Mar
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
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Guesthouse Cabin vacation rentals in Berkshire County
7.53 km from city centre
The price is CA $730 per night
CA $730
CA $1,255 total
includes taxes & fees
11 Mar - 12 Mar
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
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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 $140 per night
CA $140
CA $157 total
includes taxes & fees
3 Mar - 4 Mar
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
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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 $116 per night
CA $116
CA $129 total
includes taxes & fees
9 Mar - 10 Mar
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.
Pool
Hot tub
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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
190 Meadow Street, South Lee, MA
Free cancellation
19.43 km from city centre
The price is CA $172 per night
CA $172
CA $212 total
includes taxes & fees
3 Mar - 4 Mar
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Restaurant
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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 $201 per night
CA $201
CA $289 total
includes taxes & fees
1 Apr - 2 Apr
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 Schantz Galleries and Mission House are located nearby.
Pool
Spa
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Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
34.46 km from city centre
The price is CA $187 per night
CA $187
CA $237 total
includes taxes & fees
3 Mar - 4 Mar
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Arrowhead Museum are located nearby.
Pool
Hot tub
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The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
24.8 km from city centre
The price is CA $155 per night
CA $155
CA $173 total
includes taxes & fees
5 Mar - 6 Mar
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
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
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Suite 5 - Quiet and private accommodations in a country setting.
Spencertown
10/10 Exceptional! (1 review)
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 | 1,191 hotels |
---|---|
Lowest Price | CA $116 |
Highest Price | CA $730 |
Popular hotels | Wilder House Berkshires, Guesthouse Cabin vacation rentals in Berkshire County, Antique Farmhouse Totally Restored , Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, The Red Lion Inn, Berkshire Mountain Lodge, The Black Swan Lee - Lenox, Ascend Hotel Collection |
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