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Cheap Sheffield Hotels
![Wilder House Berkshires](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/ea8db4d7_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Wilder House Berkshires
48 S Main Street, Sheffield, MA
The price is $150 per night
$150
includes taxes & fees
$134 per night
Mar 16 - Mar 17
Free Cancellation
Reserve now, pay when you stay
0.31 mi from city center
With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
Breakfast included
Parking included
![Guesthouse Cabin vacation rentals in Berkshire County](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/d00ad195_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Guesthouse Cabin vacation rentals in Berkshire County
The price is $868 per night
$868
includes taxes & fees
$777 per night
Feb 18 - Feb 19
4.67 mi from city center
Located in Sheffield, this cabin is a 1-minute drive from Mount Everett State Reservation and 5 minutes from Mount Riga State Park.
Kitchen
Pet friendly
![Life House Berkshires](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
The price is $108 per night
$108
includes taxes & fees
$97 per night
Mar 2 - Mar 3
Free Cancellation
Reserve now, pay when you stay
19.52 mi from city center
With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
Pet friendly
Parking included
![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
190 Meadow Street, South Lee, MA
The price is $147 per night
$147
includes taxes & fees
$132 per night
Feb 24 - Feb 25
Free Cancellation
12.07 mi from city center
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood Music Center and Beartown State Forest.
Pool
Restaurant
![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/96ff6d07_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is $89 per night
$89
includes taxes & fees
$80 per night
Mar 2 - Mar 3
Free Cancellation
Reserve now, pay when you stay
20.75 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company.
Pool
Hot Tub
![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/1c44ed00_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is $153 per night
$153
includes taxes & fees
$139 per night
Mar 16 - Mar 17
Free Cancellation
21.4 mi from city center
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub
![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/09e63194_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is $178 per night
$178
includes taxes & fees
$159 per night
Feb 18 - Feb 19
Free Cancellation
Reserve now, pay when you stay
12.1 mi from city center
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Pool
Spa
![The Black Swan Lee - Lenox, Ascend Hotel Collection](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/efd63cc2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
The price is $119 per night
$119
includes taxes & fees
$106 per night
Feb 23 - Feb 24
Free Cancellation
Reserve now, pay when you stay
15.4 mi from city center
With a stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Pet friendly
![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/2da68611_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $94 per night
$94
includes taxes & fees
$85 per night
Feb 23 - Feb 24
Free Cancellation
Reserve now, pay when you stay
5.71 mi from city center
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from Housatonic River.
Breakfast included
Parking included
![The Constance, The Whitlock, & The Dewey By The Lenox Collection](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/2c4057b0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Constance, The Whitlock, & The Dewey By The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $117 per night
$117
includes taxes & fees
$104 per night
Feb 25 - Feb 26
17.36 mi from city center
With a stay at The Constance, The Whitlock, & The Dewey By The Lenox Collection in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Lenox Library.
Breakfast included
Pet friendly
![Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/6f990288_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
415 Stockbridge Rd, Great Barrington, MA
The price is $140 per night
$140
includes taxes & fees
$125 per night
Feb 23 - Feb 24
Free Cancellation
7.14 mi from city center
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Housatonic River Walk.
Pool
Breakfast included
![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
The price is $170 per night
$170
includes taxes & fees
$152 per night
Feb 23 - Feb 24
Free Cancellation
Reserve now, pay when you stay
6.75 mi from city center
A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic River Walk and Ski Butternut.
Pool
Breakfast included
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 | 1,193 hotels |
---|---|
Lowest Price | $89 |
Highest Price | $868 |
Popular hotels | Wilder House Berkshires, Guesthouse Cabin vacation rentals in Berkshire County, Life House Berkshires, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Quality Inn, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires |
Most Recent Sheffield Hotel Reviews
![The Red Lion Inn](http://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/98b588ac_y.jpg)
The Red Lion Inn
5 out of 5
Posted 17 hours ago
CheapTickets Verified Review
"Charming and old fashioned. The staff were extremely friendly and professional. Definitely will be going back. "
A verified traveler stayed at The Red Lion Inn
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