Hotels and Motels near Sheffield, MA
The town of Sheffield is in southwestern Massachusetts, 55 miles west of
Springfield .
Zoom in (+) to see interstate exits, restaurants, and other attractions near hotels.
Quality Inn Great Barrington
372 Main Street, Great Barrington, MA 01230
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6 miles
6 miles from Sheffield
From $76
Check In 15 00
Check Out 11 00
Rated Average
Midscale, smoke-free motel
Near Bard College at Simon's Rock
2 floors, 62 rooms - no elevator
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 800 reviews
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"My room was on the back side of the motel, which was frankly creepy. It was pretty clean but smelled like smoke. A train came by right next to the building. Don't stay here.2021-09-27 "
"Good motel. My stay was perfect.2019-10-25 "
"The service at this motel was good.2019-10-09 "
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Fairfield Inn & Suites by Marriott Great Barrington
249 Stockbridge Road, Great Barrington, MA 01230
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7 miles
7 miles from Sheffield
From $127
Check In 1500
Check Out 1100
Rated High
Upper-midscale, smoke-free hotel Near Bard College at Simon's Rock 3 floors, 89 rooms and suites - elevator Heated indoor swimming pool - exercise room Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 847 reviews
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"Nice hotel overall. No liners in the trash cans in the room. Only 1 tea bag provided for a double room. No complimentary water. Don't expect anything special.2022-08-23 "
"I had a wonderful stay. The hotel was exceptionally clean and comfortable, and the employees were friendly and efficient. Good breakfast, too.2019-11-23 "
"The hotel room was nice and quiet, and the employees were welcoming and helpful. Breakfast was delicious.2019-04-22 "
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Travelodge Great Barrington
400 Stockbridge Road, Great Barrington, MA 01230
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7 miles
7 miles from Sheffield
From $144
Check In 1400
Check Out 1100
Rated Average
Cheap, smoke-free motel Near Bard College at Simon's Rock 2 floors, 29 rooms and suites - no elevator Outdoor swimming pool open in summer Microwave and refrigerator in every room Free continental breakfast Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 337 reviews
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"Nice room for the price. The motel staff was friendly. I'll stay here again.2018-11-19 "
"We loved this motel. The room was quiet and had everything we needed, including a microwave and fridge, and the bed was so comfortable. Friendly, helpful personnel and good breakfast with make-your-own waffles. We appreciated the smoke-free, pet-free policy. Try Four Brothers restaurant down the street.2017-08-17 "
"The rates were competitive, but the room was smaller than I expected. The motel staff was pleasant. Breakfast was OK, but the only hot selections were toast and waffles.2017-06-01 "
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Holiday Inn Express & Suites Great Barrington
415 Stockbridge Road, Great Barrington, MA 01230
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7 miles
7 miles from Sheffield
From $132
Check In 15 00
Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel Near Bard College at Simon's Rock 2 floors, 58 rooms and suites - elevator Heated indoor swimming pool - exercise room Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 225 reviews
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"Close to restaurants. The room was excellent, and the hotel clerks were friendly. Take advantage of the breakfast; it had a good variety of food, and the dining room was nice.2017-10-07 "
"The hotel clerks were cheerful and helpful, and the breakfast attendant was pleasant and helpful.2016-09-26 "
"The room was clean and comfortable, and the hotel staff was courteous. Breakfast was simple but good. I definitely recommend staying here.2016-07-09 "
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Red Lion Inn Stockbridge
30 Main Street, Box 954, Stockbridge, MA 01262
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12 miles
12 miles from Sheffield
From $160
Check In 15 00
Check Out 12 00
Rated High
Midscale, smoke-free, full-service inn
Near Norman Rockwell Museum
Main inn - 4 floors, 81 rooms and suites
7 houses
1 cottage
Heated outdoor swimming pool - exercise room
3 restaurants - lounge - room service
Free WiFi
Free parking Pet friendly inn
More >
- allows pets in designated pet rooms only - $40 per night fee for each pet. - Feb 2020 < Less
TripAdvisor Traveler Rating:
Based on 1489 reviews
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"We stayed at this hotel for 2 nights and it was great. The food was excellent. Plan on enjoying a stay here.2015-05-24 "
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Holiday Inn Club Vacations Oak N' Spruce Resort South Lee
190 Meadow Street, South Lee, MA 01260
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12 miles
12 miles from Sheffield
From $128
Check In 16 00
Check Out 10 00
Rated Average
Upper-midscale, smoke-free resort Near Lee Premium Outlets 3 floors, 334 2-bedroom and 3-bedroom villas Indoor swimming pool - outdoor pool - 24-hour exercise room 2 restaurants Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1020 reviews
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Econo Lodge Lee
980 Pleasant Street, Route 102, Lee, MA 01238
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13 miles
13 miles from Sheffield
From $50
Check In 15 00
Check Out 11 00
Rated Average
Cheap motel near October Mountain State Park 2 floors, 23 rooms - no elevator Some smoking rooms No swimming pool Microwave and refrigerator in every room Free continental breakfast Free WiFi Free parking Pet friendly motel
More >
- allows pets up to 50 pounds - $20 per night fee for each pet. - Oct 2015 < Less
TripAdvisor Traveler Rating:
Based on 156 reviews
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"You get what you pay for. The motel room was spacious, and the mattress was comfortable. But the showerhead was too low, the bathroom fan screeched, the hair dryer didn't work, and the towels were worn.2019-04-17 "
"Nice motel for a reasonable price. The room was freshly painted and had a new headboard for the bed and larger TV. One light didn't work. The bathroom was dated, and the toilet seat needed to be replaced. The shower walls were cracked and had mold. The front desk clerk was terrific and provided excellent service. I was impressed.2019-03-27 "
"Average motel for the price. The room was clean, and the staff was attentive and always available. The towels were terribly ragged and the place was worn and tattered. The blankets were stained. Good enough for a night or two.2018-11-17 "
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Pleasant Valley Motel West Stockbridge
42 Stockbridge Road, West Stockbridge, MA 01266
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15 miles
15 miles from Sheffield
From $63
Check In 1300
Check Out 1000
Rated Average
Cheap motel near Norman Rockwell Museum
Also near Berkshire Mountains
Single-story, 16 rooms
Outdoor swimming pool
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 137 reviews
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"The bedsheets in my motel room were stained. This was unacceptable despite the low rates.2018-07-16 "
"My motel room had plenty of space around the bed. Had a table with 2 chairs, a small refrigerator, and a microwave. I slept well. The renovated bathroom was nice, but the showerhead was a bit low. The owners were nice.2015-06-18 "
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Black Swan Inn Lee
435 Laurel Street, Lee, MA 01238
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15 miles
15 miles from Sheffield
From $94
Check In 15 00
Check Out 11 00
Rated Very High
Upscale, smoke-free lakefront motel An Ascend Hotel Collection Member 2 floors, 54 rooms - no elevator No swimming pool Exercise room Restaurant Restaurant open for lunch and dinner only Free continental breakfast Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 850 reviews
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"The motel was clean and conveniently located. I loved the lake. The staff was wonderful. Have fun and relax.2022-04-26 "
"The motel room was nice, and so were the surroundings and lake. Don't hesitate to stay here.2021-09-23 "
"Good motel stay. Book it.2018-04-11 "
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Miraval Berkshires Resort & Spa Lenox
55 Lee Road, Lenox, MA 01240
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17 miles
17 miles from Sheffield
From $1367
Check In 15 30
Check Out 11 00
Rated High
Luxury, smoke-free, full-service, adult-only, spa resort
6 miles from Bousquet Mountain
A Hyatt property
7 cottages - 2 floors, 100 rooms and suites
Note: Some buildings have elevator access
Free shuttle to Bradley Airport
Heated indoor swimming pool - outdoor pool
Fitness center
Yoga and wellness classes available
Restaurant - lounge - poolside bar - room service
Full-service spa
Golf course - tennis court Not pet friendly
Note: Miraval is a digital device-free resort. Note: This resort charges an amenity fee of 23% per night - includes parking and WiFi.
TripAdvisor Traveler Rating:
Based on 395 reviews
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Wheatleigh Hotel Lenox
11 Hawthorne Road, Lenox, MA 01240
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17 miles
17 miles from Sheffield
From $995
Check In 16 00
Check Out 12 00
Rated Very High
Luxury, smoke-free, full-service hotel
In a 22-acre park - short walk to Tanglewood
Member of Leading Hotels of the World
Outdoor swimming pool - exercise room
2 restaurants - lounge - room service
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets in 2 pet rooms - $200 per stay fee for each pet. - Mar 2017 < Less
TripAdvisor Traveler Rating:
Based on 162 reviews
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Canyon Ranch Lenox
165 Kemble Street, Lenox, MA 01240
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17 miles
17 miles from Sheffield
From $1800
Check In 15 00
Check Out 12 00
Rated Very High
Luxury, smoke-free, full-service hotel near downtown
2 floors, 126 rooms and suites - elevator
Free shuttle to Albany Airport and Bradley Airport, CT
Heated indoor swimming pool - outdoor pool - exercise room
Restaurant - cafe
Free WiFi
Free parking Pet friendly hotel
More >
- $250 per stay fee for each pet. - Jan 2018 < Less
TripAdvisor Traveler Rating:
Based on 665 reviews
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Constance Inn Lenox
11 Old Stockbridge Road, Lenox, MA 01240
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17 miles
17 miles from Sheffield
From $81
Check In 15 00
Check Out 11 00
Rated High
Upscale, smoke-free bed and breakfast inn
Near Kennedy Park
5 miles from Bousquet Mountain
3 floors, 20 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 236 reviews
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Whitlock Inn Lenox
16 Church Street, Lenox, MA 01240
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17 miles
17 miles from Sheffield
From $270
Check In 15 00
Check Out 11 00
Rated High
Upscale, smoke-free, historic bed and breakfast inn
Near Kennedy Park
3 floors, 31 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 72 reviews
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Dewey Inn Lenox
7 Hubbard Street, Lenox, MA 01240
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18 miles
18 miles from Sheffield
From $189
Check In 15 00
Check Out 11 00
Rated Very High
Upscale, smoke-free bed and breakfast inn
Near Kennedy Park
2 miles from Tanglewood
3 floors, 11 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 370 reviews
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Courtyard by Marriott Hotel Lenox
70 Pittsfield Road, Lenox, MA 01240
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19 miles
19 miles from Sheffield
From $127
Check In 1500
Check Out 1100
Rated High
Upscale, smoke-free hotel near Kennedy Park 4 floors; 89 rooms, 3 suites Indoor swimming pool - exercise room Restaurant - lounge Restaurant open for breakfast and dinner only Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 196 reviews
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"The hotel was clean and beautifully appointed, and the staff was courteous. No on-site dining.2021-12-13 "
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Troutbeck Hotel Amenia
515 Leedsville Road, Amenia, NY 12545
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19 miles
19 miles from Sheffield
From $639
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, full-service hotel
3 miles from downtown
3 buildings - 2 floors, 33 rooms and suites - no elevator
Outdoor swimming pool
Restaurant - lounge - room service
Free WiFi
Free parking Pet friendly hotel
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- dogs allowed in limited dog-friendly rooms - $100 per stay pet fee. - Dec 2023 < Less
TripAdvisor Traveler Rating:
Based on 107 reviews
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Life House Hotel Berkshires Lenox
194 Pittsfield Road, Lenox, MA 01240
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20 miles
20 miles from Sheffield
From $54
Check In 15 00
Check Out 11 00
Rated Average
Upscale, smoke-free, full-service hotel
Near Kennedy Park
2 floors, 59 rooms - no elevator
No swimming pool
Restaurant - lounge
Free WiFi
Free parking Pet friendly hotel
More >
- allows 1 pet per room - $85 per stay pet fee. - Sep 2022 < Less
TripAdvisor Traveler Rating:
Based on 14 reviews
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Howard Johnson Express Inn Lenox
462 Pittsfield Road, Lenox, MA 01240
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20 miles
20 miles from Sheffield
From $62
Check In 1500
Check Out 1100
Rated Average
Cheap motel near Tanglewood 2 floors; 44 rooms, 1 suite - no elevator Some smoking rooms Outdoor swimming pool open in summer Free continental breakfast Free WiFi Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 475 reviews
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"Easy access to tourist attractions. Good value. Not a high-end place, but it was clean and perfect for our needs. The motel room was nice, big, and comfortable. I loved having a microwave and fridge. Plenty of towels provided.2016-07-04 "
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Yankee Hotel Lenox
461 Pittsfield Road, Lenox, MA 01240
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20 miles
20 miles from Sheffield
From $89
Check In 15 00
Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel near Tanglewood
Convenient to Bousquet Mountain
A Trademark Collection by Wyndham hotel
3 floors, 96 rooms and suites - elevator
Heated indoor swimming pool - outdoor pool
Exercise room
Restaurant - lounge
Restaurant open for dinner only
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 769 reviews
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"An excellent experience. The hotel was super clean and comfortable. I highly recommend it.2022-07-06 "
"A pleasant, comfortable hotel. The staff was friendly and helpful.2016-06-22 "
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Hampton Inn & Suites Lenox
445 Pittsfield Road, Lenox, MA 01240
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21 miles
21 miles from Sheffield
From $120
Check In 15 00
Check Out 11 00
Rated Very High
Upper-midscale, smoke-free hotel near Arrowhead Museum 3 floors, 79 rooms and suites - elevator Heated indoor swimming pool - exercise room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1151 reviews
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"I had an uneventful hotel stay. The entire staff was friendly. I recommend staying here.2015-06-23 "
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Hilton Garden Inn Pittsfield
1032 South Street, Pittsfield, MA 46683
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21 miles
21 miles from Sheffield
From $144
Check In 15 00
Check Out 12 00
Rated Very High
Upscale, smoke-free hotel 3.5 miles south of downtown Pittsfield 4 floors, 95 rooms Indoor swimming pool - exercise room Restaurant - lounge Restaurant open for breakfast and dinner only Microwave and refrigerator in every room Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 670 reviews
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Sheffield Group Hotel Rates
Hotels near Me
Hotels near Berkshire School 3.2 miles west
Hotels near Ski Butternut 5 miles north
Hotels near Bash Bish Falls 7 miles west
Hotels near Salisbury School 8 miles south
Hotels near Taconic State Park 8 miles west
Hotels near Falls Village Canaan 11 miles south
Hotels near Hotchkiss School 12 miles south
Hotels near Lime Rock Park 13 miles south
Hotels near Shrine of The Divine Mercy 13 miles north
Hotels near Lee Premium Outlets 14 miles NE
Hotels near Otis Ridge 14 miles NE
Hotels near Tanglewood Music Center 17 miles north
Hotels near Lake Taghkanic State Park 17 miles west
Hotels near Mohawk Mountain 19 miles south
Hotels near The Barn at Liberty Farms 21 miles NW
Great Barrington MA Hotels 6 miles north
Lakeville CT Hotels 11 miles SW
Stockbridge MA Hotels 12 miles north
Otis MA Hotels 15 miles NE
Lee MA Hotels 15 miles NE
West Stockbridge MA Hotels 15 miles north
Lenox MA Hotels 17 miles north
Winsted CT Hotels 20 miles SE
Amenia NY Hotels 21 miles SW
Torrington CT Hotels 24 miles SE
Pittsfield MA Hotels 24 miles north
Hudson NY Hotels 24 miles NW
Litchfield CT Hotels 26 miles south
Dalton MA Hotels 27 miles north
Kent CT Hotels 27 miles south
On place pages like this, we order hotels from lowest cost to highest except we list low-rated hotels at the bottom of the page.
Most of our competitors order these same hotels in other ways that make them more money.
To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.
At hotels , on the other hand, you can enter your room only through a hall inside the building.
Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. + Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas? -
Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. + Often you cannot because some hotels' profit strategy is to get paid more than once for the same room for the same night. -
Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty? - More >
When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.
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