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Hotels & Motels near Sheffield, MA | HotelGuides.com
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Hotels > US Hotels > Hotels in Massachusetts > Sheffield Hotels & Motels

Hotels and Motels near Sheffield, MA


The town of Sheffield is in southwestern Massachusetts, 55 miles west of Springfield.

Map of Hotels and Motels near Sheffield, MA
 

  • Quality Inn Great Barrington
    372 Main Street, Great Barrington, MA 01230 Call Us 6 miles
    6 miles from Sheffield

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    Dates
    Quality Inn Great Barrington

    Check In15 00
    Check Out11 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:  4.0 of 5 stars
    Based on 800 reviews 
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  • Fairfield Inn & Suites by Marriott Great Barrington
    249 Stockbridge Road, Great Barrington, MA 01230 Call Us 7 miles
    7 miles from Sheffield

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    Dates
    Fairfield Inn & Suites by Marriott Great Barrington

    Check In1500
    Check Out1100

    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:  4.5 of 5 stars
    Based on 847 reviews 
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  • Travelodge Great Barrington
    400 Stockbridge Road, Great Barrington, MA 01230 Call Us 7 miles
    7 miles from Sheffield

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    Dates
    Travelodge Great Barrington

    Check In1400
    Check Out1100

    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:  3.5 of 5 stars
    Based on 337 reviews 
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  • Holiday Inn Express & Suites Great Barrington
    415 Stockbridge Road, Great Barrington, MA 01230 Call Us 7 miles
    7 miles from Sheffield

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    Dates
    Holiday Inn Express & Suites Great Barrington

    Check In15 00
    Check Out11 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:  4.0 of 5 stars
    Based on 225 reviews 
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  • Red Lion Inn Stockbridge
    30 Main Street, Box 954, Stockbridge, MA 01262 Call Us 12 miles
    12 miles from Sheffield

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    Dates
    Red Lion Inn Stockbridge

    Check In15 00
    Check Out12 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 >
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1489 reviews 
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  • Holiday Inn Club Vacations Oak N' Spruce Resort South Lee
    190 Meadow Street, South Lee, MA 01260 Call Us 12 miles
    12 miles from Sheffield

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    Dates
    Holiday Inn Club Vacations Oak N' Spruce Resort South Lee

    Check In16 00
    Check Out10 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:  3.5 of 5 stars
    Based on 1020 reviews 
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  • Econo Lodge Lee
    980 Pleasant Street, Route 102, Lee, MA 01238 Call Us 13 miles
    13 miles from Sheffield

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    Dates
    Econo Lodge Lee

    Check In15 00
    Check Out11 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 >
  • TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 156 reviews 
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  • Pleasant Valley Motel West Stockbridge
    42 Stockbridge Road, West Stockbridge, MA 01266 Call Us 15 miles
    15 miles from Sheffield

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    Dates
    Pleasant Valley Motel West Stockbridge

    Check In1300
    Check Out1000

    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:  3.0 of 5 stars
    Based on 137 reviews 
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  • Black Swan Inn Lee
    435 Laurel Street, Lee, MA 01238 Call Us 15 miles
    15 miles from Sheffield

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    Dates
    Black Swan Inn Lee

    Check In15 00
    Check Out11 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:  4.5 of 5 stars
    Based on 850 reviews 
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  • Miraval Berkshires Resort & Spa Lenox
    55 Lee Road, Lenox, MA 01240 Call Us 17 miles
    17 miles from Sheffield

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    Dates
    Miraval Berkshires Resort & Spa Lenox

    Check In15 30
    Check Out11 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:  4.0 of 5 stars
    Based on 395 reviews 
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  • Wheatleigh Hotel Lenox
    11 Hawthorne Road, Lenox, MA 01240 Call Us 17 miles
    17 miles from Sheffield

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    Dates
    Wheatleigh Hotel Lenox

    Check In16 00
    Check Out12 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 >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 162 reviews 
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  • Canyon Ranch Lenox
    165 Kemble Street, Lenox, MA 01240 Call Us 17 miles
    17 miles from Sheffield

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    Dates
    Canyon Ranch Lenox

    Check In15 00
    Check Out12 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 >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 665 reviews 
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  • Constance Inn Lenox
    11 Old Stockbridge Road, Lenox, MA 01240 Call Us 17 miles
    17 miles from Sheffield

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    Dates
    Constance Inn Lenox

    Check In15 00
    Check Out11 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:  4.0 of 5 stars
    Based on 236 reviews 
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  • Whitlock Inn Lenox
    16 Church Street, Lenox, MA 01240 Call Us 17 miles
    17 miles from Sheffield

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    Dates
    Whitlock Inn Lenox

    Check In15 00
    Check Out11 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:  4.0 of 5 stars
    Based on 72 reviews 
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  • Dewey Inn Lenox
    7 Hubbard Street, Lenox, MA 01240 Call Us 18 miles
    18 miles from Sheffield

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    Dates
    Dewey Inn Lenox

    Check In15 00
    Check Out11 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:  4.5 of 5 stars
    Based on 370 reviews 
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  • Courtyard by Marriott Hotel Lenox
    70 Pittsfield Road, Lenox, MA 01240 Call Us 19 miles
    19 miles from Sheffield

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    Dates
    Courtyard by Marriott Hotel Lenox

    Check In1500
    Check Out1100

    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:  4.5 of 5 stars
    Based on 196 reviews 
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  • Troutbeck Hotel Amenia
    515 Leedsville Road, Amenia, NY 12545 Call Us 19 miles
    19 miles from Sheffield

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    Dates
    Troutbeck Hotel Amenia

    Check In16 00
    Check Out11 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 More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 107 reviews 
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  • Life House Hotel Berkshires Lenox
    194 Pittsfield Road, Lenox, MA 01240 Call Us 20 miles
    20 miles from Sheffield

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    Dates
    Life House Hotel Berkshires Lenox

    Check In15 00
    Check Out11 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 >
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 14 reviews 
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  • Howard Johnson Express Inn Lenox
    462 Pittsfield Road, Lenox, MA 01240 Call Us 20 miles
    20 miles from Sheffield

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    Dates
    Howard Johnson Express Inn Lenox

    Check In1500
    Check Out1100

    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:  3.5 of 5 stars
    Based on 475 reviews 
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  • Yankee Hotel Lenox
    461 Pittsfield Road, Lenox, MA 01240 Call Us 20 miles
    20 miles from Sheffield

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    Dates
    Yankee Hotel Lenox

    Check In15 00
    Check Out11 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:  4.0 of 5 stars
    Based on 769 reviews 
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  • Hampton Inn & Suites Lenox
    445 Pittsfield Road, Lenox, MA 01240 Call Us 21 miles
    21 miles from Sheffield

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    Dates
    Hampton Inn & Suites Lenox

    Check In15 00
    Check Out11 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:  4.5 of 5 stars
    Based on 1151 reviews 
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  • Hilton Garden Inn Pittsfield
    1032 South Street, Pittsfield, MA 46683 Call Us 21 miles
    21 miles from Sheffield

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    Dates
    Hilton Garden Inn Pittsfield

    Check In15 00
    Check Out12 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:  4.5 of 5 stars
    Based on 670 reviews 
    Read Recent Reviews

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Sheffield Info

Sheffield Group Hotel Rates

Hotels near Me

Nearby Attractions


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

Nearby Cities


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
How Do We Order Hotels?

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.
How Do We Define Motel?

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.
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Hotel Booking Tips
  1. 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?
  2. 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.
  3. Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty?
    More >
  4. When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
  5. The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.



Hotels, Motels, Lodging, and Accommodations near Sheffield - Sheffield, Massachusetts MA, USA

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