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Hotels and Motels near Berkshire School – Sheffield, MA


The hotels below are listed in order of their distance from Berkshire School.

Use this guide to find hotels and motels near Berkshire School in Sheffield, Massachusetts. There are no hotels in Sheffield. The closest hotels are 7 to 10 miles to the northeast in Great Barrington.

Address: 245 North Undermountain Road, Sheffield, MA 01257
Map of Hotels and Motels near Berkshire School
 

Hotels closest to Berkshire School

Rates shown below are averages. Click See Rates to see rates for your dates.
  • 6 miles Days Inn Great Barrington

    372 Main Street, Great Barrington, MA 01230
    6 miles from Berkshire School

    Enter Dates
    Days Inn Great Barrington

    Check In1500
    Check Out1100

    Rated High
    • Cheap, smoke-free motel
    • Near Bard College at Simon's Rock
    • No swimming pool
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Jan 2021
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 778 reviews  Read Recent Reviews

  • 7 miles Fairfield Inn & Suites by Marriott Great Barrington

    249 Stockbridge Road, Great Barrington, MA 01230
    7 miles from Berkshire School

    Enter 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
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Sep 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 599 reviews  Read Recent Reviews

  • 8 miles Travelodge Great Barrington

    400 Stockbridge Road, Great Barrington, MA 01230
    8 miles from Berkshire School

    Enter Dates
    Travelodge Great Barrington

    Check In1400
    Check Out1100

    Rated Average
    • Cheap, smoke-free motel
    • Near Bard College at Simon's Rock
    • Outdoor swimming pool open in summer
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Oct 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 322 reviews  Read Recent Reviews

  • 8 miles Holiday Inn Express & Suites Great Barrington

    415 Stockbridge Road, Great Barrington, MA 01230
    8 miles from Berkshire School

    Enter 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
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Oct 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 212 reviews  Read Recent Reviews

  • 13 miles Red Lion Inn Stockbridge

    30 Main Street, Box 954, Stockbridge, MA 01262
    13 miles from Berkshire School

    Enter Dates
    Red Lion Inn Stockbridge

    Check In15 00
    Check Out12 00

    Rated High
    • Midscale, smoke-free, full-service inn
    • Near Norman Rockwell Museum
    • 7 houses
    • 1 cottage
    • Heated outdoor swimming pool - exercise room
    • Free WiFi
    • Free parking
    Pet friendly inn More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1399 reviews  Read Recent Reviews

  • 13 miles Holiday Inn Club Vacations Oak N' Spruce Resort South Lee

    190 Meadow Street, South Lee, MA 01260
    13 miles from Berkshire School

    Enter 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
    • Indoor swimming pool - outdoor pool - 24-hour exercise room
    • 2 restaurants
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - May 2018
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 946 reviews  Read Recent Reviews

  • 14 miles Econo Lodge Lee

    980 Pleasant Street, Route 102, Lee, MA 01238
    14 miles from Berkshire School

    Enter Dates
    Econo Lodge Lee

    Check In15 00
    Check Out11 00

    Rated Average
    • Cheap motel near October Mountain State Park
    • Some smoking rooms
    • No swimming pool
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Pet friendly motel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 148 reviews  Read Recent Reviews

  • 15 miles Pleasant Valley Motel West Stockbridge

    42 Stockbridge Road, West Stockbridge, MA 01266
    15 miles from Berkshire School

    Enter Dates
    Pleasant Valley Motel West Stockbridge

    Check In1300
    Check Out1000

    Rated Low – Not Recommended
    • 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 - no pets allowed. - Jun 2018
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 135 reviews  Read Recent Reviews

  • 15 miles Rodeway Inn Lee

    170 Housatonic Street, Lee, MA 01238
    15 miles from Berkshire School

    Enter Dates
    Rodeway Inn Lee

    Check In16 00
    Check Out11 00

    Rated Average
    • Cheap, smoke-free hotel
    • Near October Mountain State Park
    • No swimming pool
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 449 reviews  Read Recent Reviews

  • 16 miles American Inn Lee

    200 Laurel Street, Lee, MA 01238
    16 miles from Berkshire School

    Enter Dates
    American Inn Lee

    Check In1500
    Check Out1100

    Rated Average
    • Cheap, smoke-free motel
    • Near October Mountain State Park
    • Outdoor swimming pool open in summer
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Dec 2020
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 111 reviews  Read Recent Reviews

  • 16 miles Black Swan Inn Lee

    435 Laurel Street, Lee, MA 01238
    16 miles from Berkshire School

    Enter Dates
    Black Swan Inn Lee

    Check In0 11
    Check Out0 11

    Rated Very High
    • Upscale, smoke-free lakefront motel
    • An Ascend Hotel Collection Member
    • No swimming pool
    • Exercise room
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Jun 2018
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 751 reviews  Read Recent Reviews

  • 17 miles Seven Hills Inn Lenox

    40 Plunkett Street, Lenox, MA 01240
    17 miles from Berkshire School

    Enter Dates
    Seven Hills Inn Lenox

    Check In15 00
    Check Out11 00

    Rated Very High
    • Upscale, smoke-free inn near Laurel Lake
    • Outdoor swimming pool
    • Free WiFi
    • Free parking
    Pet friendly inn More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 521 reviews  Read Recent Reviews

  • 17 miles Wheatleigh Hotel Lenox

    11 Hawthorne Road, Lenox, MA 01240
    17 miles from Berkshire School

    Enter 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
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 155 reviews  Read Recent Reviews

  • 17 miles Blantyre Hotel Lenox

    16 Blantyre Road, Lenox, MA 01240
    17 miles from Berkshire School

    Enter Dates
    Blantyre Hotel Lenox

    Check In15 00
    Check Out12 00

    Rated Very High
    • Midscale, smoke-free bed and breakfast inn
    • Near US 7 at US 20
    • Outdoor swimming pool - exercise room
    • Full-service spa
    • Free WiFi
    • Free parking
    Pet friendly bed and breakfast inn More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 345 reviews  Read Recent Reviews

  • 17 miles Miraval Berkshires Resort & Spa Lenox

    55 Lee Road, Lenox, MA 01240
    17 miles from Berkshire School

    Enter 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
    • Free shuttle to Bradley Airport
    • Heated indoor swimming pool - outdoor pool
    • Fitness center
    • Yoga and wellness classes available
    • Full-service spa
    • Golf course - tennis court
    Not pet friendly - no pets allowed. - Oct 2020
    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 98 reviews  Read Recent Reviews

  • 17 miles Canyon Ranch Lenox

    165 Kemble Street, Lenox, MA 01240
    17 miles from Berkshire School

    Enter Dates
    Canyon Ranch Lenox

    Check In15 00
    Check Out12 00

    Rated Very High
    • Luxury, smoke-free, full-service hotel near downtown
    • Free shuttle to Albany Airport and Bradley Airport, CT
    • Heated indoor swimming pool - outdoor pool - exercise room
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 640 reviews  Read Recent Reviews

  • 19 miles Troutbeck Inn Amenia

    515 Leedsville Road, Amenia, NY 12545
    19 miles from Berkshire School

    Enter Dates
    Troutbeck Inn Amenia

    Check In16 00
    Check Out11 00

    Rated Very High
    • Luxury, smoke-free, full-service hotel
    • 3 miles from downtown
    • Outdoor swimming pool
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 86 reviews  Read Recent Reviews

  • 19 miles Courtyard by Marriott Hotel Lenox

    70 Pittsfield Road, Lenox, MA 01240
    19 miles from Berkshire School

    Enter Dates
    Courtyard by Marriott Hotel Lenox

    Check In1500
    Check Out1100

    Rated Very High
    • Upscale, smoke-free hotel near Kennedy Park
    • Indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Aug 2017
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 174 reviews  Read Recent Reviews

  • 20 miles Days Inn Lenox

    194 Pittsfield Road, Lenox, MA 01240
    20 miles from Berkshire School

    Enter Dates
    Days Inn Lenox

    Check In1400
    Check Out1100

    Rated Average
    • Cheap motel near Kennedy Park
    • Some smoking rooms
    • Outdoor swimming pool open in summer
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Jan 2021
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 383 reviews  Read Recent Reviews

  • 21 miles Howard Johnson Express Inn Lenox

    462 Pittsfield Road, Lenox, MA 01240
    21 miles from Berkshire School

    Enter Dates
    Howard Johnson Express Inn Lenox

    Check In1500
    Check Out1100

    Rated Average
    • Cheap motel near Tanglewood
    • Some smoking rooms
    • Outdoor swimming pool open in summer
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
    Not pet friendly - no pets allowed. - Feb 2017
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 458 reviews  Read Recent Reviews

  • 21 miles Yankee Inn Lenox

    461 Pittsfield Road, Lenox, MA 01240
    21 miles from Berkshire School

    Enter Dates
    Yankee Inn Lenox

    Check In15 00
    Check Out11 00

    Rated High
    • Midscale, smoke-free hotel near Tanglewood
    • Convenient to Bousquet Mountain
    • Heated indoor swimming pool - outdoor pool
    • Exercise room
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Mar 2017
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 729 reviews  Read Recent Reviews

  • 21 miles St Charles Hotel Hudson

    16 Park Place, Hudson, NY 12534
    21 miles from Berkshire School

    Enter Dates
    St Charles Hotel Hudson

    Check In16 00
    Check Out12 00

    Rated Average
    • Midscale, smoke-free hotel on southeast end of downtown
    • Near US 9
    • No swimming pool
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 241 reviews  Read Recent Reviews

  • 21 miles Hampton Inn & Suites Lenox

    445 Pittsfield Road, Lenox, MA 01240
    21 miles from Berkshire School

    Enter Dates
    Hampton Inn & Suites Lenox

    Check In15 00
    Check Out11 00

    Rated Very High
    • Upper-midscale, smoke-free hotel near Arrowhead Museum
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Jan 2017
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1098 reviews  Read Recent Reviews

  • 22 miles Hilton Garden Inn Pittsfield

    1032 South Street, Pittsfield, MA 46683
    22 miles from Berkshire School

    Enter 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
    • Indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
    Not pet friendly - no pets allowed. - Mar 2016
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 632 reviews  Read Recent Reviews

  • 22 miles Wick Hotel Hudson

    41 Cross Street, Hudson, NY 12534
    22 miles from Berkshire School

    Enter Dates
    Wick Hotel Hudson

    Check In1500
    Check Out1200

    Rated High
    • Upscale, smoke-free, full-service, downtown hotel
    • Free shuttle to attractions within 5-mile radius
    • No swimming pool
    • 24-hour exercise room
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 196 reviews  Read Recent Reviews

  • 23 miles Best Western Berkshire Hills Inn & Suites Pittsfield

    1350 West Housatonic Street, Pittsfield, MA 01201
    23 miles from Berkshire School

    Enter Dates
    Best Western Berkshire Hills Inn & Suites Pittsfield

    Check In1500
    Check Out1100

    Rated High
    • Midscale, smoke-free hotel
    • 4 miles west of Pittsfield
    • Near Pittsfield State Forest
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
    Not pet friendly - no pets allowed. - Mar 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 602 reviews  Read Recent Reviews

  • 24 miles Berkshire Inn Pittsfield

    150 West Housatonic Street, Pittsfield, MA 01201
    24 miles from Berkshire School

    Enter Dates
    Berkshire Inn Pittsfield

    Check In15 00
    Check Out11 00

    Rated Average
    • Midscale, smoke-free, downtown motel
    • 12 miles northwest of October Mountain State Park
    • Outdoor swimming pool open in summer
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
    Not pet friendly - no pets allowed. - Mar 2016
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 165 reviews  Read Recent Reviews

  • 24 miles Holiday Inn & Suites Berkshires Pittsfield

    One West Street, Pittsfield, MA 01201
    24 miles from Berkshire School

    Enter Dates
    Holiday Inn & Suites Berkshires Pittsfield

    Check In15 00
    Check Out12 00

    Rated Average
    • Upper-midscale, smoke-free, full-service, downtown hotel
    • 12 miles Northwest of October Mountain State Park
    • Heated indoor swimming pool - exercise room
    • Full-service spa
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 25 reviews  Read Recent Reviews

  • 25 miles Hotel on North Pittsfield

    297 North Street, Pittsfield, MA 01201
    25 miles from Berkshire School

    Enter Dates
    Hotel on North Pittsfield

    Check In15 00
    Check Out12 00

    Rated Very High
    • Luxury, smoke-free, full-service, downtown hotel
    • No swimming pool
    • Free WiFi
    • Free parking
    Pet friendly hotel More >
    TripAdvisor Traveler Rating:  5.0 of 5 stars
    Based on 743 reviews  Read Recent Reviews

  • 25 miles Americas Best Value Inn Torrington

    395 Winsted Road, Torrington, CT 06790
    25 miles from Berkshire School

    Enter Dates
    Americas Best Value Inn Torrington

    Check In15 00
    Check Out11 00

    Rated Low – Not Recommended
    • Cheap, highway motel near downtown
    • Some smoking rooms
    • Heated indoor swimming pool - exercise room
    • Free continental breakfast
    • Free WiFi
    • Free parking
    Pet friendly motel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  2.5 of 5 stars
    Based on 196 reviews  Read Recent Reviews

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Nearby Attractions


Hotels near Bash Bish Falls   3.9 miles west
Hotels near Ski Butternut   7 miles NE
Hotels near Salisbury School   8 miles south
Hotels near Hotchkiss School   12 miles south
Hotels near Norman Rockwell Museum   12 miles north
Hotels near Austen Riggs Center   13 miles NE
Hotels near Lime Rock Park   13 miles south
Hotels near Shrine of The Divine Mercy   13 miles NE
Hotels near Infinity Hall   14 miles SE
Hotels near Lee Premium Outlets   15 miles NE
Hotels near Tanglewood Music Center   17 miles north
Hotels near Otis Ridge   17 miles east
Hotels near Mohawk Mountain   20 miles south
Hotels near Warren Street Hudson   21 miles NW
Hotels near Bousquet Ski Area   22 miles north

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How Do We Order Hotels?

We order the hotels on this page by how close they are to this attraction.

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.
Sheffield Hotel Tips

Important Hotel Tips




Address: 245 North Undermountain Road, Sheffield, MA 01257 Hotels, Motels, Lodging, and Accommodations near Berkshire School - Sheffield, Massachusetts MA, USA

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