25 Hotels TRULY CLOSEST to Berkshire School, Sheffield, MA | HotelGuides.com
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Hotel Guides > High Schools & Prep Schools > Hotels and Motels near Berkshire School

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 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
    From $76
    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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 767 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
    From $127
    Enter Dates
    Fairfield Inn & Suites by Marriott Great Barrington

    Check In1500
    Check Out1200

    Rated High
  • 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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 481 reviews  Read Recent Reviews

  • 8 miles Travelodge Great Barrington
    400 Stockbridge Road, Great Barrington, MA 01230
    8 miles from Berkshire School
    From $144
    Enter Dates
    Travelodge Great Barrington

    Check In1400
    Check Out1100

    Rated Average
  • Cheap 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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 313 reviews  Read Recent Reviews

  • 8 miles Holiday Inn Express Hotel & Suites Great Barrington
    415 Stockbridge Road, Great Barrington, MA 01230
    8 miles from Berkshire School
    From $132
    Enter Dates
    Holiday Inn Express Hotel & Suites Great Barrington

    Check In15 00
    Check Out11 00

    Rated High
  • 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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 206 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
    From $128
    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.
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 888 reviews  Read Recent Reviews

  • 14 miles Econo Lodge Lee
    980 Pleasant Street, Route 102, Lee, MA 01238
    14 miles from Berkshire School
    From $50
    Enter Dates
    Econo Lodge Lee

    Check In15 00
    Check Out11 00

    Rated Average
  • Cheap motel near October Mountain State Park
  • 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 146 reviews  Read Recent Reviews

  • 15 miles Pleasant Valley Motel West Stockbridge
    42 Stockbridge Road, West Stockbridge, MA 01266
    15 miles from Berkshire School
    From $63
    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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 134 reviews  Read Recent Reviews

  • 15 miles Super 8 Hotel Lee
    170 Housatonic Street, Lee, MA 01238
    15 miles from Berkshire School
    From $72
    Enter Dates
    Super 8 Hotel Lee

    Check In1500
    Check Out1100

    Rated Average
  • Cheap, smoke-free motel
  • Near October Mountain State Park
  • No swimming pool
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 446 reviews  Read Recent Reviews

  • 16 miles Rodeway Inn Lee
    200 Laurel Street, Lee, MA 01238
    16 miles from Berkshire School
    From $59
    Enter Dates
    Rodeway Inn Lee

    Check In15 00
    Check Out11 00

    Rated Average
  • Cheap, smoke-free motel
  • Near October Mountain State Park
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 105 reviews  Read Recent Reviews

  • 16 miles Black Swan Inn Lee
    435 Laurel Street, Lee, MA 01238
    16 miles from Berkshire School
    From $94
    Enter Dates
    Black Swan Inn Lee

    Check In15 00
    Check Out11 00

    Rated High
  • Cheap, 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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 680 reviews  Read Recent Reviews

  • 17 miles Seven Hills Inn Lenox
    40 Plunkett Street, Lenox, MA 01240
    17 miles from Berkshire School
    From $119
    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 494 reviews  Read Recent Reviews

  • 17 miles Wheatleigh Hotel Lenox
    11 Hawthorne Road, Lenox, MA 01240
    17 miles from Berkshire School
    From $695
    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 153 reviews  Read Recent Reviews

  • 17 miles Blantyre Hotel Lenox
    16 Blantyre Road, Lenox, MA 01240
    17 miles from Berkshire School
    From $435
    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 330 reviews  Read Recent Reviews

  • 17 miles Canyon Ranch Lenox
    165 Kemble Street, Lenox, MA 01240
    17 miles from Berkshire School
    From $3001
    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 624 reviews  Read Recent Reviews

  • 19 miles Troutbeck Inn Amenia
    515 Leedsville Road, Amenia, NY 12545
    19 miles from Berkshire School
    From $639
    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 59 reviews  Read Recent Reviews

  • 19 miles Courtyard by Marriott Hotel Lenox
    70 Pittsfield Road, Lenox, MA 01240
    19 miles from Berkshire School
    From $127
    Enter Dates
    Courtyard by Marriott Hotel Lenox

    Check In1500
    Check Out1100

    Rated Very High
  • Upper-midscale, smoke-free hotel near Kennedy Park
  • Indoor swimming pool - exercise room
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 146 reviews  Read Recent Reviews

  • 20 miles Days Inn Lenox
    194 Pittsfield Road, Lenox, MA 01240
    20 miles from Berkshire School
    From $54
    Enter Dates
    Days Inn Lenox

    Check In1400
    Check Out1100

    Rated Average
  • Cheap motel near Kennedy Park
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed.
    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
    From $62
    Enter Dates
    Howard Johnson Express Inn Lenox

    Check In1500
    Check Out1100

    Rated Average
  • Cheap motel near Tanglewood
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • Free parking - truck parking
  • Not pet friendly - no pets allowed.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 451 reviews  Read Recent Reviews

  • 21 miles Yankee Inn Lenox
    461 Pittsfield Road, Lenox, MA 01240
    21 miles from Berkshire School
    From $89
    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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 697 reviews  Read Recent Reviews

  • 21 miles St Charles Hotel Hudson
    16 Park Place, Hudson, NY 12534
    21 miles from Berkshire School
    From $130
    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 237 reviews  Read Recent Reviews

  • 21 miles Hampton Inn & Suites Lenox
    445 Pittsfield Road, Lenox, MA 01240
    21 miles from Berkshire School
    From $120
    Enter Dates
    Hampton Inn & Suites Lenox

    Check In15 00
    Check Out11 00

    Rated Very High
  • 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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1075 reviews  Read Recent Reviews

  • 21 miles Lenox Inn
    525 Pittsfield Road, Lenox, MA 01240
    21 miles from Berkshire School
    From $45
    Enter Dates
    Lenox Inn

    Check In1500
    Check Out1100

    Rated Average
  • Cheap, smoke-free motel near Tanglewood
  • Single-story, 18 rooms
  • Outdoor swimming pool open in summer
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 98 reviews  Read Recent Reviews

  • 22 miles Hilton Garden Inn Pittsfield
    1032 South Street, Pittsfield, MA 46683
    22 miles from Berkshire School
    From $144
    Enter Dates
    Hilton Garden Inn Pittsfield

    Check In15 00
    Check Out12 00

    Rated Very High
  • Upper-midscale, 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.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 592 reviews  Read Recent Reviews

  • 22 miles Wick Hotel Hudson
    41 Cross Street, Hudson, NY 12534
    22 miles from Berkshire School
    From $1393
    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 169 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
    From $90
    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.
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 584 reviews  Read Recent Reviews

  • 24 miles Berkshire Inn Pittsfield
    150 West Housatonic Street, Pittsfield, MA 01201
    24 miles from Berkshire School
    From $95
    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.
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 163 reviews  Read Recent Reviews

  • 24 miles Yankee Suites Extended Stay Hotel Pittsfield
    20 West Housatonic Street, Pittsfield, MA 01201
    24 miles from Berkshire School
    From $172
    Enter Dates
    Yankee Suites Extended Stay Hotel Pittsfield

    Check In1400
    Check Out1100

    Rated High
  • Midscale, smoke-free, all-suite, extended-stay hotel
  • Located in downtown Pittsfield
  • No swimming pool
  • Free WiFi
  • Free parking
  • Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 42 reviews  Read Recent Reviews

  • 24 miles Holiday Inn Hotel & Suites Berkshires Pittsfield
    One West Street, Pittsfield, MA 01201
    24 miles from Berkshire School
    From $111
    Enter Dates
    Holiday Inn Hotel & 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:  3.5 of 5 stars
    Based on 518 reviews  Read Recent Reviews

  • 25 miles Hotel on North Pittsfield
    297 North Street, Pittsfield, MA 01201
    25 miles from Berkshire School
    From $195
    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 683 reviews  Read Recent Reviews

  • 25 miles Americas Best Value Inn Torrington
    395 Winsted Road, Torrington, CT 06790
    25 miles from Berkshire School
    From $76
    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 193 reviews  Read Recent Reviews

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Map of Hotels near Berkshire School



Nearby Attractions


Hotels near Zip Code 01257   2.8 miles east
Hotels near Zip Code 01230   6 miles NE
Hotels near Ski Butternut   7 miles NE
Hotels near Salisbury School   8 miles south
Hotels near Hotchkiss School   12 miles south
Hotels near Austen Riggs Center   13 miles NE
Hotels near Lime Rock Park   13 miles south
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 Bousquet Ski Area   22 miles north
Hotels near Zip Code 01201   25 miles north
Hotels near Bard College   26 miles west

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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.
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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