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

Hotels and Motels near Berkshire School – Sheffield, MA


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

 

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

    372 Main Street, Great Barrington, MA 01230
    6 miles to 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 791 reviews  Read Recent Reviews

  • 7 miles Fairfield Inn & Suites by Marriott Great Barrington

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

    Enter Dates
    Fairfield Inn & Suites by Marriott Great Barrington

    Check In1500
    Check Out1100

    Rated Average
    • 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 740 reviews  Read Recent Reviews

  • 8 miles Travelodge Great Barrington

    400 Stockbridge Road, Great Barrington, MA 01230
    8 miles to 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 328 reviews  Read Recent Reviews

  • 8 miles Holiday Inn Express & Suites Great Barrington

    415 Stockbridge Road, Great Barrington, MA 01230
    8 miles to 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 221 reviews  Read Recent Reviews

  • 13 miles Red Lion Inn Stockbridge

    30 Main Street, Box 954, Stockbridge, MA 01262
    13 miles to 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 1459 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 to 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 992 reviews  Read Recent Reviews

  • 14 miles Econo Lodge Lee

    980 Pleasant Street, Route 102, Lee, MA 01238
    14 miles to 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 149 reviews  Read Recent Reviews

  • 15 miles Pleasant Valley Motel West Stockbridge

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

    Enter 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 - no pets allowed. - Jun 2018
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 136 reviews  Read Recent Reviews

  • 16 miles Black Swan Inn Lee

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

    Enter Dates
    Black Swan Inn Lee

    Check In15 00
    Check Out11 00

    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 816 reviews  Read Recent Reviews

  • 17 miles Seven Hills Inn Lenox

    40 Plunkett Street, Lenox, MA 01240
    17 miles to 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 541 reviews  Read Recent Reviews

  • 17 miles Wheatleigh Hotel Lenox

    11 Hawthorne Road, Lenox, MA 01240
    17 miles to 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 160 reviews  Read Recent Reviews

  • 17 miles Blantyre Hotel Lenox

    16 Blantyre Road, Lenox, MA 01240
    17 miles to 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 354 reviews  Read Recent Reviews

  • 17 miles Miraval Berkshires Resort & Spa Lenox

    55 Lee Road, Lenox, MA 01240
    17 miles to 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 282 reviews  Read Recent Reviews

  • 17 miles Canyon Ranch Lenox

    165 Kemble Street, Lenox, MA 01240
    17 miles to 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 659 reviews  Read Recent Reviews

  • 18 miles Constance Inn Lenox

    11 Old Stockbridge Road, Lenox, MA 01240
    18 miles to Berkshire School

    Enter 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
    • No swimming pool
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Mar 2022
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 211 reviews  Read Recent Reviews

  • 18 miles Whitlock Inn Lenox

    16 Church Street, Lenox, MA 01240
    18 miles to Berkshire School

    Enter Dates
    Whitlock Inn Lenox

    Check In15 00
    Check Out11 00

    Rated High
    • Upscale, smoke-free, historic bed and breakfast inn
    • Near Kennedy Park
    • No swimming pool
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Jun 2021
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 42 reviews  Read Recent Reviews

  • 18 miles Dewey Inn Lenox

    7 Hubbard Street, Lenox, MA 01240
    18 miles to Berkshire School

    Enter 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
    • No swimming pool
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - May 2022
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 350 reviews  Read Recent Reviews

  • 19 miles Troutbeck Inn Amenia

    515 Leedsville Road, Amenia, NY 12545
    19 miles to 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 101 reviews  Read Recent Reviews

  • 19 miles Courtyard by Marriott Hotel Lenox

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

    Enter Dates
    Courtyard by Marriott Hotel Lenox

    Check In1500
    Check Out1100

    Rated 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
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 192 reviews  Read Recent Reviews

  • 21 miles Howard Johnson Express Inn Lenox

    462 Pittsfield Road, Lenox, MA 01240
    21 miles to 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 465 reviews  Read Recent Reviews

  • 21 miles Yankee Inn Lenox

    461 Pittsfield Road, Lenox, MA 01240
    21 miles to 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 751 reviews  Read Recent Reviews

  • 21 miles Hampton Inn & Suites Lenox

    445 Pittsfield Road, Lenox, MA 01240
    21 miles to 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 1136 reviews  Read Recent Reviews

  • 22 miles Hilton Garden Inn Pittsfield

    1032 South Street, Pittsfield, MA 46683
    22 miles to 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 662 reviews  Read Recent Reviews

  • 22 miles Wick Hotel Hudson

    41 Cross Street, Hudson, NY 12534
    22 miles to 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 226 reviews  Read Recent Reviews

  • 23 miles Best Western Berkshire Hills Inn & Suites Pittsfield

    1350 West Housatonic Street, Pittsfield, MA 01201
    23 miles to 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:  4.0 of 5 stars
    Based on 618 reviews  Read Recent Reviews

  • 24 miles Berkshire Inn Pittsfield

    150 West Housatonic Street, Pittsfield, MA 01201
    24 miles to 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 167 reviews  Read Recent Reviews

  • 24 miles Holiday Inn & Suites Berkshires Pittsfield

    One West Street, Pittsfield, MA 01201
    24 miles to 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 37 reviews  Read Recent Reviews

  • 25 miles Hotel on North Pittsfield

    297 North Street, Pittsfield, MA 01201
    25 miles to 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:  4.5 of 5 stars
    Based on 843 reviews  Read Recent Reviews

  • 25 miles Americas Best Value Inn Torrington

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

    Enter Dates
    Americas Best Value Inn Torrington

    Check In15 00
    Check Out11 00

    Rated Very 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 200 reviews  Read Recent Reviews

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Nearby Attractions


Hotels near Bash Bish Falls   3.9 miles west
Hotels near Bard College Simon's Rock   6 miles north
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 Lake Taghkanic State Park   14 miles west
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

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How Do We Define Motel?

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At hotels, on the other hand, you can enter your room only through a hall inside the building.
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  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.
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  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.




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

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