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

Hotels 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. Use Search above to see rates for your dates.
  • 6 miles Quality Inn Great Barrington

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

    Enter 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 - no pets allowed. - Dec 2022
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 800 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 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 - no pets allowed. - Sep 2015
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 847 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
    • 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 - no pets allowed. - Oct 2015
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 337 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
    • 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 - no pets allowed. - Oct 2015
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 225 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
    • 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 >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1489 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
    • 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 - no pets allowed. - May 2018
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 1020 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
    • 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 >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 156 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 137 reviews  Read Recent Reviews

  • 16 miles Black Swan Inn Lee

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

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

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 850 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
    • 2 floors, 45 rooms and suites
    • Outdoor swimming pool
    • Free WiFi
    • Free parking
  • Pet friendly inn More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 558 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
    • 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  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
    • Main building - 2 floors, 8 rooms and cottages - no elevator
    • Carriage house - 2 floors; 10 rooms, 4 cottages
    • Outdoor swimming pool - exercise room
    • Restaurant - 24-hour room service
    • Restaurant open for lunch and dinner only
    • 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
    • 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 - 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 395 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
    • 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  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
    • 3 floors, 20 rooms and suites - no elevator
    • 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 236 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
    • 3 floors, 31 rooms and suites - no elevator
    • 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 72 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
    • 3 floors, 11 rooms and suites - no elevator
    • 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 370 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
    • 3 buildings - 2 floors, 33 rooms and suites - no elevator
    • Outdoor swimming pool
    • Restaurant - lounge
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 107 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
    • 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 - no pets allowed. - Aug 2017
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 196 reviews  Read Recent Reviews

  • 20 miles Life House Hotel Berkshires Lenox

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

    Enter 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 >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 14 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
    • 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 - no pets allowed. - Feb 2017
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 475 reviews  Read Recent Reviews

  • 21 miles Yankee Hotel Lenox

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

    Enter 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 - no pets allowed. - Apr 2023
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 769 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
    • 3 floors, 79 rooms and suites - elevator
    • 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 1151 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
    • 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 - no pets allowed. - Mar 2016
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 670 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
    • 55 rooms, 7 suites
    • Free shuttle to attractions within 5-mile radius
    • No swimming pool
    • 24-hour exercise room
    • Restaurant - lounge - 24-hour room service
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 238 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
    • 3 floors, 59 rooms and suites - elevator
    • No swimming pool
    • Exercise room
    • Microwave and refrigerator in every 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 630 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
    • 2 floors, 38 rooms - no elevator
    • 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 170 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
    • Restaurant - lounge - room service
    • 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 50 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 In1600
    Check Out1100

    Rated Very High
    • Upscale, smoke-free, downtown hotel
    • 3 floors, 45 rooms and suites - elevator
    • No swimming pool
    • Restaurant - lounge
    • Restaurant open for lunch and dinner only
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 849 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
    • 2 floors, 95 rooms - no elevator
    • Some smoking rooms
    • Heated indoor swimming pool - exercise room
    • Microwave and refrigerator in every 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 201 reviews  Read Recent Reviews

Great overall experience. I also want to highlight their $50 rewards program. Be sure to check that.

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  • Why Book Here?
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Nearby Attractions


Hotels near Bash Bish Falls   3.9 miles west
Hotels near Taconic State Park   5 miles west
Hotels near Ski Butternut   7 miles NE
Hotels near Salisbury School   8 miles south
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 NE
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
Hotels near Warren Street Hudson   21 miles NW
Hotels near Hudson Amtrak Station   22 miles NW

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

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