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Hotel Guides > New York > Hillsdale Hotels & Motels

Hotels and Motels in Hillsdale, New York

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    Hotels closest to Hillsdale

    Rates shown below are averages. Click See Rates to see rates for your dates.
  • 8 miles Days Inn Great Barrington
    372 Main Street, Great Barrington, MA 01230
    8 miles from Hillsdale
    From $76
    Enter Dates
    Days Inn Great Barrington

    Check In1500
    Check Out1100

    Rated Average
    Cheap, smoke-free motel Near Bard College at Simon's Rock
    2 floors, 62 rooms - no elevator
    No swimming pool
    Free continental breakfast
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Apr 2015



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 741 reviews  Read Recent Reviews

  • 9 miles Fairfield Inn & Suites by Marriott Great Barrington
    249 Stockbridge Road, Great Barrington, MA 01230
    9 miles from Hillsdale
    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
    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 390 reviews  Read Recent Reviews

  • 9 miles Travelodge Great Barrington
    400 Stockbridge Road, Great Barrington, MA 01230
    9 miles from Hillsdale
    From $144
    Enter Dates
    Travelodge Great Barrington

    Check In1400
    Check Out1100

    Rated Average
    Cheap motel near Bard College at Simon's Rock 2 floors, 29 rooms and suites - no elevator
    AAA 2 Diamonds
    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



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    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 291 reviews  Read Recent Reviews

  • 9 miles Holiday Inn Express Hotel & Suites Great Barrington
    415 Stockbridge Road, Great Barrington, MA 01230
    9 miles from Hillsdale
    From $105
    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
    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



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    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 195 reviews  Read Recent Reviews

  • 13 miles Red Lion Inn Stockbridge
    30 Main Street, Box 954, Stockbridge, MA 01262
    13 miles from Hillsdale
    From $160
    Enter Dates
    Red Lion Inn Stockbridge

    Check In15 00
    Check Out12 00

    Rated High
    Upper-midscale, smoke-free, full-service hotel Near Norman Rockwell Museum
    4 floors, 108 rooms and suites
    Heated outdoor swimming pool - exercise room
    3 restaurants - lounge - room service
    Free WiFi
    Free parking
    Pet friendly hotel More >


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    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1248 reviews  Read Recent Reviews

  • 13 miles Pleasant Valley Motel West Stockbridge
    42 Stockbridge Road, West Stockbridge, MA 01266
    13 miles from Hillsdale
    From $41
    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 129 reviews  Read Recent Reviews

  • 14 miles Holiday Inn Club Vacations Oak N' Spruce Resort South Lee
    190 Meadow Street, South Lee, MA 01260
    14 miles from Hillsdale
    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
    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 776 reviews  Read Recent Reviews

  • 14 miles St Charles Hotel Hudson
    16 Park Place, Hudson, NY 12534
    14 miles from Hillsdale
    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
    3 floors, 34 rooms - elevator
    No swimming pool
    Free continental breakfast
    Free WiFi
    Free parking
    Pet friendly hotel More >


    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 222 reviews  Read Recent Reviews

  • 15 miles Econo Lodge Lee
    980 Pleasant Street, Route 102, Lee, MA 01238
    15 miles from Hillsdale
    From $50
    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
    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 131 reviews  Read Recent Reviews

  • 15 miles Wick Hotel Hudson
    41 Cross Street, Hudson, NY 12534
    15 miles from Hillsdale
    From $1393
    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 113 reviews  Read Recent Reviews

  • 16 miles Wheatleigh Hotel Lenox
    11 Hawthorne Road, Lenox, MA 01240
    16 miles from Hillsdale
    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
    2 floors, 19 rooms and suites - no elevator - AAA 4 Diamonds
    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 144 reviews  Read Recent Reviews

  • 16 miles Seven Hills Inn Lenox
    40 Plunkett Street, Lenox, MA 01240
    16 miles from Hillsdale
    From $340
    Enter Dates
    Seven Hills Inn Lenox

    Check In15 00
    Check Out11 00

    Rated Average
    Upscale, smoke-free inn 2 floors, 45 rooms and suites
    Outdoor swimming pool
    Free WiFi
    Free parking
    Pet friendly inn More >



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

    Check In15 00
    Check Out11 00

    Rated Average
    Cheap, smoke-free motel Near October Mountain State Park
    Single-story, 23 rooms - AAA 2 Diamonds
    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



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    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 96 reviews  Read Recent Reviews

  • 16 miles Super 8 Hotel Lee
    170 Housatonic Street, Lee, MA 01238
    16 miles from Hillsdale
    From $72
    Enter Dates
    Super 8 Hotel Lee

    Check In1500
    Check Out1100

    Rated Average
    Cheap, smoke-free motel Near October Mountain State Park
    2 floors, 49 rooms - no elevator
    No swimming pool
    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 421 reviews  Read Recent Reviews

  • 16 miles Black Swan Inn Lee
    435 Laurel Street, Lee, MA 01238
    16 miles from Hillsdale
    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
    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



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    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 631 reviews  Read Recent Reviews

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

  • 17 miles Blantyre Hotel Lenox
    16 Blantyre Road, Lenox, MA 01240
    17 miles from Hillsdale
    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
    Main building - 2 floors, 8 rooms and cottages - no elevator
    Carriage house - 2 floors; 10 rooms, 4 cottages AAA 4 Diamonds, Forbes 5 Stars
    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 317 reviews  Read Recent Reviews

  • 18 miles Courtyard by Marriott Hotel Lenox
    70 Pittsfield Road, Lenox, MA 01240
    18 miles from Hillsdale
    From $127
    Enter Dates
    Courtyard by Marriott Hotel Lenox

    Check In1500
    Check Out1100

    Rated Very High
    Upper-midscale, 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



    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 113 reviews  Read Recent Reviews

  • 19 miles Days Inn Lenox
    194 Pittsfield Road, Lenox, MA 01240
    19 miles from Hillsdale
    From $54
    Enter Dates
    Days Inn Lenox

    Check In1400
    Check Out1100

    Rated Average
    Cheap motel near Kennedy Park 2 floors, 59 rooms - 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. - Apr 2015



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    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 369 reviews  Read Recent Reviews

  • 19 miles Howard Johnson Express Inn Lenox
    462 Pittsfield Road, Lenox, MA 01240
    19 miles from Hillsdale
    From $62
    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
    Outdoor swimming pool open in summer
    Free continental breakfast
    Free WiFi
    Free parking - truck parking
    Not pet friendly - no pets allowed. - Feb 2017



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    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 427 reviews  Read Recent Reviews

  • 19 miles Yankee Inn Lenox
    461 Pittsfield Road, Lenox, MA 01240
    19 miles from Hillsdale
    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
    3 floors, 96 rooms and suites - elevator
    Heated indoor swimming pool - outdoor pool
    Exercise room
    Lounge
    Free continental breakfast
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Mar 2017



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    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 645 reviews  Read Recent Reviews

  • 19 miles Red Carpet Inn West Coxsackie
    12800 NY 9W, West Coxsackie, NY 12192
    19 miles from Hillsdale
    From $70
    Enter Dates
    Red Carpet Inn West Coxsackie

    Check In14 00
    Check Out11 00

    Rated Very Low – Not Recommended
    Cheap motel near Schodack Island 2 floors, 30 rooms - no elevator
    No swimming pool
    Free continental breakfast
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Jan 2015



    TripAdvisor Traveler Rating:  1.5 of 5 stars
    Based on 26 reviews  Read Recent Reviews

  • 20 miles Hampton Inn & Suites Lenox
    445 Pittsfield Road, Lenox, MA 01240
    20 miles from Hillsdale
    From $120
    Enter Dates
    Hampton Inn & Suites Lenox

    Check In15 00
    Check Out11 00

    Rated Very High
    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



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    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1001 reviews  Read Recent Reviews

  • 20 miles Lenox Inn
    525 Pittsfield Road, Lenox, MA 01240
    20 miles from Hillsdale
    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. - Feb 2017



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 93 reviews  Read Recent Reviews

  • 20 miles Hilton Garden Inn Pittsfield
    1032 South Street, Pittsfield, MA 46683
    20 miles from Hillsdale
    From $197
    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
    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 500 reviews  Read Recent Reviews

  • 20 miles Best Western Berkshire Hills Inn & Suites Pittsfield
    1350 West Housatonic Street, Pittsfield, MA 01201
    20 miles from Hillsdale
    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
    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:  4.5 of 5 stars
    Based on 542 reviews  Read Recent Reviews

  • 21 miles Best Western New Baltimore Inn West Coxsackie
    12600 NY 9W, West Coxsackie, NY 12192
    21 miles from Hillsdale
    From $97
    Enter Dates
    Best Western New Baltimore Inn West Coxsackie

    Check In1400
    Check Out1100

    Rated High
    Midscale, smoke-free hotel near I-87, Exit 21B 2 floors, 63 rooms - no elevator - AAA 2 Diamonds
    Heated indoor swimming pool - exercise room
    Free hot breakfast buffet
    Free WiFi
    Free parking - truck parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 307 reviews  Read Recent Reviews

  • 22 miles Berkshire Inn Pittsfield
    150 West Housatonic Street, Pittsfield, MA 01201
    22 miles from Hillsdale
    From $91
    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 159 reviews  Read Recent Reviews

  • 22 miles Yankee Suites Extended Stay Hotel Pittsfield
    20 West Housatonic Street, Pittsfield, MA 01201
    22 miles from Hillsdale
    From $60
    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
    2 floors, 26 suites - no elevator
    No swimming pool
    Kitchen in every suite
    Free WiFi
    Free parking
    Pet friendly hotel More >


    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 42 reviews  Read Recent Reviews

  • 23 miles Crowne Plaza Hotel Pittsfield
    One West Street, Pittsfield, MA 01201
    23 miles from Hillsdale
    From $111
    Enter Dates
    Crowne Plaza Hotel Pittsfield

    Check In15 00
    Check Out12 00

    Rated Average
    Upscale, full-service, downtown hotel 12 miles Northwest of October Mountain State Park
    14 floors, 179 rooms - AAA 3 Diamonds
    Heated indoor swimming pool - exercise room
    Restaurant - lounge - room service
    Free WiFi
    Free parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 501 reviews  Read Recent Reviews

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Hillsdale Info

Hillsdale Group Hotel Rates

Map of Hillsdale NY Hotels

Nearby Attractions


Hotels near Berkshire School
   7 miles SE
Hotels near Ski Butternut
   10 miles east
Hotels near Austen Riggs Center
   13 miles NE
Hotels near Tanglewood Music Center
   16 miles NE
Hotels near Lee Premium Outlets
   16 miles NE
Hotels near Hotchkiss School
   17 miles south
Hotels near Lime Rock Park
   19 miles south
Hotels near Greene Correctional Facility
   19 miles NW
Hotels near Bousquet Ski Area
   20 miles NE
Hotels near Infinity Hall
   21 miles SE
Hotels near Otis Ridge
   22 miles east
Hotels near Bard College
   23 miles SW
Hotels near Birch Hill Catering
   23 miles NW
Hotels near Buckingham Palace Theater
   24 miles west
Hotels near Omega Institute Rhinebeck
   26 miles SW
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Nearby Cities


South Egremont MA Hotels
   6 miles east
Great Barrington MA Hotels
   8 miles east
Claverack NY Hotels
   11 miles west
Stockbridge MA Hotels
   12 miles NE
West Stockbridge MA Hotels
   13 miles NE
South Lee MA Hotels
   14 miles NE
Hudson NY Hotels
   15 miles west
Richmond MA Hotels
   15 miles NE
Lakeville CT Hotels
   16 miles south
Canaan NY Hotels
   16 miles north
Lenox MA Hotels
   16 miles NE
Lee MA Hotels
   17 miles NE
Tyringham MA Hotels
   17 miles east
Catskill NY Hotels
   18 miles west
Germantown NY Hotels
   19 miles west
How Do We Order Hotels Below?

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.
Hotel Tips

Important Hotel Tips


Hillsdale Hotels, Motels, Lodging, and Accommodations – Hillsdale, New York NY, USA

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