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Hotel Guides > New York > Hillsdale Hotels & Motels

Hotels and Motels in Hillsdale, New York




Map of Hotels near Hillsdale
 

    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
  • 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 763 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 Very 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. - Sep 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 456 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
  • 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 306 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 $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. - Oct 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 205 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
  • Heated outdoor swimming pool - exercise room
  • Free WiFi
  • Free parking
  • Pet friendly hotel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1300 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 132 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
  • 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 852 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
  • No swimming pool
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Pet friendly hotel More >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 234 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
  • 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 144 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
  • 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 156 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
  • Outdoor swimming pool - exercise room
  • Free WiFi
  • Free parking
  • Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 151 reviews  Read Recent Reviews

  • 16 miles Seven Hills Inn Lenox
    40 Plunkett Street, Lenox, MA 01240
    16 miles from Hillsdale
    From $169
    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 480 reviews  Read Recent Reviews

  • 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
  • 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:  3.0 of 5 stars
    Based on 104 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
  • 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 435 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
  • 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:  4.0 of 5 stars
    Based on 656 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
  • 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 619 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
  • 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 323 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
  • 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 137 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
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed. - Apr 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 381 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
  • 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 442 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
  • 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 686 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
  • 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
  • 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 1052 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 98 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
  • 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 571 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
  • 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 567 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
  • 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 317 reviews  Read Recent Reviews

  • 22 miles Berkshire Inn Pittsfield
    150 West Housatonic Street, Pittsfield, MA 01201
    22 miles from Hillsdale
    From $242
    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 160 reviews  Read Recent Reviews

  • 22 miles Yankee Suites Extended Stay Hotel Pittsfield
    20 West Housatonic Street, Pittsfield, MA 01201
    22 miles from Hillsdale
    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

  • 23 miles Holiday Inn Hotel & Suites Berkshires Pittsfield
    One West Street, Pittsfield, MA 01201
    23 miles from Hillsdale
    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 515 reviews  Read Recent Reviews

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Hillsdale Info

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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 Salisbury School   14 miles SE
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 Lebanon Valley Speedway   21 miles north
Hotels near Otis Ridge   22 miles east
Hotels near Bard College   23 miles SW
Hotels near Birch Hill Catering   23 miles NW
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Nearby Cities


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
Lakeville CT Hotels   16 miles south
Pine Plains NY Hotels   16 miles SW
Lenox MA Hotels   16 miles NE
Lee MA Hotels   17 miles NE
Catskill NY Hotels   18 miles west
Germantown NY Hotels   19 miles west
West Coxsackie NY Hotels   19 miles NW
Leeds NY Hotels   20 miles west
Norfolk CT Hotels   21 miles SE
Sharon CT Hotels   21 miles south
Otis MA Hotels   22 miles east
How Do We Order Hotels?

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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