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Hotels > US Hotels > Hotels in New York > Hillsdale Hotels & Motels

Hotels and Motels near Hillsdale, New York


Map of Hotels and Motels near Hillsdale, NY
 

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

    372 Main Street, Great Barrington, MA 01230
    8 miles to Hillsdale

    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 790 reviews  Read Recent Reviews

  • 9 miles Fairfield Inn & Suites by Marriott Great Barrington

    249 Stockbridge Road, Great Barrington, MA 01230
    9 miles to Hillsdale

    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
    • 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 671 reviews  Read Recent Reviews

  • 9 miles Travelodge Great Barrington

    400 Stockbridge Road, Great Barrington, MA 01230
    9 miles to Hillsdale

    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 326 reviews  Read Recent Reviews

  • 9 miles Holiday Inn Express & Suites Great Barrington

    415 Stockbridge Road, Great Barrington, MA 01230
    9 miles to Hillsdale

    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 219 reviews  Read Recent Reviews

  • 13 miles Red Lion Inn Stockbridge

    30 Main Street, Box 954, Stockbridge, MA 01262
    13 miles to Hillsdale

    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 1447 reviews  Read Recent Reviews

  • 13 miles Pleasant Valley Motel West Stockbridge

    42 Stockbridge Road, West Stockbridge, MA 01266
    13 miles to Hillsdale

    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

  • 14 miles Holiday Inn Club Vacations Oak N' Spruce Resort South Lee

    190 Meadow Street, South Lee, MA 01260
    14 miles to Hillsdale

    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 983 reviews  Read Recent Reviews

  • 15 miles Econo Lodge Lee

    980 Pleasant Street, Route 102, Lee, MA 01238
    15 miles to Hillsdale

    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 Wick Hotel Hudson

    41 Cross Street, Hudson, NY 12534
    15 miles to Hillsdale

    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 219 reviews  Read Recent Reviews

  • 16 miles Wheatleigh Hotel Lenox

    11 Hawthorne Road, Lenox, MA 01240
    16 miles to Hillsdale

    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 157 reviews  Read Recent Reviews

  • 16 miles Seven Hills Inn Lenox

    40 Plunkett Street, Lenox, MA 01240
    16 miles to Hillsdale

    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 538 reviews  Read Recent Reviews

  • 16 miles Black Swan Inn Lee

    435 Laurel Street, Lee, MA 01238
    16 miles to Hillsdale

    Enter Dates
    Black Swan Inn Lee

    Check In0 11
    Check Out0 11

    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 805 reviews  Read Recent Reviews

  • 17 miles Canyon Ranch Lenox

    165 Kemble Street, Lenox, MA 01240
    17 miles to Hillsdale

    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 654 reviews  Read Recent Reviews

  • 17 miles Rookwood Inn Lenox

    11 Old Stockbridge Road, Lenox, MA 01240
    17 miles to Hillsdale

    Enter Dates
    Rookwood 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
  • Pet friendly inn More >
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 211 reviews  Read Recent Reviews

  • 17 miles Miraval Berkshires Resort & Spa Lenox

    55 Lee Road, Lenox, MA 01240
    17 miles to Hillsdale

    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 227 reviews  Read Recent Reviews

  • 17 miles Blantyre Hotel Lenox

    16 Blantyre Road, Lenox, MA 01240
    17 miles to Hillsdale

    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 Church Street Inn Lenox

    16 Church Street, Lenox, MA 01240
    17 miles to Hillsdale

    Enter Dates
    Church Street 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 27 reviews  Read Recent Reviews

  • 17 miles Birchwood Inn Lenox

    7 Hubbard Street, Lenox, MA 01240
    17 miles to Hillsdale

    Enter Dates
    Birchwood 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
  • Pet friendly inn More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 349 reviews  Read Recent Reviews

  • 18 miles Courtyard by Marriott Hotel Lenox

    70 Pittsfield Road, Lenox, MA 01240
    18 miles to Hillsdale

    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 189 reviews  Read Recent Reviews

  • 19 miles Howard Johnson Express Inn Lenox

    462 Pittsfield Road, Lenox, MA 01240
    19 miles to Hillsdale

    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 464 reviews  Read Recent Reviews

  • 19 miles Yankee Inn Lenox

    461 Pittsfield Road, Lenox, MA 01240
    19 miles to Hillsdale

    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 746 reviews  Read Recent Reviews

  • 20 miles Hampton Inn & Suites Lenox

    445 Pittsfield Road, Lenox, MA 01240
    20 miles to Hillsdale

    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 1133 reviews  Read Recent Reviews

  • 20 miles Hilton Garden Inn Pittsfield

    1032 South Street, Pittsfield, MA 46683
    20 miles to Hillsdale

    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 660 reviews  Read Recent Reviews

  • 20 miles Best Western Berkshire Hills Inn & Suites Pittsfield

    1350 West Housatonic Street, Pittsfield, MA 01201
    20 miles to Hillsdale

    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 616 reviews  Read Recent Reviews

  • 21 miles Best Western New Baltimore Inn West Coxsackie

    12600 NY 9W, I-87, Exit 21B, West Coxsackie, NY 12192
    21 miles to Hillsdale

    Enter Dates
    Best Western New Baltimore Inn West Coxsackie

    Check In1400
    Check Out1100

    Rated Average
    • Midscale, smoke-free hotel near I-87
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
  • Not pet friendly - no pets allowed. - Aug 2021
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 344 reviews  Read Recent Reviews

  • 22 miles Berkshire Inn Pittsfield

    150 West Housatonic Street, Pittsfield, MA 01201
    22 miles to Hillsdale

    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 166 reviews  Read Recent Reviews

  • 23 miles Holiday Inn & Suites Berkshires Pittsfield

    One West Street, Pittsfield, MA 01201
    23 miles to Hillsdale

    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 36 reviews  Read Recent Reviews

  • 23 miles Troutbeck Inn Amenia

    515 Leedsville Road, Amenia, NY 12545
    23 miles to Hillsdale

    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 98 reviews  Read Recent Reviews

  • 23 miles Hotel on North Pittsfield

    297 North Street, Pittsfield, MA 01201
    23 miles to Hillsdale

    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 832 reviews  Read Recent Reviews

  • 24 miles Comfort Inn Saugerties

    2790 NY 32, I-87, Exit 20, Saugerties, NY 12477
    24 miles to Hillsdale

    Enter Dates
    Comfort Inn Saugerties

    Check In14 00
    Check Out11 00

    Rated Low – Not Recommended
    • Midscale, smoke-free hotel near I-87
    • Convenient to Hunter Mountain Ski Resort
    • 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:  3.0 of 5 stars
    Based on 200 reviews  Read Recent Reviews

We can also help you find hotels in Hillsdale, Michigan and near Hillsdale, New Jersey.

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Hillsdale Info

Hillsdale Group Hotel Rates

Hotels near Me

Nearby Attractions


Hotels near Bash Bish Falls   5 miles south
Hotels near Berkshire School   7 miles SE
Hotels near Bard College Simon's Rock   7 miles east
Hotels near Ski Butternut   10 miles east
Hotels near Norman Rockwell Museum   12 miles NE
Hotels near Austen Riggs Center   13 miles NE
Hotels near Shrine of The Divine Mercy   13 miles NE
Hotels near Salisbury School   14 miles SE
Hotels near Warren Street Hudson   15 miles west
Hotels near Hudson Amtrak Station   15 miles west
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

Nearby Cities


South Egremont MA Hotels   6 miles east
Great Barrington MA Hotels   8 miles east
Sheffield MA Hotels   10 miles SE
Claverack NY Hotels   11 miles west
Stockbridge MA Hotels   12 miles NE
West Stockbridge MA Hotels   13 miles NE
Livingston NY Hotels   14 miles west
South Lee MA Hotels   14 miles NE
Hudson NY Hotels   15 miles west
Salisbury CT Hotels   15 miles south
Richmond MA Hotels   15 miles NE
Lakeville CT Hotels   16 miles south
Canaan NY Hotels   16 miles north
Pine Plains NY Hotels   16 miles SW
Lenox MA Hotels   16 miles NE
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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 Booking Tips
  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.
  3. Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty?
    More >
  4. When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
  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.



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

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