Star Rating
Hotel Name
Price Range (USD)to
Amenities

Hillsdale New York Accommodations

Only hotels in Hillsdale are listed below. Search for cheap and discounted hotel and motel rates in or near Hillsdale, NY for your business or personal leisure travel. Discover the most popular Hillsdale New York hotel rooms. Review the Hillsdale hotel list below to find the perfect lodging. We also have a map of the Hillsdale hotels. Group booking? Search Hillsdale Group Hotel Deals

The Hillsdale center point is approximately 13 miles southwest of Tanglewood and 14 miles east of Hudson Amtrak Station.

Hillsdale Hotels/Motels & Accommodations

Windflower Inn
+1-888-690-5247
684 South Egremont Rd., Great Barrington, MA 01230 ~6.43 miles southeast of Hillsdale
  • Affordable Mountain property
  • 2 conference rooms in property
From$185
Excellent 5.0 /5Review Score CallBookMore Details
Days Inn by Wyndham Great Barrington
+1-888-305-3366
372 Main St., Great Barrington, MA 01230 ~7.67 miles east of Hillsdale
  • Cheap Rural property
  • Fitness center on property
Fairfield Inn by Marriott : 249 Stockbridge Rd.
+1-800-881-1523
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~8.44 miles east of Hillsdale
  • Three Star Resort hotel
  • Free breakfast available
From$109
Very Good 4.5 /5Read Reviews CallBookMore Details
Travelodge Great Barrington Berkshires - Great Barrington
+1-888-283-3404
400 Stockbridge Rd., Great Barrington, MA 01230 ~8.51 miles east of Hillsdale
  • Two-star Resort property
  • Complimentary breakfast is offered
Holiday Inn Express Great Barrington - Great Barrington
+1-866-221-8581
415 Stockbridge Rd., Great Barrington, MA 01230 ~8.53 miles east of Hillsdale
  • Midscale Mountain hotel
  • Check in: 3:00pm
  • Great amenities
  • Incredible breakfast buffet
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Race Brook Lodge - Sheffield
+1-866-429-5787
864 South Undermountain Rd., Sheffield, MA 01257 ~10.38 miles southeast of Hillsdale
  • Three Star property
  • Check-in time: 14:00
Pleasant Valley Motel West Stockbridge
+1-888-690-5281
42 Stockbridge Rd., West Stockbridge, MA 01266 ~10.69 miles northeast of Hillsdale
  • Low priced property
  • Hotel has 16 rooms
The Red Lion Inn : 30 Main St.
+1-888-690-5247
30 Main St., Stockbridge, MA 01262 ~11.12 miles east of Hillsdale
  • Mid-scale Rural hotel
  • 35 suites in hotel
  • Most guests found the staff to be very friendly
  • The majority of guests said the beds were comfortable
From$229
Very Good 4.0 /5Recent Reviews CallBookMore Details
Econo Lodge Lee Great Barrington - Lee
+1-888-305-3366
980 Pleasant St., Lee, MA 01238 ~13.41 miles east of Hillsdale
  • Low-priced hotel
  • Free comp. breakfast
Wheatleigh
+1-800-881-1523
11 Hawthorne Rd., Lenox, MA 01240 ~13.69 miles northeast of Hillsdale
  • Three Star hotel
  • Free complimentary breakfast
Apple Tree Inn
+1-888-283-3404
10 Richmond Mountain Rd., Lenox, MA 01240 ~13.72 miles northeast of Hillsdale
  • 3-star Mountain hotel
  • Check-in time: 2:00 PM
St. Charles Hotel
+1-866-221-8581
16 Park Place, Hudson, NY 12534 ~14.06 miles west of Hillsdale
  • 2-star Downtown hotel
  • 3 floors in property
Seven Hills Inn - Lenox
+1-866-429-5787
40 Plunkett St., Lenox, MA 01240 ~14.35 miles northeast of Hillsdale
  • Expensive Resort hotel
  • 57 rooms in hotel
From$184
Very Good 4.5 /5Recent Reviews CallBookMore Details
Applegate Inn : 279 West Park St.
+1-888-690-5281
279 West Park St., Lee, MA 01238 ~14.47 miles east of Hillsdale
  • 3 star Rural hotel
  • 6 suites in hotel
  • Great location
  • Popular among couples
The Nest Hudson Hotel in Hudson
+1-888-690-5247
330 Union St., Hudson, NY 12534 ~14.53 miles west of Hillsdale
  • Four-star Lake hotel
  • 3 floors in hotel
From$249
Very Good 4.5 /5Review Score CallBookMore Details
33 Main
+1-888-305-3366
33 Main St., Lenox, MA 01238 ~14.69 miles east of Hillsdale
  • Luxurious 5-star property
Rodeway Inn in Lee
+1-800-881-1523
200 Laurel St., Lee, MA 01238 ~14.69 miles east of Hillsdale
  • 2-star hotel
  • 23 rooms in property
Chambery Inn : 199 Main St.
+1-888-283-3404
199 Main St., Lee, 01238 ~14.71 miles east of Hillsdale
  • Three Star property
  • 9 rooms in property
The Black Swan Inn An Ascend Hotel Collection Member in Lee
+1-866-221-8581
435 Laurel St., Lee, MA 01238 ~14.72 miles east of Hillsdale
  • Mid-scale Lake hotel
  • Check in time: 3:00 PM
From$114
Very Good 4.0 /5Read Reviews CallBookMore Details
Brook Farm Inn : 15 Hawthorne St.
+1-866-429-5787
15 Hawthorne St., Lenox, MA 01240 ~14.72 miles northeast of Hillsdale
  • Four-star Rural property
  • 15 rooms in property
From$120
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Canyon Ranch Lenox in Lenox
+1-888-690-5281
165 Kemble St., Lenox, MA 01240 ~14.76 miles northeast of Hillsdale
  • Three Star hotel
  • Hotel has 102 rooms
Super 8 Lee / Berkshires / Outlet Area in Lee
+1-888-690-5247
170 Housatonic St., Lee, MA 01238 ~14.86 miles east of Hillsdale
  • Inexpensive hotel
The Rookwood Inn - Lenox
+1-888-305-3366
11 Old Stockbridge Rd., Lenox, MA 01240 ~15.00 miles northeast of Hillsdale
  • Four star property
From$225
Very Good 4.0 /5Guest Reviews CallBookMore Details
Kemble Inn : 2 Kemble St.
+1-800-881-1523
2 Kemble St., Lenox, MA 01240 ~15.05 miles northeast of Hillsdale
  • Affordable Mountain property
  • 12 rooms in property
From$265
Very Good 4.5 /5Reviews CallBookMore Details
E Village Inn
+1-888-283-3404
16 Church St., Lenox, MA 01240 ~15.09 miles northeast of Hillsdale
  • Affordable property
  • Hotel has 32 rooms
Next 25 Hillsdale Hotels >  [1 - 25 of 50]    
Next: See My Hillsdale Hotels with Pricing

Graph of Hillsdale, NY Hotel Prices for Next 20 Days

Rates shown are nightly rates before taxes and do not necessarily reflect all Hillsdale, NY discounts available. The chart reflects the cheapest Hillsdale hotel for each day and each star rating category.

FAQs about hotels in Hillsdale

What are the most favored hotels in Hillsdale?

Windflower Inn, Hotel on North and Fairfield Inn by Marriott are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Hillsdale?

33 Main, Seven Hills Inn and The Nest Hudson Hotel are the top 3 luxury hotels near Hillsdale city center.

What hotels are closest to the city center of Hillsdale?

Windflower Inn, Days Inn by Wyndham Great Barrington, and Fairfield Inn by Marriott are the properties closest to Hillsdale city center.

How much does a cheap hotel in Hillsdale cost per night?

In the last year, a 2 star hotel in Hillsdale can be as cheap as $116.00 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Hillsdale cost per night?

In the last year, the average 3 star hotel in Hillsdale has been $196.10 per night. (based on HotelPlanner prices)

What are the best independent hotels in Hillsdale?

Windflower Inn, Hotel on North and Seven Hills Inn are the best rated independent hotels (not part of a big brand).

What are the best Choice Hotels branded hotels in Hillsdale?

The Black Swan Inn An Ascend Hotel Collection Member, Econo Lodge Lee Great Barrington and Rodeway Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best Best Western hotels in Hillsdale?

Best Western Plus Berkshire Hills Inn & Suites and Best Western New Baltimore Inn are the best rated Best Western branded hotels (based on user reviews score).

What are the best IHG hotels in Hillsdale?

Holiday Inn Express Great Barrington, Holiday Inn Express & Suites and Crowne Plaza Pittsfield Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top