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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

The Windflower Inn
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~6.43 miles southeast of Hillsdale
  • Midscale Mountain property
  • Complimentary breakfast is offered
From$185
Excellent 5.0 /5Reviews CallBookMore Details
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Days Inn by Wyndham Great Barrington in Great Barrington
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 ~7.69 miles east of Hillsdale
  • Two star Rural hotel
  • 63 sleeping rooms in hotel
From$100
Very Good 4.0 /5Reviews CallBookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks : 249 Stockbridge Rd.
+1-800-716-8490
249 Stockbridge Rd., Great Barrington, MA 01230 ~8.44 miles east of Hillsdale
  • Affordable Resort hotel
  • 3 floors in property
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
+1-800-805-5223
415 Stockbridge Rd., Great Barrington, MA 01230 ~8.47 miles east of Hillsdale
  • 3 star Mountain property
  • Check-in: 3:00pm
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-888-965-1860
400 Stockbridge Rd., Great Barrington, MA 01230 ~8.51 miles east of Hillsdale
  • Economy Resort hotel
  • Free comp. breakfast
Pleasant Valley Motel West Stockbridge
+1-888-788-5576
42 Stockbridge Rd., West Stockbridge, MA 01266 ~10.69 miles northeast of Hillsdale
  • Cheap property
  • Hotel has 16 rooms
The Red Lion Inn
+1-888-897-9207
30 Main St., Stockbridge, MA 01262 ~11.12 miles east of Hillsdale
  • Three Star Rural hotel
  • Has environment-friendly policy See policy
  • The majority of guests loved the dining experience
  • Good restaurant service
From$229
Very Good 4.0 /5Recent Reviews CallBookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+1-888-311-4278
190 Meadow St., South Lee, MA 01260 ~12.75 miles east of Hillsdale
  • Mid-scale hotel
  • Check in: 4:00pm
From$80
Very Good 4.0 /5Reviews CallBookMore Details
Econo Lodge Lee - Great Barrington
+1-888-469-4795
980 Pleasant St., Lee, MA 01238 ~13.41 miles east of Hillsdale
  • Cheap hotel
  • Comp. Breakfast
Wheatleigh in Lenox
+1-888-734-9421
11 Hawthorne Rd., Lenox, MA 01240 ~13.69 miles northeast of Hillsdale
  • 3-star property
  • 19 rooms in property
Apple Tree Inn in Lenox
+1-888-841-5292
10 Richmond Mountain Rd., Lenox, MA 01240 ~13.73 miles northeast of Hillsdale
  • High-end Mountain hotel
  • Check-in: 4:00 PM
Hudson Whaler
+1-888-455-5160
542 Warren St., Hudson, NY 12534 ~14.20 miles west of Hillsdale
  • Three Star Downtown hotel
  • 16 rooms in hotel
Seven Hills Inn
+1-888-965-8297
40 Plunkett St., Lenox, MA 01240 ~14.35 miles northeast of Hillsdale
  • High-end Resort hotel
  • Hotel has a green policy Read more
From$184
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Applegate Inn in Lee
+1-888-906-6358
279 West Park St., Lee, MA 01238 ~14.47 miles east of Hillsdale
  • Affordable Rural property
  • Check-in: 2 pm
  • Great location
  • Popular among couples
From$160
Very Good 4.0 /5Latest Reviews CallBookMore Details
The Nest Hudson Hotel - Hudson
+1-888-749-6785
330 Union St., Hudson, NY 12534 ~14.53 miles west of Hillsdale
  • Four star Downtown property
  • 3 floors in property
From$200
Very Good 4.5 /5Guest Reviews CallBookMore Details
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33 Main - Lenox
+1-888-878-9982
33 Main St., Lenox, MA 01238 ~14.69 miles east of Hillsdale
  • Luxury 5-star hotel
Rodeway Inn
+1-888-389-4485
200 Laurel St., Lee, MA 01238 ~14.69 miles east of Hillsdale
  • Economy hotel
  • Check in time: 11:00
Chambery Inn : 199 Main St.
+1-888-389-4121
199 Main St., Lee, 01238 ~14.71 miles east of Hillsdale
  • Midscale property
Brook Farm Inn in Lenox
+1-888-675-2083
15 Hawthorne St., Lenox, MA 01240 ~14.72 miles northeast of Hillsdale
  • Expensive Rural hotel
  • Check-in: 3 pm
From$120
Very Good 4.5 /5Read Reviews CallBookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+1-800-716-8490
435 Laurel St., Lee, MA 01238 Website ~14.73 miles east of Hillsdale
  • 3 star Lake hotel
  • Hotel has 52 rooms
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Canyon Ranch Lenox
+1-800-805-5223
165 Kemble St., Lenox, MA 01240 ~14.76 miles northeast of Hillsdale
  • Mid-scale property
  • Gym / Fitness Center Available
Quality Inn in Lee
+1-888-965-1860
170 Housatonic St., Lee, MA 01238 ~14.86 miles east of Hillsdale
  • Cheap hotel
  • Check-in: 11:00 AM
Pilgrim Inn
+1-888-788-5576
165 Housatonic St., Lee, MA 01238 ~14.90 miles east of Hillsdale
  • Three Star hotel
The Rookwood Inn
+1-888-897-9207
11 Old Stockbridge Rd., Lenox, MA 01240 ~15.00 miles northeast of Hillsdale
  • High end property
From$225
Very Good 4.0 /5Latest Reviews CallBookMore Details
Kemble Inn : 2 Kemble St.
+1-888-311-4278
2 Kemble St., Lenox, MA 01240 ~15.05 miles northeast of Hillsdale
  • Mid-scale Mountain property
  • Check in: 3:00 PM
From$265
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Next 25 Hillsdale Hotels >  [1 - 25 of 50]    
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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?

The Windflower Inn, Hotel on North and Seven Hills Inn 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, Apple Tree Inn and Seven Hills Inn are the top 3 luxury hotels near Hillsdale city center.

What hotels are closest to the city center of Hillsdale?

The Windflower Inn, Days Inn by Wyndham Great Barrington, and Fairfield Inn & Suites by Marriott Great Barrington Lenox 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 $114.00 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 $184.85 per night. (based on HotelPlanner prices)

What are the best independent hotels in Hillsdale?

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

What are the most popular Choice Hotels branded hotels in Hillsdale?

Black Swan Inn Lee Lenox An Ascend Hotel, 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 most popular IHG hotels in Hillsdale?

Holiday Inn Club Vacations Oak N Spruce Resort, Holiday Inn Express Hotel & Suites West Coxsackie, an IHG Hotel and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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