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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 & Accommodations

The Windflower Inn
+1-888-389-4121
684 South Egremont Rd., Great Barrington, MA 01230 ~6.43 miles southeast of Hillsdale
  • Three Star Mountain hotel
  • 2 meeting rooms in hotel
From$185
Excellent 5.0 /5 Recent Reviews Call BookMore Details
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Quality Inn
+1-888-675-2083
372 Main St., Great Barrington, MA 01230 ~7.69 miles east of Hillsdale
  • Low-priced Rural property
  • Fitness + Health Center
From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks in Great Barrington
+1-800-716-8490
249 Stockbridge Rd., Great Barrington, MA 01230 ~8.44 miles east of Hillsdale
  • Three Star Resort property
  • Check in: 3:00pm
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel - Great Barrington
+1-800-805-5223
415 Stockbridge Road41, Great Barrington, MA 01230 ~8.48 miles east of Hillsdale
  • 3-star Mountain hotel
  • Free breakfast available
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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
From$47
Average 3.0 /5 Review Score Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge
+1-888-788-5576
42 Stockbridge Rd., West Stockbridge, MA 01266 ~10.69 miles northeast of Hillsdale
  • 2 star property
From$60
Average 3.0 /5 Review Score Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-897-9207
30 Main St., Stockbridge, MA 01262 ~11.12 miles east of Hillsdale
  • Affordable Rural property
  • 35 suites in property
From$229
Very Good 4.0 /5 Reviews Call BookMore 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
  • 3-star Mountain hotel
  • Gym / Fitness Center Available
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+1-888-469-4795
980 Pleasant St., Lee, MA 01238 ~13.41 miles east of Hillsdale
  • Low Cost hotel
  • Check-in: 11:00
From$48
Average 3.0 /5 Reviews Call BookMore Details
Wheatleigh in Lenox
+1-888-734-9421
Hawthorne Rd., Lenox, MA 01240 ~13.69 miles northeast of Hillsdale
  • Three Star property
  • Check-in: 16:00
From$400
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn
+1-888-841-5292
10 Richmond Mountain Rd., Lenox, MA 01240 ~13.73 miles northeast of Hillsdale
  • High-end Mountain property
  • Free comp. breakfast
From$100
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-455-5160
16 Park Place, Hudson, NY 12534 ~14.06 miles west of Hillsdale
  • Two star Downtown hotel
  • 6 suites in property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler in Hudson
+1-888-965-8297
542 Warren St., Hudson, NY 12534 ~14.20 miles west of Hillsdale
  • Affordable Downtown hotel
  • Hotel has 3 floors
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Seven Hills Inn - Lenox
+1-888-906-6358
40 Plunkett St., Lenox, MA 01240 ~14.35 miles northeast of Hillsdale
  • Four-star Resort property
  • Hotel has a green policy Learn more
From$184
Very Good 4.5 /5 Review Score Call BookMore Details
Applegate Inn - Lee
+1-888-749-6785
279 West Park St., Lee, MA 01238 ~14.47 miles east of Hillsdale
  • Mid-scale Rural property
  • Check in time: 2 pm
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
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The Nest Hudson Hotel
+1-888-878-9982
330 Union St., Hudson, NY 12534 ~14.53 miles west of Hillsdale
  • Four star Downtown property
  • Hotel has 6 suites
From$200
Very Good 4.5 /5 Recent Reviews Call BookMore Details
33 Main - Lenox
+1-888-389-4485
33 Main St., Lenox, MA 01238 ~14.69 miles east of Hillsdale
  • Luxurious 5-star property
From$200
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn
+1-888-389-4121
200 Laurel St., Lee, MA 01238 ~14.69 miles east of Hillsdale
  • Economical property
  • Check in: 11:00
From$60
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn : 199 Main St.
+1-888-675-2083
199 Main St., Lee, 01238 ~14.71 miles east of Hillsdale
  • Midscale hotel
  • 9 rooms in property
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Brook Farm Inn
+1-800-716-8490
15 Hawthorne St., Lenox, MA 01240 ~14.72 miles northeast of Hillsdale
  • High end Rural hotel
  • Has environment-friendly policy Learn more
From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel - Lee
+1-800-805-5223
435 Laurel St., Lee, MA 01238 ~14.73 miles east of Hillsdale
  • Three Star Lake hotel
  • Gym / Fitness Center Available
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-965-1860
165 Kemble St., Lenox, MA 01240 ~14.76 miles northeast of Hillsdale
  • Midscale property
  • 24 suites in hotel
From$90
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Lee
+1-888-788-5576
170 Housatonic St., Lee, MA 01238 ~14.86 miles east of Hillsdale
  • Cheap property
  • Check-in: 11:00 AM
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn
+1-888-897-9207
165 Housatonic St., Lee, MA 01238 ~14.90 miles east of Hillsdale
  • Affordable hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Constance in Lenox
+1-888-311-4278
11 Old Stockbridge Rd., Lenox, MA 01240 ~15.00 miles northeast of Hillsdale
  • High end property
From$225
Average 3.0 /5 Latest Reviews Call BookMore Details
Kemble Inn : 2 Kemble St.
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 ~15.05 miles northeast of Hillsdale
  • Mid-scale Mountain hotel
  • Hotel has 3 floors
From$265
Very Good 4.0 /5 Review Score Call BookMore Details
The Whitlock in Lenox
+1-888-734-9421
16 Church St., Lenox, MA 01240 ~15.09 miles northeast of Hillsdale
  • Midscale hotel
  • 32 rooms in hotel
From$200
Average 3.0 /5 Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+1-888-841-5292
802 State Rd., Richmond, MA 01254 ~15.29 miles northeast of Hillsdale
  • Midscale Rural property
  • Hotel has 3 floors
From$150
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
The Dewey
+1-888-455-5160
7 Hubbard St., Lenox, MA 01240 ~15.44 miles northeast of Hillsdale
  • High end hotel
From$75
Average 3.0 /5 Review Score Call BookMore Details
The Cornell Inn, Lenox in Lenox
+1-888-965-8297
203 Main St., Lenox, MA 01240 ~15.60 miles northeast of Hillsdale
  • Midscale Mountain hotel
  • Hotel has 3 suites
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 ~16.65 miles northeast of Hillsdale
  • High end Mountain property
  • 2 floors in property
From$109
Average 3.5 /5 Read Reviews Call BookMore Details
Life House Berkshires - Lenox
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 ~16.85 miles northeast of Hillsdale
  • Inexpensive Suburban hotel
  • Check-in time: 2pm
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-888-878-9982
462 Pittsfield Rd., Lenox, MA 01240 ~16.99 miles northeast of Hillsdale
  • Economical Resort property
  • Hotel has 44 rooms
From$65
Average 3.0 /5 Guest Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-389-4485
55 Lee Rd., Lenox, MA 01240 ~17.62 miles northeast of Hillsdale
  • Four-star Resort hotel
  • Hotel has 105 rooms
From$138
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-389-4121
445 Pittsfield Rd., Lenox, MA 01240 ~17.84 miles northeast of Hillsdale
  • Affordable Mountain hotel
  • 79 rooms in hotel
From$109
Average 3.0 /5 Review Score Call BookMore Details
Yankee Inn - Lenox
+1-888-675-2083
461 Pittsfield Rd., Lenox, MA 01240 ~17.90 miles northeast of Hillsdale
  • 2 star property
  • 3 floors in property
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox in Lenox
+1-800-716-8490
474 Pittsfield Rd., Lenox, MA 01240 ~17.99 miles northeast of Hillsdale
  • Low Cost Downtown property
  • Check in time: 2.00 pm
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield
+1-800-805-5223
1350 West Housatonic St., Pittsfield, MA 01201 ~18.11 miles northeast of Hillsdale
  • 3 star Rural hotel
  • Free complimentary breakfast
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Lenox Inn
+1-888-965-1860
525 Pittsfield Rd., Lenox, MA 01240 ~18.17 miles northeast of Hillsdale
  • Low-priced property
Hilton Garden Inn Lenox Pittsfield
+1-888-788-5576
1032 South St., Pittsfield, MA 01201 ~18.20 miles northeast of Hillsdale
  • 3 star Suburban property
  • 3 suites in hotel
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn
+1-888-897-9207
106 Sharon Rd., Lakeville, CT 06039 ~18.25 miles south of Hillsdale
  • 3-star Rural property
  • 38 sleeping rooms in hotel
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn & Resort
+1-888-311-4278
74 Interlaken Rd., Lakeville, CT 06039 ~18.85 miles south of Hillsdale
  • Affordable Resort property
  • Gym is available on property
From$209
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites West Coxsackie, an IHG Hotel
+1-888-469-4795
12740 Route 9 West, West Coxsackie, NY 12192 ~18.93 miles west of Hillsdale
  • Affordable Highway hotel
  • Check-in: 03:00pm
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn in West Coxsackie
+1-888-734-9421
12600 State Route 9w, West Coxsackie, NY 12192 ~20.09 miles northwest of Hillsdale
  • Affordable Rural hotel
  • Complimentary breakfast is offered
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn
+1-888-841-5292
538 Greenwoods Rd. West, Norfolk, CT 06058 ~20.10 miles southeast of Hillsdale
  • Mid-scale hotel
  • Check in: 15:00
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Inn : 150 West Housatonic St.
+1-888-455-5160
150 West Housatonic St., Pittsfield, MA 01201 ~20.18 miles northeast of Hillsdale
  • Cheap Downtown property
  • Gym is available on property
From$90
Average 3.0 /5 Review Score Call BookMore Details
Oyo Hotel Coxsackie I 87 North - Albany
+1-888-965-8297
12800 Rte 9w, Albany, NY 12192 ~20.28 miles northwest of Hillsdale
  • Affordable hotel
  • Check in: 15:00
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+1-888-906-6358
1 West St., Pittsfield, MA 01201 ~20.64 miles northeast of Hillsdale
  • Mid-scale Downtown hotel
  • Check in time: 3:00 PM
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel on North
+1-888-749-6785
297 North St., Pittsfield, MA 01201 ~20.94 miles northeast of Hillsdale
  • High end Downtown property
  • Check-in time: 15:00
From$150
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Manor House Inn : 69 Maple Ave.
+1-888-878-9982
69 Maple Ave., Norfolk, CT 06058 ~22.39 miles southeast of Hillsdale
  • Mid-scale Rural property
  • Free complimentary breakfast
From$240
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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?

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, Quality Inn, 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 $119.00 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 $184.44 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?

Quality Inn, Black Swan Inn Lee Lenox An Ascend Hotel and Econo Lodge Lee - Great Barrington 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 Express Hotel & Suites Great Barrington, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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