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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

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
684 South Egremont Rd., Great Barrington, MA 01230 ~6.43 miles southeast of Hillsdale
  • Three Star Mountain hotel
  • 2 meeting rooms in hotel
More Photos Exterior of The Windflower Inn
From$185
Excellent 5.0 /5 Recent Reviews Call BookMore Details
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Quality Inn
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
372 Main St., Great Barrington, MA 01230 ~7.69 miles east of Hillsdale
  • Low-priced Rural property
  • Fitness + Health Center
More Photos Image of Quality Inn
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

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 ~8.44 miles east of Hillsdale
  • Three Star Resort property
  • Check in: 3:00pm
More Photos Exterior of Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks
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

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
415 Stockbridge Road41, Great Barrington, MA 01230 ~8.48 miles east of Hillsdale
  • 3-star Mountain hotel
  • Free breakfast available
More Photos Exterior of Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
400 Stockbridge Rd., Great Barrington, MA 01230 ~8.51 miles east of Hillsdale
  • Economy Resort hotel
  • Free comp. breakfast
More Photos Photo of Travelodge by Wyndham Great Barrington Berkshires
From$47
Average 3.0 /5 Review Score Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
42 Stockbridge Rd., West Stockbridge, MA 01266 ~10.69 miles northeast of Hillsdale
  • 2 star property
More Photos Photo of Pleasant Valley Motel West Stockbridge
From$60
Average 3.0 /5 Review Score Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 ~11.12 miles east of Hillsdale
  • Affordable Rural property
  • 35 suites in property
More Photos Exterior of The Red Lion Inn
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

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 ~12.75 miles east of Hillsdale
  • 3-star Mountain hotel
  • Gym / Fitness Center Available
More Photos Image of Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
980 Pleasant St., Lee, MA 01238 ~13.41 miles east of Hillsdale
  • Low Cost hotel
  • Check-in: 11:00
More Photos Photo of Econo Lodge Lee - Great Barrington
From$48
Average 3.0 /5 Reviews Call BookMore Details
Wheatleigh in Lenox
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
Hawthorne Rd., Lenox, MA 01240 ~13.69 miles northeast of Hillsdale
  • Three Star property
  • Check-in: 16:00
More Photos Photo of Wheatleigh
From$400
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Apple Tree Inn
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
10 Richmond Mountain Rd., Lenox, MA 01240 ~13.73 miles northeast of Hillsdale
  • High-end Mountain property
  • Free comp. breakfast
More Photos Photo of Apple Tree Inn
From$100
Average 3.0 /5 Reviews Call BookMore Details
St. Charles Hotel - Hudson
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
16 Park Place, Hudson, NY 12534 ~14.06 miles west of Hillsdale
  • Two star Downtown hotel
  • 6 suites in property
More Photos Image of St. Charles Hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler in Hudson
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
542 Warren St., Hudson, NY 12534 ~14.20 miles west of Hillsdale
  • Affordable Downtown hotel
  • Hotel has 3 floors
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From$75
Very Good 4.0 /5 Review Score Call BookMore Details
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Seven Hills Inn - Lenox
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
40 Plunkett St., Lenox, MA 01240 ~14.35 miles northeast of Hillsdale
  • Four-star Resort property
  • Hotel has a green policy Learn more
More Photos Photo of Seven Hills Inn
From$184
Very Good 4.5 /5 Review Score Call BookMore Details
Applegate Inn - Lee
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
279 West Park St., Lee, MA 01238 ~14.47 miles east of Hillsdale
  • Mid-scale Rural property
  • Check in time: 2 pm
More Photos Exterior of Applegate Inn
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
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The Nest Hudson Hotel
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
330 Union St., Hudson, NY 12534 ~14.53 miles west of Hillsdale
  • Four star Downtown property
  • Hotel has 6 suites
More Photos Image of The Nest Hudson Hotel
From$200
Very Good 4.5 /5 Recent Reviews Call BookMore Details
33 Main - Lenox
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
33 Main St., Lenox, MA 01238 ~14.69 miles east of Hillsdale
  • Luxurious 5-star property
More Photos hotel room
From$200
Average 3.0 /5 Reviews Call BookMore Details
Rodeway Inn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
200 Laurel St., Lee, MA 01238 ~14.69 miles east of Hillsdale
  • Economical property
  • Check in: 11:00
More Photos Exterior of Rodeway Inn
From$60
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn : 199 Main St.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
199 Main St., Lee, 01238 ~14.71 miles east of Hillsdale
  • Midscale hotel
  • 9 rooms in property
More Photos Photo of Chambery Inn
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Brook Farm Inn
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
15 Hawthorne St., Lenox, MA 01240 ~14.72 miles northeast of Hillsdale
  • High end Rural hotel
  • Has environment-friendly policy Learn more
More Photos Photo of Brook Farm Inn
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

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
435 Laurel St., Lee, MA 01238 ~14.73 miles east of Hillsdale
  • Three Star Lake hotel
  • Gym / Fitness Center Available
More Photos Photo of Black Swan Inn Lee Lenox An Ascend Hotel
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
165 Kemble St., Lenox, MA 01240 ~14.76 miles northeast of Hillsdale
  • Midscale property
  • 24 suites in hotel
More Photos Exterior of Canyon Ranch Lenox
From$90
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Lee
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
170 Housatonic St., Lee, MA 01238 ~14.86 miles east of Hillsdale
  • Cheap property
  • Check-in: 11:00 AM
More Photos Image of Quality Inn
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
165 Housatonic St., Lee, MA 01238 ~14.90 miles east of Hillsdale
  • Affordable hotel
More Photos Image of Pilgrim Inn
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Constance in Lenox
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
11 Old Stockbridge Rd., Lenox, MA 01240 ~15.00 miles northeast of Hillsdale
  • High end property
More Photos Image of The Constance
From$225
Average 3.0 /5 Latest Reviews Call BookMore Details
Kemble Inn : 2 Kemble St.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Kemble St., Lenox, MA 01240 ~15.05 miles northeast of Hillsdale
  • Mid-scale Mountain hotel
  • Hotel has 3 floors
More Photos Photo of Kemble Inn
From$265
Very Good 4.0 /5 Review Score Call BookMore Details
The Whitlock in Lenox
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
16 Church St., Lenox, MA 01240 ~15.09 miles northeast of Hillsdale
  • Midscale hotel
  • 32 rooms in hotel
More Photos hotel room
From$200
Average 3.0 /5 Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
802 State Rd., Richmond, MA 01254 ~15.29 miles northeast of Hillsdale
  • Midscale Rural property
  • Hotel has 3 floors
More Photos hotel room
From$150
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
The Dewey
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7 Hubbard St., Lenox, MA 01240 ~15.44 miles northeast of Hillsdale
  • High end hotel
More Photos hotel room
From$75
Average 3.0 /5 Review Score Call BookMore Details
The Cornell Inn, Lenox in Lenox
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
203 Main St., Lenox, MA 01240 ~15.60 miles northeast of Hillsdale
  • Midscale Mountain hotel
  • Hotel has 3 suites
More Photos Image of The Cornell Inn, Lenox
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 ~16.65 miles northeast of Hillsdale
  • High end Mountain property
  • 2 floors in property
More Photos Photo of Eastover Estate & Retreat
From$109
Average 3.5 /5 Read Reviews Call BookMore Details
Life House Berkshires - Lenox
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
194 Pittsfield Rd., Lenox, MA 01240 ~16.85 miles northeast of Hillsdale
  • Inexpensive Suburban hotel
  • Check-in time: 2pm
More Photos Photo of Life House Berkshires
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
462 Pittsfield Rd., Lenox, MA 01240 ~16.99 miles northeast of Hillsdale
  • Economical Resort property
  • Hotel has 44 rooms
More Photos Photo of Howard Johnson by Wyndham Lenox
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

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 ~17.62 miles northeast of Hillsdale
  • Four-star Resort hotel
  • Hotel has 105 rooms
More Photos Photo of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From$138
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
445 Pittsfield Rd., Lenox, MA 01240 ~17.84 miles northeast of Hillsdale
  • Affordable Mountain hotel
  • 79 rooms in hotel
More Photos Image of Hampton Inn & Suites Berkshires-Lenox
From$109
Average 3.0 /5 Review Score Call BookMore Details
Yankee Inn - Lenox
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 ~17.90 miles northeast of Hillsdale
  • 2 star property
  • 3 floors in property
More Photos Photo of Yankee Inn
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox in Lenox
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 ~17.99 miles northeast of Hillsdale
  • Low Cost Downtown property
  • Check in time: 2.00 pm
More Photos Exterior of Knights Inn Lenox
From$37
Poor 2.0 /5 Read Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1350 West Housatonic St., Pittsfield, MA 01201 ~18.11 miles northeast of Hillsdale
  • 3 star Rural hotel
  • Free complimentary breakfast
More Photos Photo of Best Western Plus Berkshire Hills Inn & Suites
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Lenox Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 ~18.17 miles northeast of Hillsdale
  • Low-priced property
More Photos Exterior of Lenox Inn
From$60
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 ~18.20 miles northeast of Hillsdale
  • 3 star Suburban property
  • 3 suites in hotel
More Photos Photo of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wake Robin Inn
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
106 Sharon Rd., Lakeville, CT 06039 ~18.25 miles south of Hillsdale
  • 3-star Rural property
  • 38 sleeping rooms in hotel
More Photos Photo of Wake Robin Inn
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn & Resort
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
74 Interlaken Rd., Lakeville, CT 06039 ~18.85 miles south of Hillsdale
  • Affordable Resort property
  • Gym is available on property
More Photos Image of Interlaken Inn & Resort
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

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
12740 Route 9 West, West Coxsackie, NY 12192 ~18.93 miles west of Hillsdale
  • Affordable Highway hotel
  • Check-in: 03:00pm
More Photos Exterior of Holiday Inn Express Hotel & Suites West Coxsackie, an IHG Hotel
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn in West Coxsackie
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 ~20.09 miles northwest of Hillsdale
  • Affordable Rural hotel
  • Complimentary breakfast is offered
More Photos Image of Best Western New Baltimore Inn
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Blackberry River Inn
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
538 Greenwoods Rd. West, Norfolk, CT 06058 ~20.10 miles southeast of Hillsdale
  • Mid-scale hotel
  • Check in: 15:00
More Photos Exterior of Blackberry River Inn
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Inn : 150 West Housatonic St.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
150 West Housatonic St., Pittsfield, MA 01201 ~20.18 miles northeast of Hillsdale
  • Cheap Downtown property
  • Gym is available on property
More Photos Photo of Berkshire Inn
From$90
Average 3.0 /5 Review Score Call BookMore Details
Oyo Hotel Coxsackie I 87 North - Albany
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
12800 Rte 9w, Albany, NY 12192 ~20.28 miles northwest of Hillsdale
  • Affordable hotel
  • Check in: 15:00
More Photos hotel room
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201 ~20.64 miles northeast of Hillsdale
  • Mid-scale Downtown hotel
  • Check in time: 3:00 PM
More Photos Photo of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel on North
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
297 North St., Pittsfield, MA 01201 ~20.94 miles northeast of Hillsdale
  • High end Downtown property
  • Check-in time: 15:00
More Photos Image of Hotel on North
From$150
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Manor House Inn : 69 Maple Ave.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
69 Maple Ave., Norfolk, CT 06058 ~22.39 miles southeast of Hillsdale
  • Mid-scale Rural property
  • Free complimentary breakfast
More Photos Image of Manor House Inn
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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