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Hillsdale Hotels/Accommodations

Windflower Inn +1-800-230-4134 684 South Egremont Rd., Great Barrington, MA 01230 ~6.43 miles southeast of Hillsdale
  • Affordable Mountain hotel
  • Check-in time: 2:00PM
From$195
Berkshire Days Inn +1-800-997-5148 372 Main St., Great Barrington, MA 01230 ~7.69 miles east of Hillsdale
  • Economy Rural property
  • Check-in: 3:00pm
From$66
Very Good 4.0 /5Recent Reviews
Fairfield Inn by Marriott +1-888-205-8144 249 Stockbridge Rd., Great Barrington, MA 01230 ~8.44 miles east of Hillsdale
  • Three Star Resort property
  • Check-in time: 3:00pm
From$110
Very Good 4.5 /5Guest Reviews
Travelodge - Great Barrington +1-800-997-5149 400 Stockbridge Rd., Great Barrington, MA 01230 ~8.50 miles east of Hillsdale
  • Two-star Resort property
  • Hotel has 5 suites
From$59
Average 3.0 /5Read Reviews
Holiday Inn Express +1-800-230-4134 415 Stockbridge Rd., Great Barrington, MA 01230 ~8.53 miles east of Hillsdale
  • Three Star Mountain hotel
  • 3 suites in hotel
From$89
Very Good 4.0 /5Read Reviews
The Red Lion Inn - Stockbridge +1-800-997-5148 30 Main St., Stockbridge, MA 01262 ~11.12 miles east of Hillsdale
  • Affordable Rural property
  • 8 meeting rooms in property
From$129
Very Good 4.0 /5Read Reviews
Apple Tree Inn +1-888-205-8144 10 Richmond Mountain Rd., Lenox, MA 01240 ~13.72 miles northeast of Hillsdale
  • Mid-scale Mountain property
  • Check in: 2:00 PM
From$160
St. Charles Hotel - Hudson +1-800-997-5149 16 18 Park Place, Hudson, NY 12534 ~14.04 miles west of Hillsdale
  • Three Star Downtown property
  • 3 floors in hotel
From$60
Average 3.0 /5Reviews
Applegate Inn - Lee +1-800-230-4134 279 West Park St., Lee, MA 01238 ~14.47 miles east of Hillsdale
  • 3-star Rural property
  • 6 suites in property
From$160
Americas Best Value Inn Lee +1-800-997-5148 980 Pleasant St., Lee, MA 01238 ~14.59 miles east of Hillsdale
  • Economy hotel
  • Check-in time: 1:00 PM
From$49
Average 3.5 /5Latest Reviews
Black Swan Inn - Lee +1-888-205-8144 435 Laurel St., Lee, MA 01238 ~14.72 miles east of Hillsdale
  • 2-star Lake hotel
  • Complimentary breakfast is offered
From$79
Very Good 4.0 /5Recent Reviews
The Cornell Inn in Lenox +1-800-997-5149 203 Main St., Lenox, MA 01240 ~15.60 miles northeast of Hillsdale
  • Midscale Mountain property
  • Hotel has 28 rooms
From$85
Very Good 4.5 /5Review Score
Whistler's Inn - Lenox +1-800-230-4134 5 Greenwood St. Len, Lenox, MA 01240 ~15.91 miles northeast of Hillsdale
  • Expensive Mountain property
  • Check in: 3PM
From$170
Average 3.5 /5Guest Reviews
Econo Lodge in Lenox +1-800-997-5148 130 Pittsfield Rd., Lenox, MA 01240 ~16.53 miles northeast of Hillsdale
  • 2-star Mountain property
  • Check-in time: 3:00PM
From$59
Average 3.0 /5Guest Reviews
Eastover Estate & Retreat - Lenox +1-888-205-8144 430 East St., Lenox, MA 01240 ~16.65 miles northeast of Hillsdale
  • Two star Mountain property
  • 90 sleeping rooms in hotel
From$160
Days Inn +1-800-997-5149 194 Pittsfield Rd., Lenox, MA 01240 ~16.83 miles northeast of Hillsdale
  • Economy Suburban hotel
  • Free breakfast
From$49
Average 3.5 /5Hotel Reviews
Howard Johnson Express Inn Lenox - Lenox +1-800-230-4134 462 Pittsfield Rd., Lenox, MA 01240 ~16.99 miles northeast of Hillsdale
  • Inexpensive Resort property
  • Complimentary breakfast is offered
From$65
Average 3.5 /5Review Score
Cranwell Resort Spa & Golf Club +1-800-997-5148 55 Lee Rd., Lenox, MA 01240 ~17.62 miles northeast of Hillsdale
  • High-end Resort property
  • Check-in: 3PM
From$145
Very Good 4.0 /5Recent Reviews
Hampton Inn & Suites +1-888-205-8144 445 Pittsfield Rd., Lenox, MA 01240 ~17.86 miles northeast of Hillsdale
  • Midscale Mountain property
  • Free complimentary breakfast
From$119
Very Good 4.5 /5Read Reviews
Yankee Inn : 461 Pittsfield Rd. +1-800-997-5149 461 Pittsfield Rd., Lenox, MA 01240 ~17.90 miles northeast of Hillsdale
  • Two star hotel
  • 3 floors in property
From$75
Very Good 4.0 /5Hotel Reviews
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