Hillsdale Hotels from S$96
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Our top choices for Hillsdale hotels
The Brooks Motel
The Brooks MotelHillsdale
7.4 out of 10, Good, (133 reviews)
"Room was clean"
Patrick
The price is S$153
includes taxes & fees
13 Apr - 14 Apr
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
Kristina
The price is S$157
includes taxes & fees
16 Apr - 17 Apr
Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (895 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
Payton
The price is S$112
includes taxes & fees
14 Apr - 15 Apr
Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Had everything we needed. Very thoughtful touches. "
Mark
The price is S$146
includes taxes & fees
13 Apr - 14 Apr
Four Seasons Motel
Four Seasons MotelCatskill
8.2 out of 10, Very good, (208 reviews)
"It was a joy to be there for it had everything including real cups and saucers with spoons! No paper cups, which I appreciated. Plus live bamboo in the room and more than adequate bathroom products including new tooth brushes. Real art and prints on the wall that gave it a very Asian- European flair.
Lovely"
Lynn
The price is S$138
includes taxes & fees
13 Apr - 14 Apr
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
Amy
The price is S$132
includes taxes & fees
26 Apr - 27 Apr
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott BonvoyCatskill
9.6 out of 10, Exceptional, (198 reviews)
"We had the best time! "
Eric
The price is S$241
includes taxes & fees
16 Apr - 17 Apr
Element Lenox Berkshires
Element Lenox BerkshiresLenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
Izabela
The price is S$209
includes taxes & fees
19 Apr - 20 Apr
Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (839 reviews)
"Nice place and very reasonable for great location "
Raymond
The price is S$85
includes taxes & fees
19 Apr - 20 Apr
Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
Kristinna
The price is S$229
includes taxes & fees
14 Apr - 15 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
Charline
The price is S$168
includes taxes & fees
16 Apr - 17 Apr
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (846 reviews)
"Staff was super nice! Everything was clean and neat. "
Elizabeth
The price is S$112
includes taxes & fees
13 Apr - 14 Apr
The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
Kathleen
The price is S$157
includes taxes & fees
14 Apr - 15 Apr
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
Michelle
The price is S$154
includes taxes & fees
13 Apr - 14 Apr
The Berkshire Mountain Inn
The Berkshire Mountain InnGreat Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
Robert
The price is S$285
includes taxes & fees
13 Apr - 14 Apr
Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.4 out of 10, Very good, (1,003 reviews)
"Great location, friendly staff"
James
The price is S$96
includes taxes & fees
26 Apr - 27 Apr
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
Abdul Samad
The price is S$107
includes taxes & fees
13 Apr - 14 Apr
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
Wayne
The price is S$99
includes taxes & fees
14 Apr - 15 Apr
Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
diane
The price is S$203
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Very clean, modern hotel. Would definitely stay here again. "
Debra
The price is S$158
includes taxes & fees
26 Apr - 27 Apr
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Hillsdale attractions
Learn more about Hillsdale
Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.
Top Hillsdale Hotel Reviews
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
More cheap stays in Hillsdale
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is S$96 per night from 26 Apr to 27 Apr
S$96
26 Apr - 27 Apr
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
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