Find hotels in Hillsdale, NY from ฿2,330
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Our top choices for Hillsdale hotels
1. The Brooks Motel
The Brooks MotelHillsdale
7.2 out of 10, Good, (145 reviews)
"Very cute motel off route 23 only a short distance to Great Barrington, very easy to get to staff were very nice and rooms were cleaned and well laid out!"
Alexis
The price is ฿5,079
฿5,689 total
includes taxes & fees
19 Jul - 20 Jul
2. Little Cat Lodge
Little Cat LodgeCopake Falls
9.6 out of 10, Exceptional, (101 reviews)
"The staff was lovely and the continental breakfast was the best I've ever seen!"
Berenger
The price is ฿7,407
฿8,296 total
includes taxes & fees
2 Aug - 3 Aug
3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (794 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
Lisa
The price is ฿6,545
฿7,311 total
includes taxes & fees
17 Aug - 18 Aug
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (791 reviews)
"very responsive staff excellent check in and check out"
Kathleen
The price is ฿4,734
฿5,288 total
includes taxes & fees
13 Aug - 14 Aug
5. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Comfortable rooms within walking distance to Great Barrington."
Lynn
The price is ฿3,973
฿4,438 total
includes taxes & fees
17 Aug - 18 Aug
6. the Alander
the AlanderCopake
9.0 out of 10, Wonderful, (245 reviews)
"This is an adorable motel, renovated and a great little getaway for a weekend trip. Will definitely be back!"
Tiffany
The price is ฿5,711
฿6,396 total
includes taxes & fees
9 Aug - 10 Aug
7. Prospect Berkshires
Prospect BerkshiresEgremont
9.8 out of 10, Exceptional, (34 reviews)
"Great stay!"
Conor
The price is ฿15,570
฿18,517 total
includes taxes & fees
3 Aug - 4 Aug
8. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
Mervin
The price is ฿6,114
฿6,707 total
includes taxes & fees
20 Jul - 21 Jul
9. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.4 out of 10, Good, (593 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
Heather
The price is ฿3,326
฿3,715 total
includes taxes & fees
19 Jul - 20 Jul
10. The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (584 reviews)
"Such a peaceful and easy stay!"
Mia
The price is ฿4,233
฿4,728 total
includes taxes & fees
22 Jul - 23 Jul
11. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (883 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens)
Loved the place."
Yekaterina
The price is ฿3,734
฿4,171 total
includes taxes & fees
22 Jul - 23 Jul
12. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
5.4 out of 10, (492 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
Kyle
The price is ฿2,267
฿2,539 total
includes taxes & fees
19 Jul - 20 Jul
13. Granville House
Granville HouseHousatonic
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
Nicole
The price is ฿9,238
฿10,319 total
includes taxes & fees
27 Jul - 28 Jul
14. Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (57 reviews)
"Great stay and the breakfast was fantastic"
Jennifer
The price is ฿6,411
฿7,161 total
includes taxes & fees
19 Jul - 20 Jul
15. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,000 reviews)
"Great place"
Michelle
The price is ฿4,440
฿4,960 total
includes taxes & fees
22 Jul - 23 Jul
16. Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
Peter
The price is ฿2,267
฿2,487 total
includes taxes & fees
19 Jul - 20 Jul
17. East Rock Inn
East Rock InnGreat Barrington
9.4 out of 10, Exceptional, (50 reviews)
"Virtual check in. I prefer real staff."
Eleanor
The price is ฿5,684
฿6,349 total
includes taxes & fees
5 Aug - 6 Aug
18. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
8.8 out of 10, Excellent, (434 reviews)
"Below average B&B"
Larry
The price is ฿3,527
฿4,056 total
includes taxes & fees
26 Jul - 27 Jul
19. Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
8.2 out of 10, Very good, (304 reviews)
"Great staff and location!"
Stacie
The price is ฿9,040
฿10,396 total
includes taxes & fees
5 Aug - 6 Aug
20. The Berkshire Mountain Inn
The Berkshire Mountain InnGreat Barrington
9.2 out of 10, Wonderful, (13 reviews)
"The staff and the cleaness of the facility"
MICHAEL
The price is ฿9,658
฿10,788 total
includes taxes & fees
19 Jul - 20 Jul
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.
More cheap stays in Hillsdale
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
The price is ฿2,086 per night from 2 Aug to 3 Aug
฿2,086
฿2,330 total
2 Aug - 3 Aug
includes taxes & fees
5.4/10 (855 reviews)
