Find hotels in Hillsdale, NY from ₩93,376
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Sep 6 - Sep 7Tomorrow
Sep 7 - Sep 8Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Our top choices for Hillsdale hotels
1. The Brooks Motel
The Brooks MotelHillsdale
Nelson
₩177,731
₩199,061 total
includes taxes & fees
Sep 7 - Sep 8
2. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
BJORN
₩177,690
₩198,474 total
includes taxes & fees
Sep 15 - Sep 16
3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
Bruce
₩216,257
₩241,558 total
includes taxes & fees
Sep 10 - Sep 11
4. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
Sisile
₩139,393
₩155,702 total
includes taxes & fees
Sep 8 - Sep 9
5. Little Cat Lodge
Little Cat LodgeCopake Falls
Kees
₩241,094
₩270,026 total
includes taxes & fees
Sep 7 - Sep 8
6. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
Charlie
₩115,095
₩128,556 total
includes taxes & fees
Sep 7 - Sep 8
7. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Prasanna
₩121,036
₩135,198 total
includes taxes & fees
Sep 8 - Sep 9
8. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
Nancy
₩114,422
₩127,810 total
includes taxes & fees
Sep 7 - Sep 8
9. the Alander
the AlanderCopake
Phil
₩165,911
₩185,822 total
includes taxes & fees
Sep 10 - Sep 11
10. The Yankee Inn
The Yankee InnLenox
Karen
₩156,152
₩174,422 total
includes taxes & fees
Sep 22 - Sep 23
11. Micosta Leisure Inn
Micosta Leisure InnHudson
Andrea
₩159,921
₩179,103 total
includes taxes & fees
Sep 7 - Sep 8
12. Chatham Travel Lodge
Chatham Travel LodgeOld Chatham
Andrew
₩150,566
₩168,618 total
includes taxes & fees
Sep 8 - Sep 9
13. The Little Lion
The Little LionGreat Barrington
Anne
₩151,441
₩169,160 total
includes taxes & fees
Sep 7 - Sep 8
14. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
₩136,162
₩152,094 total
includes taxes & fees
Sep 27 - Sep 28
15. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
James
₩171,633
₩191,714 total
includes taxes & fees
Sep 27 - Sep 28
16. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
Nicholas
₩141,345
₩162,547 total
includes taxes & fees
Sep 7 - Sep 8
17. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Robert
₩107,152
₩149,761 total
includes taxes & fees
Oct 1 - Oct 2
18. Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Holiday Inn Express Hotel & Suites West Coxsackie by IHGWest Coxsackie
Melissa
₩148,075
₩159,921 total
includes taxes & fees
Sep 13 - Sep 14
19. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Debra
₩158,845
₩177,430 total
includes taxes & fees
Sep 9 - Sep 10
20. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
irene
₩106,345
₩118,787 total
includes taxes & fees
Sep 7 - Sep 8
Stay near popular Hillsdale attractions
Catamount Aerial Adventure Park
6.4/10 (5 reviews)
Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.
Copake Lake
This glacial lake in the Hudson Valley offers pristine waters for boating, fishing, and swimming year-round. Enjoy serene morning kayaking or lively afternoons of water skiing surrounded by picturesque natural scenery.
Hillsdale Town Hall
This historic former library now serves as Hillsdale's administrative center with distinctive slate-shingled roof and Ionic columns. Visit during town board meetings to experience local governance.
Mosquito Island
Commune with nature and explore the great outdoors at Mosquito Island during your travels in Copake Lake.
Community Library
The Roeliff Jansen Community Library serves as a vital cultural hub for Hillsdale, Copake, and Ancram communities. Visitors enjoy book clubs, writing groups, and educational workshops in its welcoming atmosphere.
Roe Jan Brewing Co.
After visiting Roe Jan Brewing Co., make a plan to see the other sights and activities in Hillsdale. Discover the sunrises while you're in the area.
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.
See all hotels in Hillsdale
Top Hillsdale Hotel Reviews
Berkshire Mountain Lodge
10/10 Excellent
"My one complaint is that it charges a resort fee, separately. Resort fees seem designed to rip people off. But the hotel itself was great, and the staff were fabulous."
The Whitlock
10/10 Excellent
"Cute inn right in the center of it all. Easy check in and check out."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
8/10 Good
"Clean room and breakfast was great. Very good location to Tanglewood."
FairBridge Inn Express
8/10 Good
"great value"
Hotel On North
10/10 Excellent
"Beautiful boutique hotel. Our room was very large with a sitting area + TV. Bed room area equally as large, also with a TV. The bathroom was gorgeous with thoughtful touches. On the marble counter was a makeup mirror with a stool so one could sit. Parking lot was in rear of hotel, secure and easy access to the lobby. Staff couldn't have been more accessible and pleasant. Highly recommend this hotel"
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"It’s as beautiful as described online. We love the views and all the stuff provided, even though it’s a very compact cabin setting. Every thing is good. Only one thing scared me is some ants and small insects suddenly came out from no where. Outside has mosquitoes. But if you remember it’s in a nature forest, then they should be normal. Staff are very caring and thoughtful. They provide everything we need, and even more. We are very thankful for this opportunity to be there for enjoy."
Pocketbook Hotel and Bath
10/10 Excellent
"Very helpful friendly and efficient."
The Red Lion Inn
10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
More cheap stays in Hillsdale
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
₩83,595
₩93,376 total
Sep 7 - Sep 8
includes taxes & fees
5.4/10 (893 reviews)
Quality Inn Great Barrington
372 Main Street Great Barrington MA
₩139,393
₩155,702 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
The Yankee Inn
461 Pittsfield Rd Lenox MA
₩156,152
₩174,422 total
Sep 22 - Sep 23
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
₩170,960
₩190,964 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (194 reviews)
Howard Johnson by Wyndham Saugerties
2764 Route 32 Saugerties NY
₩170,960
₩191,477 total
Sep 27 - Sep 28
includes taxes & fees
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
₩244,425
₩337,046 total
Oct 1 - Oct 2
includes taxes & fees
8.6/10 Excellent! (75 reviews)
