Hotels in Hillsdale
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Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Where to stay in Hillsdale?




1. The Brooks Motel
The Brooks MotelHillsdale
$146
$163 total
includes taxes & fees
Sep 7 - Sep 8




2. Little Cat Lodge
Little Cat LodgeCopake Falls
$199
$223 total
includes taxes & fees
Sep 7 - Sep 8




3. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
$104
$116 total
includes taxes & fees
Sep 7 - Sep 8




4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
$132
$147 total
includes taxes & fees
Sep 15 - Sep 16




6. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
$95
$106 total
includes taxes & fees
Sep 7 - Sep 8




7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
$161
$179 total
includes taxes & fees
Sep 9 - Sep 10




8. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
$85
$95 total
includes taxes & fees
Sep 7 - Sep 8




9. East Rock Inn
East Rock InnGreat Barrington
$163
$182 total
includes taxes & fees
Oct 1 - Oct 2




10. Prospect Berkshires
Prospect BerkshiresEgremont
$365
$441 total
includes taxes & fees
Sep 7 - Sep 8




11. The Little Lion
The Little LionGreat Barrington
$125
$140 total
includes taxes & fees
Sep 7 - Sep 8




12. The Yankee Inn
The Yankee InnLenox
$116
$130 total
includes taxes & fees
Sep 22 - Sep 23




13. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$149
$163 total
includes taxes & fees
Sep 8 - Sep 9




14. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
$101
$113 total
includes taxes & fees
Sep 27 - Sep 28




15. Wilder House Berkshires
Wilder House BerkshiresSheffield
$214
$239 total
includes taxes & fees
Sep 13 - Sep 14




16. The Red Lion Inn
The Red Lion InnStockbridge
$162
$231 total
includes taxes & fees
Sep 30 - Oct 1




17. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
$75
$84 total
includes taxes & fees
Sep 13 - Sep 14




18. Granville House
Granville HouseHousatonic
$275
$307 total
includes taxes & fees
Sep 8 - Sep 9




19. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
$103
$134 total
includes taxes & fees
Sep 7 - Sep 8




20. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
$128
$142 total
includes taxes & fees
Sep 27 - Sep 28
Go beyond your typical stay in Hillsdale
Pet friendly
Cottage
Family friendly
Our prices for hotels in Hillsdale are cheapest in April
Our prices for hotels in Hillsdale are cheapest in April
Price trends for hotels in Hillsdale
Pricing is based on two traveler single night rates
Top landmarks in Hillsdale
Catamount Aerial Adventure Park
6.4/10 (5 reviews)
Catamount Aerial Adventure Park is 2.2 mi (3.5 km) from central Hillsdale, why not stop by during your stay.
Copake Lake
Copake Lake is 0.7 mi (1.2 km) from central Copake Lake, why not stop by during your stay.
Mosquito Island
Mosquito Island is 1.2 mi (1.9 km) from central Copake Lake, why not stop by during your stay.
Community Library
Community Library is worth a visit, located 0.9 mi (1.4 km) from central Hillsdale.
Roe Jan Brewing Co.
You could stop off for a few afternoon drinks at Roe Jan Brewing Co. when visiting Hillsdale.
Learn more about Hillsdale
Hillsdale is well-known for its attractions such as Catamount Aerial Adventure Park and Catamount Ski Area. The city has something for everyone including sights like Copake Lake and Hillsdale Town Hall within a small-town setting.
See all hotels in Hillsdale
Check out reviews of Hillsdale hotels guests love
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Clean, great location and affordable."
Berkshire Mountain Lodge
8/10 Good
"it was centrally located and easy to get to and from."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Great location and beautiful views overlooking the lake. A super quick drive to Main Street in Lee or over to Lenox! We didn’t have time to eat at the restaurant but the food looks amazing!"
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"Awesome place ,would be cool if they had a locals yearly membership"
The Red Lion Inn
10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
FairBridge Inn Express
8/10 Good
"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."
Quality Inn Great Barrington
10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Howard Johnson by Wyndham Saugerties
8/10 Good
"Clean comfortable room and restaurant."
Hotel On North
8/10 Good
"Nice room! Comfortable bed. Super friendly staff."




