Hotels in Hillsdale
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Tonight
Sep 4 - Sep 5Tomorrow
Sep 5 - Sep 6This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Where 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
$93
$103 total
includes taxes & fees
Sep 24 - Sep 25
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
$116
$130 total
includes taxes & fees
Sep 7 - Sep 8
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 8 - Sep 9
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
Sep 17 - Sep 18
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
$100
$112 total
includes taxes & fees
Sep 28 - Sep 29
13. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$153
$168 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 24 - Sep 25
15. Wilder House Berkshires
Wilder House BerkshiresSheffield
$223
$249 total
includes taxes & fees
Sep 10 - Sep 11
16. The Red Lion Inn
The Red Lion InnStockbridge
$163
$232 total
includes taxes & fees
Sep 9 - Sep 10
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 24 - Sep 25
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
Berkshire Mountain Lodge
8/10 Good
"Clean room nice Kitchenette with everything."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Excellent stay. Everyone was exceptionally nice and helpful. Everything was clean and effecient"
Berkshires Untold
10/10 Excellent
"Staff was very helpful and friendly"
The Yankee Inn
8/10 Good
"The lounge was closed on Thursday. We went to a concert at Tanglewood and it would have been nice to have a nightcap. Might I suggest that you pole yiur guests and see if they are in town for a concert and if they would patronize the lounge if it was open."
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."
Pocketbook Hotel and Bath
10/10 Excellent
"Will go back"
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."
The Red Lion Inn
10/10 Excellent
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
Howard Johnson by Wyndham Saugerties
8/10 Good
"Clean comfortable room and restaurant."