Hotels in Hillsdale
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Sep 5 - Sep 6Tomorrow
Sep 6 - Sep 7Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Where to stay in Hillsdale?
1. The Brooks Motel
The Brooks MotelHillsdale
$132
$148 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 8 - Sep 9
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. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
$85
$95 total
includes taxes & fees
Sep 7 - Sep 8
8. 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 10 - Sep 11
9. The Little Lion
The Little LionGreat Barrington
$125
$140 total
includes taxes & fees
Sep 7 - Sep 8
10. East Rock Inn
East Rock InnGreat Barrington
$163
$183 total
includes taxes & fees
Oct 6 - Oct 7
11. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$149
$163 total
includes taxes & fees
Sep 8 - Sep 9
12. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
$90
$100 total
includes taxes & fees
Sep 8 - Sep 9
13. Prospect Berkshires
Prospect BerkshiresEgremont
$365
$441 total
includes taxes & fees
Sep 7 - Sep 8
14. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
$101
$113 total
includes taxes & fees
Sep 27 - Sep 28
15. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
$75
$84 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. Wilder House Berkshires
Wilder House BerkshiresSheffield
$195
$218 total
includes taxes & fees
Sep 14 - Sep 15
18. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
$103
$134 total
includes taxes & fees
Sep 14 - Sep 15
19. Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
$83
$91 total
includes taxes & fees
Sep 29 - Sep 30
20. The Yankee Inn
The Yankee InnLenox
$116
$130 total
includes taxes & fees
Sep 22 - Sep 23
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
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"
Quality Inn Lee - Lenox South
10/10 Excellent
"It was great. The breakfast was not good but other than that, everything was clean and nice and well kept"
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"New facility. Everything was exceptionally clean. Fabulous and helpful staff."
Berkshire Mountain Lodge
10/10 Excellent
"We were there for a one night stay after a show at Tanglewood. Being able to check in online in advance was excellent and saved us a lot of time. There were three of us traveling (a couple and a family member) so we requested a suite. It was huge, well appointed and so clean. The cost was incredibly reasonable for the amount of space we had! The king bed in its own bedroom was super comfortable, and the pull out couch did the job. We didn’t use any of the extra amenities, but saw a few families with children. Lots of space to roam and wander, both inside and on the property. It was an easy 15 minute drive to Tanglewood, so the location worked great for us. The only negative comment would be there was no do not disturb tag for the door, so housekeeping arrived an hour before checkout and we had to send them away. We will stay again if we are in the area, highly recommended!"
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."
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."