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Check prices for these dates
Where to stay in Hillsdale?
1. The Brooks Motel
The Brooks MotelHillsdale
$146
$163 total
includes taxes & fees
Sep 20 - Sep 21
2. Little Cat Lodge
Little Cat LodgeCopake Falls
$199
$223 total
includes taxes & fees
Sep 21 - Sep 22
3. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
$101
$113 total
includes taxes & fees
Oct 18 - Oct 19
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
$124
$139 total
includes taxes & fees
Oct 19 - Oct 20
6. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
$86
$96 total
includes taxes & fees
Sep 20 - Sep 21
7. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
$75
$84 total
includes taxes & fees
Sep 20 - Sep 21
8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
$195
$217 total
includes taxes & fees
Sep 22 - Sep 23
9. Prospect Berkshires
Prospect BerkshiresEgremont
$338
$411 total
includes taxes & fees
Sep 30 - Oct 1
10. East Rock Inn
East Rock InnGreat Barrington
$142
$158 total
includes taxes & fees
Oct 1 - Oct 2
11. The Little Lion
The Little LionGreat Barrington
$115
$128 total
includes taxes & fees
Oct 18 - Oct 19
12. Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
$77
$84 total
includes taxes & fees
Sep 21 - Sep 22
13. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
$110
$122 total
includes taxes & fees
Oct 19 - Oct 20
14. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
$67
$76 total
includes taxes & fees
Oct 19 - Oct 20
15. The Yankee Inn
The Yankee InnLenox
$116
$130 total
includes taxes & fees
Sep 22 - Sep 23
16. Changing Times Boutique Country Lodging
Changing Times Boutique Country LodgingCraryville
$200
$224 total
includes taxes & fees
Sep 21 - Sep 22
17. The Red Lion Inn
The Red Lion InnStockbridge
$162
$231 total
includes taxes & fees
Sep 30 - Oct 1
18. Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great BarringtonLee
$69
$77 total
includes taxes & fees
Sep 24 - Sep 25
19. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$152
$167 total
includes taxes & fees
Sep 21 - Sep 22
20. Granville House
Granville HouseHousatonic
$224
$250 total
includes taxes & fees
Sep 27 - Sep 28
Go beyond your typical stay in Hillsdale
Pet friendly
Pool
Hot tub
Spa
Family friendly
Cottage
Apart hotel
Apartment
Our prices for hotels in Hillsdale are cheapest in April
Our prices for hotels in Hillsdale are cheapest in April
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
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
10/10 Exceptional
Lawrence
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott BonvoyCatskill
10/10 Exceptional
Leslie
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
10/10 Exceptional
Colton
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
10/10 Exceptional
Anonymous traveler
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
10/10 Exceptional
Ronald
Frequently Asked Questions
What accommodations do travelers recommend in Hillsdale?
Guests like Quality Inn Great Barrington.
Can I book a refundable accommodation in Hillsdale?
If you want the flexibility to change your travel plans to Hillsdale, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Hillsdale if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, review our selection of 45 vacation homes.
What will the weather in Hillsdale be like during my vacation?
The warmest months in Hillsdale are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Hillsdale accommodation with Hotels.com?
There are plenty of reasons to book your Hillsdale travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.