Hotels in Hillsdale

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Where to stay in Hillsdale?

The Brooks Motel
The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (124)
The price is $147
$165 total
includes taxes & fees
Jan 10 - Jan 11
The Brooks Motel
Little Cat Lodge
Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
The price is $189
$212 total
includes taxes & fees
Jan 11 - Jan 12
Little Cat Lodge
Prospect Berkshires
Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18)
The price is $212
$270 total
includes taxes & fees
Jan 26 - Jan 27
Prospect Berkshires
the Alander
the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (194)
The price is $140
$157 total
includes taxes & fees
Jan 12 - Jan 13
the Alander
Charming 6 Bdrm Countryside Stay
Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is $2,070
$2,812 total
includes taxes & fees
Feb 7 - Feb 8
Charming 6 Bdrm Countryside Stay
Quality Inn Great Barrington
Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1001)
The price is $76
$85 total
includes taxes & fees
Jan 22 - Jan 23
Quality Inn Great Barrington
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (814)
The price is $67
$74 total
includes taxes & fees
Jan 12 - Jan 13
Monument Mountain Motel
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (716)
The price is $98
$109 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (92)
The price is $174
$194 total
includes taxes & fees
Jan 11 - Jan 12
Granville House
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (761)
The price is $135
$151 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566)
The price is $75
$84 total
includes taxes & fees
Jan 11 - Jan 12
Travelodge by Wyndham Great Barrington Berkshires
East Rock Inn
East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37)
The price is $130
$146 total
includes taxes & fees
Jan 25 - Jan 26
East Rock Inn
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (41)
The price is $182
$203 total
includes taxes & fees
Jan 11 - Jan 12
Wilder House Berkshires
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
The price is $110
$123 total
includes taxes & fees
Jan 11 - Jan 12
The Little Lion
Changing Times Boutique Country Lodging
Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109)
The price is $150
$168 total
includes taxes & fees
Jan 11 - Jan 12
Changing Times Boutique Country Lodging
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1001)
The price is $65
$71 total
includes taxes & fees
Jan 11 - Jan 12
Pleasant Valley Motel West Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
The price is $382
$462 total
includes taxes & fees
Jan 22 - Jan 23
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (440)
The price is $109
$120 total
includes taxes & fees
Jan 13 - Jan 14
Shaker Mill Inn
Berkshire Travel Lodge
Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (461)
The price is $70
$78 total
includes taxes & fees
Jan 11 - Jan 12
Berkshire Travel Lodge
The Red Lion Inn
The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
The price is $149
$211 total
includes taxes & fees
Jan 15 - Jan 16
The Red Lion Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in 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.

Red and Green Norway Maple Trees and Wood Fence

Check out reviews of Hillsdale hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Hillsdale?
The Brooks Motel is an accommodation that is popular with guests.
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 51 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.