Hotels in Hillsdale

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Check prices for these dates

Tonight
Feb 23 - Feb 24
Tomorrow
Feb 24 - Feb 25
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Where to stay in Hillsdale?

Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel
The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (131 reviews)
Tucked in Hillsdale, this cozy motel offers premium bedding for après-ski relaxation, plus free WiFi and parking. Adventure awaits at nearby Catamount Aerial Adventure Park, with cross-country and downhill skiing just moments away.
The price is $147
$165 total
includes taxes & fees
Feb 24 - Feb 25
The Brooks Motel
Restaurant
Little Cat Lodge
Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (72 reviews)
Escape to this mountain lodge near Catamount Ski Area, featuring a seasonal outdoor pool and relaxing sauna. After alpine adventures, savor complimentary breakfast before unwinding at the bar. Free WiFi and parking round out this Copake Falls retreat.
The price is $189
$212 total
includes taxes & fees
Mar 8 - Mar 9
Little Cat Lodge
Exterior
Prospect Berkshires
Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (20 reviews)
Scenic Berkshires escape featuring an outdoor pool and rejuvenating sauna. Enjoy local flavors at The Cliff House restaurant after exploring nearby Catamount attractions. Free WiFi and parking make this wooded sanctuary even more appealing.
The price is $196
$252 total
includes taxes & fees
Feb 24 - Feb 25
Prospect Berkshires
Exterior
the Alander
the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (200 reviews)
Experience tranquil moments at this countryside retreat near Undermountain Golf Course and Copake Town Park. North Star restaurant serves American cuisine for dinner, while free WiFi and parking add convenience. Guests consistently praise the attentive staff who enhance every stay.
The price is $120
$134 total
includes taxes & fees
Mar 4 - Mar 5
the Alander
Lobby
Quality Inn Great Barrington
Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,005 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Center just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is $66
$74 total
includes taxes & fees
Mar 23 - Mar 24
Quality Inn Great Barrington
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (824 reviews)
The price is $67
$74 total
includes taxes & fees
Feb 25 - Feb 26
Monument Mountain Motel
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (96 reviews)
This charming business-friendly B&B offers free full breakfast, WiFi, and parking in scenic Housatonic. Explore nearby Monument Mountain and its reservation, with Pittsfield Municipal Airport just a 28-minute drive away.
The price is $174
$194 total
includes taxes & fees
Feb 24 - Feb 25
Granville House
Exterior
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, (737 reviews)
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness center adds value to each stay, while free breakfast fuels adventures to nearby Lake Mansfield Park and Housatonic River. Guests rave about the clean rooms and helpful staff.
The price is $103
$115 total
includes taxes & fees
Feb 25 - Feb 26
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn
East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (38 reviews)
This cozy motel offers complimentary WiFi and parking, making outdoor adventures hassle-free. Explore the nearby Housatonic River and River Walk, or try kayaking and mountain biking. Garden views provide a serene backdrop for your Berkshires escape.
The price is $125
$140 total
includes taxes & fees
Mar 20 - Mar 21
East Rock Inn
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (767 reviews)
This tranquil hotel offers sound-insulated accommodations near Housatonic River and River Walk. Guests love the helpful staff, clean rooms, indoor pool, and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while exploring Great Barrington's nearby restaurants.
The price is $161
$180 total
includes taxes & fees
Mar 1 - Mar 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
50-inch flat-screen TV with digital channels, Netflix, toys
The Berkshire Mountain Inn
The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is $200
$223 total
includes taxes & fees
Feb 24 - Feb 25
The Berkshire Mountain Inn
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (571 reviews)
The price is $75
$84 total
includes taxes & fees
Feb 24 - Feb 25
Travelodge by Wyndham Great Barrington Berkshires
Interior detail
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
Escape to the Berkshires in this inviting Sheffield accommodation with complimentary WiFi and parking. Start your day with cooked-to-order weekend breakfast before exploring nearby Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
The price is $193
$215 total
includes taxes & fees
Feb 26 - Feb 27
Wilder House Berkshires
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk
Changing Times Boutique Country Lodging
Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (113 reviews)
Escape to this serene country lodging in Craryville with free WiFi and parking. Explore nearby hiking trails, go kayaking, or visit West Beach. Lake Taghkanic State Park awaits close by, with Hudson station just a 15-minute drive away.
The price is $150
$168 total
includes taxes & fees
Feb 24 - Feb 25
Changing Times Boutique Country Lodging
Exterior
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
Experience comfort and convenience at this motel in Great Barrington, where free WiFi and parking await. Explore nearby Monument Mountain Reservation for hiking, then return to spotless rooms with daily housekeeping and notably helpful staff.
The price is $110
$123 total
includes taxes & fees
Feb 24 - Feb 25
The Little Lion
Desk, laptop workspace, blackout drapes, iron/ironing board
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Center. Free WiFi and parking make exploring local attractions like Hoffman's Pottery and Charles H. Baldwin & Sons effortless. Clean rooms and daily housekeeping ensure a comfortable stay.
The price is $65
$71 total
includes taxes & fees
Feb 24 - Feb 25
Pleasant Valley Motel West Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room
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 reviews)
This historic Stockbridge inn offers free breakfast and WiFi plus a seasonal outdoor pool and garden terrace. Enjoy hiking trails, horseback riding, and kayaking on-site while Tanglewood Music Center awaits just a short drive away.
The price is $309
$374 total
includes taxes & fees
Mar 8 - Mar 9
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Lobby sitting area
Berkshire Travel Lodge
Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
The price is $70
$78 total
includes taxes & fees
Feb 24 - Feb 25
Berkshire Travel Lodge
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
Experience tranquility at this West Stockbridge B&B where hiking, biking, and kayaking adventures await. Enjoy free breakfast, complimentary parking, and daily housekeeping while exploring Ebenezer II Gifts and nearby cultural attractions.
The price is $99
$109 total
includes taxes & fees
Mar 4 - Mar 5
Shaker Mill Inn
Exterior
Micosta Leisure Inn
Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (137 reviews)
Soak in deep tubs at this Hudson aparthotel, a short drive from FASNY Museum of Firefighting. The garden and terrace offer peaceful spots to unwind after exploring Oakdale Beach, while in-room kitchens provide home comforts.
The price is $133
$150 total
includes taxes & fees
Feb 24 - Feb 25
Micosta Leisure 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.
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Top landmarks in Hillsdale

Catamount Aerial Adventure Park

3.0/5 (2 reviews)
Catamount Aerial Adventure Park is 2.2 mi (3.5 km) from central Hillsdale, why not stop by during your stay.
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Copake Lake

Copake Lake is 0.7 mi (1.2 km) from central Copake Lake, why not stop by during your stay.
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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
Red and Green Norway Maple Trees and Wood Fence

Check out reviews of Hillsdale hotels guests love

Quality Inn

Quality Inn

10/10 Excellent
"Clean, breakfast was a nice option before heading to Butternut mountain nearby "
Kristin 1-night trip
Posted 3 days ago
Quality Inn

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 50 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.