Hotels in Hillsdale

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Tonight
Nov 6 - Nov 7
Tomorrow
Nov 7 - Nov 8
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Hillsdale?

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

1. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (157 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 $146
$163 total
includes taxes & fees
Nov 7 - Nov 8
The Brooks Motel
A house with a stone patio and wooden stools.

2. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (157 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 $169
$189 total
includes taxes & fees
Nov 9 - Nov 10
Little Cat Lodge
A wooden cabin with a deck, large windows, and outdoor seating.

3. The Cozy Cat Motel

The Cozy Cat Motel
Copake Falls
The price is $135
$151 total
includes taxes & fees
Nov 8 - Nov 9
The Cozy Cat Motel
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

4. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 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 $76
$85 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Great Barrington
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

5. 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, (854 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 $83
$93 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A wooden boat on calm water with a house in the background.

6. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (52 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 $239
$300 total
includes taxes & fees
Nov 30 - Dec 1
Prospect Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

7. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (941 reviews)
The price is $67
$74 total
includes taxes & fees
Nov 8 - Nov 9
Monument Mountain Motel
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

8. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (291 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 $165
$185 total
includes taxes & fees
Nov 20 - Nov 21
the Alander
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

9. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
The price is $79
$88 total
includes taxes & fees
Nov 7 - Nov 8
Travelodge by Wyndham Great Barrington Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

10. 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, (821 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
$179 total
includes taxes & fees
Nov 11 - Nov 12
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A large house with a balcony and a grassy yard.

11. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (639 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 $86
$96 total
includes taxes & fees
Nov 8 - Nov 9
The Little Lion
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

12. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 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 $123
$137 total
includes taxes & fees
Dec 7 - Dec 8
East Rock Inn
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

13. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 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 $254
$284 total
includes taxes & fees
Nov 20 - Nov 21
Granville House
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is $85
$95 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South
A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

15. Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (220 reviews)
This welcoming Hudson hotel offers free WiFi and rooms featuring hydromassage showerheads for ultimate relaxation. Just an 8-minute walk from the train station, you'll find cultural attractions and a hair salon on-site.
The price is $121
$136 total
includes taxes & fees
Nov 15 - Nov 16
Howard Hotel
Two Adirondack chairs facing a river with a forested hill in the background.

16. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.
The price is $127
$142 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.

17. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
This peaceful Lenox hotel overlooks a picturesque lake where spectacular sunsets unfold daily. Enjoy Indian cuisine at Mint restaurant, complimentary breakfast, and free WiFi. Just 10 minutes from Tanglewood Music Center with convenient parking.
The price is $107
$120 total
includes taxes & fees
Dec 3 - Dec 4
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

18. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, Good, (713 reviews)
This Lee motel offers a playful mini golf course on-site and free continental breakfast to start your day. Located near Greenock Country Club and Lee Premium Outlets, guests praise the helpful staff. Enjoy complimentary WiFi and parking during your stay.
The price is $56
$63 total
includes taxes & fees
Dec 1 - Dec 2
Econo Lodge Lee - Great Barrington
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

19. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (195 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 $113
$127 total
includes taxes & fees
Nov 9 - Nov 10
Micosta Leisure Inn
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

20. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
The price is $109
$122 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Lake Lodge
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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Go beyond your typical stay in Hillsdale

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When is the best time to visit Hillsdale?

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
View properties in November
Currently viewing crowd sizes and weather for November.

November

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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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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.
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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
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Check out reviews of Hillsdale hotels guests love

A house with a stone patio and wooden stools.
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
Copake Falls

10/10 Exceptional

I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay.
United States
Elisabeth
Reviewed April 6, 2025
Little Cat Lodge

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 46 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.