Best Hillsdale Hotels in 2026 from HK$525 - Fully Refundable Options

A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Go beyond your typical stay in Hillsdale

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Our top choices for Hillsdale hotels

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

A snow-covered landscape with a house and a sign that reads "the brooks".

A compact kitchen with a wooden countertop, a coffee machine, and a small shelf with a hair dryer and cups.

A dining area with a wooden table, chairs, and a colorful striped rug.

1. The Brooks Motel

Hillsdale

Nelson

HK$1,144

HK$1,281 total

includes taxes & fees

13 Oct - 14 Oct

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

2. Little Cat Lodge

Copake Falls

Kees

HK$1,194

HK$1,337 total

includes taxes & fees

2 Nov - 3 Nov

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden deck with a dog silhouette against a backdrop of autumn foliage.

A wooden wall with a white pendant light fixture.

A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.

3. Prospect Berkshires

Egremont

Conor

HK$2,436

HK$2,985 total

includes taxes & fees

2 Nov - 3 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

4. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

HK$1,127

HK$1,259 total

includes taxes & fees

5 Nov - 6 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

5. Quality Inn Great Barrington

Great Barrington

Joan

HK$599

HK$669 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with seating areas, tables, and a reception desk.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A kitchenette with a microwave, coffee maker, and coffee cups.

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

HK$746

HK$833 total

includes taxes & fees

1 Nov - 2 Nov

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

7. the Alander

Copake

Thomas

HK$1,101

HK$1,233 total

includes taxes & fees

6 Nov - 7 Nov

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A bedroom with a wooden bed, bedside tables, a desk, and a chair.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

8. Granville House

Housatonic

Nicole

HK$1,993

HK$2,226 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A motel with a parking lot and several cars parked.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

9. Monument Mountain Motel

Great Barrington

Andrea

HK$470

HK$525 total

includes taxes & fees

5 Nov - 6 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

10. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

HK$986

HK$1,101 total

includes taxes & fees

5 Nov - 6 Nov

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A bar with wooden floors and shelves filled with bottles.

11. The Red Lion Inn

Stockbridge

Stephan

HK$1,236

HK$1,771 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a large bed, a dresser, a chair, and a mirror.

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

12. Wilder House Berkshires

Sheffield

Mark

HK$1,620

HK$1,809 total

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a large bed, a chair, and a window with curtains.

A covered porch with a dining area, a sofa, and decorative wall art.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

13. The White Hart

Salisbury

William

HK$3,535

HK$4,065 total

includes taxes & fees

7 Oct - 8 Oct

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

14. East Rock Inn

Great Barrington

ERIK

HK$1,145

HK$1,279 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

15. Quality Inn Lee - Lenox South

Lee

Christine

HK$727

HK$812 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

A two-story house with a porch, a front door, and a mailbox.

A room with a white door, a window, and a wall with various framed pictures.

A fire pit with two Adirondack chairs, a table with drinks, and a house in the background.

16. Changing Times Boutique Country Lodging

Craryville

Thomas

HK$1,569

HK$1,758 total

includes taxes & fees

13 Oct - 14 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lodge with a large building and a dock by a lake, surrounded by forest.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

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

Lee

Bob

HK$907

HK$1,013 total

includes taxes & fees

1 Nov - 2 Nov

A large house with a balcony and a grassy yard.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

18. The Little Lion

Great Barrington

Lidia

HK$812

HK$907 total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

19. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Mark

HK$620

HK$692 total

includes taxes & fees

20 Oct - 21 Oct

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Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

6.4/10 (5 reviews)

Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.

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Copake Lake

This glacial lake in the Hudson Valley offers pristine waters for boating, fishing, and swimming year-round. Enjoy serene morning kayaking or lively afternoons of water skiing surrounded by picturesque natural scenery.

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Hillsdale Town Hall

This historic former library now serves as Hillsdale's administrative centre with distinctive slate-shingled roof and Ionic columns. Visit during town board meetings to experience local governance.

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Community Library

The Roeliff Jansen Community Library serves as a vital cultural hub for Hillsdale, Copake, and Ancram communities. Visitors enjoy book clubs, writing groups, and educational workshops in its welcoming atmosphere.

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Mosquito Island

Commune with nature and explore the great outdoors at Mosquito Island during your travels in Copake Lake.

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Roe Jan Brewing Co.

After visiting Roe Jan Brewing Co., make a plan to see the other sights and activities in Hillsdale. Discover the sunrises while you're in the area.

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Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

See all hotels in Hillsdale

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Pocketbook Hotel and Bath

8/10 Good

"."

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. We will be back!"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I would recommend for families or large groups."

Berkshire Mountain Lodge

10/10 Excellent

"Great place"

St. Charles Hotel

8/10 Good

"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."

Quality Inn Great Barrington

8/10 Good

"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."

The Red Lion Inn

10/10 Excellent

"Great staff, heated bathroom floors."

Berkshires Untold

8/10 Good

"Fantastic location, and friendly staff. The rooms were comfortable."

Howard Johnson by Wyndham Saugerties

10/10 Excellent

"The room was clean and staff very pleasant and helpful. I would stay again."

More cheap stays in Hillsdale

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

HK$487

HK$544 total

18 Oct - 19 Oct

includes taxes & fees

5.4/10 (915 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

HK$599

HK$669 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA

HK$808

HK$903 total

5 Nov - 6 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

HK$832

HK$929 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

St. Charles Hotel

16 Park Place Hudson NY

HK$1,177

HK$1,330 total

7 Oct - 8 Oct

includes taxes & fees

6.6/10 (989 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

HK$1,463

HK$2,007 total

26 Oct - 27 Oct

includes taxes & fees

8.6/10 Excellent! (87 reviews)

Frequently asked questions

Where is the best place to stay in Hillsdale?

Located 20.9 mi (33.7 km) from the heart of Hillsdale, Berkshire Mountain Lodge is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Quality Inn Great Barrington and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Hillsdale.

What are some of the best holiday rentals that Hillsdale has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Hillsdale is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Hillsdale.

If I need to cancel my hotel reservation in Hillsdale, will I receive a refund?

Yes! Most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.

What's the best family accommodation in Hillsdale?

Farm House Getaway on beautiful horse farm! is a country house with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Also, attractions in the area such as Hotchkiss Mobile Studio and Stoddard Corner are fun for children of all ages. Find more child-friendly accommodations in Hillsdale.

What's the best hotel for a romantic holiday in Hillsdale?

Farm House Getaway on beautiful horse farm! is a favourite country house for couples, and features in-room fireplaces and a garden. See all romantic hotels in Hillsdale.

What's the best dog-friendly place to stay in Hillsdale?

The Brooks Motel is a top dog-friendly option for your stay. Hudson valley and The Berkshires Cottage is another good option for you and your pet. See more pet-friendly hotel accommodations in Hillsdale.

What are some accommodation options with pools in Hillsdale?

Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Pocketbook Hotel and Bath and The Yankee Inn are a couple of other choices that feature an on-site pool. View all hotels with pools in Hillsdale.

What's it like staying in Hillsdale?

Visitors can enjoy all that Hillsdale has to offer, including the coffee shops and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 59 hotels and other accommodation options to choose from. Find out more about Hillsdale.

What should I see while I'm in Hillsdale?

The picturesque setting of Copake Lake and Mosquito Island exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Catamount Aerial Adventure Park and Catamount Ski Area. Take a look at what more there is to see and do in Expedia's Hillsdale guide.

What's the seasonal weather in Hillsdale?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Hillsdale hotels from HK$525

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillsdale

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hillsdale hotels

1. The Brooks Motel

2. Little Cat Lodge

3. Prospect Berkshires

4. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

5. Quality Inn Great Barrington

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG

7. the Alander

8. Granville House

9. Monument Mountain Motel

10. Courtyard by Marriott Lenox Berkshires

11. The Red Lion Inn

12. Wilder House Berkshires

13. The White Hart

14. East Rock Inn

15. Quality Inn Lee - Lenox South

16. Changing Times Boutique Country Lodging

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

18. The Little Lion

19. Travelodge by Wyndham Great Barrington Berkshires

Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

Copake Lake

Hillsdale Town Hall

Community Library

Mosquito Island

Roe Jan Brewing Co.

Learn more about Hillsdale

Top Hillsdale Hotel Reviews

Pocketbook Hotel and Bath

Hotel On North

Holiday Inn Club Vacations Oak 'n Spruce Resort

Berkshire Mountain Lodge

St. Charles Hotel

Quality Inn Great Barrington

The Red Lion Inn

Berkshires Untold

Howard Johnson by Wyndham Saugerties

More cheap stays in Hillsdale

FairBridge Inn Express

Quality Inn Great Barrington

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Yankee Inn

St. Charles Hotel

Pocketbook Hotel and Bath

Frequently asked questions

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