Top 10 Hotels in Hillsdale, NY from ￥10,611 - Competitive Prices

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

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

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.

1. The Brooks Motel

Hillsdale

Nelson

￥19,393

￥21,721 total

includes taxes & fees

Sep 8 - Sep 9

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

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

A house with a stone patio and wooden stools.

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

2. Little Cat Lodge

Copake Falls

Kees

￥27,958

￥31,312 total

includes taxes & fees

Sep 7 - Sep 8

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

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

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

Great Barrington

Bruce

￥25,077

￥28,012 total

includes taxes & fees

Sep 8 - Sep 9

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

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

A breakfast area with a counter, coffee machine, and a display of pastries.

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

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

Great Barrington

BJORN

￥18,732

￥20,924 total

includes taxes & fees

Sep 8 - Sep 9

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

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

5. Quality Inn Great Barrington

Great Barrington

Sisile

￥16,164

￥18,054 total

includes taxes & fees

Sep 7 - Sep 8

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

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

A bar area with a green counter, two pendant lights, and shelves stocked with 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.

6. the Alander

Copake

Phil

￥22,556

￥25,262 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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

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

7. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Nancy

￥13,269

￥14,821 total

includes taxes & fees

Sep 7 - Sep 8

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

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

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.

8. Monument Mountain Motel

Great Barrington

Charlie

￥13,347

￥14,908 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

9. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Prasanna

￥14,035

￥15,677 total

includes taxes & fees

Sep 7 - Sep 8

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

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

10. Wilder House Berkshires

Sheffield

Jennifer

￥29,190

￥32,606 total

includes taxes & fees

Sep 15 - Sep 16

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 cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

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

11. Prospect Berkshires

Egremont

Kellee

￥51,279

￥62,510 total

includes taxes & fees

Sep 7 - Sep 8

12. Berkshire Travel Lodge

Austerlitz

Kris

￥10,535

￥11,799 total

includes taxes & fees

Sep 13 - Sep 14

A large house with a balcony and a grassy yard.

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.

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

13. The Little Lion

Great Barrington

Anne

￥17,561

￥19,615 total

includes taxes & fees

Sep 7 - Sep 8

A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

A hotel room with a bed, a desk, and two wall-mounted lamps.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A kitchenette with a refrigerator, coffee maker, toaster, and bread display.

14. Econo Lodge Lee - Great Barrington

Lee

Anna

￥10,227

￥11,423 total

includes taxes & fees

Sep 27 - Sep 28

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

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

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

15. Quality Inn Lee - Lenox South

Lee

Christine

￥15,806

￥17,654 total

includes taxes & fees

Sep 27 - Sep 28

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

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

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.

16. Granville House

Housatonic

Nicole

￥42,928

￥47,951 total

includes taxes & fees

Sep 8 - Sep 9

A red building with a sign reading "Shaker Mill Inn."

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

17. Shaker Mill Inn

West Stockbridge

Mervin

￥22,778

￥24,987 total

includes taxes & fees

Sep 8 - Sep 9

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

A wooden deck with a staircase leading to a covered porch.

A cozy living room with a gray sofa, wooden ceiling beams, a black TV stand, and a dining area with a table and chairs.

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.

18. Micosta Leisure Inn

Hudson

Andrea

￥18,545

￥20,769 total

includes taxes & fees

Sep 7 - Sep 8

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

19. The Yankee Inn

Lenox

Karen

￥18,126

￥20,247 total

includes taxes & fees

Sep 22 - Sep 23

A building with a porch and multiple windows, surrounded by purple flowers.

A café with a display case, a frozen food section, and a marketplace sign.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A living room with a sofa, armchair, coffee table, and a patterned rug.

20. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Linda

￥16,015

￥20,941 total

includes taxes & fees

Sep 7 - Sep 8

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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 center with distinctive slate-shingled roof and Ionic columns. Visit during town board meetings to experience local governance.

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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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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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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

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

10/10 Excellent

"We were very impressed with this hotel! We are frequent travelers and never stayed at a hotel that was so clean. Everywhere from the lobby, guest rooms were immaculate! The breakfast was very good. Spend time in the pool and hot tub, which also was spotless. Staff was helpful and friendly."

Berkshire Mountain Lodge

8/10 Good

"it was centrally located and easy to get to and from."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Great location and beautiful views overlooking the lake. A super quick drive to Main Street in Lee or over to Lenox! We didn’t have time to eat at the restaurant but the food looks amazing!"

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Awesome place ,would be cool if they had a locals yearly membership"

The Red Lion Inn

10/10 Excellent

"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."

FairBridge Inn Express

8/10 Good

"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Howard Johnson by Wyndham Saugerties

8/10 Good

"Clean comfortable room and restaurant."

Hotel On North

8/10 Good

"Nice room! Comfortable bed. Super friendly staff."

More cheap stays in Hillsdale

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

￥9,500

￥10,611 total

Sep 8 - Sep 9

includes taxes & fees

5.4/10 (891 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

￥16,164

￥18,054 total

Sep 7 - Sep 8

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

￥18,126

￥20,247 total

Sep 22 - Sep 23

includes taxes & fees

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

1055 South Street Pittsfield MA

￥18,420

￥20,576 total

Sep 8 - Sep 9

includes taxes & fees

9.2/10 Wonderful! (189 reviews)

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY

￥19,825

￥22,204 total

Sep 27 - Sep 28

includes taxes & fees

7.6/10 Good! (1,002 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

￥26,387

￥36,881 total

Oct 1 - Oct 2

includes taxes & fees

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 traveler data. Two other choices for your visit to the area are The Yankee Inn and Berkshires Untold. See all available top hotels, or vacation rentals in Hillsdale.

What's the top vacation rental in Hillsdale?

Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room: This vacation home rental outside of Hillsdale is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 13 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a pool table and a hot tub. See all vacation rentals in Hillsdale.

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

Yes! You'll find that most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.

Where can I learn more about changing or cancelling my trip to Hillsdale?

To access more information about changing or cancelling your trip to Hillsdale, head over to our customer service page.

What's the best accommodation for a family vacation 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. Attractions in the area like Hotchkiss Mobile Studio and Stoddard Corner are also fun for kids of all ages. Find more child-friendly accommodations in Hillsdale.

What's the best accommodation for a romantic getaway to Hillsdale?

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

What's the best pet-friendly accommodation in Hillsdale?

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

Where is the best hotel to stay close to Catamount Aerial Adventure Park?

Catamount Lodging is one of the top choices for your stay based on our traveler data, and this aparthotel offers private balconies and free WiFi. It's located just a short 0.3 mi (0.5 km) from Catamount Aerial Adventure Park. Another good option is Holiday House Motel, located 1.2 mi (2 km) away.

What are some accommodations with pools in Hillsdale?

Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn and The Red Lion Inn are a couple of other choices with an onsite pool. View all hotels with pools in Hillsdale.

What is the best hotel near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What's it like staying in Hillsdale?

Visitors can enjoy all that Hillsdale has to offer including the coffeehouses and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 58 hotels and other accommodations to choose from. Find out more about Hillsdale.

What should I do while I'm visiting 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 agenda are Catamount Aerial Adventure Park and Catamount Ski Area. Check out what more to see and do in Expedia's Hillsdale guide.

What's the weather like in Hillsdale?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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Find hotels in Hillsdale, NY from ￥10,611

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillsdale

Check prices for these dates

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Property class

Guest rating

Our top choices for Hillsdale hotels

1. The Brooks Motel

2. Little Cat Lodge

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

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

5. Quality Inn Great Barrington

6. the Alander

7. Travelodge by Wyndham Great Barrington Berkshires

8. Monument Mountain Motel

9. Best Western Plus Berkshire Hills Inn & Suites

10. Wilder House Berkshires

11. Prospect Berkshires

12. Berkshire Travel Lodge

13. The Little Lion

14. Econo Lodge Lee - Great Barrington

15. Quality Inn Lee - Lenox South

16. Granville House

17. Shaker Mill Inn

18. Micosta Leisure Inn

19. The Yankee Inn

20. Holiday Inn Club Vacations Oak 'n Spruce Resort

Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

Copake Lake

Hillsdale Town Hall

Mosquito Island

Community Library

Roe Jan Brewing Co.

Learn more about Hillsdale

Top Hillsdale Hotel Reviews

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

Berkshire Mountain Lodge

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

The Red Lion Inn

FairBridge Inn Express

Quality Inn Great Barrington

Howard Johnson by Wyndham Saugerties

Hotel On North

More cheap stays in Hillsdale

FairBridge Inn Express

Quality Inn Great Barrington

The Yankee Inn

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

Howard Johnson by Wyndham Saugerties

Pocketbook Hotel and Bath

Frequently asked questions

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