𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Hillsdale (2026)

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 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 living room with a sofa, a coffee table, a fireplace, and a ceiling fan.

1. The Brooks Motel

Hillsdale

Nelson

₹13,845

₹15,506 total

includes taxes & fees

20 Oct - 21 Oct

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 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.

2. Little Cat Lodge

Copake Falls

Stacy

₹14,443

₹16,176 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

3. Prospect Berkshires

Egremont

Conor

₹23,421

₹29,343 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

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

4. Quality Inn Great Barrington

Downtown Great Barrington

Scott Patterson

₹7,184

₹8,024 total

includes taxes & fees

8 Nov - 9 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.

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

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

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

Great Barrington

₹13,641

₹15,237 total

includes taxes & fees

2 Nov - 3 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 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

Luis

₹13,294

₹14,889 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

Great Barrington

Cynthia

₹7,881

₹8,804 total

includes taxes & fees

17 Nov - 18 Nov

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

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.

A motel with a parking lot and several cars parked.

8. Monument Mountain Motel

Great Barrington

Andrea

₹5,683

₹6,348 total

includes taxes & fees

1 Nov - 2 Nov

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.

9. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Ramakrishnan

₹7,502

₹8,379 total

includes taxes & fees

20 Oct - 21 Oct

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

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

10. Granville House

Housatonic

Cynthia

₹24,119

₹26,941 total

includes taxes & fees

25 Oct - 26 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.

11. East Rock Inn

Great Barrington

Sharon

₹11,418

₹12,754 total

includes taxes & fees

19 Nov - 20 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 two-story building with a gabled roof and a chimney.

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

12. The Little Lion

Great Barrington

Lidia

₹9,828

₹10,978 total

includes taxes & fees

20 Oct - 21 Oct

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

A bar with wooden floors and shelves filled with bottles.

A covered porch with wicker furniture and hanging flower baskets.

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

13. The Red Lion Inn

Stockbridge

Stephan

₹14,958

₹21,425 total

includes taxes & fees

4 Nov - 5 Nov

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.

14. Wilder House Berkshires

Sheffield

Mark

₹16,475

₹18,403 total

includes taxes & fees

26 Oct - 27 Oct

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

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

15. The Yankee Inn

Lenox

Basil

₹9,803

₹10,950 total

includes taxes & fees

21 Oct - 22 Oct

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

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.

16. Quality Inn Lee - Lenox South

Lee

Lucinda

₹8,798

₹9,827 total

includes taxes & fees

8 Nov - 9 Nov

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

A modern breakfast area with a coffee machine, cereal, and bakery options.

A modern lobby with a reception desk, seating area, and a dining section.

A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

17. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

Eleanor

₹12,060

₹13,507 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 room with a white door, a window, and a wall with various framed pictures.

A traditional living room with a fireplace, floral patterned sofa, and a patterned rug.

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

18. Changing Times Boutique Country Lodging

Craryville

Thomas

₹18,992

₹21,270 total

includes taxes & fees

20 Oct - 21 Oct

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A historic hotel with a prominent tower and a brick facade.

A bar with a patterned floor, bar stools, and a bar counter with taps.

A dining area with a brick fireplace, wooden beams, and a chandelier.

19. Diamond Mills Resort

Saugerties

luping

₹25,238

₹30,640 total

includes taxes & fees

20 Oct - 21 Oct

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 hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

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

20. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Michael

₹11,110

₹14,266 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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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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Mosquito Island

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

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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

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"We had a fantastic one-night stay at The Cornell Inn! From the moment we checked in—where we were greeted with delicious brownies in the lobby—the staff were super nice and welcoming. They truly went above and beyond to make sure we had everything we needed. We stayed in K11 - The Edith Wharton Room, which featured a comfortable queen bed and was fully equipped with all the essentials, plus a lovely bottle of wine waiting for us. The hotel is spotlessly clean, and the decoration throughout is absolutely beautiful and cozy. The staff did a wonderful job with breakfast. Everything was fresh and delicious—do not skip it! We also loved the outside area. It was so relaxing to sit in a rocker chair, surrounded by beautiful vegetation, watching the fish. We highly recommend this inn and can't wait to return!"

Quality Inn Great Barrington

10/10 Excellent

"-"

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"My husband and I had a great time! We definitely recommend!"

The Yankee Inn

8/10 Good

"Lovely, super clean unit with nice furnishings, however, the dining chair cushions need a good cleaning as the dirt could be seen. There also was candy/gum stuck to one of the cushions and another cushion was completely loose from the chair. There was mention of a "two-burner hotplate" in the description, but the photos showed a two-burner electric stove top. What actually is there is a two-burner infared hotplate. Instructions on how to use it is posted on the wall above the sink, not on the wall above the hotplate. Unfortunately, we were assigned an end unit in Building #13, which is currently being renovated. There was a family occupying the unit above us. The children ran up and down the stair and allowed the outside door to slam each and every time until late in the evening. No noise during quiet hours though. :o)"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"G"

Berkshire Mountain Lodge

8/10 Good

"This really is a great place and I will give it five stars, except the Wi-Fi is really crappy. We were on the fifth floor, but five MB/s is unacceptable in this day and age. The room was beautiful, and the kitchen was fabulous. One more nit is that they didn't make up the sofa bed. Most places make the sofa bed and fold it with the sheets and blanket inside. I found that sound late at night, and was not happy, but I understand. Still except for the WiFi this is 5 stars."

Pocketbook Hotel and Bath

8/10 Good

"Spa was lovely."

Berkshires Untold

10/10 Excellent

"Great room and great bar. It takes time but is worth it"

The Whitlock

10/10 Excellent

"This property was the perfect location to enjoy downtown Lennox and very close to our friends’ son’s wedding at Tanglewood. I’d stay again!"

More cheap stays in Hillsdale