Hillsdale Hotel & Accommodation Deals 2026 from AU$95 - Compare prices by date

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

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

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

1. The Brooks Motel

Hillsdale

Nelson

AU$232

includes taxes & fees

31 Oct - 1 Nov

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 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.

2. Little Cat Lodge

Copake Falls

Stacy

AU$230

includes taxes & fees

24 Nov - 25 Nov

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

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

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'.

3. Quality Inn Great Barrington

Downtown Great Barrington

Scott Patterson

AU$122

includes taxes & fees

15 Nov - 16 Nov

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

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

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

Great Barrington

Cynthia

AU$143

includes taxes & fees

12 Nov - 13 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 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.

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

5. the Alander

Copake

Luis

AU$255

includes taxes & fees

31 Oct - 1 Nov

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

A wooden wall with a white pendant light fixture.

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.

6. Prospect Berkshires

Egremont

Conor

AU$475

includes taxes & fees

9 Nov - 10 Nov

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

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

7. Monument Mountain Motel

Great Barrington

Andrea

AU$95

includes taxes & fees

5 Nov - 6 Nov

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

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

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

Great Barrington

AU$228

includes taxes & fees

2 Nov - 3 Nov

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

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

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.

9. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Ramakrishnan

AU$125

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 modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.

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

10. East Rock Inn

Great Barrington

Sharon

AU$203

includes taxes & fees

24 Nov - 25 Nov

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

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

11. The Little Lion

Great Barrington

David

AU$164

includes taxes & fees

26 Oct - 27 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 lakeside dock with kayaks and a covered boat ramp.

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

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

Lee

Gustavo

AU$173

includes taxes & fees

22 Nov - 23 Nov

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 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.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

13. Shaker Mill Inn

West Stockbridge

Mahadeva

AU$184

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

14. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

AU$125

includes taxes & fees

25 Oct - 26 Oct

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

A hotel room with a wooden desk, a flat-screen TV, a coffee maker, a blue chair, and a lamp.

15. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

AU$174

includes taxes & fees

30 Oct - 31 Oct

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.

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

16. Quality Inn Lee - Lenox South

Lee

James

AU$147

includes taxes & fees

15 Nov - 16 Nov

17. Berkshire Travel Lodge

Austerlitz

Kris

AU$107

includes taxes & fees

25 Oct - 26 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 small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

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

18. Granville House

Housatonic

Cynthia

AU$403

includes taxes & fees

25 Oct - 26 Oct

A group of people performing yoga in an outdoor setting with grass and trees.

A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.

A hotel room with a bed, two chairs, a small table, and a lamp.

A motel with a row of rooms, a parking lot, and a hilly backdrop.

19. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

AU$107

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A wooden deck with a staircase leading to a porch, a white door, and hanging flower baskets.

20. Micosta Leisure Inn

Hudson

George

AU$157

includes taxes & fees

1 Nov - 2 Nov

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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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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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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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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

Recent Reviews in Hillsdale

Quality Inn Great Barrington

10/10 Excellent

"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"

Berkshire Mountain Lodge

10/10 Excellent

"Very nice place. Rooms are large and always clean. Pool is a nice perk"

Hotel On North

10/10 Excellent

"Charming hotel, far exceeded expectations. Clean. Well managed. Stayed for a girls weekend and enjoyed the area and surrounding towns. Would highly recommend."

Berkshires Untold

10/10 Excellent

"Berkshires Untold is THE PLACE to stay in Lenox. The rooms are terrific. They've been beautifully upgraded and the bathrooms are big and as nice as can be. We were concerned about the noise from the cars on Rte 7 as our room faced the street, but it was not an issue whatsoever. The breakfasts were just right. Coffee was plentiful and ready in the morning when we got up. And the owners (or managers) are suburb; they handled a problem I had with such grace and so generously I was astounded! Bottom line: next time we return for a Foliage experience, we're coming back to the Berkshires Untold!"

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"

The Yankee Inn

10/10 Excellent

"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."

Quality Inn Lee - Lenox South

10/10 Excellent

"A"

The Red Lion Inn

8/10 Good

"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"

The Whitlock

10/10 Excellent

"Nice location."

More cheap accommodation in Hillsdale