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

Hillsdale Hotel Guide - 3 Stars Hotels in Hillsdale, New York

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Check availability on Hillsdale 3 Star Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Hillsdale 3-star hotels

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
Rp1.534.348
Rp2.113.730 total
includes taxes & fees
9 Nov - 10 Nov
Berkshire Mountain Lodge
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.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Jared
Rp2.094.183
Rp2.689.127 total
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

3. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
Rp2.330.256
Rp2.602.896 total
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.

4. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
Rp2.400.256
Rp2.681.087 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
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 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.

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
Rp2.819.451
Rp4.038.550 total
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
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.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
Rp2.114.767
Rp2.362.195 total
includes taxes & fees
10 Nov - 11 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A dining area with a glass table, red walls, and framed artwork.

7. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
Rp2.746.709
Rp3.150.475 total
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
Exterior
A modern interior with a brick fireplace, comfortable seating, and large windows offering views of the outdoors.
A modern bar area with a long counter, multiple stools, and a seating area with a large potted plant and a table with a vase.
A modern building with large glass windows and a flat roof.

8. voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
Coxsackie
United States
Lisa
Rp2.792.244
Rp3.127.313 total
includes taxes & fees
1 Nov - 2 Nov
voco James Newbury Hudson Valley by IHG
A wooden deck with a swing chair and a bench overlooking a lake.
A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.
A modern hotel room with a bed, sofa, leather chair, and a small table.
A modern bar area with a counter, bar stools, and a variety of bottles.

9. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
Rp4.333.348
Rp4.983.350 total
includes taxes & fees
26 Oct - 27 Oct
Interlaken Inn & Resort
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

10. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
Rp2.248.293
Rp2.511.344 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
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.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
Canada
Kelly
Rp2.571.191
Rp2.872.021 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 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.

12. The Little Lion

The Little Lion
Great Barrington
United States
Lidia
Rp1.852.546
Rp2.069.294 total
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
Room
A conference room with a whiteboard, tables, and chairs.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

13. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
Rp1.879.395
Rp2.099.374 total
includes taxes & fees
6 Nov - 7 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.
A grand hallway with a chandelier, a staircase, and a table with flowers.
A room with a fireplace, two striped armchairs, and a floral drape.

14. Blackberry River Inn

Blackberry River Inn
Norfolk
United States
Donna
Rp3.400.810
Rp3.910.932 total
includes taxes & fees
13 Oct - 14 Oct
Blackberry River Inn
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 wall with a white pendant light fixture.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

15. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Conor
Rp5.074.366
Rp6.267.862 total
includes taxes & fees
10 Nov - 11 Nov
Prospect Berkshires
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.
A reception area with a wooden desk, a blue wall with a logo, and shelves with products.
A dining area with a brick fireplace, wooden beams, and a chandelier.
A historic hotel with a prominent tower and a brick facade.

16. Diamond Mills Resort

Diamond Mills Resort
Saugerties
United States
Al
Rp4.757.196
Rp5.775.470 total
includes taxes & fees
12 Oct - 13 Oct
Diamond Mills Resort
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

17. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
Rp2.288.924
Rp2.556.729 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

18. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
Rp2.559.557
Rp2.859.025 total
includes taxes & fees
8 Nov - 9 Nov
Element by Marriott Lenox Berkshires
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 bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.
A cozy living room with a gray sofa, wooden ceiling beams, a black TV stand, and a dining area with a table and chairs.

19. Micosta Leisure Inn

Micosta Leisure Inn
Hudson
United States
Kim
Rp1.787.215
Rp2.001.466 total
includes taxes & fees
13 Oct - 14 Oct
Micosta Leisure Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.
A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.
A dining room with a wooden table, chairs, a vase with flowers, and red curtains.
A covered porch with white railings and rocking chairs.

20. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
United States
Daniel
Rp1.879.395
Rp2.161.304 total
includes taxes & fees
12 Oct - 13 Oct
Locust Tree Bed and Breakfast LLC
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Hillsdale.
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street Hudson NY
Rp3.526.103
Rp3.984.497 total
26 Oct - 27 Oct
includes taxes & fees
The Wick, Hudson, A Tribute Portfolio Hotel
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
Rp1.772.001
Rp1.979.271 total
15 Oct - 16 Oct
includes taxes & fees
8.4/10 Very good! (422 reviews)
The Central Downtown Inn & Suites
The White Hart

The White Hart

15 Under Mountain Rd Salisbury CT
Rp16.162.797
Rp18.587.217 total
24 Oct - 25 Oct
includes taxes & fees
9.8/10 Exceptional! (154 reviews)
The White Hart
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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.

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 Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"The hotel is an older building but is clean and well maintained. The view of the lake was nice. Breakfast was just ok. Bed was very comfortable. Michelle was very helpful. My only disappointment was that the kayaks were not complimentary. It cost $30 an hour for each kayak."
Lise 2-night trip
Posted 3 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"T"
Doug 3-night trip
Posted 4 hours ago
Berkshire Mountain Lodge

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Hillsdale?
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What is the difference between a 4-star and 3-star hotel in Hillsdale?
The key difference between a 3- and 4-star hotel in Hillsdale is the quality of service and access to creature comforts. Three-star hotels are generally more wallet-friendly and come with the services and conveniences required to be comfy, such as WiFi, breakfast and a gym. You can count on a little more at a 4-star hotel — think upscale furnishings, premium bathroom products and extra touches like spa centres.
What is the difference between a 3-star hotel and a motel in Hillsdale?
A motel is a great option if you're planning to travel around Hillsdale. These properties are usually located close to highways and airports, offer on-site parking and come with basic amenities and services. Book a 3-star hotel and you'll be more centrally located. With a larger choice of rooms and welcome amenities like a fitness centre, lobby and business facilities, you can expect to pay more for hotel lodgings.

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