Resorts near Hillsdale in 2026

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

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Recommended hotels in Hillsdale

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

1. The Brooks Motel

Hillsdale

Nelson

₹14,356 total

includes taxes & fees

15 Sept - 16 Sept

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

2. Little Cat Lodge

Copake Falls

Kees

₹19,168 total

includes taxes & fees

15 Sept - 16 Sept

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

3. Quality Inn Great Barrington

Great Barrington

Kimberly

₹11,052 total

includes taxes & fees

16 Sept - 17 Sept

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

4. Monument Mountain Motel

Great Barrington

Analisia

₹9,126 total

includes taxes & fees

15 Sept - 16 Sept

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

5. the Alander

Copake

Phil

₹15,465 total

includes taxes & fees

17 Sept - 18 Sept

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

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

Great Barrington

Maria Dulce

₹13,769 total

includes taxes & fees

20 Sept - 21 Sept

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

7. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

₹8,005 total

includes taxes & fees

15 Sept - 16 Sept

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

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

Great Barrington

Bruce

₹20,777 total

includes taxes & fees

20 Sept - 21 Sept

A large house with a balcony and a grassy yard.

9. The Little Lion

Great Barrington

Anne

₹12,008 total

includes taxes & fees

15 Sept - 16 Sept

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

10. East Rock Inn

Great Barrington

ERIK

₹15,787 total

includes taxes & fees

29 Sept - 30 Sept

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

11. Prospect Berkshires

Egremont

Kellee

₹35,695 total

includes taxes & fees

30 Sept - 1 Oct

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

12. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

₹7,265 total

includes taxes & fees

15 Sept - 16 Sept

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

13. Locust Tree Bed and Breakfast LLC

East Canaan

Nicholas

₹11,539 total

includes taxes & fees

15 Sept - 16 Sept

14. Wilder House Berkshires

Sheffield

Mark

₹20,577 total

includes taxes & fees

15 Sept - 16 Sept

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

15. The Red Lion Inn

Stockbridge

James

₹21,655 total

includes taxes & fees

28 Sept - 29 Sept

16. Berkshire Travel Lodge

Austerlitz

Kris

₹7,223 total

includes taxes & fees

15 Sept - 16 Sept

17. Quality Inn Lee - Lenox South

Lee

Christine

₹11,432 total

includes taxes & fees

27 Sept - 28 Sept

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

18. Granville House

Housatonic

Nicole

₹23,910 total

includes taxes & fees

15 Sept - 16 Sept

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.

19. Econo Lodge Lee - Great Barrington

Lee

Anna

₹7,397 total

includes taxes & fees

20 Sept - 21 Sept

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Top Hillsdale Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The hotel is a perfect place to stay when attending a concert at Tanglewood. Its location is very convenient and our room was clean and comfortable. The on site restaurant (Mint) is lively and serves delicious Indian food."

Berkshires Untold

8/10 Good

"Location was great! We loved the new addition in the front, where the reception area was, as well as restaurant and bar area, and library. Also liked the fire pits and outdoor seating. Rooms themselves were very basic and motel-like, and rather dark, but they did have nice bath products (shampoo, conditioner and body lotion). We didn’t realize there was also a room darkening shade on the front window, so the first night we just closed the curtain, which was see-thru! Staff was pleasant, and coffee was ready bright and early."

Howard Johnson by Wyndham Saugerties

8/10 Good

"We stayed here once before. Staff were nice. Room was okay. Kinda old. But okay for a short stay. Internet was in and out. Bathroom water never got real hot for showers. Toilet was very low... my knees were in my mouth. The toilet bowl seat was close to broken. We MAY come back if necessary. Hopefully, some of our current concerns will be remedied. Thanks"

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"The room is very clean and tidy, water pressure is great in the bathroom for shower and the sink. Our room has the river view and it is amazing to wake up to that breathtaking view. Staffs are helpful but seems to be shorthanded, especially with large groups, service could be dragging. Not the fault of the staffs but more on the hotel management. Still it does affect the guests experience. Overall it is an amazing location, great view, and also has 4 slow speed ev chargers."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."

Find out more about Hillsdale

Hillsdale Resorts information

Number of reviews	7,462
Accommodation	1 Resorts
Lowest Price	₹7,223
Highest Price	₹35,695

Frequently asked questions

What can I expect from a resort holiday in Hillsdale?

You deserve a break, and a resort is just the place to find all the services and amenities you need for a relaxing time in Hillsdale. One of the comfortable resort hotels in the surrounding area could be just what you're searching for, whether you're hoping for an amazing pool, blissful spa treatments or nightly entertainment options.

What can I do in Hillsdale?

Catamount Aerial Adventure Park, Catamount Ski Area and Hillsdale Town Hall are a few of the interesting sights to visit. Copake Lake and Roe Jan Brewing Co. are a few additional attractions in the area that you might like.

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.

What's the best way to get to and around Hillsdale?

Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) from the city centre. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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Room 1

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Check prices for these dates

Recommended hotels in Hillsdale

1. The Brooks Motel

2. Little Cat Lodge

3. Quality Inn Great Barrington

4. Monument Mountain Motel

5. the Alander

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

7. Travelodge by Wyndham Great Barrington Berkshires

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

9. The Little Lion

10. East Rock Inn

11. Prospect Berkshires

12. Pleasant Valley Motel West Stockbridge

13. Locust Tree Bed and Breakfast LLC

14. Wilder House Berkshires

15. The Red Lion Inn

16. Berkshire Travel Lodge

17. Quality Inn Lee - Lenox South

18. Granville House

19. Econo Lodge Lee - Great Barrington

Top Hillsdale Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Quality Inn Great Barrington

The Yankee Inn

Berkshires Untold

Howard Johnson by Wyndham Saugerties

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

voco James Newbury Hudson Valley by IHG

Quality Inn Lee - Lenox South

Holiday Inn Club Vacations Oak 'n Spruce Resort

Find out more about Hillsdale

Hillsdale Resorts information

Frequently asked questions

Explore a world of travel with Expedia

Search Hotel Resorts in Hillsdale

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Hillsdale

1. The Brooks Motel

2. Little Cat Lodge

3. Quality Inn Great Barrington

4. Monument Mountain Motel

5. the Alander

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

7. Travelodge by Wyndham Great Barrington Berkshires

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

9. The Little Lion

10. East Rock Inn

11. Prospect Berkshires

12. Pleasant Valley Motel West Stockbridge

13. Locust Tree Bed and Breakfast LLC

14. Wilder House Berkshires

15. The Red Lion Inn

16. Berkshire Travel Lodge

17. Quality Inn Lee - Lenox South

18. Granville House

19. Econo Lodge Lee - Great Barrington

Top Hillsdale Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Hillsdale

Hillsdale Resorts information

Frequently asked questions

Explore a world of travel with Expedia