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

Pet friendly

Apartment

Pool

Hot tub

Cottage

Family friendly

Waterpark

Condo

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Our top choices for Hillsdale hotels

1. The Brooks Motel

Hillsdale

Nelson

₹13,013

₹14,575 total

includes taxes & fees

7 Sept - 8 Sept

2. Little Cat Lodge

Copake Falls

Kees

₹17,010

₹19,051 total

includes taxes & fees

7 Sept - 8 Sept

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

Great Barrington

Lisa

₹15,254

₹17,038 total

includes taxes & fees

8 Sept - 9 Sept

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

Great Barrington

BJORN

₹10,542

₹11,776 total

includes taxes & fees

7 Sept - 8 Sept

Standard Room, 2 Queen Beds, Non Smoking

5. Quality Inn Great Barrington

Great Barrington

Sisile

₹8,797

₹9,826 total

includes taxes & fees

24 Sept - 25 Sept

6. the Alander

Copake

Phil

₹13,720

₹15,367 total

includes taxes & fees

13 Sept - 14 Sept

7. Monument Mountain Motel

Great Barrington

Charlie

₹8,120

₹9,070 total

includes taxes & fees

7 Sept - 8 Sept

Superior Double Room, 1 King Bed, Garden View

8. Prospect Berkshires

Egremont

Kellee

₹31,191

₹38,022 total

includes taxes & fees

21 Sept - 22 Sept

9. Wilder House Berkshires

Sheffield

Jennifer

₹19,251

₹21,503 total

includes taxes & fees

10 Sept - 11 Sept

10. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Elspeth

₹8,071

₹9,015 total

includes taxes & fees

8 Sept - 9 Sept

11. The Little Lion

Great Barrington

Anne

₹10,682

₹11,932 total

includes taxes & fees

8 Sept - 9 Sept

12. Econo Lodge Lee - Great Barrington

Lee

Anna

₹6,582

₹7,352 total

includes taxes & fees

13 Sept - 14 Sept

Standard Room, 1 Bedroom, Non Smoking (Room 5)

13. Granville House

Housatonic

Nicole

₹26,111

₹29,167 total

includes taxes & fees

14 Sept - 15 Sept

Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous

Superior Suite, Private Bathroom (Honeymoon - Pets Allowed)

Deluxe Suite, Private Bathroom (Clark - Pets Allowed)

14. Shaker Mill Inn

West Stockbridge

Mervin

₹14,613

₹16,031 total

includes taxes & fees

8 Sept - 9 Sept

15. Quality Inn Lee - Lenox South

Lee

Christine

₹10,172

₹11,362 total

includes taxes & fees

17 Sept - 18 Sept

16. Berkshire Travel Lodge

Austerlitz

Kris

₹6,410

₹7,179 total

includes taxes & fees

13 Sept - 14 Sept

17. Micosta Leisure Inn

Hudson

Andrea

₹11,283

₹12,637 total

includes taxes & fees

7 Sept - 8 Sept

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

18. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Prasanna

₹8,537

₹9,536 total

includes taxes & fees

8 Sept - 9 Sept

19. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Linda

₹9,745

₹12,741 total

includes taxes & fees

7 Sept - 8 Sept

Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area

Classic Double Room, 2 Queen Beds, Courtyard View

20. East Rock Inn

Great Barrington

ERIK

₹13,941

₹15,572 total

includes taxes & fees

30 Sept - 1 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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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.

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A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"We found our place to stay when we are visiting the area, and Tanglewood! Amazing suites with full kitchen and lots of space. Friendly staff, very clean and the grounds are well kept. A huge property that feels safe, is well lit in parking area, and only 5 miles to Tanglewood. If you stay, be sure to go to Mazzeo’s Italian restaurant across the street- it was absolutely fabulous- the food is unbelievable!! We will be back, and also tell our people to stay here! Thank you- you did not disappoint!"

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."

Pocketbook Hotel and Bath

10/10 Excellent

"Will go back"

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."

The Red Lion Inn

10/10 Excellent

"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"

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

10/10 Excellent

"Breakfast was the weakest thing, but it was free, loved the hot tub and having a couch in our room"

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."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"