Hillsdale Hotels from S$85
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26 Aug - 27 AugTomorrow
27 Aug - 28 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Hillsdale hotels
1. The Brooks Motel
The Brooks MotelHillsdale
Nelson
S$193
includes taxes & fees
2 Sept - 3 Sept
2. Little Cat Lodge
Little Cat LodgeCopake Falls
Kees
S$313
includes taxes & fees
27 Aug - 28 Aug
3. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
Sisile
S$131
includes taxes & fees
15 Sept - 16 Sept
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
BJORN
S$176
includes taxes & fees
20 Sept - 21 Sept
6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
Lisa
S$228
includes taxes & fees
7 Sept - 8 Sept
7. Prospect Berkshires
Prospect BerkshiresEgremont
Kellee
S$508
includes taxes & fees
17 Sept - 18 Sept
8. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
John
S$121
includes taxes & fees
1 Sept - 2 Sept
9. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
Elspeth
S$112
includes taxes & fees
1 Sept - 2 Sept
10. East Rock Inn
East Rock InnGreat Barrington
ERIK
S$187
includes taxes & fees
22 Sept - 23 Sept
11. The Little Lion
The Little LionGreat Barrington
Anne
S$159
includes taxes & fees
1 Sept - 2 Sept
12. Wilder House Berkshires
Wilder House BerkshiresSheffield
Jennifer
S$273
includes taxes & fees
27 Aug - 28 Aug
13. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
Mervin
S$232
includes taxes & fees
27 Aug - 28 Aug
14. Changing Times Boutique Country Lodging
Changing Times Boutique Country LodgingCraryville
Thomas
S$284
includes taxes & fees
31 Aug - 1 Sept
15. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
S$155
includes taxes & fees
16 Sept - 17 Sept
16. The Red Lion Inn
The Red Lion InnStockbridge
Patricia
S$275
includes taxes & fees
8 Sept - 9 Sept
17. Granville House
Granville HouseHousatonic
Nicole
S$390
includes taxes & fees
3 Sept - 4 Sept
18. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Rinat
S$181
includes taxes & fees
15 Sept - 16 Sept
19. Micosta Leisure Inn
Micosta Leisure InnHudson
Andrea
S$184
includes taxes & fees
27 Aug - 28 Aug
20. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
Kris
S$96
includes taxes & fees
1 Sept - 2 Sept
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.
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.
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.
Mosquito Island
Commune with nature and explore the great outdoors at Mosquito Island during your travels in Copake Lake.
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.
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.
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
Top Hillsdale Hotel Reviews
The Yankee Inn
10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"Clean room, staff was easily accessible, wifi was good."
Berkshire Mountain Lodge
10/10 Excellent
"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"
Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
"Fine place to stay in the Lenox area."
voco James Newbury Hudson Valley by IHG
8/10 Good
"Great setting along the Hudson River. Kind of noisy . Lots of hard surfaces. Staff were very nice. Food was good. Needed a lite blanket, one on bed was heavy . Thanks for a lovely stay."
Pocketbook Hotel and Bath
10/10 Excellent
"Great spa"
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"OakโnโSpruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, itโs a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacobโs pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"I liked the balcony overlooking the lake"
St. Charles Hotel
8/10 Good
"A no-frills hotel, but super pet-friendly and with the friendliest , most helpful staff. Very close to Warren St,ots of shops and restaurants around!"
More cheap stays in Hillsdale
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
S$85
30 Aug - 31 Aug
includes taxes & fees
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
S$112
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (903 reviews)
Quality Inn Great Barrington
372 Main Street Great Barrington MA
S$131
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
S$173
7 Sept - 8 Sept
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
S$217
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (1,022 reviews)
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
S$376
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (66 reviews)
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