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

Find hotels in Hillsdale, NY from Rp1.231.588

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Check prices for these dates

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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Our top choices for Hillsdale hotels

Breakfast included
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Pet-friendly

1. The Brooks Motel

The Brooks Motel
Hillsdale
United States
Alexis
Rp2.604.134
Rp2.916.632 total
includes taxes & fees
13 Aug - 14 Aug
The Brooks Motel

2. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Jolie
Rp3.179.920
Rp3.561.508 total
includes taxes & fees
13 Aug - 14 Aug
Little Cat Lodge

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Lisa
Rp3.456.011
Rp3.860.363 total
includes taxes & fees
19 Aug - 20 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

4. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Lynn
Rp1.654.822
Rp1.848.437 total
includes taxes & fees
2 Sept - 3 Sept
Quality Inn Great Barrington

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Kathleen
Rp2.357.652
Rp2.633.426 total
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

6. the Alander

the Alander
Copake
United States
Jerry
Rp2.663.250
Rp2.982.840 total
includes taxes & fees
13 Aug - 14 Aug
the Alander

7. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
John
Rp1.518.053
Rp1.695.603 total
includes taxes & fees
1 Sept - 2 Sept
Monument Mountain Motel

8. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
jennifer
Rp1.411.019
Rp1.576.108 total
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires

9. Micosta Leisure Inn

Micosta Leisure Inn
Hudson
United States
philippe
Rp2.384.086
Rp2.670.220 total
includes taxes & fees
16 Aug - 17 Aug
Micosta Leisure Inn

10. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
Rp1.205.439
Rp1.350.113 total
includes taxes & fees
13 Aug - 14 Aug
Berkshire Travel Lodge

11. The Yankee Inn

The Yankee Inn
Lenox
United States
Larry
Rp2.947.065
Rp3.291.871 total
includes taxes & fees
7 Sept - 8 Sept
The Yankee Inn

12. Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
United States
Shruti
Rp1.997.753
Rp2.237.269 total
includes taxes & fees
13 Aug - 14 Aug
Chatham Travel Lodge

13. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
Rp2.023.715
Rp2.260.490 total
includes taxes & fees
9 Sept - 10 Sept
Best Western Plus Berkshire Hills Inn & Suites

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
Rp1.912.913
Rp2.136.724 total
includes taxes & fees
31 Aug - 1 Sept
Quality Inn Lee - Lenox South

15. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
United States
Christian
Rp1.962.567
Rp2.119.571 total
includes taxes & fees
23 Aug - 24 Aug
Spark by Hilton West Coxsackie

16. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Kellee
Rp6.177.048
Rp7.498.226 total
includes taxes & fees
7 Sept - 8 Sept
Prospect Berkshires

17. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Andrea
Rp1.689.582
Rp2.286.277 total
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

18. Wilder House Berkshires

Wilder House Berkshires
Sheffield
United States
Jennifer
Rp3.581.018
Rp3.999.997 total
includes taxes & fees
16 Aug - 17 Aug
Wilder House Berkshires

19. The Little Lion

The Little Lion
Great Barrington
United States
Linda
Rp2.009.362
Rp2.244.458 total
includes taxes & fees
1 Sept - 2 Sept
The Little Lion

20. Nautical Nest

Nautical Nest
Hudson
United States
Jill D
Rp2.764.883
Rp3.207.263 total
includes taxes & fees
24 Aug - 25 Aug
Nautical Nest
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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.

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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"A beautiful, spacious and conveniently located suite just a few minutes away that everything the Berkshires have to offer. I really love this place!"
Karilyn 2-night trip
Posted 1 hour ago
Berkshire Mountain Lodge
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The room was incredibly clean! Much better than I expected,, fridge was was a welcome option, and they could not have been more pleasant and helpful at the front desk , especially Brian. We did not stay for the breakfast, but it looked pretty decent for being complementary."
Susan 1-night trip
Posted 1 hour ago
Quality Inn Great Barrington
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!"
John and Meryl 1-night trip
Posted 4 hours ago
The Cornell Inn, Lenox & The Berkshires
voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

8/10 Good
"Stayed one night. Hotel was beautifully situated by the Hudson river and landscape was amazing and well maintained. Room was clean and staffs were friendly. But not quite recommend their breakfast."
Hee 1-night trip
Posted 6 hours ago
voco James Newbury Hudson Valley by IHG
The Yankee Inn

The Yankee Inn

8/10 Good
"The room was clean. Linens in good shape. Good access to lots of activities nearby. Breakfast can be crowded. Go early."
Lucy 2-night trip
Posted 2 days ago
The Yankee Inn
St. Charles Hotel

St. Charles Hotel

8/10 Good
"It’s basic, it’s simple, it gets the job done. I didn’t use the shower, but the sink water pressure was a little lower than preferred. It’s in a fantastic location at a great price for what you need. Clean rooms. Didn’t think it would be clean when I walked in, but it totally was. 2 small kids wanted to watch TV, and the WiFi wasn’t strong enough, that was the main issue for my stay. It did however work for iPads. What I will commend was that the owner (presumably) picked up the phone right away and sent the manager to help. It didn’t for the TV, but at least the iPads worked. A few WiFi extenders is likely all that’s needed. I’d definitely stay again. Thanks again St, Charles! And owner and manager."
Robert 1-night trip
Posted 3 days ago
St. Charles Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Susan 1-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 2 weeks ago
FairBridge Inn Express

More cheap stays in Hillsdale

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
Rp1.102.585
Rp1.231.588 total
6 Sept - 7 Sept
includes taxes & fees
5.4/10 (870 reviews)
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
Rp1.402.645
Rp1.566.755 total
9 Sept - 10 Sept
includes taxes & fees
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
Rp1.654.822
Rp1.848.437 total
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Quality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
Rp2.325.905
Rp2.598.035 total
9 Sept - 10 Sept
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
Rp2.947.065
Rp3.291.871 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,023 reviews)
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
Rp3.600.778
Rp4.876.198 total
2 Sept - 3 Sept
includes taxes & fees
Pocketbook Hotel and Bath

Frequently asked questions

Where is the best place to stay in Hillsdale?
Located 20.3 mi (32.7 km) from the heart of Hillsdale, The Yankee Inn is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Berkshire Mountain Lodge and FairBridge Inn Express. See all available top hotels, or vacation rentals in Hillsdale.
If I need to cancel my hotel reservation in Hillsdale, will I receive a refund?
Yes! Most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.
What's the best dog-friendly place to stay in Hillsdale?
The Brooks Motel is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Hillsdale.
What are some accommodation options with pools in Hillsdale?
The Yankee Inn: Features a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG are a couple of other choices that feature an on-site pool. View all hotels with pools in Hillsdale.
What's it like staying in Hillsdale?
Visitors can enjoy all that Hillsdale has to offer, including the coffee shops and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 59 hotels and other accommodation options to choose from. Find out more about Hillsdale.
What should I see while I'm in Hillsdale?
The picturesque setting of Copake Lake and Mosquito Island exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Catamount Aerial Adventure Park and Catamount Ski Area. Take a look at what more there is to see and do in Expedia's Hillsdale guide.
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.

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