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

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Check prices for these dates

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

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Our top choices for Hillsdale hotels

Motel
Breakfast included
Hotel
Reserve now, pay later
Pet-friendly

1. The Brooks Motel

The Brooks Motel
Hillsdale
United States
Nelson
NZ$246
includes taxes & fees
26 Aug - 27 Aug
The Brooks Motel

2. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
NZ$352
includes taxes & fees
24 Aug - 25 Aug
Little Cat Lodge

3. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
NZ$173
includes taxes & fees
13 Sept - 14 Sept
Quality Inn Great Barrington

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
NZ$215
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

5. the Alander

the Alander
Copake
United States
Jerry
NZ$319
includes taxes & fees
30 Aug - 31 Aug
the Alander

6. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Kellee
NZ$670
includes taxes & fees
17 Sept - 18 Sept
Prospect Berkshires

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Lisa
NZ$364
includes taxes & fees
26 Aug - 27 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
John
NZ$160
includes taxes & fees
1 Sept - 2 Sept
Monument Mountain Motel

9. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
NZ$235
includes taxes & fees
13 Sept - 14 Sept
East Rock Inn

10. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
Elspeth
NZ$148
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires

11. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
NZ$296
includes taxes & fees
26 Aug - 27 Aug
Shaker Mill Inn

12. Wilder House Berkshires

Wilder House Berkshires
Sheffield
United States
Jennifer
NZ$367
includes taxes & fees
1 Sept - 2 Sept
Wilder House Berkshires

13. The Little Lion

The Little Lion
Great Barrington
United States
Anne
NZ$210
includes taxes & fees
1 Sept - 2 Sept
The Little Lion

14. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
Peter
NZ$127
includes taxes & fees
24 Aug - 25 Aug
Pleasant Valley Motel West Stockbridge

15. Granville House

Granville House
Housatonic
United States
Nicole
NZ$514
includes taxes & fees
26 Aug - 27 Aug
Granville House

16. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
Craryville
United States
Thomas
NZ$375
includes taxes & fees
31 Aug - 1 Sept
Changing Times Boutique Country Lodging

17. Micosta Leisure Inn

Micosta Leisure Inn
Hudson
United States
Andrea
NZ$242
includes taxes & fees
27 Aug - 28 Aug
Micosta Leisure Inn

18. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Patricia
NZ$375
includes taxes & fees
23 Sept - 24 Sept
The Red Lion Inn

19. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
NZ$205
includes taxes & fees
14 Sept - 15 Sept
Quality Inn Lee - Lenox South

20. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
NZ$126
includes taxes & fees
25 Aug - 26 Aug
Berkshire Travel Lodge
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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

Recent Reviews in Hillsdale

St. Charles Hotel

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!"
Gabriela 1-night trip
Posted less than an hour ago
St. Charles Hotel
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Lovely setting. Comfortable and well equipped townhouse. We are not much for the pool or mini golf type “activities” but we like the location near biking, hiking, theater and dance venues. And the ability to have meals in instead of using restaurants every meal. Looks like a great place for family vacations."
barbara 2-night trip
Posted 2 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Berkshires Untold

Berkshires Untold

8/10 Good
"We loved our stay and would return! The bar/lounge area is lovely and inviting. Super location to get to Lenox and Stockbridge. The rooms are motel style which isn't ideal and there are stairs/no elevator. Next time I would request an "even" room so as to not face the highway. Plentiful and easy parking."
Rachel 2-night trip
Posted 3 hours ago
Berkshires Untold
The Yankee Inn

The Yankee Inn

8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Luann 1-night trip
Posted 4 hours ago
The Yankee Inn
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"Clean."
Paul 1-night trip
Posted 7 hours ago
Howard Johnson by Wyndham Saugerties
The Whitlock

The Whitlock

8/10 Good
"The Whitlock is a lovely old inn, located right in the heart of Lenox and walkable to everything in town. The staff is also lovely. Our room was spacious and well layed out. [but for an ADA compliant walk in shower, you need more than grab bars - a rubber matt in the shower is a necessity!!] However, for a hotel that calls itself hi-end, it fell far short of that mark. First and foremost, the email communications with both Hotels.com and the The Whitlock were like a Marx Brothers skit: We were first told the check in would be at the Constance down the street, not at the Whitlock. When I asked the off-shore "team" about that, I was told that the Whitlock was under new management and no longer had off-site check-in. The additional info we received with attached links also did not work - the response: it will work the day of check in!!?? [ps - they were not "live" links, just a series of numbers and letters] It's great to try and streamline operations, but those operations MUST work, and the responses from the team must make sense!!!"
Paula M. 2-night trip
Posted 7 hours ago
The Whitlock
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
Evan M 1-night trip
Posted 7 hours ago
The Red Lion Inn
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 23 hours ago
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lenox

More cheap accommodation in Hillsdale

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
NZ$111
26 Aug - 27 Aug
includes taxes & fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
NZ$148
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (903 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
NZ$173
13 Sept - 14 Sept
includes taxes & fees
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
NZ$237
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (170 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
NZ$295
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (1,018 reviews)
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
NZ$465
31 Aug - 1 Sept
includes taxes & fees
Pocketbook Hotel and Bath

Frequently asked questions

What is the best area to stay in Hillsdale?
The best area to stay in Hillsdale is in and around the town centre, particularly near the intersection of Routes 23 and 22.This area is the heart of Hillsdale, where you'll find the majority of the town's shops, eateries, and local services. It's quite walkable, making it easy to pop into a cafe, browse a boutique, or pick up essentials. The general layout is a classic small-town main street, with buildings lining the roads and a few side streets branching off.Couples looking for a relaxing getaway often find this area ideal. It offers easy access to local establishments for dining and drinks, and many accommodations in this central zone provide a comfortable base for exploring the surrounding countryside or simply enjoying a quiet weekend.For those seeking a more secluded experience but still wanting to be close to amenities, staying slightly outside the immediate town centre, perhaps a short drive along Route 23 towards Catamount Mountain, can be a good option.
What are the best hotels in Hillsdale that travellers recommend?
For a highly recommended hotel in Hillsdale, consider The Brooks Motel.The Brooks Motel has a review rating of 7.4. Guests frequently mention the super comfy and clean beds, along with the modern and clean rooms. The customer service also receives excellent remarks. For those interested in outdoor activities, the motel is conveniently located near a ski area and Catamount Aerial Adventure Park, which is just 2.0 km away. The rooms feature premium bedding, Egyptian cotton sheets, and air conditioning, with some even offering a fireplace.
What are the best budget hotels in Hillsdale?
For a highly-rated budget hotel in Hillsdale, consider The Brooks Motel.The Brooks Motel has a review rating of 7.4. Guests frequently mention the super comfy and clean beds, along with modern and clean rooms. The customer service also receives excellent feedback. This motel offers useful amenities such as free WiFi and complimentary toiletries. For those interested in winter sports, there are ski areas, ski lifts, ski runs, and cross-country skiing all conveniently located nearby. Pets are also welcome to stay free of charge, and free self-parking is available.
What are the best hotels in Hillsdale near Catamount Aerial Adventure Park?
For a well-located hotel near Catamount Aerial Adventure Park in Hillsdale, The Brooks Motel is a highly-rated option.The Brooks Motel, with a 7.4 rating, is conveniently situated just 2.0 km from Catamount Aerial Adventure Park. This motel is particularly suitable for families and offers a range of amenities including free WiFi, free self-parking, and complimentary toiletries. Guests frequently praise the super comfy and clean beds, the modern and clean rooms, and the excellent customer service. For those interested in winter sports, the motel is also very close to various ski facilities, including ski areas, lifts, runs, downhill, and cross-country options. Additionally, it features kitchens in its rooms and welcomes pets at no extra charge.
When is the best time to go to Hillsdale?
The best time to visit Hillsdale is during the summer (June to August) for outdoor activities and autumn (September to October) for the stunning fall foliage.Summer in Hillsdale offers warm, sunny days superb for enjoying the natural beauty of the region. This is an ideal time for couples and families who want to explore hiking trails, visit local farms, or enjoy swimming in nearby lakes. The weather is generally pleasant for outdoor dining and wandering through the small town centre.Autumn transforms Hillsdale into a picturesque landscape, with the surrounding hills ablaze with red, orange, and gold leaves. This season is particularly popular with couples seeking a romantic getaway and anyone who appreciates scenic drives and photography.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Hillsdale.
How can I save on a hotel booking in Hillsdale with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Hillsdale hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Hillsdale?
Prices for hotels in Hillsdale often vary, but you can find a great deal from NZ$111 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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