Top 10 Hotels in Hillsdale, NY from NT$2,210 - Competitive Prices

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

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Go beyond your typical stay in Hillsdale

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Pool

Hot tub

Spa

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Cottage

Waterpark

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Our top choices for Hillsdale hotels

1. The Brooks Motel

Hillsdale

Nelson

NT$4,645

NT$5,202 total

includes taxes & fees

Aug 25 - Aug 26

2. Little Cat Lodge

Copake Falls

Kees

NT$6,279

NT$7,033 total

includes taxes & fees

Aug 25 - Aug 26

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

Great Barrington

Lisa

NT$6,201

NT$6,927 total

includes taxes & fees

Aug 30 - Aug 31

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

Great Barrington

BJORN

NT$3,919

NT$4,377 total

includes taxes & fees

Sep 23 - Sep 24

Standard Room, 2 Queen Beds, Non Smoking

5. Quality Inn Great Barrington

Great Barrington

Sisile

NT$2,952

NT$3,297 total

includes taxes & fees

Sep 13 - Sep 14

Superior Double Room, 1 King Bed, Garden View

6. Prospect Berkshires

Egremont

Kellee

NT$10,466

NT$12,758 total

includes taxes & fees

Sep 17 - Sep 18

7. the Alander

Copake

Jerry

NT$5,416

NT$6,066 total

includes taxes & fees

Aug 30 - Aug 31

8. The White Hart

Salisbury

William

NT$10,939

NT$12,580 total

includes taxes & fees

Aug 26 - Aug 27

9. Wilder House Berkshires

Sheffield

Jennifer

NT$5,589

NT$6,243 total

includes taxes & fees

Aug 27 - Aug 28

Superior Suite, Private Bathroom (Honeymoon - Pets Allowed)

Standard Apartment, Private Bathroom (Greylock - No Pets)

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

10. Shaker Mill Inn

West Stockbridge

Mervin

NT$5,703

NT$6,256 total

includes taxes & fees

Aug 26 - Aug 27

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

11. Granville House

Housatonic

Nicole

NT$8,761

NT$9,786 total

includes taxes & fees

Aug 26 - Aug 27

12. Monument Mountain Motel

Great Barrington

John

NT$2,724

NT$3,043 total

includes taxes & fees

Sep 1 - Sep 2

13. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Elspeth

NT$2,517

NT$2,811 total

includes taxes & fees

Sep 1 - Sep 2

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

14. East Rock Inn

Great Barrington

ERIK

NT$4,015

NT$4,485 total

includes taxes & fees

Sep 7 - Sep 8

15. Quality Inn Lee - Lenox South

Lee

Christine

NT$3,493

NT$3,902 total

includes taxes & fees

Sep 14 - Sep 15

16. The Little Lion

Great Barrington

Anne

NT$3,584

NT$4,003 total

includes taxes & fees

Sep 1 - Sep 2

17. Econo Lodge Lee - Great Barrington

Lee

Anna

NT$2,265

NT$2,530 total

includes taxes & fees

Sep 7 - Sep 8

18. Interlaken Inn & Resort

Lakeville

Stacie

NT$6,853

NT$7,881 total

includes taxes & fees

Sep 22 - Sep 23

19. Micosta Leisure Inn

Hudson

Andrea

NT$4,122

NT$4,617 total

includes taxes & fees

Aug 27 - Aug 28

20. Locust Tree Bed and Breakfast LLC

East Canaan

Regina

NT$3,345

NT$3,847 total

includes taxes & fees

Aug 25 - Aug 26

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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 center 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

Pocketbook Hotel and Bath

10/10 Excellent

"Great spa"

Quality Inn Great Barrington

8/10 Good

"Front desk staff was great! Simple hot breakfast was good. Plenty of onsite parking. Conveniently located close to the town and shops."

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"We really enjoyed staying at postcard, room were clean and everything was so organized and clean. Really like we can cook our food. Only thing is it will be great if you can put small mirror in the bathroom or room."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Oak’n’Spruce 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, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"It's an old property and it looks it with outdated interior and exterior, stains on really worn carpet, one light out in the room (we lived without it), tiny bathroom and towels so worn out they felt like sandpaper. However, the bed was exactly what I like: mattress was firm enough, bed linens were bright white, pillows were plump enough, and I slept decently. The blinds were truly light-blocking and they closed well. The reason we stayed here was to sleep overnight before heading home the next day, so that objective was achieved. Breakfast included bacon and buffet was stocked. Other breakfast guests were pleasant. Desk staff members did what they were supposed to do. There was a mini fridge, which I wanted so we could have cold drinks for the day we departed. As I recall from reserving two months ago, the rate was a good deal. Would not stay longer than one night, but for a single night, this was a problem-free experience."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"My only criticism is that I could hear conversations and a howling dog through the wall of our room. We were in 403, next to a premium corner. Also—not all premium rooms (4) look directly to the river. We first had one that had a river view if you looked between two buildings. I requested a change and was given a lesser quality room, no tub or nicer seating area but a full view. I noticed on my final bill that no adjustment was made for the downgraded room. Otherwise it’s a lovely place and we would happily stay here again—but wiser next time. Patrick Henry tavern next door makes an exceptional mushroom pizza—great crust. Breakfast is ok but fairly priced. Pancakes had an artificial taste and were stiff enough to frisbee. We had the Greek yoghurt parfait and asked for it to be served in a bowl rather than the wineglass. It was quite good. The oatmilk latte was excellent too."

Berkshires Untold

10/10 Excellent

"Great stay, friendly staff, met all of our needs."

Howard Johnson by Wyndham Saugerties

10/10 Excellent

"Very great stay and cleanest!"

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

10/10 Excellent

"Our entire stay was exemplary!"

More cheap stays in Hillsdale

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

NT$1,978

NT$2,210 total

Aug 25 - Aug 26

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

NT$2,517

NT$2,811 total

Aug 31 - Sep 1

includes taxes & fees

7.6/10 Good! (903 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

NT$2,952

NT$3,297 total

Sep 13 - Sep 14

includes taxes & fees

8.6/10 Excellent! (1,023 reviews)

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

1055 South Street Pittsfield MA

NT$3,887

NT$4,341 total

Sep 7 - Sep 8

includes taxes & fees

9.4/10 Exceptional! (171 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

NT$5,034

NT$5,623 total

Sep 14 - Sep 15

includes taxes & fees

9.2/10 Wonderful! (1,018 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

NT$7,140

NT$9,508 total

Aug 31 - Sep 1

includes taxes & fees

8.6/10 Excellent! (66 reviews)

Hotels in Hillsdale with star-rating

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 traveler data. Two other choices for your visit 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! You'll find that most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.

Where can I learn more about changing or cancelling my trip to Hillsdale?

To access more information about changing or cancelling your trip to Hillsdale, head over to our customer service page.

What's the best pet-friendly accommodation in Hillsdale?

The Brooks Motel is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Hillsdale.

Where is the best hotel to stay close to Catamount Aerial Adventure Park?

Catamount Lodging is one of the top choices for your stay based on our traveler data, and this aparthotel offers private balconies and free WiFi. It's located just a short 0.3 mi (0.5 km) from Catamount Aerial Adventure Park. Another good option is Holiday House Motel, located 1.2 mi (2 km) away.

What are some accommodations 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 with an onsite pool. View all hotels with pools in Hillsdale.

What is the best hotel near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What's it like staying in Hillsdale?

Visitors can enjoy all that Hillsdale has to offer including the coffeehouses and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 58 hotels and other accommodations to choose from. Find out more about Hillsdale.

What should I do while I'm visiting 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 agenda are Catamount Aerial Adventure Park and Catamount Ski Area. Check out what more to see and do in Expedia's Hillsdale guide.

What's the weather like in Hillsdale?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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Find hotels in Hillsdale, NY from NT$2,210

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillsdale

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hillsdale hotels

1. The Brooks Motel

2. Little Cat Lodge

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

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

5. Quality Inn Great Barrington

6. Prospect Berkshires

7. the Alander

8. The White Hart

9. Wilder House Berkshires

10. Shaker Mill Inn

11. Granville House

12. Monument Mountain Motel

13. Travelodge by Wyndham Great Barrington Berkshires

14. East Rock Inn

15. Quality Inn Lee - Lenox South

16. The Little Lion

17. Econo Lodge Lee - Great Barrington

18. Interlaken Inn & Resort

19. Micosta Leisure Inn

20. Locust Tree Bed and Breakfast LLC

Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

Copake Lake

Hillsdale Town Hall

Mosquito Island

Community Library

Roe Jan Brewing Co.

Learn more about Hillsdale

Top Hillsdale Hotel Reviews

Pocketbook Hotel and Bath

Quality Inn Great Barrington

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Holiday Inn Club Vacations Oak 'n Spruce Resort

Best Western Plus Berkshire Hills Inn & Suites

voco James Newbury Hudson Valley by IHG

Berkshires Untold

Howard Johnson by Wyndham Saugerties

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

More cheap stays in Hillsdale

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Great Barrington

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

The Yankee Inn

Pocketbook Hotel and Bath

Hotels in Hillsdale with star-rating

Frequently asked questions

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