Find hotels in Hillsdale, NY from ￥11,837

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Our top choices for Hillsdale hotels

Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (124)
Stay at this inviting Hillsdale motel near Catamount Aerial Adventure Park. Enjoy premium bedding after a day of skiing and snowboarding in the area. Convenient amenities include free WiFi and parking.
"So peaceful and beautiful. Very clean ! "
United States
Asanda
The Brooks Motel
Balcony
Chatham Travel Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (214)
Peaceful countryside motel offers daily housekeeping, free WiFi, and complimentary parking. Explore nearby attractions like The Mac-Haydn Theatre or Shaker Museum, with convenient access to Hudson Station and airport.
"Room is clean but bed uncomfortable"
United States
Vivian
The price is ￥18,164
￥20,344 total
includes taxes & fees
Feb 7 - Feb 8
Chatham Travel Lodge
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ￥66,559
￥73,016 total
includes taxes & fees
Jan 20 - Jan 21
Inn at Kenmore Hall
In-room safe, blackout drapes, iron/ironing board, free WiFi
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.2 out of 10, Very Good, (14)
Experience modern comfort in Hudson's historic district, complete with a relaxing full-service spa and convenient cafe. Just minutes from Hudson Area Library and within walking distance of local attractions, this refined retreat offers complimentary WiFi.
"lovely place!"
United States
Samyuktha
The price is ￥27,765
￥38,452 total
includes taxes & fees
Jan 27 - Jan 28
Pocketbook Hotel and Bath
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (145)
Set in Salisbury near Mount Frissell, this historic hotel welcomes you with free breakfast and WiFi. After exploring nearby Hanging Rock Park, relax in the garden or enjoy a drink at the bar while savoring the terrace views.
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
United States
Jeanette
The price is ￥36,848
￥42,376 total
includes taxes & fees
Jan 12 - Jan 13
The White Hart
Front of property
it's a good thing

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
Escape to this elegant retreat offering free continental breakfast and WiFi near Clinton Vineyards. Rooms feature refrigerators and microwaves, while outdoor spaces include a garden and terrace. Stanford Recreation Park and Rhinecliff Station are conveniently accessible.
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
Luxurious B&B featuring a seasonal outdoor pool and beautiful terrace surrounded by nature. Enjoy complimentary breakfast before hiking nearby trails or kayaking. Just minutes from Tanglewood Music Center with free WiFi and parking for seamless exploration.
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is ￥59,809
￥72,351 total
includes taxes & fees
Feb 3 - Feb 4
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Restaurant
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
Relax at this inviting lodge near Catamount Ski Area featuring a seasonal outdoor pool and restaurant. After adventures, unwind in the sauna or garden, or sip drinks at the bar while enjoying free breakfast, WiFi, and parking.
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
Indoor pool
Comfort Inn Saugerties

Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
Saugerties
7.2 out of 10, Good, (715)
Conveniently situated in Saugerties, this welcoming hotel offers free breakfast and WiFi. The indoor pool provides year-round relaxation, while Kiwanis Ice Arena and HITS-on-the-Hudson are just minutes away.
"This hotel is accommodating homeless people in the cold weather. ( I appreciate the need). I would have liked to know that before… my stay was diminished because I felt like I was staying at a homeless shelter and not a hotel that I paid $$ for. We won’t stay there again. "
United States
Janet
The price is ￥22,409
￥25,097 total
includes taxes & fees
Jan 13 - Jan 14
Comfort Inn Saugerties
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (653)
Set in Lee, this motel offers fun mini golf on the property and free continental breakfast each morning. Just a short drive from Greenock Country Club and shopping at Lee Premium Outlets, guests appreciate the attentive staff and convenient free parking.
"The room was clean and the service adequate"
United States
David
The price is ￥11,714
￥13,085 total
includes taxes & fees
Jan 21 - Jan 22
Econo Lodge Lee - Great Barrington
Indoor pool
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1001)
Surprisingly peaceful despite highway proximity, this hotel offers relaxing amenities including a sauna and garden. The helpful staff, convenient location near Kiwanis Ice Arena, plus in-room refrigerators make for a comfortable stay.
"Easy check in, friendly staff. "
United States
Daniel
The price is ￥17,070
￥19,119 total
includes taxes & fees
Jan 8 - Jan 9
Howard Johnson by Wyndham Saugerties
View from room
Diamond Mills Resort

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (349)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is ￥29,684
￥37,160 total
includes taxes & fees
Jan 13 - Jan 14
Diamond Mills Resort
Exterior
Overlook Hotel

Overlook Hotel

Overlook Hotel
2.0 star property
Saugerties
8.6 out of 10, Excellent, (26)
Scenic Catskills hotel with free parking and WiFi, just minutes from popular Saugerties attractions. Explore local sites with ease while enjoying daily housekeeping services. Hudson's cultural scene is a short drive away for day trips.
"Owners were super friendly and location was great! "
United States
Elliott
The price is ￥32,614
￥36,529 total
includes taxes & fees
Jan 21 - Jan 22
Overlook Hotel
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
Set in Lee, this B&B offers serene escapes with an outdoor pool and rejuvenating massages. Explore nearby National Shrine of Divine Mercy while enjoying free breakfast, WiFi, and parking. The 24-hour fitness center and garden create a peaceful country getaway.
"Well-run and elegant property. "
United States
Steven
The price is ￥37,396
￥43,860 total
includes taxes & fees
Jan 11 - Jan 12
The Inn at Stockbridge
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (461)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ￥10,569
￥11,837 total
includes taxes & fees
Jan 11 - Jan 12
Berkshire Travel Lodge
Exterior
the Alander

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (194)
Discover tranquility at this countryside lodge featuring the North Star restaurant serving American cuisine for dinner. Enjoy free WiFi and parking while exploring nearby Undermountain Golf Course and Copake Town Park. Rooms offer rainfall showerheads for extra comfort.
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is ￥20,358
￥22,803 total
includes taxes & fees
Jan 8 - Jan 9
the Alander
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
Set amid East Chatham's natural beauty, this charming B&B welcomes guests with daily buffet breakfast and complimentary WiFi. Explore nearby Queechy Lake and Hand Hollow State Forest, with Albany Airport just 44 minutes away.
"Great stay, comfortable place"
United States
barry
The price is ￥20,203
￥22,627 total
includes taxes & fees
Jan 8 - Jan 9
Inn at Silver Maple Farm
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
This charming 4-star retreat offers complimentary self-parking and WiFi in a serene setting. Explore nearby Mount Frissell and Scoville Memorial Library, or enjoy seasonal outdoor adventures like snowboarding and canoeing.
"Nice room. "
South Korea
JeongHoon
The price is ￥77,321
￥88,920 total
includes taxes & fees
Jan 14 - Jan 15
9 Academy
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1000)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transportation Center, this hotel offers peaceful accommodations with an indoor pool. Enjoy the fitness center, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theater.
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is ￥15,347
￥17,143 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Center. Close to Colonial Theater and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ￥13,331
￥14,890 total
includes taxes & fees
Jan 19 - Jan 20
Berkshire Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

3.0/5 (2 reviews)
You can take time to visit Catamount Aerial Adventure Park during your travels to Hillsdale. Discover the area's mountain views and seek out the hiking trails.
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Copake Lake

Commune with nature and explore the great outdoors at Copake Lake during your travels in Copake Lake.
See properties

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
Red and Green Norway Maple Trees and Wood Fence

Top Hillsdale Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Very good "
Fernando 5-night trip
Posted 2 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in Hillsdale

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is ￥12,371 per night from Jan 8 to Jan 9
￥12,371
￥13,818 total
Jan 8 - Jan 9
includes taxes & fees
7.4/10 Good! (827 reviews)

Frequently asked questions

Where is the best place to stay in Hillsdale?
Based on Expedia's traveler preferences, The Brooks Motel is a top place to stay in Hillsdale. Two other choices for your visit to the area are The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Hillsdale.
What's the top vacation rental in Hillsdale?
Hamptons on the Hudson in South Saugerties: This vacation home rental outside of Hillsdale is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all 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. Hudson valley and The Berkshires Cottage is another option for a stay with your pet. 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, Trademark Collection by Wyndham: Offers a seasonal outdoor pool, an indoor pool, and buffet. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Berkshire Mountain Lodge 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 65 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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