Find hotels in Hillsdale, NY from AED 259

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Our top choices for Hillsdale hotels

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (124 reviews)
"So peaceful and beautiful. Very clean ! "
United States
Asanda
The Brooks Motel

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 281
AED 313 total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (815 reviews)
"Room was very well designed and clean. The woman who worked at the desk was wonderful!"
United States
Cynthia
Monument Mountain Motel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AED 511
AED 570 total
includes taxes & fees
19 Jan - 20 Jan
Element Lenox Berkshires

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (127 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is AED 474
AED 670 total
includes taxes & fees
14 Jan - 15 Jan
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AED 359
AED 401 total
includes taxes & fees
2 Feb - 3 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 444 total
includes taxes & fees
14 Jan - 15 Jan
Locust Tree Bed and Breakfast LLC

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.2 out of 10, Very Good, (16 reviews)
"The front desk was very helpful in making sure we had a good stay. "
United States
Mark
The price is AED 695
AED 951 total
includes taxes & fees
2 Feb - 3 Feb
Pocketbook Hotel and Bath

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AED 275
AED 308 total
includes taxes & fees
14 Jan - 15 Jan
Travelodge by Wyndham Great Barrington Berkshires

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (719 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is AED 393
AED 439 total
includes taxes & fees
15 Jan - 16 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AED 296
AED 330 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was great! "
Canada
Daphne
The price is AED 372
AED 415 total
includes taxes & fees
20 Jan - 21 Jan
The Yankee, Trademark Collection by Wyndham

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
14 Jan - 15 Jan
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (810 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is AED 362
AED 487 total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18 reviews)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 740
AED 949 total
includes taxes & fees
10 Feb - 11 Feb
Prospect Berkshires

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, (1,006 reviews)
"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 AED 360
AED 402 total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (440 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is AED 404
AED 443 total
includes taxes & fees
14 Jan - 15 Jan
Shaker Mill Inn

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (86 reviews)
"Clean room, and helpful check in staff. "
United States
Grant
The price is AED 328
AED 355 total
includes taxes & fees
4 Feb - 5 Feb
Spark by Hilton West Coxsackie

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (128 reviews)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is AED 436
AED 506 total
includes taxes & fees
14 Jan - 15 Jan
Nautical Nest

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very Good, (989 reviews)
"Great little property for travelers needing a short stay. Not too much to do in the immediate area but rooms were clean and everything was fresh and updated."
United States
Vincent
The price is AED 393
AED 424 total
includes taxes & fees
8 Feb - 9 Feb
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
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

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.

Red and Green Norway Maple Trees and Wood Fence

Top Hillsdale Hotel Reviews

More cheap stays in Hillsdale

Hotels in Hillsdale with star-rating

Find out more about Hillsdale

Top reasons to visit Hillsdale

  • Skiing Adventures: Hillsdale is a haven for ski enthusiasts, with nearby resorts offering thrilling slopes and scenic ski fields.
  • Outdoor Exploration: Surrounding national and state parks provide ample opportunities for hiking, boating, and enjoying nature.
  • Vibrant Live Music Scene: After a day outdoors, unwind with the local live music offerings that enhance the Hillsdale experience.
  • Charming Neighborhoods: Explore friendly neighborhoods with stunning scenery, perfect for leisurely strolls.
  • Diverse Accommodations: Enjoy a range of lodging options, from cozy bed and breakfasts to unique agritourism stays.

Find great hotels near Hillsdale

Experience the charm of Hillsdale, New York, with a range of hotel accommodations that cater to every traveler's needs. From cozy bed and breakfasts to unique agritourism properties, you'll find family-friendly and pet-friendly options perfect for adventure seekers. Discover the best hotels in the area and read reviews to ensure a memorable stay in this picturesque destination.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort is a family-friendly haven located 22.5km from Hillsdale, perfect for those seeking adventure and leisure. The resort features a variety of outdoor activities, including nearby snow tubing, skiing, and hiking, ideal for thrill-seekers. Families will appreciate the on-site amenities like an arcade game room, a shared playground, and mini-golf, ensuring fun for guests of all ages. With a focus on creating memorable experiences, this resort is perfect for both business travelers and vacationers looking for an adventurous getaway.
  • Quality Inn: Situated 12.9km from Hillsdale, Quality Inn is an excellent choice for adventure and business travelers alike. This hotel offers easy access to nearby recreational activities, including skiing, snow tubing, and hiking. Guests can enjoy comfortable accommodations with essential amenities, making it a suitable base for exploring the great outdoors. Whether you're here for business or to experience the thrill of winter sports, Quality Inn provides a welcoming environment for all.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 14.5km from Hillsdale, this hotel caters to both business travelers and the LGBTQIA community, making it a welcoming space for everyone. With its modern accommodations and commitment to inclusivity, guests can enjoy a comfortable stay while being part of a diverse environment. The hotel offers essential amenities and is conveniently situated for exploring local attractions, ensuring a pleasant experience for all visitors.

Where to stay near Hillsdale

Hillsdale, New York, offers a delightful blend of adventure and relaxation, perfect for ski enthusiasts and families alike. Explore the charming neighborhoods full of friendly faces and stunning scenery, all within walking distance of the city center. Whether you're seeking a romantic getaway or a family-friendly retreat, you'll find the ideal atmosphere to unwind and enjoy. Discover the convenience and beauty of the Hillsdale area for an unforgettable vacation experience.

  • Great Barrington: Nestled 12.9km from Hillsdale, Great Barrington is a vibrant city renowned for its outdoor adventures and winter sports. The town's appeal peaks in the summer months from June to August, drawing visitors eager to experience its skiing opportunities, including ski resorts and fields. Nature lovers will appreciate the nearby lakes, mountains, and parks, perfect for hiking, picnicking, and enjoying the stunning landscapes. With a charming downtown area filled with eclectic shops and eateries, Great Barrington promises a delightful travel experience year-round.
  • Stockbridge: Located 20.9km from Hillsdale, Stockbridge is a charming city that captivates travelers with its romantic atmosphere and cultural richness. Popular from July to September, visitors flock here to enjoy music concerts, theater performances, and other entertainment-themed events. The town is home to significant landmarks, including beautiful lakes, monuments, and places of worship, all contributing to its unique character. Stockbridge is the perfect destination for those looking to immerse themselves in art and culture while enjoying the picturesque surroundings.
  • Craryville: Just 4.8km away from Hillsdale, Craryville is a hidden gem for outdoor enthusiasts and adventure seekers. With a moderate seasonal influx of visitors, particularly from January to December, this city offers thrilling skiing experiences, including access to ski fields and resorts. Nature lovers will find bliss in the nearby lakes, majestic mountains, and the national state park, making it an ideal spot for hiking, camping, and appreciating the great outdoors. Craryville's close-knit community and tranquil environment provide a refreshing escape from the hustle and bustle.

Things to do in and around Hillsdale

Hillsdale, New York, is a fantastic destination for ski enthusiasts and adventure seekers. Visitors can enjoy a variety of activities including skiing at nearby resorts and exploring scenic ski fields. Additionally, the area offers a vibrant live music scene, enhancing the overall experience for those looking to relax and unwind after a day of outdoor fun. Hillsdale promises an exciting getaway filled with sports and entertainment.

Shopping

In Hillsdale, you can find unique gifts at Hoffman's Pottery, Charles H. Baldwin & Sons, and Ebenezer II Gifts and Antiques, all located 20.9km away. If you're up for a drive, these charming stores offer a delightful shopping experience filled with local craftsmanship and treasures.

Recreation

Tanglewood Music Center offers a vibrant atmosphere with world-class performances, perfect for music lovers. For relaxation, Lake Mansfield Park provides a tranquil setting with scenic views and peaceful walking paths. Meanwhile, Greenock Country Club invites outdoor enthusiasts to enjoy a round of golf in a stunning natural landscape.

Adventure

Experience thrilling skiing at Catamount Ski Area, located 3.2km from Hillsdale, perfect for snow enthusiasts. For an adrenaline rush, try the Catamount Aerial Adventure Park, an exciting zipline and ropes course in town. Enjoy scenic hiking along the Housatonic River Walk, located 14.5km away.

Nightlife

Experience the vibrant nightlife by catching a show at the Mahaiwe Performing Arts Center, just 12.9km away, or enjoy a performance at the Mac-Haydn Theatre, located 20.9km from Hillsdale. Don’t miss the Ancram Opera House, 17.7km away, for a unique cultural experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Hillsdale

To save money on your trip to Hillsdale, consider visiting during the cheaper months of January or March to April, with Tuesdays being the least expensive days for accommodation. Use Expedia to compare hotel rates and find great deals, especially by selecting Eco-certified options for sustainable stays. Look for package deals that combine flights and activities for additional savings. Additionally, explore free activities in the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Hillsdale are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Hillsdale is Tuesday. The most expensive day to stay in Hillsdale is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your preferences, such as your budget, desired location, and type of hotel you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Hillsdale with your flights and activities through an Expedia package deal.

Find the best attractions near Hillsdale

Hillsdale, New York, is an ideal destination for ski enthusiasts and adventure seekers. Surrounded by stunning natural landscapes, visitors can explore national and state parks, nature reserves, and serene lakes. The area offers a variety of outdoor activities and cultural experiences, making it perfect for travelers looking to immerse themselves in nature and adventure.

  • Taconic State Park: Located 6.4km from Hillsdale, Taconic State Park offers breathtaking scenery and outdoor adventure. Explore hiking trails, serene lakes, and picnic areas surrounded by lush forests, making it perfect for nature enthusiasts and families alike.
  • National Shrine of the Divine Mercy: Situated 20.9km away, this serene shrine is a place of spiritual reflection and cultural significance. Visitors can experience tranquil gardens, beautiful chapels, and various religious events, promoting a sense of peace and community.
  • Norman Rockwell Museum: Just 19.3km from Hillsdale, this art museum showcases the iconic works of Norman Rockwell. Dive into American culture through stunning illustrations, exhibits, and interactive displays that celebrate storytelling through art.

Best time to go to Hillsdale

The best time to visit Hillsdale is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly CloudySlightly HighSlightly Low
February26.6°F (-3.0°C)Light RainMostly CloudySlightly HighAverage
March34.5°F (1.4°C)Light RainMostly CloudySlightly LowSlightly Low
April46.2°F (7.9°C)Light RainMostly CloudyAverageSlightly Low
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
July72.0°F (22.2°C)Light RainMostly SunnySlightly HighSlightly High
August70.0°F (21.1°C)Light RainMostly SunnyAverageSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
October51.6°F (10.9°C)Light RainMostly SunnySlightly LowSlightly High
November39.4°F (4.1°C)Light RainMostly SunnyAverageAverage
December31.3°F (-0.4°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Hillsdale

If you're planning to visit Hillsdale, New York, there are several major airports to consider. Bradley International Airport (BDL) in Hartford, CT, is 74.0km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. Albany International Airport (ALB) is 67.6km from Hillsdale, with options such as the Park Manor Hotel and The Landing Hotel, both 12.9km away. Lastly, Stewart International Airport (SWF) in Newburgh, NY, is 88.5km away, with hotels like The Dutchess Inn and Spa at Beacon, only 9.7km from the airport. Transportation services are available from these hotels to their respective airports.

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?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This vacation home rental outside Hillsdale offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. You can relax into your vacation with a selection of games and a hot tub. 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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