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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, (127 reviews)
"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "
United States
Michael
The Brooks Motel

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
"Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. "
United States
Cameron
The price is SAR 253
SAR 284 total
includes taxes & fees
3 Feb - 4 Feb
Berkshire Travel Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is SAR 375
SAR 420 total
includes taxes & fees
3 Feb - 4 Feb
Chatham Travel Lodge

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.0 out of 10, Very Good, (21 reviews)
"The front desk was very helpful in making sure we had a good stay. "
United States
Mark
The price is SAR 760
SAR 1,029 total
includes taxes & fees
3 Mar - 4 Mar
Pocketbook Hotel and Bath

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (93 reviews)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
United States
Jennifer
The price is SAR 653
SAR 729 total
includes taxes & fees
3 Feb - 4 Feb
Granville House

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (125 reviews)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
Canada
Sarah
The price is SAR 313
SAR 338 total
includes taxes & fees
1 Mar - 2 Mar
Catskill Motor Court Motel

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is SAR 300
SAR 336 total
includes taxes & fees
16 Feb - 17 Feb
FairBridge Inn Express

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 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is SAR 1,161
SAR 1,404 total
includes taxes & fees
16 Feb - 17 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (488 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is SAR 361
SAR 389 total
includes taxes & fees
3 Mar - 4 Mar
Red Ranch Motel

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is SAR 525
SAR 594 total
includes taxes & fees
1 Mar - 2 Mar
Jenny's Country Manor

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (198 reviews)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is SAR 446
SAR 500 total
includes taxes & fees
3 Feb - 4 Feb
the Alander

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is SAR 371
SAR 415 total
includes taxes & fees
22 Feb - 23 Feb
The Central Downtown Inn & Suites

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (168 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is SAR 598
SAR 688 total
includes taxes & fees
3 Feb - 4 Feb
Blackberry River Inn

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.2 out of 10, Very Good, (207 reviews)
"Great for what it is. Not fancy, but some good amenities: frig, microwave. Also clean. "
United States
Gary
The price is SAR 375
SAR 405 total
includes taxes & fees
8 Feb - 9 Feb
Four Seasons Motel

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is SAR 2,157
SAR 2,366 total
includes taxes & fees
3 Feb - 4 Feb
Inn at Kenmore Hall

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
"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 SAR 316
SAR 353 total
includes taxes & fees
8 Feb - 9 Feb
Berkshire Inn

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, (143 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is SAR 446
SAR 644 total
includes taxes & fees
3 Feb - 4 Feb
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25 reviews)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is SAR 896
SAR 1,050 total
includes taxes & fees
3 Feb - 4 Feb
The Inn at Stockbridge

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (136 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
Micosta Leisure Inn
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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

  • Thrilling Ski Resorts: Hillsdale is ideal for ski enthusiasts, offering scenic ski fields and resorts for an exciting winter getaway.
  • Outdoor Adventures: Explore nearby state parks, nature reserves, and lakes, perfect for hiking, fishing, and relaxation.
  • Vibrant Local Scene: Enjoy live music events and a lively atmosphere that enhances your vacation experience.
  • Charming Accommodations: Choose from cozy agritourism properties and welcoming bed & breakfasts for a unique stay.
  • Friendly Community: Experience the warmth of local hospitality and discover charming spots perfect for families and couples.

Find great hotels near Hillsdale

Discover the charm of Hillsdale, New York, where a variety of lodging options await you, including cozy agritourism properties and welcoming bed & breakfasts. Perfect for families and pet-friendly travelers, these accommodations offer unique experiences for adventure seekers. With numerous hotels boasting positive reviews and exceptional amenities, you’re sure to find the ideal place to unwind and explore the beauty of the region.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the scenic Berkshires, this 3.5-star resort is perfect for families and ski enthusiasts. Located 22.5km from Hillsdale, it offers a range of family-oriented amenities, including an arcade game room, mini-golf, and a playground for children. The resort's proximity to ski shuttles and lifts makes it an ideal base for winter sports lovers, ensuring a memorable family vacation experience.
  • Quality Inn: Situated 12.9km from Hillsdale, Quality Inn caters to business travelers and adventure seekers alike. With a strong emphasis on outdoor activities, guests can enjoy nearby skiing lessons, downhill skiing, snowboarding, and hiking or biking trails. The hotel's focus on adventure sports ensures that your stay will be filled with excitement and opportunities to explore the beautiful surroundings.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 14.5km from Hillsdale, this hotel proudly welcomes LGBTQIA travelers and offers a comfortable atmosphere for business trips. With its affiliation to LGBTQI travel guides, the property ensures an inclusive environment. Guests will appreciate modern accommodations and convenient access to local attractions, making it a great choice for both business and leisure stays.

Where to stay near Hillsdale

Hillsdale, New York, is a gem for those seeking adventure and relaxation. Nestled in a scenic area, it offers easy access to ski resorts and outdoor activities. Just a short walk from the city center, you’ll find friendly locals and charming spots perfect for families and couples alike. Enjoy a peaceful atmosphere while exploring the beautiful surroundings, making your stay truly memorable.

  • Great Barrington: Located 12.9km from Hillsdale, Great Barrington is a vibrant city renowned for its outdoor adventures and cultural experiences. Visitors flock to this area primarily between June and August for its skiing and sports offerings. The nearby ski resorts provide ample opportunities for winter sports enthusiasts. Beyond winter activities, the scenic landscapes featuring lakes, mountains, and parks promise a memorable escape into nature. Great Barrington also boasts charming shops and eateries, making it a delightful destination for those seeking both adventure and relaxation.
  • Stockbridge: Just 20.9km away from Hillsdale, Stockbridge is a city steeped in romance and culture. Peak visitor arrivals occur between July and September, as tourists are drawn to its rich arts scene, including music concerts and theater performances. The city's picturesque lakes and historical monuments offer serene spots for leisurely strolls. Additionally, visitors can find places of worship that reflect the town's cultural heritage. Stockbridge is perfect for couples and families looking to immerse themselves in a blend of entertainment and natural beauty.
  • Craryville: Only 4.8km from Hillsdale, Craryville is a charming city that captivates outdoor enthusiasts year-round. With a peak travel season running throughout the year, visitors are attracted to its adventure-filled options, including skiing at the local resorts. The stunning proximity to lakes, mountains, and national state parks provides endless opportunities for hiking, fishing, and exploring the great outdoors. Craryville is an ideal base for those who crave adventure while enjoying the natural splendor of the region.

Things to do in and around Hillsdale

Hillsdale offers a perfect getaway for ski enthusiasts and adventure seekers with its scenic ski fields and resorts. Visitors can enjoy thrilling outdoor activities while soaking in the beautiful landscape. Additionally, the vibrant local scene features live music events, providing a lively atmosphere to enhance your vacation experience.

Shopping

In Hillsdale, you can explore Hoffman's Pottery, Charles H. Baldwin & Sons, and Ebenezer II Gifts and Antiques, all offering unique gifts and souvenirs. If you're up for a drive, these stores are located 20.9km away from Hillsdale, providing even more shopping options.

Recreation

Tanglewood Music Center offers an enriching experience with captivating concerts, just 25.7km from Hillsdale. For relaxation, Lake Mansfield Park provides a tranquil setting for leisurely walks and picnics, located 12.9km away. Alternatively, enjoy outdoor sports at Greenock Country Club, also 25.7km from Hillsdale.

Adventure

Experience thrilling skiing at Catamount Ski Area, located 3.2km from Hillsdale, where you can enjoy exhilarating slopes and sports vibes. For an adventurous day, visit Catamount Aerial Adventure Park, offering ziplining and ropes courses right in Hillsdale. Don’t miss the scenic Housatonic River Walk, 14.5km away, perfect for hiking.

Nightlife

Experience the vibrant nightlife in Hillsdale by visiting the Mahaiwe Performing Arts Center for a mix of romance and culture, just 12.9km away. The Mac-Haydn Theatre, located 20.9km away, offers more entertainment options, while the Ancram Opera House, 17.7km away, showcases local talent and charm.

*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, March, or April, as hotel prices are lower compared to peak months like July or October. Booking your stay on a Tuesday can also help you snag better rates. Use Expedia to compare room rates and find exclusive discounts by filtering for the best deals. Additionally, consider booking a package that combines flights, hotels, and activities to maximize your savings. Enjoy free local attractions and take advantage of public transport options for an economical travel experience.

  • 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 options based on your budget, desired location, and preferred hotel type. 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 Hillsdale hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Hillsdale

Hillsdale, New York, is perfect for outdoor and adventure enthusiasts, offering a range of activities for all types of travelers. Explore the stunning natural beauty of the nearby state parks, nature reserves, and lakes. Whether you're looking for thrilling ski experiences or a relaxing nature getaway, Hillsdale caters to those seeking adventure and cultural experiences in a picturesque setting.

  • Taconic State Park: Located 6.4km from Hillsdale, Taconic State Park offers breathtaking scenery and countless outdoor adventures. Hike through lush forests, picnic by serene lakes, or explore miles of trails that cater to all skill levels, making it a perfect spot for nature lovers.
  • National Shrine of the Divine Mercy: Situated 20.9km away, this serene shrine is a cultural gem that invites visitors to reflect and connect with their spirituality. The beautiful grounds and peaceful atmosphere provide a unique experience for those seeking solace and inspiration.
  • Norman Rockwell Museum: Just 19.3km from Hillsdale, this art museum showcases the iconic works of Norman Rockwell. Enjoy a deep dive into American culture through his captivating illustrations that tell stories of everyday life.

Best time to go to Hillsdale

The best time to visit Hillsdale can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Hillsdale falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Hillsdale falls in January, 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 a visit to Hillsdale, New York, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is located 74.0km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. ALBany, NY (ALB-Albany Intl.) is 67.6km away, and offers accommodations such as the Park Manor Hotel, 12.9km from the airport. Newburgh, NY (SWF-Stewart Intl.) is 88.5km from Hillsdale, with options including The Dutchess Inn and Spa at Beacon, 9.7km away. Each hotel provides convenient transportation services to their respective airports for easy access during your stay.

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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Hillsdale.
What's the top vacation rental in Hillsdale?
Family Ski Getaway in the Berkshires: This vacation home rental outside of Hillsdale is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. 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?
Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Club Vacations Oak n' Spruce Resort in the 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 63 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.