Find hotels in Hillsdale, NY from CA $88

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Compare 1,749 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (69)
"Nice motel, very clean, comfortable beds, i enjoyed my stay "
The price is CA $174
CA $188 total
includes taxes & fees
Apr 30 - May 1
The Brooks Motel

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (39)
"I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay. "
The price is CA $236
CA $254 total
includes taxes & fees
May 19 - May 20
Little Cat Lodge

the Alander

2.5 star property
9.0 out of 10, Wonderful, (123)
"I love Motel stays and this was a great one, there's a certain charm and feel I get from a motel. Property was in great condition, comfortable and a pleasure to stay in. All the practical experiences of a motel plus the comfort and convivences of a modern hotel. They were welcoming of us and our Dog and we really enjoyed our stay"
The price is CA $222
CA $239 total
includes taxes & fees
May 19 - May 20
the Alander

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Great place to stay. Clean rooms, quiet area"
The price is CA $104
CA $116 total
includes taxes & fees
May 1 - May 2
Quality Inn

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Beautiful rooms, wonderful hosts, been here several times and plan to come again. "
The price is CA $310
CA $346 total
includes taxes & fees
May 20 - May 21
Granville House

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (708)
"Nice place and surrounding area "
The price is CA $92
CA $103 total
includes taxes & fees
Apr 28 - Apr 29
Monument Mountain Motel

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (696)
"The staff was excellent "
The price is CA $220
CA $246 total
includes taxes & fees
Apr 27 - Apr 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (611)
"Staff was very nice and the room was clean and quiet. "
The price is CA $172
CA $192 total
includes taxes & fees
May 12 - May 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (24)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area. "
The price is CA $158
CA $177 total
includes taxes & fees
May 7 - May 8
East Rock Inn

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (21)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is CA $212
CA $237 total
includes taxes & fees
Apr 28 - Apr 29
Wilder House Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (523)
"The staff was very friendly and the room was clean. "
The price is CA $96
CA $107 total
includes taxes & fees
Apr 27 - Apr 28
Travelodge by Wyndham Great Barrington Berkshires

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (482)
"A cozy little inn! I recommend it! "
The price is CA $106
CA $118 total
includes taxes & fees
May 20 - May 21
The Little Lion

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (95)
"The stay was great. The host baked delicious muffins for breakfast and everything was clean "
The price is CA $208
CA $224 total
includes taxes & fees
Apr 29 - Apr 30
Changing Times Boutique Country Lodging

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is CA $588
CA $711 total
includes taxes & fees
Apr 27 - Apr 28
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Tanglewood Suites

2.5 star property
8.0 out of 10, Very good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
The price is CA $303
CA $303 total
includes taxes & fees
Apr 30 - May 1
Tanglewood Suites

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is CA $180
CA $194 total
includes taxes & fees
May 19 - May 20
Micosta Leisure Inn

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Quaint & hospitable!"
The price is CA $206
CA $292 total
includes taxes & fees
May 20 - May 21
The Red Lion Inn

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (400)
"Staff friendly and helpful. "
The price is CA $100
CA $108 total
includes taxes & fees
May 19 - May 20
Berkshire Travel Lodge

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (964)
"Easy access to the Massachusetts Turnpike and less than 10 miles away from the tourist options I selected."
The price is CA $88
CA $97 total
includes taxes & fees
Apr 29 - Apr 30
Pleasant Valley Motel West Stockbridge

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (409)
"Beautiful inn. It was nice and quiet, exactly what I needed. "
The price is CA $201
CA $220 total
includes taxes & fees
Apr 27 - Apr 28
Shaker Mill 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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Learn more about Hillsdale

Relaxing Hillsdale is calling! Discover its coffee, library, ruins, and more.

Find out more about Hillsdale

Find out more about Hillsdale

Top reasons to visit Hillsdale

  • Thrilling Ski Adventures: Hillsdale offers excellent skiing options with local resorts and ski lifts, perfect for winter sports enthusiasts.
  • Breathtaking Landscapes: Nestled in the scenic Harlem Valley, visitors can enjoy stunning natural beauty and outdoor activities.
  • Family-Friendly Atmosphere: Hillsdale provides a welcoming environment, ideal for both romantic getaways and family vacations.
  • Diverse Accommodation Options: With a range of hotels from cozy motels to luxurious stays, there's something for every budget.
  • Proximity to Nature Reserves: Explore nearby national and state parks, offering serene spots for relaxation and adventure.

Find great hotels in Hillsdale

Discover the charm of Hillsdale, New York, with a variety of hotel accommodations tailored to suit every budget and preference. From cozy motels to luxurious stays, this picturesque town offers options ranging from 2 to 4.5 stars. Whether you're seeking pet-friendly services or planning a business trip, Hillsdale has the ideal lodging for your adventure. Explore the best hotels in the area and enjoy a memorable vacation experience.

  • Quality Inn: Perfectly tailored for the adventurous and business-minded traveller, Quality Inn is located a mere 12.9km from Hillsdale. This hotel offers a unique blend of comfort and excitement, with amenities that cater to those seeking adventure sports and business facilities. Guests can enjoy thrilling activities such as hiking, skiing, and snow tubing nearby, making it an ideal base for outdoor enthusiasts. The property also provides essential services for business travellers, ensuring a productive stay with convenient access to essential amenities.
  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled 22.5km from Hillsdale, this 3.5-star resort is a family-friendly haven that embraces both adventure and leisure. With easy access to ski shuttles and lifts, guests can indulge in a variety of winter sports, including snowboarding and skiing lessons. The resort is designed with families in mind, featuring amenities such as an arcade game room, mini-golf, and a playground for children. This makes it a perfect spot for families looking to create lasting memories while enjoying the great outdoors.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 16.1km from Hillsdale, this hotel is tailored for the business traveller seeking comfort and convenience. With a range of business amenities including meeting rooms, a 24-hour business centre, and conference space, it's designed to facilitate productivity during your stay. Guests can expect modern accommodations and a complimentary breakfast, ensuring a great start to their busy days. This hotel is an excellent choice for those who need to blend work with leisure in the beautiful surroundings of Great Barrington.

Where to stay in Hillsdale

For a delightful getaway, Hillsdale, New York offers a perfect blend of relaxation and adventure. Nestled in the scenic Harlem Valley, this charming area invites you to explore its breathtaking landscapes and friendly atmosphere. Whether you’re skiing on nearby slopes or enjoying quality time with family, Hillsdale’s immediate vicinity provides a romantic and family-friendly vibe, making it an ideal destination for your next vacation.

  • Great Barrington: Located 12.9km from Hillsdale, Great Barrington is a vibrant city known for its outdoor adventures and cultural charm. It offers a year-round experience for travelers, with peak visits during the summer months. Enjoy skiing at local resorts or partake in various adventure sports. Nature enthusiasts will appreciate the nearby lakes and mountains, while the Great Barrington National State Park offers stunning landscapes for hiking and exploration. The city's lively arts scene and boutique shopping make it a delightful stop on your journey.
  • Stockbridge: Situated 20.9km from Hillsdale, Stockbridge is a picturesque town that captures the essence of New England charm. Renowned for its cultural offerings, visitors flock here from July to September. The town is home to various music concerts, theatres, and art galleries, providing a rich entertainment experience. Don't miss the beautiful lakes and historical monuments, including iconic shrines that add to the town's allure. Whether you’re seeking romance or a cultural getaway, Stockbridge is an enchanting destination.
  • Copake: Just 8.0km from Hillsdale, Copake is perfect for those seeking outdoor adventures and winter sports. The town sees its highest visitor numbers in the spring and summer, making it an ideal time for hiking, skiing, and exploring the surrounding natural wonders. With ski fields and resorts nearby, outdoor enthusiasts will find plenty to keep them engaged. Copake is also near beautiful lakes and mountains, ensuring a backdrop of stunning scenery for your adventures.

Things to do in Hillsdale

Hillsdale, New York, is an ideal destination for those seeking a thrilling ski and adventure vacation. Visitors can enjoy skiing at local resorts and stations, complete with ski lifts and a minor ski area. The region also offers picnic spots for relaxation after an exhilarating day on the slopes. With its beautiful landscapes, Hillsdale promises an unforgettable outdoor experience for sports enthusiasts and nature lovers alike.

Shopping

In Hillsdale, you can shop at local gems like Charles H. Baldwin & Sons, Hoffman's Pottery, and Ebenezer II Gifts and Antiques, each about 20.9km away. If you're up for a drive, these stores offer unique gifts and souvenirs for your vacation.

Recreation

Tanglewood Music Center offers a vibrant atmosphere with enriching concerts, located 25.7km from Hillsdale. For relaxation, Lake Mansfield Park, just 12.9km away, provides serene walking trails and peaceful lakeside spots. If you're into sports, Greenock Country Club, also 25.7km away, boasts beautiful golf courses amidst nature.

Adventure

At Catamount Ski Area, located 3.2km from Hillsdale, experience thrilling skiing on varied terrain amidst stunning winter landscapes. For a unique adventure, visit Catamount Aerial Adventure Park in Hillsdale for an exciting zipline and ropes course. Alternatively, hike the scenic Housatonic River Walk, situated 14.5km from town.

Nightlife

For a lively evening in Hillsdale, catch a show at the Mahaiwe Performing Arts Center, just 12.9km away, or enjoy the vibrant atmosphere at the Mac-Haydn Theatre, 20.9km away. If you're feeling lucky, visit Magnolia Bluffs Casino, located 13.2km from Hillsdale.

Booking tips and Expedia advantages for Hillsdale

Traveling to Hillsdale on a budget is quite feasible with several cost-saving options. Enjoy free activities such as Bash Bish Falls State Park and the Housatonic River Walk. To save on accommodation, consider visiting in January or March to April, and aim for stays on Tuesdays for the lowest rates. Utilize Expedia to find eco-friendly hotels and package deals that combine flights and activities for additional savings. Sorting by price can help you uncover the best deals, ensuring you get the most value for your trip.

  • 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 refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly accommodations available at the moment. To uncover the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Hillsdale hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Hillsdale

Hillsdale, New York, is perfect for a ski or adventure getaway, offering a blend of outdoor and cultural experiences. Visitors can explore nearby attractions such as national and state parks, picturesque lakes, and serene nature reserves. Whether you're seeking an adrenaline rush or a peaceful retreat, Hillsdale caters to all types of adventurers, making it an ideal destination for those looking to connect with nature while enjoying local culture.

  • Taconic State Park: Located 6.4km from Hillsdale, Taconic State Park offers breathtaking scenery and a variety of outdoor adventures. Whether you're hiking, biking, or picnicking, the park's natural beauty provides a perfect escape into nature.
  • National Shrine of the Divine Mercy: About 20.9km away, this serene shrine invites visitors to explore its spiritual atmosphere and cultural significance. It’s a peaceful retreat that encourages reflection and appreciation of its divine artistry.
  • Norman Rockwell Museum: Situated 19.3km from Hillsdale, this art museum showcases the iconic works of American illustrator Norman Rockwell. Experience the rich cultural heritage through his storytelling art that captures the essence of everyday life.

Best time to go to Hillsdale

Visitor numbers in Hillsdale is generally unchanged in popularity throughout the year. 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

For your visit to Hillsdale, New York, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is situated 74.0km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. Albany International Airport (ALB) is 67.6km from Hillsdale, offering accommodations like The Landing Hotel at Rivers Casino & Resort, 12.9km away. Stewart International Airport (SWF) in Newburgh, NY, is 88.5km from Hillsdale, with options like The Dutchess Inn and Spa at Beacon, 9.7km away. All these airports provide convenient access to Hillsdale.

Frequently asked questions

Where is the best place to stay in Hillsdale?

Located 19.2 mi (31 km) from the heart of Hillsdale, Berkshires Untold is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are The Yankee, Trademark Collection by Wyndham and Holiday Inn Club Vacations Oak n’ Spruce Resort in the 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 accommodation for a family vacation in Hillsdale?

Holiday House Motel is a property with free parking and free WiFi, and it's a top choice on Expedia for families. Kids of all ages will also enjoy a visit to Catamount Aerial Adventure Park.

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

Hudson valley and The Berkshires Cottage is a top pet-friendly option for your stay. The Brooks Motel 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's the best hotel for a winter vacation in Hillsdale?

Little Cat Lodge is a top hotel for a winter getaway, and features ski storage and free WiFi. This hotel is adjacent to Catamount Ski Area. The Brooks Motel is another good choice for your winter getaway. See all ski hotels in Hillsdale.

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 Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and Howard Johnson by Wyndham Saugerties 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 68 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.