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Our top choices for Hillsdale hotels

1. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (158 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is SAR 438
SAR 490 total
includes taxes & fees
14 Nov - 15 Nov
The Brooks Motel

2. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (158 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is SAR 503
SAR 564 total
includes taxes & fees
17 Nov - 18 Nov
Little Cat Lodge

3. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (52 reviews)
"Great experience!"
United States
Sunny
The price is SAR 895
SAR 1,126 total
includes taxes & fees
30 Nov - 1 Dec
Prospect Berkshires

4. The Cozy Cat Motel

The Cozy Cat Motel
2.0 star property
Copake Falls
The price is SAR 444
SAR 498 total
includes taxes & fees
15 Nov - 16 Nov
The Cozy Cat Motel

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is SAR 603
SAR 673 total
includes taxes & fees
18 Nov - 19 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

6. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is SAR 284
SAR 317 total
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Great Barrington

7. 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, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is SAR 338
SAR 377 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

8. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (292 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is SAR 638
SAR 715 total
includes taxes & fees
15 Nov - 16 Nov
the Alander

9. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is SAR 859
SAR 960 total
includes taxes & fees
20 Nov - 21 Nov
Granville House

10. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is SAR 225
SAR 251 total
includes taxes & fees
15 Nov - 16 Nov
Monument Mountain Motel

11. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is SAR 615
SAR 687 total
includes taxes & fees
17 Nov - 18 Nov
Wilder House Berkshires

12. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is SAR 476
SAR 532 total
includes taxes & fees
14 Dec - 15 Dec
East Rock Inn

13. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is SAR 591
SAR 847 total
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn

14. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"clean room - pleasant staff"
United States
Tina
The price is SAR 399
SAR 445 total
includes taxes & fees
13 Dec - 14 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

15. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (627 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is SAR 281
SAR 314 total
includes taxes & fees
14 Nov - 15 Nov
Travelodge by Wyndham Great Barrington Berkshires

16. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (128 reviews)
"A great place to stay!"
United States
Thomas
The price is SAR 751
SAR 841 total
includes taxes & fees
16 Nov - 17 Nov
Changing Times Boutique Country Lodging

17. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is SAR 473
SAR 528 total
includes taxes & fees
12 Dec - 13 Dec
The Yankee Inn

18. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is SAR 544
SAR 597 total
includes taxes & fees
15 Nov - 16 Nov
Shaker Mill Inn

19. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is SAR 355
SAR 396 total
includes taxes & fees
13 Dec - 14 Dec
The Little Lion

20. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is SAR 427
SAR 477 total
includes taxes & fees
13 Dec - 14 Dec
Courtyard by Marriott Lenox Berkshires
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.

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.

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

What's the top vacation rental in Hillsdale?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home rental outside of Hillsdale is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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?

Farm House Getaway on beautiful horse farm! is a country house with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Attractions in the area like Hotchkiss Mobile Studio and Stoddard Corner are also fun for kids of all ages. Find more child-friendly accommodations in Hillsdale.

What's the best accommodation for a romantic getaway to Hillsdale?

Farm House Getaway on beautiful horse farm! is a favorite country house for couples, and features in-room fireplaces and a garden. See all romantic hotels in Hillsdale.

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: Features free self parking, an indoor pool, and complimentary wireless internet access. Pocketbook Hotel and Bath and The Yankee Inn 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 59 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.

Where is the best place to stay in Hillsdale?

Located 20.9 mi (33.7 km) from the heart of Hillsdale, Berkshire Mountain Lodge is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Quality Inn Great Barrington and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Hillsdale.