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Featured Resorts in Hillsdale

Estimated price for 1 night/2 adults

Eastover Estate & Eco-Village
Eastover Estate & Eco-Village
3.5 out of 5.0 430 East St, P.O. Box 2282, Lenox, MA
3.7/5 (52 reviews)

The place was very clean and the staff was very friendly and helpful. It was a unique experience, and the grounds were fun to explore as there are different buildings and areas for different activities. It is peaceful, and there is natural beauty all around that provides a relaxing atmosphere. I ...

Reviewed on Jul 16, 2019
Situated in Lenox, this resort is within 3 mi (5 km) of Kennedy Park, Berkshire Scenic Railway Museum, and Wood's Pond. Lenox Library and Ventfort Hall Mansion ...
Cranwell Spa and Golf Resort
Cranwell Spa and Golf Resort
3.5 out of 5.0 55 Lee Road, Lenox, MA
4.2/5 (160 reviews)

Only issue was a heater in the bathroom that would not turn off. We informed the desk the next morning. When we returned late that night the bathroom was unbearable LT hot. Service came promptly but could not fix it ( it was 11 pm). We agreed to have him trip the circuit breaker. Unexpectedly, it ...

Reviewed on Dec 27, 2018
Situated in Lenox, this golf resort is 1 mi (1.7 km) from The Mount and 2.9 mi (4.7 km) from Tanglewood Music Center. Ventfort Hall Mansion and Gilded Age Museum ...
Pollace's Family Resort
Pollace's Family Resort
3.0 out of 5.0 71 Landon Avenue, Catskill, NY
Get Rates
3.7/5 (18 reviews)

The place was very old, not updated very much and seemed deserted.

Reviewed on Jul 25, 2018
This family-friendly Catskill resort is within 3 mi (5 km) of Thomas Cole National Historic Site and Dutchman’s Landing. Sleepy Hollow Lake and Hudson Opera ...

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Estimated price for 1 night/2 adults

Holiday House Motel

Holiday House Motel

2871 State Route 23, Hillsdale, NY
    2.0 out of 5.0
    3.4 out of 5 (38 reviews)

    Holiday House Motel$85

    Jul 21 - Jul 22

    Holiday House Motel$85
    Silvanus Lodge

    Silvanus Lodge

    9350 State Rte 22, Hillsdale, NY
      2.0 out of 5.0
      4.5 out of 5 (13 reviews)

      Silvanus Lodge$140

      Jul 30 - Jul 31

      Silvanus Lodge$140

      Resorts in Hillsdale

      Longing for a relaxing getaway? Treat yourself to the comforts and luxuries of a resort, where you can find everything you want for your stay—from tasty dining options to activities and entertainment. Browse the resort options in the area and discover the right one for you, whether you picture yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage.

      Here are our top-rated resorts near Hillsdale:

      Pollace's Family Resort - Family-friendly property with a 3-star rating

      • 17.3 mi (27.9 km) from Hillsdale
      • Features a seasonal outdoor pool, a spa tub, and a bar
      • A restaurant on site

      Eastover Estate & Eco-Village - Rated 3.5 stars

      • 18.2 mi (29.3 km) from Hillsdale
      • Offers a café
      • Has a sauna, a terrace, and a garden

      Cranwell Spa and Golf Resort - Golf property rated 3.5 stars

      • 16.6 mi (26.7 km) from Hillsdale
      • Boasts a restaurant
      • Enjoy the golf course, outdoor pool, and fitness center

      What Can I Do in Hillsdale?

      If you're interested in popular sights, Ski Butternut and Tanglewood Music Center are two top places to visit nearby. Other attractions in the area include Catamount Aerial Adventure Park and Catamount Ski Area.

      Visitors also enjoy Hillsdale for its:

      • Coffee
      • Skiing
      • Horseback riding

      When Should I Visit Hillsdale?

      Here's an overview of the typical weather to help with deciding travel dates:

      • The hottest months are typically July and August, while January and February are the coldest months
      • January-March: Daytime temperatures average 48° F and nighttime temperatures average 11° F
      • April-June: 77° F is the daytime average and 28° F is the nighttime average
      • July-September: Daytime averages are around 79° F and nighttime averages are around 42° F
      • October-December: The average temperatures are 63° F during the day and 14° F at night
      • Average rainfall is 45.43 inches in a year

      How to Get to Hillsdale and Around the Area

      Hillsdale Transportation
      Hudson, NY (HCC-Columbia County)Airport10.5 mi (16.9 km)
      Pittsfield, MA (PSF-Pittsfield Municipal)Airport19.6 mi (31.5 km)
      Albany, NY (ALB-Albany Intl.)Airport39.4 mi (63.5 km)

      Travel to Hillsdale & Explore