Hillsdale Farmstay

A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Our top choices for Hillsdale farmstays

1. Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

Ghent

Jon R.

includes taxes & fees

7 Sept - 8 Sept

2. NEW RENO - Historic Loft w/views of the Berkshires

New Lebanon

John

includes taxes & fees

31 Aug - 1 Sept

3. Private bed& bath in 1860s farmhouse, access to total house and patio, porch.

Clinton Corners

Jennifer G.

includes taxes & fees

7 Sept - 8 Sept

4. Comfortable suite on historic Berkshire farm

Canaan

includes taxes & fees

31 Aug - 1 Sept

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Top Hillsdale Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"Yes, I will"

Quality Inn Great Barrington

10/10 Excellent

"If you're looking for a nice basic hotel with breakfast and free parking, I highly recommend this Quality Inn in Great Barrington, MA. Our room was clean, comfortable, and well priced. Breakfast included a nice variety of hot and cold food items. The scrambled eggs and sausage links were very tasty, and so were the make-your-own waffles. The staff were very nice. I look forward to returning. Note: A freight rail line runs through Great Barrington once a day."

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"We really enjoyed staying at postcard, room were clean and everything was so organized and clean. Really like we can cook our food. Only thing is it will be great if you can put small mirror in the bathroom or room."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."

Find out more about Hillsdale