Hillsdale Country Houses

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Our top choices for Hillsdale country houses

Charming 6 Bdrm Countryside Stay

Great Barrington

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

Ghent

elizabeth K.

HK$5,006 total

includes taxes & fees

16 Aug - 17 Aug

the suite @ barn & bike - private, bucolic, serene setting

Red Hook

William D.

HK$1,993 total

includes taxes & fees

3 Aug - 4 Aug

NEW RENO - Historic Loft w/views of the Berkshires

New Lebanon

John

HK$2,069 total

includes taxes & fees

29 Jul - 30 Jul

1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

HK$4,546 total

includes taxes & fees

23 Jul - 24 Jul

NEW RENO Historic Creamery in Berkshires w/hot tub

New Lebanon

Anonymous traveller

HK$4,712 total

includes taxes & fees

27 Jul - 28 Jul

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

Clinton Corners

Tony A.

HK$1,898 total

includes taxes & fees

23 Jul - 24 Jul

Coffee/tea maker, fridge, microwave, oven

NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

HK$1,934 total

includes taxes & fees

27 Jul - 28 Jul

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Top Hillsdale Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"I liked the gym, bed, pillows, TV stations selections. I didn't like the location of the room safe which was literally floor level and practically impossible to access. The couch in our room seemed to be missing a cushion to allow one to rest against."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"My trip had a rocky start when I arrived. The management quickly remedied the issues that I encountered to make my trip enjoyable. The staff was very on point with the customer service recovery. I was moved to a great room with one of the most incredible view of the Hudson. They accommodate my spa treatment even during their renovation. I can’t wait to return back for another amazing experience. A minor issue was phone service was poor, but I was able to do WiFi calling."

Quality Inn Lee - Lenox South

10/10 Excellent

"This place seems to be a top of the line Quality Inn. We stayed at one in Hyde Park and there was no equality in the quality of the Quality Inns. Everything was as it is supposed to be starting with the very helpful young woman at the reception desk. The breakfast in dedicated room was excellent and handicapped parking was nice. Location was convenient to area attractions. Highly recommended."

FairBridge Inn Express

8/10 Good

"Room was clean and in excellent condition - apparently they have totally renovated since earlier reviews that mentioned severe problems. The exterior could use some paint, but the room was perfectly clean and fairly spacious. All the little things, like good A/C, shower temp/pressure, a working mini-fridge, etc., were completely fine. Complaints: I couldn't get the WiFi to work. Also: it's not in the most scenic part of Pittsfield, but it's just minutes from the nicer areas, and a short walk to fast food or decent chain restaurants like Friendlys, Applebees, and Starbucks."

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