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

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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Top Hillsdale Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"This is a gem of a small hotel/motel. Super comfortable rooms, updated bathrooms, and well done self serve breakfast included. Also has an indoor pool and an outdoor pool during the season. And a very nice hiking trail off of the back. An excellent change from the Run of the middle courtyard Marriott!"
Kimberly 2-night trip
Posted 2 hours ago
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Very clean and nice options for breakfast. Helpful staff."
Scott 1-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Berkshires Untold

Berkshires Untold

8/10 Good
"Enjoyed the view and the aesthetic"
Megan 1-night trip
Posted 3 hours ago
Berkshires Untold
Hotel On North

Hotel On North

10/10 Excellent
"Lovely clean spacious hotel with friendly staff!"
Stacy 1-night trip
Posted 4 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

8/10 Good
"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."
Nan 1-night trip
Posted 4 hours ago
The Red Lion Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Great to have a whole suite not just a room. Even though a little outdated still very nice. Downsides were an absence of food vending machines for when you need a quick snack and don’t want to leave, and hot tub was under renovations which we weren’t made aware of until online check in. Overall very happy."
Meaghan 2-night trip
Posted 4 hours ago
Berkshire Mountain Lodge
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Short stay for business, but good value and a well-kept facility. No issues, Will stay there again."
Lawrence 1-night trip
Posted 6 hours ago
Quality Inn Lee - Lenox South
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable, room was clean, train was not often"
Patricia 3-night trip
Posted 1 day ago
Quality Inn Great Barrington
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"Room was clean . Overall property was average but expected for the price"
Edward 2-night trip
Posted 2 days ago
FairBridge Inn Express

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