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Top Windsor Hotel Reviews

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

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

10/10 Excellent
"We enjoyed our stay and will likely stay again next time in the areas"
Thomas 1-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel On North

Hotel On North

10/10 Excellent
"My husband and I (both architects) loved the very creative way the original building had been converted to a hotel. The interiors were very imaginatively designed, preserving the original wood flooring and high ceilings, incorporating art, old machinery that had been in the paper mill, and an interesting combination of antique furniture. Parking was easy and the hotel location was an easy walk to many places of interest. We enjoyed dinner at the restaurant on the premises--elegant and tasty. Finally, kudos to the very friendly and helpful staff who were always eager to answer our questions, talk about the building's history, or provide an item we needed. Thanks to you all!"
Donna 2-night trip
Posted 4 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

8/10 Good
"A beautiful and charming inn, but the buildings are older and it could use some maintenance and updating. We did not have hot water on the morning we were checking out. The porches are comfy and very quaint."
Barbette 2-night trip
Posted 6 hours ago
The Red Lion Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Excelente A+, lo recomiendo"
Erick 1-night trip
Posted 8 hours ago
Vacation Village in the Berkshires
Berkshires Untold

Berkshires Untold

10/10 Excellent
"I was initially disappointed when I realized the property is a refurbished motel with room access via doors directly to the outside. However, the comfortable and welcoming lobby/bar/lounge area and pristine room with a comfy king size bed more than made up for it. The room also had complimentary, refillable water bottles with glasses (not plastic), and beautiful bathroom with full size shampoo, conditioner, body wash, and body lotion. And finally, there was a wardrobe with shelves to store clothes and shoes and a cushioned chair in the corner with a reading light. This was the most comfortable and well appointed hotel room I've been in. Staff at breakfast and at the bar after dinner were friendly and helpful. Highly recommend, though I prefer the rooms on the 2nd floor."
Lisa 2-night trip
Posted 9 hours ago
Berkshires Untold
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

8/10 Good
"Our bed was comfortable but the refrigerator did not have a freezer. That would have been appreciated."
Shelley 2-night trip
Posted 11 hours ago
Red Roof Inn PLUS+ South Deerfield – Amherst
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lenox
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 5 days ago
Hotel Downstreet, an Ascend Collection Hotel

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