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Compare 17 Chalets in Greenfield with updated reviews, rates, and availability.

"We were all very rested and relaxed. We enjoyed the beautiful spaces to sit and enjoy each other’s company. The chalet, flowers and setting made a terrific base to come and go from as we celebrated a family wedding."

Open-concept ski chalet with modern furnishings and a wood-burning fireplace.

"Great place to stay! Very roomy, everything was nice and clean! We had an amazing weekend!"

"Easy to find! Clean! Cozy!! Would definitely stay again! "

AED 1,366 total

includes taxes & fees

24 Nov - 25 Nov

"Nice home to stay in central location good communication with the homeowner. Would stay again if I'm in southern Vermont. Len"

"we loved our stay there! having a home where you can cook, have everything you need to do so helps so much"

"Very clean and well maintained. Generally quiet other than some steady lake traffic. Dog friendly and close to short hike to lake for swimming. Close enough to town for food and drink, a short walk if desired. Would recommend and plan to book again."

Two story living room with 70" smarttv, premium directtv and bluetooth turntable

"Beautiful home in Wilmington.. was the perfect getaway for our group of friends! Clean interior with great backyard.. indoor hot tub was a fun plus! Would definitely stay again!"

"The place and location are gorgeous, we absolutely loved it."

"From booking, to check in. Dan made everything super easy. The house had so much room for everyone. We had 3 teenagers and 2 adults. Mt Snow is only 13mins away. The heated pool and jacuzzi in the community was nice after a day of riding. Will be back to this location. They have everything you need in the kitchen for cooking. Thank you!"

September and October are best for viewing the changing season

"Easy accessible, great location , very clean and the hosts have everything to make you feel right at home , with this being said all this made for a very lovely stay "

"The home was very clean and our host was always available to answer questions through the app if needed. Super private spot with not a lot of traffic and there was even a nice fenced in area for the pups off the deck which was a pleasant surprise. Super close to the Inn at Quail Run which was convenient because we were attending a family reunion. Highly recommended!"

Entry to Dining and Kitchen. Ladder to the Loft

"We had a wonderful time - delightfully snowy and the house was quiet and cozy."

Arrive to Whitingham estate. Main house with Carriage house.

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"Convenient location, comfortable."

AED 943 total

includes taxes & fees

24 Nov - 25 Nov

"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"

AED 2,211 total

includes taxes & fees

24 Nov - 25 Nov

"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."

Recent reviews of Greenfield hotels

5/5 Excellent

50th friends reunion

"This was a 50 year reunion trip for five girlfriends that met as Freshman at UMass in 1974. We had a great time reminiscing and touring the campus and stayed overnight in the hotel which got us all rooms on the same floor. The rooms were very comfortable and the breakfast was good."

A verified traveler stayed at Hotel UMass

Posted 1 day ago