You can pick up the new and old Appalachian Trails near Wintergreen. We had a lovely walk even on a cold winter day.

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Chalets in Wintergreen

"We loved our quick stay. Check in and check out were very low-key, easy, and flexible. The cabin was immaculate and well appointed with everything we could need. "

SAR 1,075 total

includes taxes & fees

26 Aug - 27 Aug

"I loved this place! There was plenty of space for family and the cabin was beautiful! We enjoyed the porch and firepit and the fireplace inside. The cabin was easy to find. I would stay here again."

"We had a pleasant stay at the property. It was quiet and peaceful, exactly what we needed since we had a busy event scheduled."

"The location and view (and privacy) were outstanding. The house is cute, easily accommodates 2 people (4 would be ok, but bathroom sharing amongst 4 could be a challenge), and has all of the amenneties to ensure maximimum comfort (blue tooth speaker, decently stocked kitchen, coffee and related items, cute decor, and plenty of towels and hot water."

"Great house, great owner, incredible views. As good as it gets in the entire mid-Atlantic"

SAR 6,410 total

includes taxes & fees

3 Aug - 4 Aug

"Great location for a quick weekend getaway. Amenities were a plus and great access to Wintergreen resort. "

"This place absolutely lives up to its descriptions. Unbeatable views. Also the game room is amazing. "

SAR 2,797 total

includes taxes & fees

19 Aug - 20 Aug

"We had a fantastic stay! Location is great, very clean and comfortable. Would not hesitate to return! "

"This house was very spacious and well stocked. It was close to all of our activities. "

"My family and I recently spent a long weekend in August at this family-friendly chalet in Wintergreen and loved every moment. The owners really thought of everything! Highly recommend! "

"Just like the pictures, don't hesitate! Just book!!"

"This house was perfect for our family of 13, Ages 86 to 3. The men played golf followed by a game of pool and relaxed in the hot tub We all loved the deck and how peaceful the neighborhood is. The house is very clean and comfortable."

"The location was great for a ski vacation - an easy walk to the main lodge even with kids.The property itself is dated and could use a number of upgrades. Very basic amenities and light blankets on the beds - would definitely recommend bringing extra blankets (and towels) if you plan to stay for a cold weekend. The listing noted that there is access to an indoor pool which we found out was not the case and the property does not have resort access. "

"The communication was excellent before and during the stay - they checked in and followed up with us. The property had everything we needed for a great weekend. A quick 2 minute drive to the Wintergreen restaurants and small store. "