Local Area Guide: Things To Do / Activities / Attractions

Our Stay Wintergreen properties are close to so many wonderful attractions and activities that you may have a hard time fitting it all in within one trip!

Private Wine or Brewery Tour

Monticello Wine Tour and Coach Co, ranked as one of the top tour companies in the region, offers private wine tours in the vast wine region surrounding Wintergreen and the Nelson County area. Guests of Stay Wintergreen do receive discounts. Wine tours are around 5 hours and, depending on group size, you'll be able to see anywhere from 3 to 5 wineries. Please call the Stay Reservations Team for more details and please note, Saturdays, April - October usually sell out further in advance. Please call 434-260-7143 for more information. 



Rebels Run Afton Mountain - Vineyard Trail Rides and Riding Lessons
For fun-filled horseback riding programs in Afton, Virginia, turn to Rebel's Run @ afton mountain. We offer one-of-a-kind outdoor activities for children and adults, which include riding lessons and vineyard trail rides. 


Discovery Ridge 
For outdoor and indoor adventure, look no further than Discovery Ridge. Outdoor activities include a bungee trampoline, climbing tower, miniature golf, archery, ziplining, and plunge tubing. Head indoors for foosball, pool tables, video games, air hockey, and shuffleboard. There is something fun for the whole entire family at Discovery Ridge.


Lake Monocan
Lake Monocan is a 20-acre lake just a stone's throw away from Wintergreen Resort. It is open Memorial Day weekend through Labor Day with canoes, kayaks, fishing equipment, a sand volleyball court, lounge chairs, a picnic area and outdoor charcoal grills available near the sandy beach.


There are many quaint boutiques and shops in and around Wintergreen. Whether you need a gift, souvenir, or something to enhance your stay such as new skis or golf equipment, you can find it at a shop near Wintergreen.