Between Memorial Day Weekend and July 4th, there are dozens of events happening at Wintergreen Resort. That’s why summer is one of the best times to visit! No matter your interests, you are sure to find a festival or celebration that you will remember for the rest of your life.
Though there’s always something happening at Wintergreen Resort, there are six events that you cannot miss this year. Use our quick guide to the summer festivities to plan your holiday weekends. Don’t forget to use our helpful Wintergreen Resort visitor’s directory to find even more fun things to do!
Love Food and Beer? Visit This Festival
Blues, Brews & BBQ Festival
Dates: May 27th – 28th | Time: 11 AM – 5 PM Saturday, 11 AM – 3 PM Sunday
As part of the highly anticipated Memorial Day Weekend Celebration, Wintergreen Resort is hosting its popular Blues, Brews & BBQ Festival! Sample some of Virginia’s finest craft beers from microbreweries while you enjoy the fresh air and great music. Cashless Society will open for the festivities at 11 AM on Saturday, followed by Eli Cook at 1 PM and Bluezonia at 3 PM. On Sunday, Chickenhead Blues will play at 11 AM followed by John Spear Band at 1 PM.
Love Being Outdoors? Go to These Events
Cliffhanger Challenge Bike Race
Date: May 27th | Times: 7:30 AM last-minute registration, 10 AM race starts
Visiting Wintergreen Resort during Memorial Day Weekend? Compete with the best during the Cliffhanger Challenge Mountain Bike Race! Now in its fourth year, the Cliffhanger Challenge bike race will test your endurance as you carve along the mountain and climb some of the most rugged terrain at the resort.
Cliffhanger Challenge Trail Run
Date: May 28th | Times: 7:30 AM last-minute registration, 10 AM race starts
A Memorial Day Weekend at Wintergreen Resort isn’t complete without the trail running portion of the Cliffhanger Challenge! You’ll love the exhilaration of surpassing the competition on a sprint up and down the winding paths.
Both the mountain bike race and the trail run are part of the Wintergreen Tread & Trail Series, which kicks off Memorial Day Weekend, takes place on Labor Day Weekend, and concludes on Columbus Day Weekend.
Spending Time with Loved Ones? Start Here
Day at the Lake
Date: May 29th | Times: 12 PM – 3 PM
Summertime at Wintergreen Resort doesn’t truly start until the Day at the Lake. As part of the Memorial Day Weekend Celebration, Day at the Lake is an event packed with games, contests, and fun along Lake Monocan. Bring your sunglasses and your loved ones for partner competitions!
Father’s Day Weekend
Dates: June 16th – 18th
Come out to Wintergreen Resort for a fun-filled Father’s Day Weekend in June! Dads of all ages can enjoy golfing on the premier courses, eating a delicious meal from the resort restaurants, and relaxing at the spa with specials just for the guys.
4th of July Jubilee
Dates: June 30th – July 4th
The pinnacle of summer fun is July 4th weekend at Wintergreen Resort! During the 4th of July Jubilee, spend time outside watching movies under the stars, catch a view of the mountain peaks and valleys on a chairlift ride, and celebrate Independence Day mountain-style with an incredible block party! Saturday, Sunday, and Monday will feature a Craft Fair, and Monday night the mountain will light up with fireworks.
Find Your Favorite Place in the Mountains
With all of these events happening just this summer, it’s no wonder Wintergreen Resort is one of America’s favorite vacation destinations! If you’ve been considering buying your own vacation home, we can help you with everything you need. Easily search for properties here, explore Wintergreen’s best communities, and learn what to expect from the buying process.
We’re more than happy to talk with you about your plans and help you find the best home, condo, or townhome. Call us at (877) 296-9860.