Friday, July 4

• After settling into your accommodations for the weekend, walk over to the Nature Center with the kids to spend the afternoon exploring Nelson County’s nature and history at The Nature Foundation at Wintergreen’s Trillium House. Kids can check out a stuffed bear, live snakes, and learn about the plants and animals of our lovely area. You can also grab a trail map at the Trillium House and explore some of Wintergreen’s 30+ miles of rugged trails!

• Grab an early dinner at Upper Crust Pizza, then get ready for the festive and high-energy Opening Night Concert – Jazz with John Winn & Friends at 7:30 pm.

Saturday, July 5

• Bring the family for a full day of fun at Wintergreen Resort’s July Jubilee. From the mountain village, enjoy food, vendors, scenic chairlift rides, and live music all day long, as well as activities, games, crafts, and a giant slide and bounce house for the kids! Head to the Dunlop Pavilion at 6:00 pm for An American Salute with Orchestra for Broadway, film, and patriotic favorites so the kids and grandparents can all clap along before the fireworks!

Sunday, July 6

• Check out the family friendly activities at Discovery Ridge, order a custom hot sandwich from the Market for lunch, then meet us in the Dunlop Pavilion at 2:00 pm before the concert for a casual, behind-the-scenes look at the music you’ll hear on MountainTop Masterworks I at 3:00 pm. Whether you’re into classical music or not, bring the whole family as the Wintergreen Festival Orchestra plays music to match the mountain views! After the concert, head down the mountain and grab dinner at Blue Ridge Pig. Bonus points for stopping by Black Bear Creamery for an ice cream cone for dessert!

Monday, July 7

• After breakfast at the Copper Mine, catch the Coffee Talk with Kamna Gupta where she’ll chat about life as a conductor in the Mountain Inn Hearth Room. Stop by Fire & Frost for delicious pizzas for lunch that you can enjoy in house or take up to the picnic benches at the very top of the mountain! Afterwards, enjoy the afternoon at Lake Monocan before heading back home (or, head back up the mountain to catch another performance of MountainTop Masterworks I at 7:00 pm!)

Thursday, July 10

• Check into Wintergreen Resort and then start your weekend early by enjoying a curated drink flight at Veritas Vineyards and Winery while listening to a delightful evening of chamber music.

Friday, July 11

• Call ahead to make reservations to tour Pharsalia, a beautiful 1814 home and gardens surrounded by picturesque views. Then, grab lunch at Iron and Ale and spend the afternoon treasure hunting at Tuckahoe Antiques before winding your way back up the mountain. After dinner at Devils Grill, join powerhouse ensemble TFC at 7:30 pm for an energetic evening celebrating Wintergreen Music’s 30th birthday!

Saturday, July 12

• Start your morning browsing and buying local produce and goods from the Nelson County Farmers Market in Stoney Creek. Then enjoy lunch at the charming Basic Necessities before heading back up the mountain for some retail therapy at the Blue Ridge Boutique. Spend the afternoon relaxing at the Resort’s Aquatic Center, grab some dinner at Fire & Frost, and join the Wintergreen Festival Orchestra in Dunlop Pavilion for Magic, Majesty & Music with Mélisse Brunet at 7:00 pm.

Sunday, July 13

• Spend the morning pampering yourself with incredible massages, nail, and spa treatments in one of the most unique and relaxing settings you can imagine at the Wintergreen Resort Spa. On your way home, stop by Sweet Bliss Bakery for tasty homemade pastries.

Thursday, July 17

• Settle into your accommodations at Wintergreen Resortand head to Valley Road Vineyards, where you can enjoy a Frosé wine slushie while savoring the fresh air, vineyard vistas, and beautiful views of the Blue Ridge Mountains as you listen to the serene sounds of chamber music.

Friday, July 18

• Spend the morning exploring The Nature Foundation at Wintergreen’s Trillium House and pick up a trail map to find the perfect level of hiking for you. Then, after eating some lunch at The Edge, explore some of Wintergreen’s 30+ miles of rugged trails. Freshen up and grab a quick bite to eat at the Market before swaying to the groove of jazz-fusion ensemble Project Locrea.

Saturday, July 19

• Spend the day navigating diverse terrains on horseback with Appalachian Horse Adventures or King Family Vineyards Ride with Indian Summer Guides. Then, grab an early dinner and award-winning cider at Bold Rock Cidery before heading back to the MountainTop to take your seat in the Dunlop Pavilion for Beethoven’s stormy Symphony No. 6 and a world-premiere reorchestration of Alex Berko’s environmentally-focused piece, Sacred Place for MountainTop Masterworks III.

Sunday, July 20

• After a relaxing morning, enjoy brunch in the garden of Basic Necessities, take. a leisurely drive along the Blue Ridge Parkway to wrap up your weekend mountain escape. Bonus points if you meander to the hidden jewel of the parkway: 12 Ridges Vineyard with panoramic views unlike any other.

Thursday, July 24

• Check in to your lodging and then head to Three Notch’d Brewing Company for some ax-throwing and an early dinner before a one-of-a-kind evening where the bold sounds of brass harmonize with the rich flavors of craft brews.

Friday, July 25

• Make reservations to challenge your friends to a game of tennis or pickleball at the Resort’s Racquet Sports Facilities, grab a bite to eat at The Edge, and spend the afternoon learning the art of Fly Fishing at Wintergreen Resort’s Lake Monocan. Call ahead to make 5:30pm reservations at the Copper Mine for their evening roast night! Then, sure to sell out, grab a cold beer or cider and some friends to catch the final Festive Fridays concert of the season with high-energy bluegrass from Michael Cleveland and the Flamekeepers.

Saturday, July 26

• Spend the day hunting at PriestView Hunting Preserve, then head to Bryant’s Cidery and Brewery for drinks and an early dinner before joining the Wintergreen Festival Orchestra for a triumphant season finale with Jeff Midkiff’s Mandolin Concerto.

Sunday, July 27

• Before heading out of town, play a round of golf with the guys at Stoney Creek Golf Course and stop by Paulie’s Pig Out for some good ol’ fashioned BBQ lunch.