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Events and Things to do in Wintergreen, VA

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Just added
Blue Ridge Tunnel After Dark
Fri, Oct 30, 6:00 PM
Virginia · Blue Ridge Tunnel Trail, East Trailhead
Just added
Blue Ridge Tunnel After Dark
Fri, Oct 30, 6:00 PM
Virginia · Blue Ridge Tunnel Trail, East Trailhead
Sales end soon
The Reimagined Runway: An Upcycled Fashion Experience and Marketplace
Tomorrow at 4:30 PM
West End · 19 S Market St (the former Grace Christian High School, across from the American Shakespeare Center)
Sales end soon
The Reimagined Runway: An Upcycled Fashion Experience and Marketplace
Tomorrow at 4:30 PM
West End · 19 S Market St (the former Grace Christian High School, across from the American Shakespeare Center)
Going fast
Bold Rock Workshop - Paint a Cutting Board!
Thu, Oct 15, 6:00 PM
Virginia · Bold Rock Nellysford Cidery
Going fast
Bold Rock Workshop - Paint a Cutting Board!
Thu, Oct 15, 6:00 PM
Virginia · Bold Rock Nellysford Cidery
Charity Night of Comedy featuring Mike Goodwin
Sat, Dec 12, 6:30 PM
Fishersville · Crossroads Baptist Church
Charity Night of Comedy featuring Mike Goodwin
Sat, Dec 12, 6:30 PM
Fishersville · Crossroads Baptist Church
Almost full
WoodmenLife Senior Day 2026 - VA Scenic Railway, Staunton, VA
Fri, Oct 16, 10:00 AM
Staunton · Virginia Scenic Railway
Almost full
WoodmenLife Senior Day 2026 - VA Scenic Railway, Staunton, VA
Fri, Oct 16, 10:00 AM
Staunton · Virginia Scenic Railway
Bold Rock Cider Dinner
Tue, Oct 27, 6:00 PM
Virginia · Bold Rock Nellysford Cidery
Bold Rock Cider Dinner
Tue, Oct 27, 6:00 PM
Virginia · Bold Rock Nellysford Cidery
Women's Conference at CFC
Sat, Nov 7, 9:00 AM
Virginia · 2959 Hermitage Rd
Women's Conference at CFC
Sat, Nov 7, 9:00 AM
Virginia · 2959 Hermitage Rd
The Mid-Atlantic Log and Timber Home Design-Build EXPO
Fri, Oct 16, 1:00 PM
Wintergreen · Wintergreen Resort
The Mid-Atlantic Log and Timber Home Design-Build EXPO
Fri, Oct 16, 1:00 PM
Wintergreen · Wintergreen Resort
Praxeum War 2026
Thu, Nov 5, 9:00 AM
Virginia · Augusta Expo
Praxeum War 2026
Thu, Nov 5, 9:00 AM
Virginia · Augusta Expo
Going fast
Cooking Class: Flavors of Louisiana
Wed, Nov 4, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Going fast
Cooking Class: Flavors of Louisiana
Wed, Nov 4, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Cooking Class: Flavors of Campania, Italy
Wed, Dec 2, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Cooking Class: Flavors of Campania, Italy
Wed, Dec 2, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Almost full
OCTOBER RAILROAD HAUNTS FROM STAUNTON'S DEPOT STATION - 1 HOUR GHOST TOUR
Fri, Oct 16, 7:00 PM + 3 more
West End · CITY PARKING GARAGE BESIDE THE FORMER STONEWALL JACKSON HOTEL
Almost full
OCTOBER RAILROAD HAUNTS FROM STAUNTON'S DEPOT STATION - 1 HOUR GHOST TOUR
Fri, Oct 16, 7:00 PM + 3 more
West End · CITY PARKING GARAGE BESIDE THE FORMER STONEWALL JACKSON HOTEL
Almost full
Cooking Class: Flavors of Bordeaux, France
Wed, Oct 21, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Almost full
Cooking Class: Flavors of Bordeaux, France
Wed, Oct 21, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Pippin Hill x Albemarle CiderWorks Wine & Cider Dinner
Fri, Nov 20, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Pippin Hill x Albemarle CiderWorks Wine & Cider Dinner
Fri, Nov 20, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Table 4 Tonight: Staunton | Dinner with New Friends small town
Tue, Oct 20, 7:00 PM + 2 more
Staunton · Restaurant of the Week
Table 4 Tonight: Staunton | Dinner with New Friends small town
Tue, Oct 20, 7:00 PM + 2 more
Staunton · Restaurant of the Week
Paint + Sip at Hazy Mountain Vineyards + Brewery
Fri, Oct 23, 6:30 PM
Virginia · Hazy Mountain Vineyards & Brewery
Paint + Sip at Hazy Mountain Vineyards + Brewery
Fri, Oct 23, 6:30 PM
Virginia · Hazy Mountain Vineyards & Brewery
Paint & Sip at Wintergreen Resort
Sat, Oct 17, 2:00 PM
Wintergreen · Wintergreen Resort
Paint & Sip at Wintergreen Resort
Sat, Oct 17, 2:00 PM
Wintergreen · Wintergreen Resort
Cooking Class: Flavors of Hawaii
Wed, Nov 18, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Cooking Class: Flavors of Hawaii
Wed, Nov 18, 6:00 PM
Virginia · Pippin Hill Farm & Vineyards
Luminary Workshop in the Greenhouse
Thu, Oct 29, 3:00 PM
Virginia · Pippin Hill Farm & Vineyards
Luminary Workshop in the Greenhouse
Thu, Oct 29, 3:00 PM
Virginia · Pippin Hill Farm & Vineyards
NORDIC CHRISTMAS
Virginia · King Family Vineyards
NORDIC CHRISTMAS
Virginia · King Family Vineyards

1 of 104

Things to do around Wintergreen

Things to do in Charlottesville

Things to do in University of Virginia

Things to do in Staunton

Things to do in Harrisonburg

Things to do in Lynchburg

Things to do in Buena Vista

Things to do in Scottsville

Things to do in Crozet

Things to do in Hollymead

Things to do in Forest

Things to do in Waynesboro

Things to do in Madison

Trends in Wintergreen

Explore more trends

1. Live music

Explore more trends

Frequently asked questions about Wintergreen

What are the best events to attend?

According to Eventbrite, the best events are:

Blue Ridge Tunnel After Dark

Charity Night of Comedy featuring Mike Goodwin

Bold Rock Cider Dinner

Women's Conference at CFC

Which events are currently trending in Wintergreen?

The trending searches this month in Wintergreen are:

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

The Reimagined Runway: An Upcycled Fashion Experience and Marketplace

Bold Rock Workshop - Paint a Cutting Board!

WoodmenLife Senior Day 2026 - VA Scenic Railway, Staunton, VA

The Mid-Atlantic Log and Timber Home Design-Build EXPO

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