Free food & drink Events and Things to do in Wintergreen, VA

Search for something you love or check out popular events in your area.

Sales end soon
Trivia Night at Starr Hill Brewery
Tuesday at 7:00 PM + 102 more
Crozet · Starr Hill Brewery
Sales end soon
Trivia Night at Starr Hill Brewery
Tuesday at 7:00 PM + 102 more
Crozet · Starr Hill Brewery
Once Upon a Find Pop up shop at Mudhouse
Sat, Apr 18, 10:00 AM
Crozet · Mudhouse Crozet
Once Upon a Find Pop up shop at Mudhouse
Sat, Apr 18, 10:00 AM
Crozet · Mudhouse Crozet
Sales end soon
Coffee Talk: Coffee from Seed to Cup
Thursday at 5:00 PM
Waynesboro · 1010 E Main St
Sales end soon
Coffee Talk: Coffee from Seed to Cup
Thursday at 5:00 PM
Waynesboro · 1010 E Main St
Sales end soon
Pesto Ball
Thursday at 2:00 AM
Charlottesville · The Rotunda
Sales end soon
Pesto Ball
Thursday at 2:00 AM
Charlottesville · The Rotunda
Farmers Market at Ix
Saturday at 9:00 AM + 1 more
Charlottesville · The Farmers Market at IX
Farmers Market at Ix
Saturday at 9:00 AM + 1 more
Charlottesville · The Farmers Market at IX
Sales end soon
Trivia Night at Starr Hill Brewery
Wednesday at 7:00 PM + 98 more
Charlottesville · Starr Hill Downtown
Sales end soon
Trivia Night at Starr Hill Brewery
Wednesday at 7:00 PM + 98 more
Charlottesville · Starr Hill Downtown
Mudhouse Specialty Coffee Roasters 'Revolutionary Pour' Throwdown
Thu, Jul 2, 6:00 PM
Charlottesville · Mudhouse Coffee Roasters Downtown
Mudhouse Specialty Coffee Roasters 'Revolutionary Pour' Throwdown
Thu, Jul 2, 6:00 PM
Charlottesville · Mudhouse Coffee Roasters Downtown
Gin and Jazz Night - Supporting Camino
Mon, Apr 13, 5:30 PM
Charlottesville · Oakhurst Inn Charlottesville
Gin and Jazz Night - Supporting Camino
Mon, Apr 13, 5:30 PM
Charlottesville · Oakhurst Inn Charlottesville
Just added
Sips & Cigars - THE Welcome Back Alumni Day Party!
Fri, Apr 10, 3:00 PM
Charlottesville · Milk & Honey Southern Inspired Kitchen
Just added
Sips & Cigars - THE Welcome Back Alumni Day Party!
Fri, Apr 10, 3:00 PM
Charlottesville · Milk & Honey Southern Inspired Kitchen
Sales end soon
UPDATE: GO Cook Cohort 22 Graduation
Tuesday at 11:30 AM
Charlottesville · CitySpace
Sales end soon
UPDATE: GO Cook Cohort 22 Graduation
Tuesday at 11:30 AM
Charlottesville · CitySpace
Sunday Wine Tasting at Roslyn Farm & Vineyard featuring Drew Pace
Today at 2:00 PM
Charlottesville · 100 Roslyn Heights Rd
Sunday Wine Tasting at Roslyn Farm & Vineyard featuring Drew Pace
Today at 2:00 PM
Charlottesville · 100 Roslyn Heights Rd
Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull
Sun, Apr 5, 2:00 PM
Charlottesville · 100 Roslyn Heights Rd
Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull
Sun, Apr 5, 2:00 PM
Charlottesville · 100 Roslyn Heights Rd
Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire
Sun, Apr 12, 2:00 PM
Charlottesville · 100 Roslyn Heights Rd
Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire
Sun, Apr 12, 2:00 PM
Charlottesville · 100 Roslyn Heights Rd
LOVE BRUNCH
Saturday at 10:30 AM
Lynchburg · St. John's Episcopal Church
LOVE BRUNCH
Saturday at 10:30 AM
Lynchburg · St. John's Episcopal Church
Chai with the Rug Guy
Thu, Mar 26, 7:00 PM
Harrisonburg · Ten Thousand Villages
Chai with the Rug Guy
Thu, Mar 26, 7:00 PM
Harrisonburg · Ten Thousand Villages
2026 Highland County Maple Festival
Sat, Mar 14, 6:00 AM
Monterey · Highland County (County-wide)
2026 Highland County Maple Festival
Sat, Mar 14, 6:00 AM
Monterey · Highland County (County-wide)
Sales end soon
Roanoke - Cocktails & Conversation with Jenn
Tomorrow at 4:00 PM
Roanoke · Star City Golf Club
Sales end soon
Roanoke - Cocktails & Conversation with Jenn
Tomorrow at 4:00 PM
Roanoke · Star City Golf Club
Coffee, Tea, & Poetry
Tue, Mar 24, 6:00 PM
Roanoke · Roanoke Higher Education Center
Coffee, Tea, & Poetry
Tue, Mar 24, 6:00 PM
Roanoke · Roanoke Higher Education Center
Sales end soon
BigWits Trivia Wednesday at Crazy Rooster Brewing
Wednesday at 6:30 PM + 40 more
Powhatan · Crazy Rooster Brewing Company
Sales end soon
BigWits Trivia Wednesday at Crazy Rooster Brewing
Wednesday at 6:30 PM + 40 more
Powhatan · Crazy Rooster Brewing Company

Trends in Wintergreen

Explore more trends

Frequently asked questions about Wintergreen

What are the best free events to attend?

According to Eventbrite, the best free events are:

Trivia Night at Starr Hill Brewery

Once Upon a Find Pop up shop at Mudhouse

Coffee Talk: Coffee from Seed to Cup

Pesto Ball

Which events are currently trending in Wintergreen?

The trending searches this month in Wintergreen are:

Which free events are coming up?

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

2026 Highland County Maple Festival

Sunday Wine Tasting at Roslyn Farm & Vineyard featuring Drew Pace

Roanoke - Cocktails & Conversation with Jenn

UPDATE: GO Cook Cohort 22 Graduation

Trivia Night at Starr Hill Brewery

Trivia Night at Starr Hill Brewery

Once Upon a Find Pop up shop at Mudhouse

Once Upon a Find Pop up shop at Mudhouse

Coffee Talk: Coffee from Seed to Cup

Coffee Talk: Coffee from Seed to Cup

Pesto Ball

Pesto Ball

Farmers Market at Ix

Farmers Market at Ix

Trivia Night at Starr Hill Brewery

Trivia Night at Starr Hill Brewery

Mudhouse Specialty Coffee Roasters 'Revolutionary Pour' Throwdown

Mudhouse Specialty Coffee Roasters 'Revolutionary Pour' Throwdown

Gin and Jazz Night - Supporting Camino

Gin and Jazz Night - Supporting Camino

Sips & Cigars - THE Welcome Back Alumni Day Party!

Sips & Cigars - THE Welcome Back Alumni Day Party!

UPDATE: GO Cook Cohort 22 Graduation

UPDATE: GO Cook Cohort 22 Graduation

Sunday Wine Tasting at Roslyn Farm & Vineyard featuring Drew Pace

Sunday Wine Tasting at Roslyn Farm & Vineyard featuring Drew Pace

Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull

Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire

LOVE BRUNCH

LOVE BRUNCH

Chai with the Rug Guy

Chai with the Rug Guy

2026 Highland County Maple Festival

2026 Highland County Maple Festival

Roanoke - Cocktails & Conversation with Jenn

Roanoke - Cocktails & Conversation with Jenn

Coffee, Tea, & Poetry

Coffee, Tea, & Poetry

BigWits Trivia Wednesday at Crazy Rooster Brewing

BigWits Trivia Wednesday at Crazy Rooster Brewing

Things to do around Wintergreen

Trends in Wintergreen

1. Event

2. Line dancing

3. Free

4. Childrens_activities

5. Children

6. Art_class

What are the best free events to attend?

Which events are currently trending in Wintergreen?

Which free events are coming up?