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Events and Things to do in Winchester, VA

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Reitano's Jazz Night
Sat, Jun 13, 6:00 PM
Front Royal · Reitano Vineyards
Reitano's Jazz Night
Sat, Jun 13, 6:00 PM
Front Royal · Reitano Vineyards
DIY Microgreen Workshop with Robby Ds Lil Greens
Sun, Jun 14, 1:00 PM
Front Royal · Reitano Vineyards
DIY Microgreen Workshop with Robby Ds Lil Greens
Sun, Jun 14, 1:00 PM
Front Royal · Reitano Vineyards
Goat snuggles
Sat, Jun 6, 1:00 PM
Berryville · 1829 Withers Larue Rd
Goat snuggles
Sat, Jun 6, 1:00 PM
Berryville · 1829 Withers Larue Rd
Introduction to Mushroom Growing at the JK Community Farm
Sun, May 24, 1:00 PM
Purcellville · JK Community Farm
Introduction to Mushroom Growing at the JK Community Farm
Sun, May 24, 1:00 PM
Purcellville · JK Community Farm
Comedy For The Community!
Fri, Jun 5, 8:00 PM
Martinsburg · Holiday Inn Martinsburg by IHG
Comedy For The Community!
Fri, Jun 5, 8:00 PM
Martinsburg · Holiday Inn Martinsburg by IHG
2026 NoVA MusicFest benefiting Cancer Can Rock!
Sun, May 24, 11:30 AM
Hillsboro · 868 Estate Vineyards
2026 NoVA MusicFest benefiting Cancer Can Rock!
Sun, May 24, 11:30 AM
Hillsboro · 868 Estate Vineyards
Revolutionary War Guided Walking and Trolley Tour of Winchester, Virginia
Wed, Jul 1, 5:15 PM + 1 more
Winchester · 20 N Loudoun St
Revolutionary War Guided Walking and Trolley Tour of Winchester, Virginia
Wed, Jul 1, 5:15 PM + 1 more
Winchester · 20 N Loudoun St
Scandinavian Spring Market at Walsh Family Wine
Sun, May 31, 10:00 AM
Purcellville · Walsh Family Wine
Scandinavian Spring Market at Walsh Family Wine
Sun, May 31, 10:00 AM
Purcellville · Walsh Family Wine
Standup Comedy at Escutcheon Brewing! (Winchester, Va)
Fri, Jul 10, 8:00 PM + 1 more
Winchester · Escutcheon Brewing Co.
Standup Comedy at Escutcheon Brewing! (Winchester, Va)
Fri, Jul 10, 8:00 PM + 1 more
Winchester · Escutcheon Brewing Co.
A Fest Less Ordinary
Sun, Jun 7, 12:00 PM
Hillsboro · 868 Estate Vineyards
A Fest Less Ordinary
Sun, Jun 7, 12:00 PM
Hillsboro · 868 Estate Vineyards
Artisan Pasta Making
Sun, May 31, 6:00 PM
Purcellville · Kalero Vineyard
Artisan Pasta Making
Sun, May 31, 6:00 PM
Purcellville · Kalero Vineyard
Paint Night: By GNI Events
Thu, Nov 19, 6:00 PM
Bluemont · Bear Chase Brewing Company
Paint Night: By GNI Events
Thu, Nov 19, 6:00 PM
Bluemont · Bear Chase Brewing Company
24th Annual Tour de Skyline
Fri, Sep 11, 9:00 AM
Front Royal · Dickey Ridge Visitor Center
24th Annual Tour de Skyline
Fri, Sep 11, 9:00 AM
Front Royal · Dickey Ridge Visitor Center
Dips & Sips - Levantine Mezza Grazing & Wine Tasting Experience
Sun, Jun 28, 1:00 PM
Delaplane · Three Fox Vineyards & Farm Brewery
Dips & Sips - Levantine Mezza Grazing & Wine Tasting Experience
Sun, Jun 28, 1:00 PM
Delaplane · Three Fox Vineyards & Farm Brewery
Paws and Paints @McFarland House
Thu, Jun 18, 6:00 PM
Martinsburg · The Historical McFarland House
Paws and Paints @McFarland House
Thu, Jun 18, 6:00 PM
Martinsburg · The Historical McFarland House
Driving Out Hunger - Fore the Kids Golf Tournament
Mon, Sep 28, 8:00 AM
Round Hill · Stoneleigh Golf and Country Club
Driving Out Hunger - Fore the Kids Golf Tournament
Mon, Sep 28, 8:00 AM
Round Hill · Stoneleigh Golf and Country Club
The Art of Mosaics at the JK Community Farm
Sun, Jun 7, 1:00 PM
Purcellville · JK Community Farm
The Art of Mosaics at the JK Community Farm
Sun, Jun 7, 1:00 PM
Purcellville · JK Community Farm
Christmas in July @Devils Due
Sun, Jul 26, 1:00 PM
Kearneysville · Devil's Due Distillery
Christmas in July @Devils Due
Sun, Jul 26, 1:00 PM
Kearneysville · Devil's Due Distillery
Intro to Pallet Knife Cake Decorating
Sat, Jun 13, 1:00 PM
Martinsburg · Wandering Roots
Intro to Pallet Knife Cake Decorating
Sat, Jun 13, 1:00 PM
Martinsburg · Wandering Roots
10th Annual Shenandoah Valley Herbal Gathering / CommUnity Matters
Sat, Jun 13, 9:30 AM
Shepherdstown · Sacred Roots Herbal Sanctuary
10th Annual Shenandoah Valley Herbal Gathering / CommUnity Matters
Sat, Jun 13, 9:30 AM
Shepherdstown · Sacred Roots Herbal Sanctuary

Trends in Winchester

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Frequently asked questions about Winchester

What are the best events to attend?

According to Eventbrite, the best events are:

Reitano's Jazz Night

DIY Microgreen Workshop with Robby Ds Lil Greens

Comedy For The Community!

Which events are currently trending in Winchester?

The trending searches this month in Winchester are:

mothers day brunch

events happening today near me

Which events are coming up?

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

2026 NoVA MusicFest benefiting Cancer Can Rock!

Introduction to Mushroom Growing at the JK Community Farm

Scandinavian Spring Market at Walsh Family Wine

Artisan Pasta Making