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Events and Things to do in Middletown, VA

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Dream Wedding Expo at Historic Rosemont
Sun, Apr 12, 12:00 PM
Berryville · 16 Rosemont Manor Ln
Dream Wedding Expo at Historic Rosemont
Sun, Apr 12, 12:00 PM
Berryville · 16 Rosemont Manor Ln
Safe At Home 2026: Community Baseball Day (Under The Lights)
Fri, Apr 24, 3:30 PM
Front Royal · Bing Crosby Stadium
Safe At Home 2026: Community Baseball Day (Under The Lights)
Fri, Apr 24, 3:30 PM
Front Royal · Bing Crosby Stadium
Holistic Healing Workshop Series Winchester, VA
Sat, May 9, 10:00 AM
Winchester · Winchester Country Club
Holistic Healing Workshop Series Winchester, VA
Sat, May 9, 10:00 AM
Winchester · Winchester Country Club
Safe At Home 2026: Community Softball Day (Under The Lights)
Sat, May 9, 9:30 AM
Front Royal · Skyline High School
Safe At Home 2026: Community Softball Day (Under The Lights)
Sat, May 9, 9:30 AM
Front Royal · Skyline High School
The 22nd Annual Watermelon Pickers' Fest
Thu, Sep 10, 9:00 AM
Berryville · Clarke County Ruritan Fairgrounds
The 22nd Annual Watermelon Pickers' Fest
Thu, Sep 10, 9:00 AM
Berryville · Clarke County Ruritan Fairgrounds
32nd Annual James E. Childs Scholarship Golf Tournament
Mon, Jun 1, 9:00 AM
Front Royal · Blue Ridge Shadows Golf Club
32nd Annual James E. Childs Scholarship Golf Tournament
Mon, Jun 1, 9:00 AM
Front Royal · Blue Ridge Shadows Golf Club
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
Smooth Ambler Whiskey Dinner
Thu, Jun 11, 6:30 PM
Middletown · Vault & Cellar
Smooth Ambler Whiskey Dinner
Thu, Jun 11, 6:30 PM
Middletown · Vault & Cellar
Integrative Oncology
Sun, Apr 12, 2:00 PM
Berryville · 208 North Buckmarsh Street, Berryville, VA, USA
Integrative Oncology
Sun, Apr 12, 2:00 PM
Berryville · 208 North Buckmarsh Street, Berryville, VA, USA
Woes of Forgiveness - A Stage Play
Fri, Jun 19, 7:00 PM + 1 more
Front Royal · 155 Westminster Dr
Woes of Forgiveness - A Stage Play
Fri, Jun 19, 7:00 PM + 1 more
Front Royal · 155 Westminster Dr
Summer At the Student Union
Tue, Jun 2, 9:00 AM + 7 more
Front Royal · The Raymond E. Santmyers Student Union & Activity Center
Summer At the Student Union
Tue, Jun 2, 9:00 AM + 7 more
Front Royal · The Raymond E. Santmyers Student Union & Activity Center
Heaven Hill Whiskey Dinner
Thu, Jul 9, 6:30 PM
Middletown · Vault & Cellar
Heaven Hill Whiskey Dinner
Thu, Jul 9, 6:30 PM
Middletown · Vault & Cellar
April Guided Tour of Peaceful Fields Sanctuary
Sun, Apr 26, 2:00 PM
Winchester · Peaceful Fields Sanctuary
April Guided Tour of Peaceful Fields Sanctuary
Sun, Apr 26, 2:00 PM
Winchester · Peaceful Fields Sanctuary
Haunted Halloween at Valerie Hill Vineyards
Sat, Oct 17, 6:00 PM
Stephens City · Valerie Hill Vineyard & Winery, Marlboro Road, Stephens City, VA, USA
Haunted Halloween at Valerie Hill Vineyards
Sat, Oct 17, 6:00 PM
Stephens City · Valerie Hill Vineyard & Winery, Marlboro Road, Stephens City, VA, USA
A Cosmic Concert
Sat, Apr 11, 4:00 PM
Berryville · Johnson-Williams Middle School
A Cosmic Concert
Sat, Apr 11, 4:00 PM
Berryville · Johnson-Williams Middle School
Easter Brunch at Patti’s Place
Sat, Apr 4, 11:00 AM + 15 more
Winchester · Patti's Place
Easter Brunch at Patti’s Place
Sat, Apr 4, 11:00 AM + 15 more
Winchester · Patti's Place
Sales end soon
Project Management Techniques Certification in Front Royal, VA
Friday at 9:00 AM + 19 more
Front Royal · Regus
Sales end soon
Project Management Techniques Certification in Front Royal, VA
Friday at 9:00 AM + 19 more
Front Royal · Regus
Going fast
Ultimate All-Nighter 2026
Fri, Apr 3, 7:00 PM
Winchester · Whats New Worship
Going fast
Ultimate All-Nighter 2026
Fri, Apr 3, 7:00 PM
Winchester · Whats New Worship
Pressed Flower Resin Workshop (Coasters + Serving Tray)
Sat, Apr 11, 1:00 PM + 3 more
Stephens City · Ashley's Home, Art Room
Pressed Flower Resin Workshop (Coasters + Serving Tray)
Sat, Apr 11, 1:00 PM + 3 more
Stephens City · Ashley's Home, Art Room
Night Carbine
Sat, Jun 27, 5:30 PM
High View · 268 Caliber Dr
Night Carbine
Sat, Jun 27, 5:30 PM
High View · 268 Caliber Dr

Trends in Middletown

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Frequently asked questions about Middletown

What are the best events to attend?

According to Eventbrite, the best events are:

Dream Wedding Expo at Historic Rosemont

Safe At Home 2026: Community Baseball Day (Under The Lights)

Holistic Healing Workshop Series Winchester, VA

Safe At Home 2026: Community Softball Day (Under The Lights)

Which events are currently trending in Middletown?

The trending searches this month in Middletown are:

vault and cellar

st patricks day

frederick county

Which events are coming up?

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

Project Management Techniques Certification in Front Royal, VA

Ultimate All-Nighter 2026

Easter Brunch at Patti’s Place

Pressed Flower Resin Workshop (Coasters + Serving Tray)