Valentines Events and Things to do in Winchester, VA

Quad State Wine & Music Fest 2026
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Wine & Music Fest 2026
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Going fast
2nd Annual Daryl Collette Memorial Cornhole Tournament
Thu, Apr 23, 5:30 PM
Aldie · Lark Brewing Co.
Going fast
2nd Annual Daryl Collette Memorial Cornhole Tournament
Thu, Apr 23, 5:30 PM
Aldie · Lark Brewing Co.
A Book and Wine Pairing Event- Summer Escape Reads!
Sat, May 9, 2:00 PM
Hamilton · Firefly Cellars
A Book and Wine Pairing Event- Summer Escape Reads!
Sat, May 9, 2:00 PM
Hamilton · Firefly Cellars
Mother's Day at Firefly Cellars
Sun, May 10, 11:00 AM
Hamilton · Firefly Cellars
Mother's Day at Firefly Cellars
Sun, May 10, 11:00 AM
Hamilton · Firefly Cellars
Leesburg Listening Room: Brendan Lane, Mackenzie Roark
Sat, Apr 25, 7:00 PM
Leesburg · Leesburg Junction
Leesburg Listening Room: Brendan Lane, Mackenzie Roark
Sat, Apr 25, 7:00 PM
Leesburg · Leesburg Junction
4-H Summer Day Camp - From the Field and Beyond STEAM
Mon, Jun 22, 8:00 AM
Boonsboro · Washington County Agricultural Education Center
4-H Summer Day Camp - From the Field and Beyond STEAM
Mon, Jun 22, 8:00 AM
Boonsboro · Washington County Agricultural Education Center
Paul Gilbert VIP Experience // Leesburg, VA May 13
Wed, May 13, 4:00 PM
Leesburg · Tally Ho Theater
Paul Gilbert VIP Experience // Leesburg, VA May 13
Wed, May 13, 4:00 PM
Leesburg · Tally Ho Theater
Eternal Light - Spring Concert (1/2)
Sat, May 2, 4:00 PM
Leesburg · Holy Trinity Lutheran Church
Eternal Light - Spring Concert (1/2)
Sat, May 2, 4:00 PM
Leesburg · Holy Trinity Lutheran Church
Cannon Fire 26
Thu, Jul 16, 6:00 PM
Burkittsville · Burkittsville Ruritan Club
Cannon Fire 26
Thu, Jul 16, 6:00 PM
Burkittsville · Burkittsville Ruritan Club
Just added
Seafood & Wine Dinner @ The Bistro
Fri, Apr 10, 7:00 PM
The Plains · Bistro @ The Porch
Just added
Seafood & Wine Dinner @ The Bistro
Fri, Apr 10, 7:00 PM
The Plains · Bistro @ The Porch
LA Guns VIP // June 02 Leesburg, VA
Tue, Jun 2, 5:30 PM
Leesburg · Tally Ho Theater
LA Guns VIP // June 02 Leesburg, VA
Tue, Jun 2, 5:30 PM
Leesburg · Tally Ho Theater
Sales end soon
March's Stand-Up Comedy Brunch At Tarbender’s Lounge
Sunday at 1:00 PM
Leesburg · Tarbender's Lounge
Sales end soon
March's Stand-Up Comedy Brunch At Tarbender’s Lounge
Sunday at 1:00 PM
Leesburg · Tarbender's Lounge
Sales end soon
Comedy Night at Rebellion Bourbon Bar
Tomorrow at 7:00 PM
Leesburg · Rebellion Bourbon Bar & Kitchen Leesburg
Sales end soon
Comedy Night at Rebellion Bourbon Bar
Tomorrow at 7:00 PM
Leesburg · Rebellion Bourbon Bar & Kitchen Leesburg
Sleepy Creek Spring Fling Fest
Wed, May 6, 12:00 PM
Berkeley Springs · Joshua Lane
Sleepy Creek Spring Fling Fest
Wed, May 6, 12:00 PM
Berkeley Springs · Joshua Lane
Quad State Wine & Music Fest 2026 Sponsor Registration
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Wine & Music Fest 2026 Sponsor Registration
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Sales end soon
The Kingdom Collective at MOVE
Friday at 10:30 AM + 6 more
Leesburg · MOVE Leesburg
Sales end soon
The Kingdom Collective at MOVE
Friday at 10:30 AM + 6 more
Leesburg · MOVE Leesburg
Almost full
National Pickle Day Festival 2026
Sat, Nov 14, 11:00 AM
Boonsboro · Washington County Agricultural Education Center
Almost full
National Pickle Day Festival 2026
Sat, Nov 14, 11:00 AM
Boonsboro · Washington County Agricultural Education Center
Yoga & Sound Healing: a community event
Sun, Apr 12, 10:00 AM
Aldie · 39070 Little River Tpke
Yoga & Sound Healing: a community event
Sun, Apr 12, 10:00 AM
Aldie · 39070 Little River Tpke
Leesburg Daybreak Rotary
Sat, Jun 6, 11:00 AM
Leesburg · 17558 Dry Mill Rd
Leesburg Daybreak Rotary
Sat, Jun 6, 11:00 AM
Leesburg · 17558 Dry Mill Rd

Trends in Winchester

Explore more trends

Quad State Wine & Music Fest 2026

Quad State Wine & Music Fest 2026

2nd Annual Daryl Collette Memorial Cornhole Tournament

2nd Annual Daryl Collette Memorial Cornhole Tournament

A Book and Wine Pairing Event- Summer Escape Reads!

A Book and Wine Pairing Event- Summer Escape Reads!

Mother's Day at Firefly Cellars

Mother's Day at Firefly Cellars

Leesburg Listening Room: Brendan Lane, Mackenzie Roark

Leesburg Listening Room: Brendan Lane, Mackenzie Roark

4-H Summer Day Camp - From the Field and Beyond STEAM

4-H Summer Day Camp - From the Field and Beyond STEAM

Paul Gilbert VIP Experience // Leesburg, VA May 13

Paul Gilbert VIP Experience // Leesburg, VA May 13

Eternal Light - Spring Concert (1/2)

Eternal Light - Spring Concert (1/2)

Cannon Fire 26

Cannon Fire 26

Seafood & Wine Dinner @ The Bistro

Seafood & Wine Dinner @ The Bistro

LA Guns VIP // June 02 Leesburg, VA

LA Guns VIP // June 02 Leesburg, VA

March's Stand-Up Comedy Brunch At Tarbender’s Lounge

March's Stand-Up Comedy Brunch At Tarbender’s Lounge

Comedy Night at Rebellion Bourbon Bar

Comedy Night at Rebellion Bourbon Bar

Sleepy Creek Spring Fling Fest

Sleepy Creek Spring Fling Fest

Quad State Wine & Music Fest 2026 Sponsor Registration

Quad State Wine & Music Fest 2026 Sponsor Registration

The Kingdom Collective at MOVE

The Kingdom Collective at MOVE

National Pickle Day Festival 2026

National Pickle Day Festival 2026

Yoga & Sound Healing: a community event

Yoga & Sound Healing: a community event

Leesburg Daybreak Rotary

Leesburg Daybreak Rotary

Things to do around Winchester

Trends in Winchester

1. Events happening today near me

2. Easter

3. Craft fairs

4. Kids events

5. Speed dating

6. Monster trucks

7. Sip and paint

8. Gun bash

9. Dating

10. Comedy show

11. Bingo

12. Adult easter egg