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Festivals in Winchester, VA

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Maryland African Restaurant Week Festival 2026
Sat, Jun 13, 12:00 PM
Maryland City · Maryland City
Maryland African Restaurant Week Festival 2026
Sat, Jun 13, 12:00 PM
Maryland City · Maryland City
Juneteenth Celebration - All are Welcome!
Fri, Jun 19, 3:00 PM
Columbia · St. John Baptist Church
Juneteenth Celebration - All are Welcome!
Fri, Jun 19, 3:00 PM
Columbia · St. John Baptist Church
Afro - Soca Wine Music & Food Festival Vendor Sign Up
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Afro - Soca Wine Music & Food Festival Vendor Sign Up
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Roosterpalooza Music Festival
Sat, May 30, 11:00 AM
Spring Grove · 511 Roths Church Rd
Roosterpalooza Music Festival
Sat, May 30, 11:00 AM
Spring Grove · 511 Roths Church Rd
Lighthouse Canton's Craft Beer Classic
Sat, May 30, 1:00 PM
Baltimore · Lighthouse Canton
Lighthouse Canton's Craft Beer Classic
Sat, May 30, 1:00 PM
Baltimore · Lighthouse Canton
Crab Fest Grand Opening!!!!
Sat, Jun 20, 4:00 PM
Baltimore · 2036 Eastern Ave
Crab Fest Grand Opening!!!!
Sat, Jun 20, 4:00 PM
Baltimore · 2036 Eastern Ave
NXTFEST 2K26: THE BOUNCE BACK
Fri, Jul 24, 6:00 PM
Summerfield · 8501 Jericho City Dr
NXTFEST 2K26: THE BOUNCE BACK
Fri, Jul 24, 6:00 PM
Summerfield · 8501 Jericho City Dr
Sales end soon
10th Annual Burgers & Bands for Suicide Prevention May 17, 2026
Sunday at 11:00 AM
Severna Park · Severna Park Taphouse
Sales end soon
10th Annual Burgers & Bands for Suicide Prevention May 17, 2026
Sunday at 11:00 AM
Severna Park · Severna Park Taphouse
Crab and Shrimp feast
Sat, Aug 22, 1:30 PM
Cockeysville · Martin's Valley Mansion
Crab and Shrimp feast
Sat, Aug 22, 1:30 PM
Cockeysville · Martin's Valley Mansion
Sales end soon
Fire Hero Chili Cook-Off & Block Party
Sunday at 12:00 PM
Baltimore · of Love & Regret
Sales end soon
Fire Hero Chili Cook-Off & Block Party
Sunday at 12:00 PM
Baltimore · of Love & Regret
THE BOX PRESENTS: PARTY & PLAY - A PRIDE EVENT
Sat, Jun 20, 9:00 PM
Staunton · Bricks Restaurant and Pub
THE BOX PRESENTS: PARTY & PLAY - A PRIDE EVENT
Sat, Jun 20, 9:00 PM
Staunton · Bricks Restaurant and Pub
Sales end soon
Calf Cuddling
Tomorrow at 10:00 AM
Freeland · 21643 Keeney Mill Rd
Sales end soon
Calf Cuddling
Tomorrow at 10:00 AM
Freeland · 21643 Keeney Mill Rd
Afro Cultural Festival 206
Sat, Jun 27, 12:00 PM
Owings Mills · New Town High School
Afro Cultural Festival 206
Sat, Jun 27, 12:00 PM
Owings Mills · New Town High School
PATAWOMECK MEMORIAL DAY MARKET
Sat, May 23, 11:00 AM
Fredericksburg · Patawomeck Museum & Cultural Center
PATAWOMECK MEMORIAL DAY MARKET
Sat, May 23, 11:00 AM
Fredericksburg · Patawomeck Museum & Cultural Center
Bev's Rosé Fest
Sat, Jun 13, 12:00 PM
Baltimore · 4505 Harford Rd
Bev's Rosé Fest
Sat, Jun 13, 12:00 PM
Baltimore · 4505 Harford Rd
Sales end soon
Howard County Sherrif FOP Car Show
Tomorrow at 9:00 AM
Columbia · 6751 Columbia Gateway Dr
Sales end soon
Howard County Sherrif FOP Car Show
Tomorrow at 9:00 AM
Columbia · 6751 Columbia Gateway Dr
3rd ANNUAL CHARM CITY HEAT FEST BLOCK PARTY - Main Event
Sat, Jul 11, 12:00 PM
Baltimore · Mobtown Brewing Company
3rd ANNUAL CHARM CITY HEAT FEST BLOCK PARTY - Main Event
Sat, Jul 11, 12:00 PM
Baltimore · Mobtown Brewing Company
Sales end soon
Melt N' Ooze Noise and Experimental Festival 2026
Today at 7:00 PM
Baltimore · Wax Atlas Record and Stereo Exchange
Sales end soon
Melt N' Ooze Noise and Experimental Festival 2026
Today at 7:00 PM
Baltimore · Wax Atlas Record and Stereo Exchange
Home Ownership Fair
Sat, Jun 6, 10:00 AM
Clinton · 8701 Woodyard Rd
Home Ownership Fair
Sat, Jun 6, 10:00 AM
Clinton · 8701 Woodyard Rd
PATAWOMECK HALLOWEEN FESTIVAL
Sat, Oct 24, 11:00 AM
Fredericksburg · Patawomeck Museum & Cultural Center
PATAWOMECK HALLOWEEN FESTIVAL
Sat, Oct 24, 11:00 AM
Fredericksburg · Patawomeck Museum & Cultural Center

Trends in Winchester

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Frequently asked questions about Winchester

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Maryland African Restaurant Week Festival 2026

Juneteenth Celebration - All are Welcome!

Afro - Soca Wine Music & Food Festival Vendor Sign Up

Roosterpalooza Music Festival

Which events are currently trending in Winchester?

The trending searches this month in Winchester are:

mothers day brunch

events happening today near me

Which festival events are coming up?

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

Melt N' Ooze Noise and Experimental Festival 2026

Howard County Sherrif FOP Car Show

10th Annual Burgers & Bands for Suicide Prevention May 17, 2026