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Festivals in Winchester, VA

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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
Twin Oaks Women's Gathering - Aug 21-23, 2026
Fri, Aug 21, 3:00 PM
Louisa · Twin Oaks Conference Site
Twin Oaks Women's Gathering - Aug 21-23, 2026
Fri, Aug 21, 3:00 PM
Louisa · Twin Oaks Conference Site
Homeownership Fair | Free Community Event| Clinton, MD
Sat, Jun 6, 10:00 AM
Clinton · 8701 Woodyard Rd
Homeownership Fair | Free Community Event| Clinton, MD
Sat, Jun 6, 10:00 AM
Clinton · 8701 Woodyard Rd
Bagfest V - 24 years of BOH w/GAWDS,Upstarters,Milkmaster, Irewyrm, RVN +
Sat, Jun 6, 1:00 PM
Baltimore · 6044 Harford Rd
Bagfest V - 24 years of BOH w/GAWDS,Upstarters,Milkmaster, Irewyrm, RVN +
Sat, Jun 6, 1:00 PM
Baltimore · 6044 Harford Rd
10th Annual GET DOWN featuring 2 Nights of CABINET!
Thu, Jun 25, 5:00 PM
Blain · Blain Picnic Grounds
10th Annual GET DOWN featuring 2 Nights of CABINET!
Thu, Jun 25, 5:00 PM
Blain · Blain Picnic Grounds
15th Annual Southern MD Hiring Event
Thu, May 21, 10:00 AM
La Plata · College of Southern Maryland
15th Annual Southern MD Hiring Event
Thu, May 21, 10:00 AM
La Plata · College of Southern Maryland
Flea Market
Sat, Jun 13, 8:00 AM
Randallstown · Mount Olive United Methodist Church
Flea Market
Sat, Jun 13, 8:00 AM
Randallstown · Mount Olive United Methodist Church
Souled Out Crab Feast by Quay and Kay
Sun, Aug 9, 2:00 PM
Baltimore · Cellar2 @ Parkville
Souled Out Crab Feast by Quay and Kay
Sun, Aug 9, 2:00 PM
Baltimore · Cellar2 @ Parkville
MD-03 Constituent Resource Fair
Thu, May 28, 5:30 PM
Elkridge · Elkridge Branch - Howard County Library System
MD-03 Constituent Resource Fair
Thu, May 28, 5:30 PM
Elkridge · Elkridge Branch - Howard County Library System
GrownFolksCrabFeast2026
Sat, Aug 29, 1:00 PM
Baltimore · Cellar2 @ Parkville
GrownFolksCrabFeast2026
Sat, Aug 29, 1:00 PM
Baltimore · Cellar2 @ Parkville
Just added
Freeland Music Festival at Black Locust
Sat, Oct 3, 12:00 PM
Freeland · Black Locust Hops Farm Brewery
Just added
Freeland Music Festival at Black Locust
Sat, Oct 3, 12:00 PM
Freeland · Black Locust Hops Farm Brewery
Turtleberry & Friends Celebration & Marketplace
Sat, Dec 12, 12:00 PM
Parkville · Tall Cedars-Lebanon-North Amer
Turtleberry & Friends Celebration & Marketplace
Sat, Dec 12, 12:00 PM
Parkville · Tall Cedars-Lebanon-North Amer
Tails on the Trails Funfest
Sunday at 12:00 PM
Huntingtown · Kings Landing Park
Tails on the Trails Funfest
Sunday at 12:00 PM
Huntingtown · Kings Landing Park
PrEP for Pride 2026
Sat, May 30, 12:00 PM
White Plains · 4545 Crain Hwy
PrEP for Pride 2026
Sat, May 30, 12:00 PM
White Plains · 4545 Crain Hwy
FUN IN THE SON
Sat, Jul 4, 12:00 PM
Woodlawn · 1928 Woodlawn Dr
FUN IN THE SON
Sat, Jul 4, 12:00 PM
Woodlawn · 1928 Woodlawn Dr
SWBA Juneteenth Festival
Fri, Jun 19, 12:30 PM
Woodlawn · Woodlawn Memorial Park
SWBA Juneteenth Festival
Fri, Jun 19, 12:30 PM
Woodlawn · Woodlawn Memorial Park
Sales end soon
TASTE OF JAMAICA...OXTAIL,JERK CHICKEN, JERK RIBS AND MUCH MORE.
Tomorrow at 1:00 PM
Mechanicsville · 27857 Budds Creek Rd
Sales end soon
TASTE OF JAMAICA...OXTAIL,JERK CHICKEN, JERK RIBS AND MUCH MORE.
Tomorrow at 1:00 PM
Mechanicsville · 27857 Budds Creek Rd
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
Saturday @Sudbrook Food Truck Festival
Sat, May 30, 12:00 PM
Pikesville · 4300 Bedford Rd
Saturday @Sudbrook Food Truck Festival
Sat, May 30, 12:00 PM
Pikesville · 4300 Bedford Rd
24th Annual Penn-Mar Irish Festival
Sat, Jun 20, 10:30 AM
Glen Rock · Pheasant Run Greenhouse & Garden Center
24th Annual Penn-Mar Irish Festival
Sat, Jun 20, 10:30 AM
Glen Rock · Pheasant Run Greenhouse & Garden 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:

PATAWOMECK HALLOWEEN FESTIVAL

Twin Oaks Women's Gathering - Aug 21-23, 2026

Homeownership Fair | Free Community Event| Clinton, MD

Bagfest V - 24 years of BOH w/GAWDS,Upstarters,Milkmaster, Irewyrm, RVN +

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:

TASTE OF JAMAICA...OXTAIL,JERK CHICKEN, JERK RIBS AND MUCH MORE.

Tails on the Trails Funfest

15th Annual Southern MD Hiring Event

MD-03 Constituent Resource Fair