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Top October Events to Check Out in Washington, DC, Maryland, and Virginia

Top October Events to Check Out in Washington, DC, Maryland, and Virginia

Fall is officially here! Cooler weather and comfort food are the perfect reasons to gather with friends and family.

  • September 26, 2022
Fall is officially here! Cooler weather and comfort food are the perfect reasons to gather with friends and family. Or perhaps you would like to take in some live music, theater, and art? Check out our top selections for October events around the DMV including a list of Oktoberfest celebrations.
 

WASHINGTON, D.C.



Photo courtesy of Rock the Park DC
 

DC Theatre Week – Through October 9

Various Locations
 
Kick off theatre season in the Washington area with dozens of shows at low prices plus free events, readings, workshops, and more. From shows for children to works by masters of comedy and drama, there is sure to be something for everyone.
 
Tickets | $22, $33, $44 & Free 
 

Rock the Park DC WKNDR – October 8 & 9, 4-10p.m.

Franklin Park
 
This two-day festival, headlined by internationally renowned DJs Kenny Dope and DJ Jazzy Jeff, will feature local performers and DJs from across the country. Enjoy jazz, Go-Go, soul, R&B, reggae, hip-hop, electronic and soulful house music.
 
Free Admission
 

Smithsonian Craft2Wear – October 20-22

National Building Museum
 
This curated show features limited edition, wearable art from dozens of designers. Find that unique piece for yourself or to give as a gift. Preview benefit is Thursday from 6-9p.m.
 
Tickets | $10 – $100 
 

DC Halloween Crawl – October 29, 1-9p.m.

Dupont Circle
 
Bust out your best costume and get ready for a spooktacular party like no other this season. The official DC Halloween Crawl celebrates the scariest time of the year!
 
Tickets | $15 earlybird
 

MARYLAND

 


Photo courtesy of Bethesda Row Arts Festival
 

Bethesda Row Arts Festival – October 8, 11a.m.-6p.m. & October 9, 10a.m.-5p.m.

Intersection of Elm St & Woodmont Ave, Bethesda
 
This premier outdoor festival features 129 artists from around the country showcasing works of painting, drawing, photography, sculpture, jewelry, fiber, glass, ceramics, and more.
 
Free Admission
 

Butler’s Orchard – All of October

22222 Davis Mill Rd, Germantown, MD 20876
 
Butler’s Orchard Pumpkin Festival is full of fun for the whole family! Hayrides, corn mazes, giant slides, bonfire sites, corn hole, and more – all included with admission. Fall goodies such as apple cider donuts, kettle corn, and pit beef are available for purchase – don’t forget to stop by the Farm Market!
 
Hours and admission prices vary, click here for more info.
 

Colin Mochrie and Brad Sherwood: The Scared Scriptless Tour – October 16, 8p.m.

Strathmore Music Center
 
Comedy improv stars Colin Mochrie and Brad Sherwood bring their talents and hilarious performances to Strathmore live and in person! Come prepared to offer suggestions from the audience and maybe even join them on stage.
 
Tickets | $28 – $68
 

Taco, Beer, Tequila Festival – October 22 & 23, 11a.m.-5p.m.

802 National Harbor Boulevard
 
Enjoy tacos from 20+ taco trucks, unlimited beer and tequila samples, and pavilions dedicated to guacamole or churros and chocolate!
 
Tickets | $55 – $85
 

VIRGINIA



Photo courtesy of Virginia Wine Festival
 

Art on the Avenue Del Ray – October 1, 10a.m.-6p.m.

Mount Vernon Avenue, Alexandria
 
Jen Walker Team of McEnearney Associates is a proud sponsor of the 27th Annual Art on the Avenue. This multicultural event includes juried artists, live music, food vendors, interactive art activities, and kids’ activities.
 
Free Admission
 

46th Annual Virginia Wine Festival – October 1 & 2, 12-6p.m.

One Loudoun, 44600 Freetown Blvd, Ashburn
 
Taste Virginia wines, dozens of ciders, and buy bottles and cases to take home and enjoy all year. This popular festival also celebrates fresh oysters from Virginia’s Chesapeake Bay. Enjoy live music, food trucks, and more!
 
Tickets | $15 – $79
 

City of Fairfax 46th Annual Fall Festival – October 8, 10a.m.-5p.m.

3999 University Drive, Downtown Fairfax
 
Still a hometown celebration, the Fall Festival has grown to include more than 400 arts, crafts, information, food & gourmet food vendors, children’s activities and three stages of music and entertainment for all ages. Stay for the After Fest Concert in Old Town Square.
 
Free Admission
 

Fall Wine Festival & Sunset Tour – October 7-9, 6-9p.m.

Mount Vernon Estate, Alexandria
 
Bring a blanket and sample wines from 20 different Virginia wineries on the East Lawn of George Washington’s beautiful estate overlooking the Potomac River. Food will be available for purchase.
 
Tickets | $59 – $63 General Public
 

Middleburg Film Festival – October 13-16

Middleburg
 
Over four days, this respected festival in bucolic Middleburg, includes film screenings followed by enlightening conversations with filmmakers, actors, and other special guests. Concerts, wine tastings, farm-to-table dinners, and great parties add to the magic.
 
Advance Ticket Packages | prices vary
 

OKTOBERFEST

 
PROST! This traditional German celebration has become very popular throughout the DMV and local breweries take it as an opportunity to show off their craft. In addition to the beer, German food, and polka music, some festivals benefit local charities while others have added crafts, vendors, and kid-friendly activities. 
 

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