Oktoberfest – Oct. 11 & 12


The 7th annual Oktoberfest will bring German music, dancing and much more to Old Town Winchester! This event is expected to be just as big and exciting as last year. Oktoberfest will once again encompass most of the Loudoun Street Mall including The Shenandoah Valley Civil War Museum lawn and the Taylor Pavilion. Attendees will have the opportunity to sample German-inspired food, beers, and global wine while experiencing different aspects of the German culture.

Everyone is invited to compete in the Best Dressed Lederhosen and Dirndl Contest on Friday & Saturday. The top prize is an overnight stay for two at the Bavarian Inn in Shepherdstown, WV! Catch Lola the Organ Grinder playing German tunes up and down the walking mall with her hand-crafted crank organ. There will also be street performers, FREE Caricature paintings, a FREE Photo booth and activities everyone will enjoy.

A high energy band is back in Winchester for Oktoberfest: The Continentals, a band with a wide repertoire specializing in different ethnic styles of polka and waltz. This veteran band has been playing together for over 45 years and is ready to bring that energy back to Old Town Winchester! Also featured on Saturday is Altwashingtonia Schuhplattler Verein the “Original Bavarian Dance Club of Washington D.C.” Over 30 costumed professional Bavarian dancers will once again bring fun traditions and create a true Oktoberfest atmosphere.

Ticket Details: 

  • Our online advance tasting package is just $20, which includes six tastings and a 12oz glass beer stein.
  • Tasting packages, the day of the event, are $25 and include the six tastings and stein as well.
  • General admission is FREE! If you just want to relax in the wonderful German atmosphere, feel free to bring anyone down and partake in the German culture.

Click here for Tickets to Oktoberfest

Presenting SponsorCompass-West-Realty-Banner-Logo

Featured Sponsor


Event Sponsors

Reddy Ice
Compass West Realty
Bath Fitter
Next Home
Lee Graff
Virginia Eagle Distributing
Signet Screen Printing & Embroidery
KEE Construction
Winchester Brew Works
Escutcheon Brewing
Alesatian Brewing
Winchester Cider Works
Bold Rock Hard Cider
Ridgerunner Container Services
Q102 Shenandoah Country
92.5 WINC FM
Grand Rental Station
99.3 FM The Fox
News Talk 1400
Paulaner Beer
Devil’s Backbone Brewery
KISS 98.3
Winchester Aquarium
Prime Lending

Friends of Old Town Winchester Sponsors:

RBC Wealth Management
TWG Insurance
United Capital
Pin It