Oktoberfest – Oct. 9-10 – CANCELLED


In response to the COVID-19 pandemic and guidelines for large gatherings, the Oktoberfest event for 2020 has been cancelled.

The 8th 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 wine while experiencing different aspects of the German culture.

Our Old Town Winchester Burgermeister will again be crowned in September in honor of National Volunteer Day.

Everyone is invited to compete in the Best Dressed Lederhosen and Dirndl Contest on Saturday. The top prize is an overnight stay at the Bavarian Inn in Shepherdstown.

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.

Friday will kick off with the Keg Tapping Ceremony. A horse drawn carriage will bring authentic German beer and a free tasting to the first 100 ticket holders. Our Austrian horses, Yeager and Meister, will be strolling down the Loudoun Street Mall to kick off the party!

Also featured on Saturday is Altwashingtonia Schuhplattler Verein, the “Original Bavarian Dance Club of Washington D.C.” Over 30 costumed professional Bavarian dancers will bring fun traditions and create a true Oktoberfest atmosphere. There will also be street performers, accordion players and activities for everyone.

WHEN: Friday, October 9 – Saturday, October 10
TIME: Friday, 5:00 p.m. – 11:00 p.m. and Saturday, Noon – 8:00 p.m.
WHERE: Old Town Winchester Loudoun Street Mall
COST: Free entry into event. Tastings require a ticket. $20 in advance, $25 at the gate.

To enjoy tastings, a ticket is required.
Tickets can be purchased for $20 in advance and $25 the day of the event.
Tastings include a commemorative glass beer stein.

Winchester offers many great hotels and lodging options to choose from to accommodate out of town guests! Check out this list of lodging options in the area! (Button for the below link)
Hotels & Accomodations

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Featured Sponsor

Integrity Homes Cropped


Event Sponsors

Apple FCU
Shenandoah Valley Orthodontics
Honey Way
Bath Fitter
RBC Wealth Management
Bold Rock Hard Cider
Renewal By Anderson
Ridgerunner Container Services
Virginia Eagle Distributing
KEE Construction
Q102 Shenandoah Country
Signet Screen Printing & Embroidery
92.5 WINC FM
Grand Rental Station
99.3 FM The Fox
Dr. Robert Bowen
News Talk 1400
Paulaner Beer
Devil’s Backbone Brewery
KISS 98.3
Winchester Aquarium
Integrity Staffing Services
Prime Lending

Friends of Old Town Winchester Sponsors:

TWG Insurance
United Capital
RBC Wealth Management
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