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Old Town Winchester

July 2022

Find Waldo Local – 2022

July 1 @ 10:00 am - July 31 @ 7:00 pm
Free

Waldo's Back and up to his shenanigans! He's been spotted around many of our local downtown businesses! Grab a Passport at Winchester Book Gallery to see where he's hiding. Spot Waldo and get your Passport stamped at each shop. Find 25 of the Waldos to be entered in a prize drawing!

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First Friday

July 1 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

An event every month that begins at 5:00 pm on day First of the month, repeating until November 4, 2022

  On the first Friday of every month, Old Town Winchester becomes an immersive gallery where visitors to the historic business district can shop, dine, and stroll while taking in local art, live music, and artisan crafts. Artists will be on-site to show their works and wares, and free open air concerts at the Taylor Pavilion make this the perfect chance to come down and experience all that Old Town has to offer! Old Town Spirit will be in effect…

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Rockin’ Independence Eve

July 3 @ 2:00 pm - 10:00 pm

It's almost time for Rockin' Independence Eve! Join us in Old Town Winchester on Sunday, July 3 for the return of an old favorite. We'll have Old Town Spirit in effect from 2-10 PM so you can take full advantage of all the food and drink that Loudoun and Boscawen Street have to offer. Hometown favorites RTG hit the Taylor Pavilion stage at 4 PM, then we invite you to take a dinner break until 7 PM when the Texas…

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KidzFest

July 9 @ 12:00 pm - 5:00 pm

KidzFest will return this year! This free, family-friendly event features exhibits highlighting education, art, music, and more! Some of this year's activities include: Library card sign-ups with Handley Library Creating origami animals with the Museum of the Shenandoah Valley Making and decorating paper fans with the Youth Development Center Giant chess and other challenge activities with Shenandoah Valley Chess Club Trial classes with Armstrong Irish Dance Academy Dance demonstrations from Dance Ambassadors Art activities with Arte Libre Susie the Clown 12-4pm…

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Find Waldo Local Party!

July 31 @ 1:00 pm - 3:00 pm
Free

It's been a long month of finding Waldo! Today will be out grand celebration! 1pm at the Winchester Book Gallery, we will be hosting a party and a prize drawing. You'll be entered in the prize drawing if you have found at least 25 out of 48 Waldos AND brought your passport back to the Winchester Book Gallery! Best of luck to all!

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August 2022

First Friday

August 5 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

An event every month that begins at 5:00 pm on day First of the month, repeating until November 4, 2022

  On the first Friday of every month, Old Town Winchester becomes an immersive gallery where visitors to the historic business district can shop, dine, and stroll while taking in local art, live music, and artisan crafts. Artists will be on-site to show their works and wares, and free open air concerts at the Taylor Pavilion make this the perfect chance to come down and experience all that Old Town has to offer! Old Town Spirit will be in effect…

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FIDDLES & FIFTHS

August 26 @ 12:00 pm - August 27 @ 10:00 pm
Free

Old Town Winchester will present the FIDDLES & FIFTHS FESTIVAL this August featuring headliner performances by acclaimed African-American string band EBONY HILLBILLIES and celebrated New Jersey septet RAILROAD EARTH. The festival, which also features local act DUNLAP & MABE, Maryland-based LOW RIVER EXPRESS, and Richmond’s THE HASBHURY COLLECTIVE, is a brand-new two-day event celebrating bluegrass, bourbon, and the great businesses and atmosphere of Old Town Winchester! All mainstage performances are free to the public. Other additions to the festival will…

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September 2022

First Friday

September 2 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

An event every month that begins at 5:00 pm on day First of the month, repeating until November 4, 2022

  On the first Friday of every month, Old Town Winchester becomes an immersive gallery where visitors to the historic business district can shop, dine, and stroll while taking in local art, live music, and artisan crafts. Artists will be on-site to show their works and wares, and free open air concerts at the Taylor Pavilion make this the perfect chance to come down and experience all that Old Town has to offer! Old Town Spirit will be in effect…

Find out more »

October 2022

First Friday

October 7 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

An event every month that begins at 5:00 pm on day First of the month, repeating until November 4, 2022

  On the first Friday of every month, Old Town Winchester becomes an immersive gallery where visitors to the historic business district can shop, dine, and stroll while taking in local art, live music, and artisan crafts. Artists will be on-site to show their works and wares, and free open air concerts at the Taylor Pavilion make this the perfect chance to come down and experience all that Old Town has to offer! Old Town Spirit will be in effect…

Find out more »

November 2022

First Friday

November 4 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

An event every month that begins at 5:00 pm on day First of the month, repeating until November 4, 2022

  On the first Friday of every month, Old Town Winchester becomes an immersive gallery where visitors to the historic business district can shop, dine, and stroll while taking in local art, live music, and artisan crafts. Artists will be on-site to show their works and wares, and free open air concerts at the Taylor Pavilion make this the perfect chance to come down and experience all that Old Town has to offer! Old Town Spirit will be in effect…

Find out more »
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