• Hugs & Dishes Sale

    Kimberly's 135 N Braddock St, Winchester, VA, United States

    Everything tabletop, dishes, and jewelry on sale at 20% off - perfect timing for your Valentine's Day Date & Dinner. Exclusively, this sale includes ALL special orders!

  • Celebrating Black History Month: Rhythm & Roots Night

    Bistro SOJO 12 S. Braddock Street, Winchester, VA, United States

    Rhythm & Roots Night A Black History Month Celebration in Old Town Join us for an evening of music, culture, and community as we celebrate Black History Month with Rhythm […]

    $35
  • Galentine’s Night Out

    Galentine’s Night Out

    Youth Development Center 302 S Loudoun Street, Winchester, V, United States

    Join us for a fun and fabulous Galentineโ€™s Night Out at The YDC! Enjoy a guided painting experience, light bites, and a glass of something sweet as you celebrate friendship and creativity in the heart of downtown Winchester. Whether you come solo or with your favorite gals, youโ€™ll leave with your own masterpiece and memories […]

    $45
  • Celebrating Black History Month: Art & Spoken Word Night

    The Typewriter Studio 127 S. Braddock Street, Winchester, VA, United States

    Join us for an evening of creativity, expression, and community at Art & Spoken Word Night at Typewriter Studio. As part of Black History Month in Old Town, this event will spotlight local artists, poets, and performers sharing work that reflects culture, history, identity, and lived experience. From powerful spoken word to visual art and […]

    Free
  • Author Event: Rich Follett – The Day it Rained Popcorn

    Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United States

    Welcome to Bliss, a sunny little village where gold is everywhere, but no one really needs it. Life is peaceful until a greedy dragon arrives and starts taking every golden thing in sight. The villagers are scared, the knights are trying their best, and hope is fading fast. Then two tiny children with a very […]

  • Spin to Win-chester

    Valley Health Fitness Center 401 Campus Blvd, Winchester, V, United States

    Spin to Win-Chester ๐Ÿšดโ€โ™‚๏ธ๐Ÿ”ฅ Think youโ€™ve got what it takes? Spin to Win-Chester is a high-energy spin-a-thon where riders compete, fundraise, and push themselvesโ€”all in support of Old Town Winchester. Join us Saturday, February 21 at Valley Health Wellness & Fitness Center for a Winchester-themed ride led by Pam Lambert. Choose Your Challenge Beginner Ride: […]

    $250
  • Author Event: Greg Kujala – Working at Love

    Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United States

    Working at Love continues the story of Amanda and David following their graduation from Jefferson Medical College. Amanda chose a residency in pathology at Jefferson, while David opted for psychiatry at the Brigham in Boston. Their long-distance connection over the course of the next five years was difficult to maintain. Both Amanda and David grew […]

  • Author Event: James Blakey – Shenandoah Fantastic

    Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United States

    Get the latest from local author James Blakey, SHENANDOAH FANTASTIC, and experience the Valley like never before! Time travelers at the Shakespeare Centerโ€ฆSpace aliens at Route 11 Potato Chipsโ€ฆTrolls beneath Luray Cavernsโ€ฆ Twenty-four stories of fantasy, horror, and science fiction in all.

  • Celebrating Black History Month: History & Cocktails

    Bright Box 15 N Loudoun Street, Winchester, VA, United States

    Join us for a meaningful and memorable evening as we celebrate Black History Month with History & Cocktails Night at Bright Box Theater. This relaxed, intimate event will feature short talks and local storytellers sharing stories that highlight Black history in Winchester and the surrounding region. Itโ€™s a chance to connect with our communityโ€™s past […]

    Free
  • FREE Midday at The YDC!

    FREE Midday at The YDC!

    Youth Development Center 302 S Loudoun Street, Winchester, V, United States

    Midday at The YDC is a relaxed, inclusive daytime program designed to give families a place to connect, learn, and spend meaningful time together. Open to all school-aged children and their caregivers, this drop-in experience invites families to use The YDC as a community space that supports curiosity, creativity, and connection. During Midday at The […]

    Free
  • First Wednesday Community Information Night

    Bridging the Gaps 31 S. Braddock Street, Winchester, V, United States

    Addiction is a struggle โ€” for the person and their loved ones. Thatโ€™s why at Bridging the Gaps, weโ€™re offering ๐…๐ข๐ซ๐ฌ๐ญ ๐–๐ž๐๐ง๐ž๐ฌ๐๐š๐ฒ ๐‚๐จ๐ฆ๐ฆ๐ฎ๐ง๐ข๐ญ๐ฒ ๐€๐๐๐ข๐œ๐ญ๐ข๐จ๐ง ๐ˆ๐ง๐Ÿ๐จ๐ซ๐ฆ๐š๐ญ๐ข๐จ๐ง ๐๐ข๐ ๐ก๐ญ, a ๐Ÿ๐ซ๐ž๐ž ๐ฆ๐จ๐ง๐ญ๐ก๐ฅ๐ฒ ๐ž๐ฏ๐ž๐ง๐ญ ๐จ๐ฉ๐ž๐ง ๐ญ๐จ ๐ญ๐ก๐ž ๐ฉ๐ฎ๐›๐ฅ๐ข๐œ. This October, attendees will be able to receive Acudetox (ear acupuncture), a technique used in addiction recovery to help reduce cravings, […]

    Free
  • Celtic Fest

    Loudoun Street Pedestrian Mall

    Hark and gather, ye merry souls! On Saturday, March 14th, Old Town shall be awash in music, mirth, and Celtic cheer as we proclaim a grand celebration โ€” Celtic Fest! From the twelfth hour โ€˜til five of the clock, the Walking Mall shall be transformed into a lively festival village. Those who wander through shall […]

    Free