Friends of Old Town

The Magic Flute ballet
2025-10-04 17:00 - 18:30, 2025-10-04 14:00 - 15:30 (America/New_York) | Vostrikov’s Academy of Ballet, 20 West Cork Street, Winchester, V, 22601, United States
Virginia Youth Ballet presents a classic ballet, The Magic Flute.
Let the Magic of Kindness and Love Enchant You
Step into a world where music holds the power to change destinies and love conquers all obstacles. In a charming village shadowed by struggle and longing, a humble boy’s act of generosity awakens the magic of a flute, unlocking hope, healing, and joy for everyone. As friendship blooms into love and hearts are mended, witness how a single melody can transform sorrow into celebration. The Magic Flute ballet invites you to experience an unforgettable tale where kindness is the greatest enchantment of all. Don’t miss this radiant story—where every note is a promise of happiness!
Please arrive 15 minutes prior to the start of the performance. The performance will last approximately 1 1/2 hours.
**Flowers for purchase for dancers; Vostrikov’s/VYB merchandise, and Concession will be available during intermission**

Author Event: Beka Wueste - Fireflies in a Jar
2025-10-04 14:00 - 16:00 | Winchester Book Gallery, 7 North Loudoun Street, Winchester, V, 22601, United States
Come down to the shop to celebrate Beka Wueste’s sophomore novel, “Fireflies in a Jar,” a mid-life coming of age story for anyone who has ever felt like they don’t fit in, don’t have everything figured out, or haven’t hit the milestones expected of them. Beka will be here to sign copies and talk about her new release!

Author Event: Leenie Hobbie - Elder Legacies
2025-10-04 11:00 - 13:00 | Winchester Book Gallery, 7 North Loudoun Street, Winchester, V, 22601, United States
Can two young women rely on their traditional herbal knowledge and skills to make their way in a world constructed by and for men? Amid world war and rampant disease, they discover they must also catch a murderer. Come meet first time local author Leenie Hobbie and get your signed copy.

Thrift on Tap at Dividing Creek!
2025-10-03 12:00 - 19:00 | Dividing Creek Beer Co, 160 N Loudoun St, Winchester, VA, 22601, United States
Sip, shop, and score big at our one of a kind thrift event! 🍻🛍️
We’re bringing together a few of the best local thrifters, vintage curators, and small shops for a day of treasures, bargains, and brews. Wander through racks of unique finds, sip on craft beer, and discover your next favorite outfit or home good- all while supporting sustainability & local businesses.
Whether you’re hunting for vintage gems, affordable fashion, or just a fun day out, Thrift on Tap has you covered. Come thirsty!
More info: https://partiful.com/e/qu6TofpfYbyLwy50P6E6

First Fridays
2025-10-03 08:00 - 17:00, 2025-09-05 08:00 - 17:00 | V
Discover the heartbeat of Old Town Winchester with Friends of Old Town’s First Fridays! From June through October, kick off your weekend each month with live music, local art, and the popular sip & stroll program, which lets you enjoy our vibrant downtown while supporting Old Town’s restaurants and shops. These evenings celebrate the creativity, culture, and small businesses that make Old Town unique. Whether you’re here for special events or just exploring, First Fridays are your invitation to experience all that makes our city a thriving community hub.

Trivia @ DCBC: Emo Music!
2025-10-01 19:30 - 21:30, 2025-10-01 08:00 - 17:00 | Dividing Creek Beer Co, 160 N Loudoun St, Winchester, VA, 22601, United States
Bring your eyeliner and your sadness to our first ever emo trivia. Questions will revolve around all the cool stuff that got you through your most angstiest of times. It was NOT a phase! Prizes to the top three teams. Team sizes limited to 7.

First Wednesday Community Information Night
2025-10-01 17:30 - 19:00 | Bridging the Gaps, 31 S. Braddock Street, Winchester, V, 22601, United States
Addiction is a struggle — for the person and their loved ones. That’s why at Bridging the Gaps, we’re offering 𝐅𝐢𝐫𝐬𝐭 𝐖𝐞𝐝𝐧𝐞𝐬𝐝𝐚𝐲 𝐂𝐨𝐦𝐦𝐮𝐧𝐢𝐭𝐲 𝐀𝐝𝐝𝐢𝐜𝐭𝐢𝐨𝐧 𝐈𝐧𝐟𝐨𝐫𝐦𝐚𝐭𝐢𝐨𝐧 𝐍𝐢𝐠𝐡𝐭, a 𝐟𝐫𝐞𝐞 𝐦𝐨𝐧𝐭𝐡𝐥𝐲 𝐞𝐯𝐞𝐧𝐭 𝐨𝐩𝐞𝐧 𝐭𝐨 𝐭𝐡𝐞 𝐩𝐮𝐛𝐥𝐢𝐜.
This October, attendees will be able to receive Acudetox (ear acupuncture), a technique used in addiction recovery to help reduce cravings, manage stress and anxiety, ease insomnia, and support healing.
𝐖𝐡𝐚𝐭 𝐭𝐨 𝐄𝐱𝐩𝐞𝐜𝐭:
▪️Receive Acudetox treatment from our nurse trained as a NADA Acudetox Specialist
▪️Q&A with our clinicians and admissions team
▪️Practical tools and resources for recovery
▪️Connections to local support and community resources
▪️Light refreshments provided
𝐖𝐡𝐨 𝐒𝐡𝐨𝐮𝐥𝐝 𝐀𝐭𝐭𝐞𝐧𝐝:
💜 Individuals struggling with addiction
💜 Family & friends supporting someone in addiction or recovery
💜 Community members interested in learning more

British Bingo
2025-09-25 18:30 - 20:30, 2025-08-21 18:30 - 20:30 | The Cider House, 30 E Piccadilly St, Winchester, V, 22601, United States
British Bingo is going monthly! 🎉
Join us for British Bingo every third Thursday of the month at The Cider House!
Hosted by our very own cidermaster, it’s totally free to play, with prizes, cider, and fun guaranteed.
Mark your calendars, bring your mates, and let the games begin!

Reggaeton
2025-09-20 21:00 - 23:00 | Bright Box, 15 N Loudoun Street, Winchester, VA, 22601, United States
Join us for the unofficial Winchester Celebración afterparty!
The classics you grew up on. The hits you can’t stop playing. One unforgettable night.
From the golden era of Don Omar, Daddy Yankee, and Ivy Queen to the new wave led by Bad Bunny, Eladio Carrión, Feid, and Karol G— DJ SUELTO and DJ LJ are spinning reggaetón through the ages with a party that blends throwback anthems with the modern Latin sound that’s taking over the world.
Expect nothing but bangers, sweat, and sing-alongs all night long!

Celebracion of Winchester
2025-09-20 12:00 - 16:00 | V
Celebración of Winchester is a free one-day festival celebrating Hispanic Heritage in the Winchester region. It will take place on Saturday, September 20th, from 12 pm to 4 pm in the Old Town Pedestrian Mall in Winchester, and we want YOU to be a part of it!
Stay up-to-date on our Facebook page.

Mabon Luna Market
2025-09-20 10:00 - 17:00 | Moon Phased Metaphysical, 125 S. Loudoun Street, Winchester, V, 22601, United States
Join us for our 3rd annual Mabon Luna Market on Saturday, September 20th from 10 am to 5 pm! We will be hosting 20+ vendors with a large variety of products and services to celebrate the autumn season.

Wine tasting at Murphy Beverage Company
2025-09-19 17:00 - 19:00 | Murphy Beverage Company, 167 N Loudoun Street, Winchester, V, 22601, United States
Come join us for a free wine tasting where Margaret of Williams Corner Wines will pour four wines.

Home Seller Seminar
2025-09-18 17:00 - 19:30 | V
Thursday, September 18th from 5:00–7:30 PM at the Handley Library (Benham Gallery Room) here in Winchester. This free community event will give local homeowners practical tips on preparing, pricing, and selling their homes in today’s market.

EDGE Ensemble Concert
2025-09-17 20:00 - 23:30 | Bright Box, 15 N Loudoun Street, Winchester, VA, 22601, United States
Shenandoah New Music
Passport Control
Celebrate Shenandoah University’s sesquicentennial with the EDGE Ensemble as it looks boldly to the future, celebrating the next 150 years of music on planet Earth. This vibrant program features new works by living composers from Australia, France, Iceland, Poland, Slovenia, Sweden and the United States.

Open Mic Talent Showcase
2025-09-17 19:00 - 21:00 | The Cider House, 30 E Piccadilly St, Winchester, V, 22601, United States
Have you got talent? Want to try your hand in front of a live crowd? The Cider House is having an Open Mic Showcase September 17! Unlike most open mics, this one isn’t just for music (honestly, we only have the vibe/hookups for acoustic). We will be featuring comedy, magic, monologues… you name it! Sign ups start at 6, and the show is on at 7pm. Contact @sargisbrian on Instagram for more information.

Youth Matters: Inspiring the Next Generation of Leaders
2025-09-17 15:00 - 16:00 | Winchester Brew Works
We love hearing from our amazing Old Town community!
That’s why Friends of Old Town is hosting monthly outreach and input sessions all year long. These laid-back, open-forum meetups are a great chance to share ideas, chat about what’s happening in Old Town, and help shape our future together.
Each session focuses on a fun, guided topic to keep things lively and productive.

Author Event: Sandra Jackson-Opoku - Savvy Summers and the Sweet Potato Crimes
2025-09-14 12:00 - 14:00 | Winchester Book Gallery, 7 North Loudoun Street, Winchester, V, 22601, United States
With SAVVY SUMMERS AND THE SWEET POTATOCRIMES award-winning author Sandra Jackson-Opoku presents a sparkling debut mystery set on the south side of Chicago, featuring the quick-witted, unforgettable Savvy Summers, proprietor of a soul food café.
When Savvy first opened Essie’s soul food café, she never expected her customer-favorite sweet potato pie to become the center of a murder investigation. But when Grandy Jaspers, the 75-year-oldneighborhood womanizer, drops dead at table two, she suddenly has more to worry about than just maintaining Essie’s reputation for the finest soul food in the Chicagoland area.
Even as the police deem Grandy’s death an accident, Savvy quickly finds herself—and her beloved café—in the middle of an entire city’s worth of bad press. Desperate to clear her name and keep her business afloat, Savvy and her snooping assistant manager, Penny Lopés, take it upon themselves to find who really killed Grandy.
But with a slimy investor harassing her to sell her name and business, customers avoiding her sweet potato pie like the plague, and her police sergeant ex-husband suddenly back in the picture, will Savvy be able to clear the café’s name and solve Grandy’s murder before it all falls apart?
Sandra Jackson-Opoku is the author of the award-winning novel, The River Where Blood is Born and Hot Johnny and the Women Who Loved Him, an Essence Magazine Bestseller in Hardcover Fiction. She also coedited the anthology Revise the Psalm: Work Celebrating the Writing of Gwendolyn Brooks. Her fiction, nonfiction, and dramatic works are widely published and produced in Adi Magazine, Midnight & Indigo, Aunt Chloe, Africa Risen: A New Era of Speculative Fiction, New Daughters of Africa, Obsidian, Another Chicago Magazine, story South, Lifeline Theatre, the Chicago Humanities Festival, and others. Professional recognition includes a Plentitudes Journal Prize, the Hearst Foundation James Baldwin Fellowship at MacDowell Arts, a National Endowment for the Arts Fiction Fellowship, an American Library Association Black Caucus Award, a City of Chicago Esteemed Artist Award, the Iceland Writers Retreat Alumni Award, a Globe Soup Story Award, the Joan Perry Barnes Fellow in Crime Writing at Story knife Writers Retreat and a Pushcart Prize nomination.

Fiddles & Fifths - Bluegrass & Bourbon Festival's
2025-09-13 13:00 - 19:00 | V
Join us at the Old Civil War Museum in downtown Winchester for a free day of live music, local flavor, and bourbon tastings.
🎶 Featuring performances by:
🔥 The Bridge City Sinners
🎸 Brennan Edwards & The Monday Blues
🎻 Reno & Dunlap
Music kicks off at 2 PM, and bourbon tasting tickets will be on sale soon!
Save the date, tell your friends, and come party with us in the heart of Old Town

Author Event: Leah Rampy - Earth & Soul
2025-09-13 11:00 - 13:00 | Winchester Book Gallery, 7 North Loudoun Street, Winchester, V, 22601, United States
Amidst accelerating climate devastation and an uncertain future comes a clarion call to renew a deep and personal relationship with Earth. Facing directly into the devastation of climate chaos and biodiversity loss, Rampy leads her readers on a soul journey into grief and loss to also claim the beauty, joy and possibilities available when we reconnect with Earth. As we follow the author’s compelling personal experiences and engagingly lyrical stories of whales, cedars, sparrows, and more, we see the necessity and urgency of learning from the wisdom of our kin in the natural world. Writing at the intersection of spirituality, ecology, and story, Leah Rampy illuminates a path to reweaving nature and soul. Under Rampy’s deft guidance, the beauty and genius of this sacred world unfolds before us. Even now when the world as we knew it is ending and a new story lies beyond what we can envision, we may live fully alive and lay stepping stones toward a diverse and vibrant world of oneness and mutual flourishing.

ShenArtsFest
2025-09-06 10:00 - 18:00 | V
Old Town Winchester, VA is a beautiful venue for a festival with dedicated crowds and wonderful staff and volunteers. We hope you will apply!​
The Shenandoah Arts Council (ShenArts) is proud to present a juried, fine art festival, showcasing the work of artists from all over our region. Located along Piccadilly St. between Cameron St and Indian Alley, visitors will have the opportunity to discover handmade-in-the-USA, original works of art across every medium, along with music, dance and various entertainers.​
ShenArts’ careful vetting process ensures the finest and most diverse offerings of sculpture, pottery, jewelry, photography, mixed-media, painting and more to suit every artistic taste and budget.
** ShenArts Fest will take place rain or shine.

Anniversary Weekend British Bingo!
2025-08-31 18:00 - 20:00 | The Cider House, 30 E Piccadilly St, Winchester, V, 22601, United States
It’s The Cider House’s one year anniversary on Labor Day Weekend! We’re celebrating with British Bingo!

15th Annual Patsy Cline Block Party
2025-08-30 10:00 - 16:00 | Patsy Cline Historic House, 608 South Kent Street, Winchester, V, 22601, United States
Join us in celebrating Patsy Cline’s Birthday and contribution to American Culture at our 15th Annual Patsy Cline Block Party on August 30th, 2025, between 10 am and 4 pm. This free community event is hosted by the Patsy Cline Historic House and will be staged at the 600 Block of South Kent Street. Events include live music, specially priced tours, food vendors, Patsy Cline Merchandise, and our 3rd Annual Hungry For History Food Event, featuring Patsy’s Specialty Soda Drinks! Notably, no alcohol is permitted at the event. Parking will be limited around the block party itself; however, visitors can park and ride for free at the Winchester-Frederick County Visitor Center (1400 S. Pleasant Valley Rd), where the Trolley will be continuously running throughout the day at no charge. We hope to see you there!

Open Mic Talent Showcase
2025-08-28 19:00 - 21:00 | The Cider House, 30 E Piccadilly St, Winchester, V, 22601, United States
Have you got talent? Want to try your hand in front of a live crowd? The Cider House is having an Open Mic Showcase August 28! Unlike most open mics, this one isn’t for music. We will be featuring comedy, magic, monologues… you name it! Sign ups start at 6, and the show is on at 7pm. Contact @sargisbrian on Instagram for more information.

Karaoke with DJ Blue Nova
2025-08-27 19:00 - 21:00 | The Cider House, 30 E Piccadilly St, Winchester, V, 22601, United States
🎤 Karaoke Nights are coming to The Cider House! 🎵
Starting Wednesday, August 13, we’re teaming up with DJ Blue Nova for karaoke every other Wednesday night!
Bring your best notes, worst fears, and bravest friends… because it’s time to sing your heart out (or at least try).

Trivia at 50/50 Taphouse
2025-08-21 20:30 - 22:00 | 50/50 Taphouse, 29 West Cork Street, Winchester, Virginia, 22601
Come out to 50/50 Taphouse in Winchester, Virginia every Thursday (except holidays) to play general trivia with all of your friends. Get your team together or challenge yourself. Trivia is hosted and organized by Eric McBride.
Prizes are $25 off the 1st place team’s tab; $15 off of the 2nd place team’s tab. There is no fee to play.

Celebrating the Seasons: Holiday Events in Old Town
2025-08-20 15:00 - 16:00 | Winchester Brew Works
