Santa Letters

Winchester-Frederick County Visitors Center 1400 S. Pleasant Valley Rd., Winchester, Virginia, US

The Visitors Center is a mailbox location for Santa Letters! Write a letter to Santa and he will write you back. Make sure to include your return address! We are located at 1400 S. Pleasant Valley Road, Winchester, VA 22601, and we are open 7 days a week, 9am-5pm.

Windependent Weekend

Old Town Winchester 1 North Loudoun Street, Winchester, VA, United States

Join us for Windependent Weekend: a celebration of the local businesses indie community that makes Winchester special. Holiday shopping is just around the corner—and so are the best places to do it! Keep your purchases local and discover all the good that supporting small businesses can do. Enjoy special sales, discounts, and promotions at Old ... Read more

Eugene Smith Gallery Holiday Open House

Eugene B. Smith Gallery 25 N. Loudoun St., Winchester, Virginia, US

Join us for a Holiday Open House at Eugene B. Smith Gallery. Shop for holiday gifts at the gallery while enjoying the vocal stylings of Tracey Wygal! She will be performing the music of Patsy Cline in honor of Eugene's 2021 Christmas image, which features Patsy's former home. The image is featured on a Christmas ... Read more

West Oaks’ Holiday Craft Show

Come on out to our Holiday Craft Show! We will be showcasing local craft vendors and artisans with tons of different unique items. Come out to shop through hand crafted items that are perfect for holiday décor, gifts, and more. The farm market will be open for lots of other goodies including gift items, canned ... Read more

Glory Bea: A Shenandoah Christmas Story

Laurel Ridge Community College 173 Skirmisher Lane, Middletown, VA

Selah Theatre Project presents: GLORY BEA: A Shenandoah Christmas Story GLORY BEA: A Shenandoah Christmas Story, by Rich Follett and Larry Dahlke, set in the 1930's in the Shenandoah Valley and the Depression has hit the valley residents. The return of the Wayside Theatre holiday favorite is being presented by Selah Theatre Project, in partnership ... Read more

Free Christmas Concert with Valley Chorale

Grace United Methodist 7882 Main Street, Middletown, Virginia

Join the Valley Chorale for our *free* Christmas concerts on December 10, 11 and 12 in Middletown, Winchester and Front Royal, respectively. This year's concerts feature classical, sacred and popular selections, sure to lift your spirits! All concerts are free-of-charge. Seating is limited…arrive early! COVID safety: all Valley Chorale personnel are fully vaccinated and will ... Read more

Breakfast with Santa

George Washington Hotel 103 East Piccadilly, Winchester, VA, US

Santa Claus is coming to town 🎅 Join us for Breakfast with Santa in The Grand Ballroom on Saturday, December 11th! Seatings at 8:30 am or 11:30 am Adults (10 Years & Older) | $35 2 - 9 Year Olds | $25 Under 2 | Free Email emily@wyndhamwinchester.com for reservations. For more information

Holiday Open House

War Memorial Building 1001 E. Cork Street, Winchester, VA, United States

Fun festivities for the whole family! - Kids Crafts with Childcare - Reindeer Games with Athletics - Adult Fitness Classes set to holiday music - Gingerbread House Creation with Community Rec (free, but preregistration required) - Ornament Decorating with Community Rec - Elf Scavenger Hunt with Facilities - Raffles with Winchester Parks Foundation - Breakfast ... Read more

Holiday Market at Richards Fruit Market

Richard’s Fruit Market 6410 Middle Road, Middletown, VA, US

Make plans to attend our holiday market on December 11th from 10am - 2pm. We'll have hot apple cider, caramel apples, market made vegetable soup and ALL your market favorites (including Christmas pies!) Plus we've got lots of great items from our local small businesses AND photos with our Christmas calf with Jaime Lyn Photography ... Read more

Click here to view more upcoming events on our Winchester VA Events Calendar.