USMC 246th Birthday Bash

James Charles Winery 4063 Middle Road, Winchester, VA, US

James Charles Bogaty, a US Marine and James Charles Winery's namesake, invites you to celebrate the 246th birthday of the Marine Corps! Please join us on Saturday, November 6th from 6:30-11:00pm. This event is open to United States Marines, past or present, and their guests. A social hour will be followed by a semi-formal dinner, ... Read more

Giving Thanks at Briedé Vineyards

Briede Family Vineyards 450 Green Spring Road, Winchester, VA, United States

Join us to give thanks for a wonderful champagne and wine presentation at Briede Family Vineyards with delicious bites from R Roots Catering. Depending on attendance, we will be having an international zoom call with Mr. Regnier the owner of the champagne that we will be tasting that evening! Hope to see you at Briede ... Read more

EmiSunshine Live at Bright Box

The Bright Box Theatre 15 N. Loudoun Street, Winchester, Virginia, United States

Rolling Stone called 16-year-old EmiSunshine one of “10 new country artists you need to know,” but she is much more than that. Raised in a musical family in the Smoky Mountains of East Tennessee, her influences include bluegrass, gospel, blues, rock and Americana. She has described her style as “old-time music turned upside-down,” often exploring ... Read more

Winchester Wedding Weekend

Wayside Inn 7783 Main St, Middletown, VA

3 Venues, tons of wedding vendors, so many amazing prizes! Magnolia Wedding Collective will be hosting the Winchester Wedding Weekend Bridal Expo, a progressive, self guided tour with vendors placed between 3 venues. The Wayside Inn 7783 Main Street Middletown Va. The Backroom Brewery 150 Ridgemont Rd. Middletown Va. Trumpet Vine Farm 266 Vaucluse Rd. ... Read more

Opera Extra presents: Joy Unbounded

Ohrstrom-Bryant Theatre 1460 University Drive, Winchester, VA

Joy Unbounded: Scenes from Gilbert and Sullivan Can a maiden love a pirate? Will a queen demand an execution? And how does a judge solve a dilemma? To find out, join Opera Extra in the Hal Herman Lab Theatre in Ohrstrom-Bryant Theatre at 7:30 p.m. on Monday, Nov. 15, for a free evening of comedic ... Read more

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.

Turkey Toss Disc Golf Tournament

Jim Barnett Park 1001 E. Cork Street, Winchester, VA

Join us for Winchester Parks and Recreation's 2nd Annual Turkey Toss Disc Golf Tournament. The tournament consists of two rounds of 18 holes with a break between rounds. There will be prizes awarded to the top finishers. Check in begins at 8AM. Tee time is at 9AM. Fee is $20 per person. Register by 11/19 ... Read more

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

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