Black Friday Weekend at James Charles Winery

Join us as we celebrate Black Friday Weekend and Small Business Saturday with savory food from Ghosted Concepts. These delicious sandwiches pair beautifully with all of your favorite James Charles wines. Stay and sip for the day or grab a sandwich and bottle of wine to go!
A Look at the Menu:
Smoked Pork Loin Sandwich:
A rosemary & thyme crusted pork loin serve with a garlic aioli on a toasted brioche bun, served with fries and coleslaw.
Smoked Ribeye Sandwich:
A garlic crusted ribeye loin served with grilled onions and a tiger dill sauce on a toasted brioche bun, serve with fries and coleslaw.
Grilled Cheese Sandwich:
A Texas toast style Grilled cheese served with fries and coleslaw.
Choice of cheese American, Gouda, Brie, and Cheddar.


More information


WINdependent Weekend

Put your money where your heart is this holiday season–start a new tradition of shopping local and keeping close to home! Join us for Windependent Weekend: a celebration of the local businesses indie community that makes Winchester special.

Enjoy special sales, discounts, and promotions at Old Town businesses during this three day event. More Information to come.

Thanksgiving Weekend Tours

Belle Grove will be open for tours on Friday, November 27 & Saturday, November 28 from 10 a.m. to 4 p.m. and on Sunday, November 29 from 1-5 p.m.

Tours begin at :15 past each hour. Tour groups are limited to 10 people and tickets are sold on a first-come, first-served basis. The Museum Shop is fully stocked with great holiday gifts, too!

Click here for ticket information and pricing



Middletown Christmas Parade

Come out and Celebrate the Magic of the Holiday Season with Friends & Family in Historic Middletown, VA on Sunday, December 1, 2019.

The Christmas Parade begins at 2pm with horses, floats, bands and more leading the way for Santa and Mrs. Claus to travel down Main Street. Immediately following the parade we will host Santa with Cookies at Middletown Volunteer Fire & Rescue. Whether you have a little one with a Christmas list or just want to take a selfie with the jolly elf – this FREE event is open to all. Bring your cameras and your sweet tooth. We will once again have coloring pages to keep the kids entertained and a photo booth for both young and old to enjoy.

Come early to get a great spot for watching the parade and while you are in town explore the local shops and restaurants.



Shenandoah Potters Guild Holiday Show

Local potters (members of the Shenandoah Potters Guild) will have their pottery available for sale the 23rd annual pottery show and sale. There will be a huge assortment of handmade pottery by local artisans from the Shenandoah Valley and surrounding Blue Ridge Mountains. Featuring beautifully hand-crafted, one-of-a-kind ceramics signed by local artisans. Add a touch of style to your home décor or kitchen with high-fire stoneware available for purchase. Perfect for holiday gift giving.


INDOORS. Rain or Shine!

Both days, 10am-4pm.

Plaid Friday Walking Tour

Looking for a fun activity to do with visiting relatives over the Thanksgiving holiday? This special Winchester history tour has a unique holiday spin!

Learn about local traditions and hear stories about Christmases past. Meet in front of the Kurtz Building (2 N. Cameron Street) on the corner of Cameron Street and Boscawen Street.

Fee: $10. Kids 12 and under are free.

Please reserve in advance by calling (540) 542-1326.