Things to do in Charles Town this Fall

Whether you’re in town visiting for the holidays or a local looking for some seasonal fun, there’s lots to do in Charles Town this fall.

Take a look at some fun upcoming events and ideas for weekend leisure below!

Spooky Fun in Charles Town

From trick-or-treating to costume parties, here’s a list of events this weekend to help get you and the kiddos into a spooky mood:

-10/28 at 7pm: Jackson-Perks American Legion Post 71 Halloween Party and Live Music

-10/28 at 7 pm: Jackson-Perks American Legion Post 71 Adult Halloween Party

-10/28 at 4 pm: Trick or Treat at Kylie’s Confections

-10/29 & 10/30: Jackson-Perks American Legion Post 71 Haunted House

-10/29 at 5 pm: Capel & Company Productions Halloween Costume Party

-10/29: Trick or Treat on Main Street

If you’re still looking for something spooky to do, contact local author Ann Khiel Fern for a nighttime ghost tour of Charles Town! 

Fall Shopping, Dining, and Fun in Charles Town

One of my favorite things to do in the fall is head downtown, grab something to eat, and admire the changing leaves. If you’re looking for downtown leisure, you’re in luck, as Charles Town is home to a variety of coffee shops, bakeries, restaurants, and shops.

For vegan empanadas, sandwiches, sooshi, and more, check out the plant-based, Puertorican fusion restaurant, Cocina Plantosaurus.

Photo courtesy of Cocina Plantosaurus Facebook.

Coffee aficionados should visit Sibling Coffee Roasters downtown or drive up Charles Town Road to Joan + Joe Coffee for lattes, gourmet sandwiches, and baked goods.

If you’re craving something sweet, head down to Kylie’s Confections for all sorts of treats. This bakery also offers savory food options, like pepperoni rolls, chicken salad, and sandwiches.

Photo courtesy of Kylie's Confections Facebook.

Planning a date night? Grab an artisan pizza and flavored beer at Abolitionist Ale Works, or head down to Paddy’s Irish Pub for some traditional Irish fare and drinks. If you’re feeling a little more adventurous, check out Sumittra Thai Cuisine for traditional Thai food and boba tea.

For a unique shopping experience, check out Needful Things Emporium to peruse items from a variety of vendors. Or stop into Fuzzy Dog Books & Music, located in the historic Tate House, to browse their collection of books and records. 

You can find a comprehensive list of Charles Town restaurants and shops here. Below, find some upcoming events this fall.

-10/29 at 10 am: Teyta’s Treats Grand Opening

-10/29 from 9 am – noon: Charles Town Farmers Market’s last market of the year

-11/26 at 10 am: Ornament Making on Washington Street 

-11/26 – 12/30: Betts and Coops Boutique Holiday Storefront

Be Kind November

Don’t miss Be Kind November, the town’s annual initiative to spread kindness and promote fellowship within our community! 

Photo courtesy of Charles Town Now Instagram.

Be sure to support local businesses this month, as many will be offering Kindness Discounts to patrons. Check out which businesses will offer these discounts here.

Charles Town’s Kindness Kickoff Event, hosted by Charles Town Now and Panhandle Lawn & Landscaping, is set for November 5 from 10 am – 3 pm. Come down for vendors, food trucks, and activities. There will be lots of other fun activities for the kiddos this month, including a coloring contest and a paint party.

Ready to kick off the holiday season? Join in on the annual Historically Hip Holiday November 26 as we approach winter!

And don't miss our very own Kim Athey, who will be delivering gift cards to local businesses throughout the month! 

There's so much to do this fall in downtown Charles Town. We hope to see you around!