Stroll, Shop & Soak in the Art at the 2025 Yorktown Art Stroll

by Jackie Berberabe

If you’re looking for things to do in Yorktown VA this fall, here’s your sign: the 14th annual Yorktown Art Stroll is happening Sunday, September 28, 2025 and it’s one of the most picturesque and creative ways to enjoy the local waterfront. Whether you’re an art collector, a casual browser, or just here for the music and food (zero judgment), this event is 100% worth the visit.

Where & When

📍 Riverwalk Landing + Freight Shed, Yorktown VA
🗓 Sunday, September 28 | 🕙 10AM–5PM
🎟 FREE & open to the public
☔️ Rain or shine event

Set along the beautiful York River, this annual event transforms the Riverwalk into a vibrant outdoor and indoor art gallery. Artists line Water Street with displays, while even more booths are tucked inside and behind the iconic Freight Shed.

What You’ll Find

Expect 50+ talented regional artists showcasing everything from:

Oil, acrylic & watercolor paintings
Photography and glasswork
Jewelry and handmade soap
Woodwork, textiles, and mixed media pieces

You can meet the artists, ask about their inspiration, and maybe even take home a piece that speaks to you. There's also a community art project you can join in, because art isn't just something to observe, it's something to create.

Live Music + Local Flavor

From 11AM–3PM, enjoy acoustic tunes from Audio Portrait, a harmony trio covering nostalgic hits from the ‘60s through today. It's the perfect soundtrack to your riverside stroll.

When hunger strikes, you’re surrounded by delicious local options, all within walking distance:

🍦 Ben & Jerry’s
🥧 Carrot Tree Kitchens
🍔 Water Street Grille
🍣 Umi Sushi
☕️ Mobjack Bay Coffee Roasters & Petite Café
🍭 Little York Confectionery
🍻 Yorktown Pub
🍕 Larry’s

Whether you're grabbing a quick bite or sitting down to dine al fresco, there’s no shortage of good eats to round out your day.

Parking & Trolley Info

Worried about parking? Don’t be. Free public parking is available at:

Riverwalk Landing Parking Terrace
York Hall
York-Poquoson Courthouse
County Administration Building
Other designated lots

Even better, the Yorktown Trolley will be running all day from 10AM–5PM to make getting around extra easy.

Wrap Up

The Yorktown Art Stroll isn’t just a day of pretty paintings and live music, it’s a celebration of local talent, community, and the waterfront lifestyle that makes Yorktown real estate so special. Whether you’re new to the area or a longtime local, don’t miss your chance to experience this charming coastal town through the eyes of its artists.

Looking to call Yorktown home? I’m Jackie Berberabe, your friendly local REALTOR® and proud military spouse. Let’s find you a place that feels like art.