Destination Downtown Waynesboro (DDW) is the nonprofit organization that promotes and supports downtown businesses and events.
Interested in volunteering for any of our events? Sign up HERE!
Events
Virginia Street Arts Festival – May 16-17, 2026
The Virginia Street Arts Festival 2026 is set to paint the town (literally) on May 16-17. We’re welcoming back festival favorites Humble, Jesse Jentzen, and Andrew Davis to create four brand-new murals in downtown Waynesboro. Plus, we’re excited to welcome ROSHI K and Jon Murrill to the festival! More colorful details are coming soon!
Here are the new murals:
The Augusta Cleaners building, 534 W Main Street, mural by Jon Murrill
Initial Inspiration, 412 W Main Street and 414 W Main Street, “Velvet Grove” by Jesse Jentzen
The Russell Museum, 518 W Main Street, “Long Light – Black Bear” by Humble
Alley beside Under the Roof, 400 W Main Street, “Arcadia” by Andrew Davis
Rosenwald School/Waynesboro Parks and Recreation, 413 Port Republic Road, “A Stitch, A Rhythm” by ROSHI K
307 W Main Street facing Arch Avenue public parking lot, “Welcome to Waynesboro” by Jesse Jentzen with collaboration from Humble, Andrew Davis, and ROSHI K
There will also be so much to do!
Here’s what’s happening:
Live mural painting! We’re adding six new murals to Downtown Waynesboro! Keep an eye out for where they’re going and what they’re going to be!
Live music all weekend! We’re partnering with the Hot Spot Collective this year to bring you live music and family friendly programming all weekend long. See the lineup below!
Artisan Market with Shenandoah Valley Art Center! Think of it as a mini Fall Foliage Art Show so you can get your art fix before fall! Interested in being an artist at the market? Visit svacart.com to apply.
Mobile Museum Experiences! We’ll be hosting the Virginia Museum of Fine Arts, the VA250 Mobile Museum celebrating the 250th anniversary of the American Revolution, the Virginia Museum of Natural History, the Library of Virginia, and the Office on Youth’s Community in Motion bus.
Guided Street Arts Tours! The Waynesboro Public Library will be hosting guided street art tours on Saturday, May 16. Register for the 10:00 am or 12:00 pm tour, spots fill up fast!
Rosenwald and Port Republic Road Historical District Open House Block Party with Waynesboro Parks and Recreation!
Community Art Projects! Make your own art! The Waynesboro Rotary Club, Waynesboro Parks and Recreation, Destination Downtown Waynesboro, and MORE will be offering community art projects for no cost/donations!
👕 Decorate your own t-shirt! This fundraiser to help support the Virginia Street Arts Festival and sponsored by Initial Inspiration, is a pay-what-you-will with a suggested donation of $10 that includes a Virginia Street Arts Festival T-shirt and all the supplies you need to make your own awesome memory!
🎆Vision Art Explosion! Main Street United Methodist will be hosting a full weekend of art fun including a giant bubble station, creating your own story and illustrations, thumbprint art, home made greeting cards, rock painting, a stained glass window tour and more!
Stay tuned as we add more programming! It’s going to be a great weekend!
Interested in being a part of the Virginia Street Arts Festival? Sign up to be a volunteer and score a free festival T-shirt here.
Live Music and Entertainment Lineup at the Hot Spot Stage
Virginia Street Arts Festival is proud to partner with Hot Spot Collective to bring you a weekend of Live Music and Entertainment!
Saturday, May 16, 2026 | 11am – 6pm
LIVE MUSIC
12-1:30 pm: The Hot Mamas
2-3:30 pm: XOAP
4-6:00 pm: Cripple Creek
FAMILY ENTERTAINMENT
1-5:00 pm: Silly Shotz Photo Booth
12-5:00 pm: Jamie Paints (face paint, glitter tattoos, and pixie hair)
12-5:00 pm: Hey Ho Let’s Grow! Activities for Kids
Sunday, May 17, 2026 | 11am – 4pm
LIVE MUSIC
11-12:00 pm: Magic Show by Tobini!
12-1:30 pm: Don’t Look Up! Blues Band
2-4:00 pm: Josh Mayo & the House Sauce
FAMILY ENTERTAINMENT
1-4:00 pm: Silly Shotz Photo Booth
12-4:00 pm: Jamie Paints (face paint, glitter tattoos, and pixie hair)
12-4:00 pm: Hey Ho Let’s Grow! Activities for Kids
Check out the murals that were created last year and some of the highlights of the festival!
Photos by Kim Frost
A special thank you to our sponsors for making the Virginia Street Arts Festival possible!
Festival Partners:
Lift Sponsors:
Paint Partner:
T-Shirt Sponsor:
Music Sponsors:
Festival Sponsors:
Tour the Town, May 27, 2026
Destination Downtown Waynesboro: Get a reusable shopping bag when you check in to carry all of you Tour the Town goodies!Delly Up: Gourmet grilled cheese and beer or wine sampleBenny Stivale’s: 1/2 a slice of their GIGANTIC pizza and a beer sampleBoutique in the Boro: 10% off your entire purchaseadorn.: Free gift with every purchase and a bonus of 10% offThe Russell Museum: $15 gift card to the bookstore and free self-guided tourWaynesboro Music: Free mini egg shakerWayne Theatre: Free popcorn and Wayne on Main concertThe River Burger Bar: Pretzel bites and beer sampleRoyal India Palace: mini appetizer and specialty drinkKline’s Espresso Bar: free drink tokenStone Soup Books: $5 gift card and free gift with purchasePyramid: Free crystal keychain with every purchaseShenandoah Valley Art Center: 20% off any gift shop purchase plus enter to win a raffle for a free giftWaynesboro Heritage Foundation: Free print of WaynesboroRusticae- Country Manor Home lnc.: Coming soon!French Press: Free small beverageSam’s Hot Dogs: Hot dogGreen Leaf Grill: Famous hush puppy and drink sampleMission Coffee: Free grande bevarageBlue Ridge Aquatics: Coming soon!P Buckley Moss Gallery: Coming soon!Hiker Fest 26, June 6, 2026
June 6, 2026 | N Wayne Ave | Downtown Waynesboro, VA | 11 am – 8 pm
Welcome to Hiker Fest, the ultimate celebration of outdoor adventure in the heart of Waynesboro, VA! Get ready for a day of live music, free yoga sessions, henna designs, local food, trail talks, DIY tie dye, tarot reading, outdoor vendors showcasing their wares, and more! Hiker Fest definitely has something for everyone. We also offer exclusive discounts for AT thru hikers and a complimentary breakfast for anyone with their AT hangtag. Join us as we come together to celebrate nature, music, and the joy of exploration at Hiker Fest! Admission is FREE! Bring your 2026 thru hangtag for free breakfast and deals from vendors!
Free breakfast for hikers at the Russell Museum 9 – 11:00 a.m. Two free yoga practices throughout the day.
Hiker Fest Kick Off Party Friday, June 5, 2026
AT Thru Hikers! This is for you! Start the Hiker Fest weekend off with some Trail Magic at Rockfish Gap when you hop off the trail. Appalachian Long Distance Hikers Association and Waynesboro Tourism will be hosting a hiker feed sponsored by McKee Foods from 8:00 am until 4:00 pm. We’ll also be running shuttles down the mountain and into Waynesboro all day. Hikers can also enjoy free camping downtown. Stop by the YMCA (648 S Wayne), Waynesboro Public Library (600 S Wayne), or Waynesboro Visitors Center (301 W Main) to get your free two night camping pass.
Hiker Fest Saturday, June 6, 2026 | 11am-8pm
Schedule of events and activities:
Free Breakfast for Hikers 9am-11am at the Russell Museum
Trail Talks with Warren Doyle at the Russell Museum
Trail Angel Info Session with famous Trail Angel, Ms. Janet at the Russell Museum
Storytime with Not Oatmeal at Stone Soup Books
Free Yoga Practice, times TBA
Outdoor and local artisan vendors, N Wayne Ave, 11am-6pm
Food at the Festival by Delly Up, N Wayne Ave, 11am-8pm
Basic City Beer, N Wayne Ave, 11am-8pm
Live Music Lineup | Stage at N Wayne Ave and Main St
11 – 1:30 Hot Mamas
2:00 – 4:30 Andy Tichenor’s Almost Acoustic
5-8:00 pm TBA
Vendors
Destination Downtown Waynesboro
Appalachian Long Distance Hikers Association
Raggle Taggle Market
South River Watershed Coalition
Thank you to our Hiker Fest 2026 Sponsors! We couldn’t do this without you!
If you’re interested in sponsoring Hiker Fest or would like to be a vendor or volunteer, please shoot us an message!
Where to Eat
Downtown Waynesboro has a diverse and gratifying dining scene, try all of our local restaurants!
Royal India Palace
Authentic Indian cuisine in a upscale atmosphere. Perfect for lunch, dinner, or carryout. 309 W Main Street, closed Tuesday
The River Burger Bar
Features awesome burgers and a variety of vegetarian, vegan, and gluten free options. 137 N Wayne Avenue, closed Wednesday
Sam’s Hot Dog Stand
Virginia’s best hot dog stand featuring famous chili sauce and pork BBQ sandwiches. 416 1/2 W Main Street, closed Sunday
Delly Up
Sandwich and drink shop serving up great food and local beer, wine, and cider for dine-in or take-out. 421 W Main Street, closed Tuesday
Stella, Bella, Lucy’s
Excellent option for breakfast and lunch featuring a fresh, flavorful menu. 327 W Main Street, closed Sunday-Monday
Benny Stivale’s
Stop in for a fresh slice or a gigantic 28″ pizza. Home to Waynesboro’s secret beer garden. 328 W Main Street
The French Press
Gourmet coffee, pastries, and homemade paninis all served in a cozy, quaint atmosphere. 134 N Wayne Avenue, open daily
The Gumbo Hut
Authentic Cajun and Creole gumbo, étouffée, and more. Dinner only. 403 W Main Street, closed Sunday-Wednesday
The Green Leaf Grill
Weekly specials, fresh seafood, a wide variety of vegetarian options, and craft cocktails. Dinner only. 415 W Main Street, closed Sunday-Monday
Crack O’ Dawn
Dedicated gluten free bakery and bistro that specializes in breakfast and lunch. 908 W Main Street, closed Wednesday
Kline’s Dairy Bar
Sweet treats including ice cream, sundaes, milkshakes, and more. 1235 W Main Street, open daily
Kline’s Espresso Bar
Drive thru coffee bar featuring craft lattes and specialty drinks. 1234 W Broad Street, open daily
Where to Shop
Waynesboro has plenty of unique shops located right Downtown
South River Fly Shop
Full-service fly fishing shop and guide service. 309 W Main Street, open daily
adorn.
Upscale boutique specializing in women’s clothes and accessories. 141 N Wayne Avenue, closed Sunday-Monday *Check link for Holiday hours
Luke’s Hobbies
R/C, scale model, slot car, paint, accessories, on-site dragstrip and more! 400 W Main Street, closed Sunday-Monday
Alpha and Omega Antique Mall
Antique shop offering a variety of vintage treasures. 232 Arch Avenue, open daily
Initial Inspiration
Gift shop featuring embroidery, monograms, and personalized jewelry. 412 W Main Street, closed Sunday-Monday
Pyramid: Appalachian Magick + Remedy
Unique shopping experience with everything from handcrafted incense to loose herbs and teas. 139 N Wayne Avenue, closed Monday
Boutique in the Boro
Boutique offering a wide array of women’s fashion and accessories including Judy Blue jeans. 317 W Main Street, closed Sunday-Monday
Under the Roof
High quality furniture store carrying the best brands and offering free design consultations. 406 W Main Street, closed Sunday-Monday
Stone Soup Books at the South River
Community bookseller and book rescuer. 402 W Main Street, open Wednesday-Sunday
Waynesboro Music
Full service instrument store featuring lessons, setup, and jam sessions. 325 W Main Street, closed Sunday-Monday
Cross Stitch Station
Cute shop with plenty of cross stitch supplies and home goods.520 W Broad Street, closed Sunday-Monday
Rusticae
Vintage and new home décor and fashionable attire.326 W Main Street, closed Sunday Monday
Museums
Explore Waynesboro’s rich history and amazing art at one of Waynesboro’s museums
Waynesboro Heritage Museum
Learn the history of Waynesboro through permanent and revolving exhibits. Donations welcome. 420 W Main Street, closed Sunday-Monday
The Plumb House Museum
Visit the oldest frame structure in Waynesboro and part of the Civil War’s Battle of Waynesboro. 1012 W Main Street, by appointment 540-943-3943
The Russell Museum
Experience the artwork of Walter Russell through both painting and sculpture. 518 W Main Street, closed Sunday-Wednesday
Augusta County Railroad Museum
Enjoy railroad displays and layouts in this FREE museum. 413 W Main Street, open Saturdays, 1-4pm (visit AACRM.com for additional hours)
Blue Ridge Children’s Museum and Natural Playground
Waynesboro’s only children’s museum. Located in downtown, children learn through play and exploration in environments designed just for them. 201 Short Street, closed Friday, Sunday, Monday
Blue Ridge Children’s Museum’s Natural playground is where children can play and enjoy nature simultaneously. Open daily from dawn to dusk
The Arts
Waynesboro has a vibrant arts scene! Check out all we have to offer:
Shenandoah Valley Art Center
A place to look at, learn about, and talk about ART! Gallery, gift shop, and working artists.122 S Wayne Avenue and 416 W Main Street, closed Sunday-Monday.
Wayne Theatre and Performing Arts Center and Exhibit Hall
Waynesboro’s premier performance venue and exhibit hall. 521 W Main Street, visit WayneTheatre.org for a full schedule of events.
P Buckley Moss Gallery
Come see the work of famed artist P. Buckley Moss in this downtown Gallery. 329 W Main Street, closed Monday
Trails
This City loves trails! Downtown features two unique trails for you to explore.
Street Arts Trail
One-of-a-kind mural trail with almost two dozen stops featuring eye-catching art and murals. Downtown Waynesboro and beyond, stop by 301 W Main for a rack card, or go to WaynesboroStreetArtsTrail.com for a fun scavenger hunt style tour and more information about the art installations.
Waynesboro Water Trail
Four miles of scenic river perfect for all levels of paddlers winding right through downtown Waynesboro. Click the link for map of put-ins and let-outs.
Green Spaces
The South River Greenway
Constitution Park
DORA: Waynesboro is a DORA community
DORA stands for Designated Outdoor Refreshment Area and allows visitors to downtown Waynesboro to take their drinks while shopping and enjoying downtown art and museums during designated DORA events. Look for the boundary signs and read over the ABC guidelines. And be sure to have fun!
