Kick Off the Holiday Shopping Season in Downtown Waynesboro, VA!

October 30, 2023
Arts & Culture

As the days grow shorter and the holiday spirit begins to fill the air, there's no better place to kick off the season than in downtown Waynesboro. With its abundance of quaint boutiques, charming shops, captivating art galleries, and mouthwatering dining options, this town offers a unique and delightful shopping experience that's sure to get you in the holiday mood. Mark your calendars for November 25th, because Small Business Saturday is just around the corner. This year, it's not just about shopping; it's about embarking on an adventure in our downtown area, with a special Bingo game and DORA event so you can take a cup of holiday cheer along with you while you shop and play. Join us as we explore the enchantment of downtown Waynesboro, where local businesses, community spirit, and holiday cheer come together in perfect harmony.




An upscale boutique specializing in women’s clothes and accessories. 141 N Wayne Avenue, closed Sunday – Monday

Boutique in the Boro

Boutique offering a wide array of women’s fashion and accessories including Judy Blue Jeans. 108 S Wayne Avenue, closed Sunday - Monday

Initial Inspiration

Gift shop featuring embroidery, monograms, and personalized jewelry. 412 W Main Street, closed Sunday – Monday

Magnolia Rose

Shop a curated group of diverse pop-up vendors and support a great cause. 417 W Main Street, closed Sunday - Monday


Vintage and new home décor and fashionable attire.  326 W Main Street, closed Sunday – Monday

Local Specialty Shops:

Alpha & Omega Antique Mall

Antique shop offering a variety of vintage treasures. 232 Arch Avenue, open daily

Cross Stich Station

Cute shop with cross stitch supplies and home goods. 520 W Broad Street, closed Sunday - Monday

Luke’s Hobbies

R/C, scale models, slot cars, paint, accessories, on-site dragstrip, and more! 400 W Main Street, closed Sunday – Monday

Pyramid Appalachian Magick + Remedy

Unique shopping experience with everything from handcrafted incense to loose herbs and teas, and much more. 139 N Wayne Avenue, closed Monday

South River Fly Shop

Full-service fly-fishing shop and guide service. 309 W Main Street, open daily

Stone Soup Books at the South River

Community book-seller and rescuer on the banks of the South River. 150 Race Avenue, closed Sunday – Wednesday

Tubular Toy Box

Vintage toy shop with nostalgic finds, comics, and collectibles. 130 N Wayne Avenue, open Friday - Sunday

Waynesboro Music

Full service instrument store featuring lessons, set ups, and jam sessions. 520 W Broad Street, closed Sunday – Monday


P Buckley Moss Gallery

Come see and shop the works of famed artist P Buckley Moss in the downtown Waynesboro Gallery. 329 W Main Street, closed Monday

Shenandoah Valley Art Center

A place to look at, learn about, and talk about ART! Browse the gallery, shop the gift shop full of unique works by local artists, and see resident artists in action. Don't forget their Winter Market featuring pottery from Make Waynesboro from from November 3rd through January 13th! 122 S Wayne Avenue, closed Sunday – Monday

Wayne Theatre and Art Exhibit

Waynesboro’s premier performance venue and exhibit hall. See live performance musicals, movies, comedy shows, national acts, and more! 512 W Main Street, exhibit gallery and box office open Tuesday and Thursday


If you have shopped until you dropped or just need to take a break and re-fuel, Waynesboro has a dozen local restaurants right downtown. Whether you want a quick bite like a piece of pizza or hot dog, or you want a full service, soup to nuts dining experience, Waynesboro has it! Check out Waynesboro's diverse and gratifying dining scene:


The River Burger Bar
Sam's Hot Dog Stand
The City Foxes Wine Bar + Market
Delly Up
Stella, Bella, & Lucy's
Benny Stivale's
Heritage on Main
The French Press
The Gumbo Hut
The Green Leaf Grill
Crack O' Dawn
Kline's Dairy Bar


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