Before Carytown became the “Mile of Style” we know today—lined with trendy cafés, boutique shops, and sleek new storefronts—it was built by a few local institutions that helped give the neighborhood its unmistakable character. These long-standing favorites have seen the city evolve, yet they remain as vibrant and beloved as ever.
If you want to experience Carytown’s heart and history, start with The Old Guards: the places that have kept Richmond locals coming back for decades.
New York Deli: Where Carytown’s Story Begins
It all starts here—literally. New York Deli was the first restaurant to open in Carytown back in 1929, long before the neighborhood became the shopping and dining hub it is today. Known for its hearty sandwiches, generous portions, and welcoming vibe, the Deli has long been a favorite lunch and late-night stop.
Inside, you’ll find a mix of classic diner charm and local flair, with regulars chatting over pastrami on rye and newcomers soaking in the history. The spot’s longevity isn’t just about the food—it’s about tradition. Every plate served is a small slice of Richmond history.
World of Mirth: RVA’s Toy Wonderland
Just a few doors down, World of Mirth has been sparking joy in Carytown since 1993. Step inside, and you’re instantly hit with color, creativity, and nostalgia. From retro toys and quirky collectibles to thoughtful gifts for kids (and kids-at-heart), it’s a place that reminds you that play isn’t just for children.
World of Mirth is more than a toy store—it’s a Richmond institution, known for its sense of humor, its community spirit, and its ability to make everyone who walks in the door smile.
Plan 9 Music: Spinning the Soundtrack of Richmond
For music lovers, Plan 9 Music is hallowed ground. Since opening in 1981, it’s been Carytown’s go-to for vinyl, CDs, and local music finds. Whether you’re a collector hunting for a rare pressing or just browsing for your next favorite record, Plan 9 captures everything that’s great about independent record stores—expert recommendations, passionate staff, and that unmistakable feeling of flipping through crates on a Saturday afternoon.
It’s a reminder that even in the streaming age, nothing beats holding music in your hands.
Cary Court: A Classic with Staying Power
Anchoring the east end of Carytown, Cary Court Shopping Center is one of the oldest retail developments in Richmond—and it still holds its own. With a mix of local boutiques, salons, and cafes, Cary Court embodies the neighborhood’s blend of old and new. Its open-air design and iconic neon sign give it a timeless charm that feels like stepping back into a more relaxed, neighborly era.
It’s a perfect spot to park, stroll, and take in the rhythm of Carytown life.
Why the Old Guards Still Matter
In a city that’s always growing and changing, the old guards of Carytown remind us why we fell in love with the neighborhood in the first place. They’ve stood the test of time not just because of what they sell, but because of the sense of community they foster.
So next time you’re exploring Carytown, make sure to stop by these local legends. Order a sandwich at New York Deli, pick up a vinyl at Plan 9, find a quirky gift at World of Mirth, and take a leisurely walk through Cary Court.
They’re not just businesses—they’re the soul of Carytown, and they’re still writing Richmond’s story, one visitor at a time.
