Where to Stay, Shop, Eat, Relax and Play in Charlottesville, VA
Most of my life, Charlottesville has been a haven for me. I grew up in Louisa County, which is about an hour away. When I was a teenager, this was one of our favorite places to ask our parents to take us so we could go shopping, catch a movie, or go ice skating. The downtown mall always enchanted me. As I’ve grown older, I’ve explored the city’s wineries, restaurants, distilleries, boutiques, and spas. Close friends have settled into the area and others work there. Over the years, I’ve documented many favorite places and moments here on the blog and under a “Charlottesville” highlight on Instagram. Because this is a rolling guide, you’ll notice a change in hairstyles in some of these photos!
Here are my recommendations on where to eat, relax, drink, and play in Charlottesville, VA…
Where to Stay in Charlottesville
When I’m not staying with friends, I’m looking for something unique, welcoming, and full-service.
The Graduate is my choice for a hotel vibe. It’s located right on Main Street in Charlottesville, amidst the action of the UVA campus and in walking distance of places to eat, drink, dance, and shop. It’s funky, yet refined, modern, yet classic. When you enter, take time to roam around the lobby and check out the breakfast menu at Pointdexter Coffee. When you enter your room, your eyes will be drawn to a number of well placed details and designs that make up the boutique hotel’s ambiance. After you unpack, head upstairs to the rooftop bar and restaurant Camp Ten Four for gourmet burgers and drinks with a view.
For a more classic bed & breakfast experience, 200 South Street Inn is the ticket. The two houses that comprise this conveniently located historical resting place are elegant and cozy. The rooms are decorated with classic pieces. My suite had two fire places, plenty of room to stretch out, and a very comfortable bed. Every day, I took advantage of the Inn’s afternoon wine and cheese.
I’ve got a whole blog post about my unique stay at Mount Ida Farm, which has several homes on its vineyard and cattle farm property. You can also dine here and it’s very much worth it.
Where to Drink
From outdoor hikes to late-night music, there’s something to wet every palette in Charlottesville. The first way I recommend playing is to visit one of the area’s wineries. Many of them are listed on my Top Virginia Wineries list. If you don’t want to lead yourself, then you can enlist the help of Central Virginia Wine Tours. They’ll escort you to other wineries like Jefferson Vineyards, Blenheim Vineyards (Dave Matthews’ winery), Michael Shaps Wine Works, and more.
For something other than wine, I insist you visit Ragged Branch Distillery. It’s owned by Alex Toomy, a long-time cattle farmer who created a sustainable operation to craft his favorite whiskey out of the grain he feeds to his cattle. The stunning tasting room is located on a knoll overlooking the distillery and barrel barn. It offers some of the best panoramic views of the rolling Ragged Mountains I’ve ever seen. Sample whiskey variations and let the staff whip up signature cocktails for you to enjoy outside with the view or inside by the fireplace. Do yourself a favor and bring home some of the beef they sell in the tasting room. It’s full of flavor and worth the splurge, especially when you know where it came from.
For late-night and live music options, I’ve stumbled upon a jazz trio at Miller’s. The food was delicious and the atmosphere felt rich and classic. It’s a local hot spot for a reason. Firefly is a blast with games and a nice big porch and Bizou is the ticket for a more trendy vibe. There are music festivals, winery concerts, and underground rock and roll around town every single day. I found this comprehensive list of events in Charlottesville for your planning pleasure.
Then there’s Cake Bloom! I couldn’t figure out which section of this Charlottesville travel guide to add this in, but the booze section seems right. I feel like it’s more of a place to relax and vibe than anything. Cake Bloom is a bubbly and cake bar offers the most aesthetic and yummy pastries, champagne flights, and cute vibes. Many of the bubbly options are locally sourced from one of Charlottesville’s amazing wineries.
Where to Shop
There are so many great places to shop in Charlottesville, many of which are located in the Downtown Mall area. Definitely visit the expanded location of Darling, a well-curated consignment boutique. The shop is stocked with high-end and low-end items in addition to locally made crafts, beauty products, and decor. I have purchased dozens of items over the years and always leave wishing I had snagged a few more. Other shops to stop by include Bittersweet for vintage and boho new, Finch for both consignment and trendy items and Jean Theory for quality, designer denim.
Where to Brunch
For a casual breakfast option, head to Grit, one of Charlottesville’s well known breakfast joints. It has three locations depending on where your adventures take you. Bodo’s Bagels is also a local favorite for a hangover breakfast sandwich or even lunch option.
Where to Lunch
Feast! was another casual lunch find. The cafe serves a full menu daily and is paired next to a market stocked with locally sourced produce, cheeses, and other goods. I ordered up a salad, packed with flavor. The tables and market were full of people. It was humming with community love.
If you’re a Commonhouse member, then you should make time for the original coworking space and social club. Enjoy a unique meal, coffee, and cocktails in one of the many artsy spaces here. The rooftop is especially chic for a leveled-up lunch.
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