You guys, it is finally here: my ultimate guide to Charlottesville, VA! ICYMI, my boyfriend lives in Charlottesville, and I’ve been visiting quite frequently over the last year. I fell in love with the city the first time I visited, and whenever there was an opportunity to visit, you better believe I hopped on a train and experienced this charming little town time and time again. I can wholeheartedly say that Charlottesville is one of the most beautiful places I’ve ever visited, and it makes me proud to be a Virginia native.
The one thing I love most about Charlottesville is the people. Despite the events that occurred last August, I can honestly say that the real citizens of Charlottesville are incredibly progressive. I’ve only been treated with kindness and respect when I’ve visited, and I hope more people can get to know the real spirit of Charlottesville.
How to Get There & How to Get Around
Charlottesville is approximately a 2-hour drive from Washington, D.C. (give or take a few for traffic!) You’ll take I-66 down to U.S. 29 and it will lead you straight into town. Since I don’t have a car, Amtrak is my preferred method of transport to and from Charlottesville. The train station is right in the heart of downtown, and you can either walk to UVA’s campus from the station or take a 5-minute Uber to the Downtown Mall. Street parking in Downtown Charlottesville is very limited, so I prefer to travel without a car and take Uber/Lyft around town when I need it!
There’s also a small airport in Charlottesville, but tickets can be pretty pricey — you’re better off getting a flight into Richmond and renting a car to Charlottesville (it’s about a 45-minute drive!)
Things to Do in Charlottesville – Where to Stay
- Graduate Charlottesville: We had the opportunity to stay at Graduate Charlottesville last month, and we thought it was incredibly charming. It’s a quirky hotel right on the edge of UVA’s campus, and it has a ton of event space, and has a great rooftop bar (it’s one of the only rooftop bars in town at the moment!) It was one of the most charming hotels I’ve stayed in, and it really embodies the spirit of UVA.
- Airbnb: Hotel space is extremely limited in Charlottesville. They’re opening 2 new hotels downtown this year, but in the meantime, it’s still really tough to book a room on the weekend. There are plenty of Airbnb’s in town, and I would recommend this option if you’re traveling with a large group of people (I see you, bachelorette parties!) A group of my friends rented this house last spring, and we loved it — great host, and only a short Uber ride from the Downtown Mall!
Things to Do in Charlottesville – Wineries & Vineyards
I’m going to try to keep this as brief as possible, but I’ve fallen in love with so many wineries/vineyards here over the last year. If I *had* to pick favorites, Stinson Vineyards has one of the best rosés I’ve had (they’re offering two varietals at the moment!), Afton Mountain Vineyards has the most incredible views and delicious, dry wines, and Gabriele Rausse Winery is a local favorite that offers food and wine pairings. But really, you can’t go wrong with any of these picks below!
Also, the best way to get to wineries is to hire a car for the day. I’d highly recommend Monticello Wine Tour — the drivers are incredibly knowledgeable, and will help you craft the perfect itinerary!
- Veritas Vineyards and Winery
- Pollak Vineyards
- Septenary Winery at Seven Oaks
- Stinson Vineyards
- Gabriele Rausse Winery
- Knight’s Gambit Vineyard
- King Family Vineyards
- Barboursville Vineyards
- Afton Mountain Vineyards
Things to Do in Charlottesville – Breweries, Distilleries & Cideries
Not a big fan of wine? No problem! There are dozens of delicious breweries, cideries, and distilleries in the Charlottesville area to try — and most of them have stunning views!
- Champion Brewing Company: Champion’s Charlottesville tap room is a short walk from the Downtown Mall, has ample outdoor seating and produces a wide variety of ales that any craft beer fanatic would enjoy.
- Albemarle CiderWorks: I wasn’t the biggest fan of cider until I visited this gem: Albemarle CiderWorks produces some of the most delicious dry ciders, all from Virginia apples. Each cider is crafted by hand: they only ferment fresh pressed juice.
- Ragged Branch Distillery: I always beg my boyfriend to bring me to Ragged Branch every single time I visit Charlottesville. It’s a bourbon distillery that was founded in 2010 that offers two whiskeys: a rye-based and a wheat-based bourbon. It’s also just one of the most stunning properties I’ve ever been to; the tasting room looks like something straight out of HGTV, there are horses on the property, and you can soak up some gorgeous mountain views.
- Random Row Brewing Co.: Random Row is a local favorite, with a fantastic, rotating selection of beers on tap. They also partner with a quite a few local food trucks so that you can sample some of the best local cuisines in town.
- Carter Mountain Orchard: There are a million things to do here, so I wouldn’t classify it as just a cidery. You can try Bold Rock Hard Cider in their tasting room, pick your own fruit, and stock up on unique, local items in their Country Store (get the donuts — you won’t regret it!)
Things to Do in Charlottesville – Food
Guys…Charlottesville has some of the best food I’ve ever had in my life. I honestly haven’t had a bad meal in Charlottesville yet, so it was hard to narrow this list of restaurants down. I’ll add to this list in the future if I stumble upon anything else I love!
- Lampo: If you love Italian food, just drop whatever dinner plans you have and give Lampo a try. They specialize in Neapolitan Pizza, have the most incredible selection of Italian wines, and the price is fantastic for the quality of food you’re getting. They’re opening a steakhouse on the Downtown Mall in the next few months, so I would keep an eye out for that!
- Tilman’s: Tilman’s opened up a few months ago, and this is another spot that I always beg my boyfriend to bring me to whenever I’m in town. If you’re a fan of wine and cheese, this is the perfect place for you. They’re located right on the Downtown Mall and have one of the most incredible selections of cheeses I’ve ever seen. If you give them a price point and an idea of the types of cheeses you prefer, they’ll make a custom cheese plate for you on the spot. We brought one of their custom plates to a party once, and it was a major hit. You can also sit at the bar and enjoy sandwiches, snack on cheese/charcuterie boards or sample some wines from all over the world. They have an incredible happy hour as well from 3-6 pm, FYI!
- Brasserie Saison: Brasserie Saison offers delicious Belgian/Dutch style dishes, and they also have an extensive beer list and a great craft cocktail selection. If you can snag a reservation in their coat room, go for it — it’s an experience you’ll never forget!
- Petit Pois: One thing there’s definitely not a shortage of in Charlottesville: French food. Petit Pois’ menu changes seasonally, and they source their ingredients locally. It’s my go-to place to dine al fresco, because of their large patio right on the Downtown Mall.
- Ace Biscuit & Barbecue: You can’t really go to the South without having a bit of Southern food, right? Ace Biscuit is open daily from 8am-3pm, and this place gets packed real fast on the weekends — for good reason. You can build your own biscuit, or try some of their menu staples: the Ol’ Dirty Biscuit and the Fried Chicken and Waffles Biscuit are some of my favorites!
- Shebeen Pub & Braai: How many times have you experienced South African cuisine? Probably not often, right? Shebeen is incredible, to say the least, and I’d highly recommend them for a weekend brunch.
- Gas Station Fried Chicken: I’m not kidding. Gas station fried chicken is a real thing in Charlottesville, and it’s delicious. When I had a car, every time I left town, I made it a point to fill up at one of the stations that offered fried chicken. The Brownsville Shell station in Crozet is one of my favorites!
Things to Do in Charlottesville – Nightlife
- The Alley Light: Their food is also incredible as well, but they really know what they’re doing in the craft cocktail department. Their Bar Manager, Micah LeMon, authored a cocktail guide (which is photographed by Tom, btw!), and I’ve had some of the best cocktails of my life at Alley Light. Ask for the Dealer’s Choice — trust me, you’ll love whatever they whip up for you!
- Tavola’s Cicchetti Bar: Located in Belmont, this is another fantastic spot for craft cocktails. They don’t take reservations, but if there’s a small wait, it’s worth it!
- The Whiskey Jar: It’s a little rowdy, but it’s definitely a ton of fun. They offer 125 different types of whiskey, live music on some nights, and it’s a great place to mingle and dance with your friends.
- Commonwealth Skybar: This is one of the few rooftop bars that Charlottesville has, and it’s located right on the Downtown Mall. Grab a group of your friends and hang out for an hour or two.
Photos by Tom McGovern