UP on the Roof
Restaurant · Charlottesville ·

UP on the Roof

Restaurant · Charlottesville ·

Rooftop bar with panoramic views, craft cocktails, and upscale bar food

UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null
UP on the Roof by null

Information

499 W Main St, Charlottesville, VA 22903 Get directions

$20–30

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Information

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499 W Main St, Charlottesville, VA 22903 Get directions

+1 434 290 0644
eatupdrinkup.net
@rooftopcharlottesville

$20–30 · Menu

Reserve a table

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Last updated

Dec 6, 2025

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America's Best Outdoor Bars

"I spent time on a contemporary boutique hotel's casual all-day rooftop offering city views, cocktails, local craft beers, and wines that include Charlottesville selections, plus local produce, charcuterie, and cheeses that highlight the area's resources and fire pits for cool evenings." - Patricia Doherty Patricia Doherty Patricia Doherty is a writer who specializes in covering destinations, resorts, and cruises for Travel + Leisure and other publications. Travel + Leisure Editorial Guidelines

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UP on the Roof

Stephanie B.

Google
The food was great. We got the deviled eggs for an appetizer and then the BLT and Cobb salad for our meals - perfection. Great vibe as well.

Lynne

Google
1) The server was great 2) I know this is a place where the atmosphere is the highlight of the experience. But a 2oz pour of Maker’s Mark costing more than a signature cocktail is wild (~$17). Additionally, an up charge for ordering the drink neat.

Timothy W.

Google
A Must-Visit Dining Spot My wife and I had dinner here one night while we were in town. It was fantastic. It's got this amazing spot on top of a charming building with killer views of the mountains. The backdrop was perfect for our night out. The vibe is super chill yet sophisticated, with cozy seating and twinkling lights. I loved the cobb salad. And my wife loved the mushroom pizza. Oh and the brussels sprouts were some of the best we've ever had! The service was top-notch—super attentive and knowledgeable. The staff really went out of their way to make sure we had a great time. Plus, their cocktail menu is inventive, and the wine selection is solid. Highly recommend if you're in the area or staying at the Doyle!

Jules S.

Google
Surprised to find that their menu has gluten-free labeled options. Not many, but a couple. Their pizzas have a gluten-free crust option which is made outside of the restaurant, sealed and brought in. It’s prepared separately and baked in a separate tray. It was much better than many gluten-free restaurant pizza options, and the waiter took my cross-contact concerns seriously, but I also came at a time when the kitchen was not busy at all.

Natalie G.

Google
We had a great time, not only thanks to a delicious pizza and some great drinks, nevermind the view from the rooftop, but mostly because of the fantastic bartender, Nick. His uplifting energy made our time at this rooftop bar memorable.

Kat

Google
Eilah is a rock star! Thank you so much for taking care of us & making our dining experience enjoyable.

Mimi B.

Google
We were not treated well here by this young guy who we assumed was their manager on July 5th. The server was great, the crab sandwiches were awful.

Colin P.

Google
Fantastic views, cocktails, and food all at reasonable prices. The spicy pizza and charcuterie board were on point! 360 degree views of Charlottesville and the mountains. Huge outdoor space and well appointed indoor seating. Would be great for events.