the best views + vibes
Charlottesville Rooftop
Welcome to
Up on the Roof
Charlottesville, VA
499 W Main St
Charlottesville, VA
Large party seating is available at this location.
This location offers delivery to your doorstep.
Discover the best rooftop restaurant and bar in Charlottesville at UP on the Roof, where elevated dining meets sweeping views of the city, the Blue Ridge Mountains and beyond. From thoughtfully crafted dishes to seasonal cocktails, every detail is designed to pair perfectly with golden hour. Just steps from the Downtown Mall in the Starr Hill neighborhood of Charlottesville, it’s an easy choice for date nights, celebrations or a spontaneous evening on the town.
Close to the University of Virginia and surrounded by some of Virginia’s most celebrated wineries, UP on the Roof is a natural gathering place for locals and visitors alike. Whether you’re starting your night with drinks or settling in for dinner, this is where Charlottesville comes to unwind — elevated above the city. Private events and group gatherings are always welcome, with a setting that makes any occasion feel special.
Make your reservation and experience one of Charlottesville’s best rooftop dining destinations.
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Local Happenings In Charlottesville, VA
Blenheim Vineyards Wine Dinner
Thursday, April 30 | 6:30 pm
Join us at UP on the Roof for a unique multi-course wine dinner featuring Blenheim Vineyards – where elevated cuisine meets unforgettable views and perfectly paired pours.
Yappy Hour
Mondays, 5p – 7p
It’s time to unleash the fun! Join us Mondays for our dog-friendly happy hour, where pooches and people alike can enjoy the good life. $9 cocktails, $5 beer + wine specials and free pup cups!
FAQs
We’re happy to note seating preferences whenever possible, though specific requests cannot be guaranteed. At locations with heated and covered outdoor terrace seating, these tables are assigned year-round, and indoor or outdoor seating cannot be confirmed in advance. Upon arrival, guests are welcome to let our host team know if they’d prefer to wait for the first available table in their desired area.
UP on the Roof reserves the right to limit tables to a single check for payment. A suggested gratuity of 20% will be added to all parties of 5 or more, including all split checks were 5 ore more guests are seated at the same table. It is company policy that guests have the unrestricted right to determine the final amount of gratuity free from compulsion & negotiation prior to payment.
Well-behaved, leashed dogs of any size are permitted on the outdoor terrace adjacent to our bar only. Dogs are required to remain outdoors and in close proximity to their owner for the duration of their visit to the rooftop. If your dog has an accident while on the rooftop, a $50+ clean-up fee may be added to your bill. Management reserves the right to require any dog and their owner to leave the premises if they are disrupting other guests or the flow of service. To ensure the best possible experience, please review our “Good Dog Guide” before bringing your furry friend UP here.
UP on the Roof gift certificates are available in denominations from $25 up to $250. Valid for food and beverage purchases at UP on the Roof only; gift certificates may not be used as payment for gratuity, service charges and facility rental fees.
In order to maximize the budgeted dollars we donate to non-profit organizations in the areas we serve, we utilize a matching donation program. Learn more and apply for a donation here.
At UP on the Roof we offer industry leading compensation and benefits packages as well as a fun and upbeat work environment. Click here to apply.
- Limited free street parking along Main Street (and other side streets).
- Valet services available at The Doyle Hotel (check with hotel for hours and details).
- Paid surface lots on side streets nearby.
Head to 499 W. Main St, Charlottesville, VA. Enter the Doyle Hotel main entrance and follow the signage to the elevators for UP on the Roof.
Make your next event the talk of the town when you host your group at UP on the Roof. Learn more or begin the planning process here.