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Rooftop Charlottesville

3.8
(39 reviews)

Business Details

499 West Main Street, Charlottesville, VA
22902, United States
(434) 290-0644
https://www.instagram.com/rooftopatthedoyle/

About

Cocktail Lounge
Rooftop Charlottesville (formerly UP on the Roof) sits atop The Doyle Hotel with a wraparound terrace and panoramic views of downtown, Virginia wine country and the Blue Ridge Mountains. Enjoy signature cocktails, regional craft beer, worldly wines and upscale bar bites made with local, seasonal ingredients. Gather around the fire for happy hour, date night, celebrations or private events.

Location

Rooftop Charlottesville
499 West Main Street, Charlottesville, VA
22902, United States

Hours

Monday3:00 PM - 10:00 PM
Tuesday3:00 PM - 10:00 PM
Wednesday3:00 PM - 10:00 PM
Thursday3:00 PM - 10:00 PM
Friday3:00 PM - 11:00 PM
Saturday3:00 PM - 11:00 PM
Sunday3:00 PM - 10:00 PM

Reviews

3.8
39 reviews
5 stars
21
4 stars
6
3 stars
3
2 stars
2
1 star
7
  • JJ
    Jeffrey J
    6 days ago
    1.0
    Service was terrible. No one was serving our table while other tables were served. Some other comments were right. They’re very inattentive and disappointing.
  • EC
    Emma Collard
    Sep 22, 2026
    1.0
    A group of us were in town for a wedding over the weekend, and stumbled upon UP on the Roof as a place to spend our last evening together before coming home. We had a reservation, showed up at the host stand, and stood there for 5 minutes or more when someone behind the inside bar told us that we could get service at the outside bar. We told them that we had a reservation, and they assured us there was someone out there who could help us. Aside from the bartender, there was no other staff on site. We stood at the bar for over 10 minutes to try to ask the bartender for assistance. When she finally got to us, she took 2 out of the 5 drinks we wanted to order, walked away, asked another customer for their order, went inside, and then came back to us. When she was getting our drinks, we informed her that we had a reservation and asked how we could get our table, and she said, "I work behind the bar; anything at the tables are not my responsibility," to which we asked if we could order at the bar since we were looking to eat dinner, and she said, "You can order it here, but I will NOT be bringing it to your table." As a group of 5, we easily would've had a $700+ bill at that establishment, but due to the severe lack of customer service and pure rudeness of the staff, we decided to go across the street to Maggies and had an incredible experience.
  • ZW
    Zach Whitsel
    Sep 19, 2026
    5.0
    We went here and watched the sunset. It was beautiful. I said very sweet things to my girlfriend. We kissed. Then we got a hotel room.
  • CC
    Christy
    Aug 29, 2026
    4.0
    Up on the Roof is such a fun spot in Charlottesville! Located in the Doyle Hotel, the rooftop atmosphere is fantastic, with a relaxed vibe that makes it easy to settle in. I had the Whiskey Sour, and it was excellent. Great drinks, great atmosphere, and a rooftop setting that’s perfect for a date night or a team happy hour. Definitely worth a stop!
  • AD
    Anna Grace Dickerson
    Jul 18, 2026
    1.0
    Went in June at 6:30pm. They only had a couple shades. It was brutally bright. The service was scarce. The food was unremarkable and combined with the sweltering direct sunlight it was turned downright unappetizing. It was summer, but for a place advertises their rooftop I was expecting them to have things that make a rooftop enjoyable, e.g. shades.

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