Wine bar$$southsideMon-Tue 17:00-22:00; Wed-Thu 17:00-23:00; Fri-Sat 15:00-01:00
Fifty Fifty Wine and Martini Bar splits its list between serious wine and cold martinis on Station Street in Chattanooga's Southside nightlife strip.
Signature pour: A classic gin martini alongside a by-the-glass flight
Wine focus: Broad by-the-glass list plus a 50/50 wine club
Food: Butter and cheese boards, seasonal shareables
Tip: Owner Jason Bowers hosts the Chatt Cup bartending competition here; Friday and Saturday it pours until 01:00.
New American$$north-shoreMon-Thu 16:00-24:00; Fri 16:00-01:00; Sat 14:00-01:00; Sun 11:00-16:00; kitchen to 22:00 (15:00 Sunday)
The Rosecomb built its bar around unusual wines and the best beers it can find, poured in a 1920s cottage garden in Chattanooga's Riverview blocks.
Signature pour: Half-price bottles every Tuesday night
Wine focus: Unusual, natural-leaning bottles
Food: Appalachian-inspired kitchen to 22:00
Tip: 21 and over only. Kitchen closes at 22:00 while the bar runs later; Sunday is a daytime 11:00 to 16:00 service.
Spanish$$$downtownMon-Thu 16:00-23:00; Fri-Sat 16:00-24:00; closed Sunday
Paloma Bar de Tapas matches Spanish wines and sherry with tapas on the Westin Chattanooga's tenth-floor rooftop on Pine Street, sunset views included.
Signature pour: Cava at sunset on the terrace
Wine focus: Spanish bottles, sherry and cava
Food: Tapas and conservas
Tip: Closed Sunday; happy hour runs 16:00 to 19:00 on weekdays and the terrace rail tables go first in fair weather.
Cocktail bar$$downtownDaily 16:00-24:00
Matilda Midnight mixes tarot-themed cocktails and keeps a tight wine list under an artificial night sky at the Dwell Hotel in downtown Chattanooga.
Signature pour: An astrology-inspired house cocktail under the star ceiling
Wine focus: Short, sharp list beside a cocktail-first bar
Food: Bar snacks
Tip: Revived at the start of 2026 after a pause; nightly 16:00 to midnight, and the velvet front room suits small groups.
Wine bar$$lookout-mountainMon-Wed 07:00-18:00; Thu-Fri 07:00-19:00; Sat 08:00-19:00; closed Sunday
Canopy Coffee and Wine Bar pivots from morning espresso to evening pours on Scenic Highway up Lookout Mountain, just outside Chattanooga proper.
Signature pour: A glass on the tree-canopy patio at sundown
Wine focus: Approachable by-the-glass list with tasting nights
Food: Pastries and light boards
Tip: Closed Sunday. It doubles as the mountain's coffee shop from 07:00, so evening wine crowds are calmest midweek.