delmar-loopMon-Sun, dinner service, rooftop above
Eclipse at the Moonrise Hotel pours a galaxy of wine and beer alongside an award-winning cocktail program in the Delmar Loop, with a rooftop bar above.
Signature pour: A glass paired to the modern American plates
Wine focus: Wine, beer and award-winning cocktails
Food: Modern American menu
Tip: Pair a glass with the modern American menu, then head to the rooftop for a nightcap. Handy before a Loop show.
lafayette-squareTue-Thu 17:00-22:00, Fri-Sat 17:00-24:00, closed Sun-Mon
Open since 2001 in Lafayette Square, 33 lets you pull any bottle off the retail wall and drink it at the bar for a small corkage. A pioneering local wine bar.
Signature pour: A by-the-glass pour from the shop wall
Wine focus: Eclectic small-production and natural wines
Food: Cheese, charcuterie and small plates
Tip: Browse the shelves, pick a bottle, and pay shop price plus corkage to drink in. The cheese and charcuterie pair well.
claytonMon-Sun 16:00-24:00
Sasha's DeMun room pours an approachable by-the-glass list with cheese and charcuterie in a homey Clayton space, one of two long-running Sasha's wine bars.
Signature pour: A staff-picked glass to match the cheese board
Wine focus: Approachable Old and New World by the glass
Food: Cheese, charcuterie and small plates
Tip: Order a cheese-and-charcuterie board and let the staff pair glasses across it. The patio is the prize in warm months.
botanical-heightsMon-Sat 11:00-01:00, Sun 11:00-23:30
The Shaw outpost of Sasha's pours the same wide by-the-glass list and noshing plates near the Botanical Garden, a relaxed neighbourhood wine bar.
Signature pour: A by-the-glass pour to match the board
Wine focus: Approachable Old and New World by the glass
Food: Cheese, charcuterie and small plates
Tip: It works for a glass before dinner near the Botanical Garden. The board-and-glass pairing is the move here too.
webster-grovesThu-Sat 17:00-22:00 (cafe daily 07:00-14:00)
By day a neighborhood cafe, Thursday to Saturday The Clover and the Bee turns its candlelit room into a natural wine bar with producer-led bottles and snacks.
Signature pour: A natural rose or skin-contact pour
Wine focus: Natural producers, sourced person-by-person
Food: Italian-leaning snacks, sweets and small plates
Tip: Come Thursday through Saturday after 5pm for the natural wine list; the kitchen leans Italian and sweets travel well by the glass.
richmond-heightsMon-Sat 10:00-19:00, closed Sun
Parker's Table is a beloved boutique wine, beer and gourmet shop in Richmond Heights with a tasting bar, a go-to for staff-guided bottle picks and provisions.
Signature pour: A staff-recommended boutique bottle
Wine focus: Boutique wine retail with tasting bar
Food: Cheese, charcuterie and gourmet provisions
Tip: Tell the staff your budget and the meal; they are excellent at matching a bottle. Strong cheese counter too.