The Best Places to Drink and Stay in University—Rosedale & around

Bentwood chairs, a marble bar, and jazz on Sundays give this College Street cocktail bar the plausible deniability of a Parisian café. The drinks are where things get interesting: curry leaf and rum, cognac stirred with masala chai, combinations that sound like a dare and drink like they were inevitable. North America's 50 Best Bars places it at number eight, and the hospitality matches the ambition. The garden patio fills up fast.

1. The 50 #55 · The World's 50 Best Bars
2. The 50 #8 · North America's 50 Best Bars
3. The Pinnacle Guide 1 Pin

The password is posted on the door, which is either charming or cheating depending on how much you needed the walk. Inside this cocktail speakeasy on College Street, warm amber tones and a bar stocked long enough to require a second look set the scene. The team runs food-forward cocktails, occasionally served with homemade lollipops or mango rice cake, which raises fewer eyebrows than it should. It landed on North America's 50 Best Bars.

1. The Pinnacle Guide 1 Pin
2. The 50 #74 · North America's 50 Best Bars
3. Spirited Awards 2025 · Regional Top 10 Honoree · Best New International Cocktail Bar – Canada

There's no menu at this Bloor West cocktail bar, which is either the most liberating or the most anxiety-inducing news you'll get all evening. The bartenders build something custom around what you're after, or they'll walk you through the house-made liqueurs until the right one finds you. The room shifts from low-key spirits conversation to full party depending on the hour, so arrive accordingly.

1. The 50 #54 · North America's 50 Best Bars
2. Difford's Guide 3.5 stars · Difford's Guide
3. Spirited Awards 2024 · Regional Top 10 Honoree · Best International Bar Team – Canada

The soft-serve ice cream comes spiked, which tells you something about how Bar Mordecai runs its cocktail program. This lively Dundas West bar spans a hotel-lobby-feeling main floor and a karaoke basement, with an events calendar that fits bachata classes, tarot readings, and drag-hosted bingo into the same week. The fizzy wine list runs from Champagne to sparkling sake to non-alc. It landed on North America's 50 Best Bars.

1. The 50 #94 · North America's 50 Best Bars
2. Spirited Awards 2024 · Regional Top 10 Honoree · Best International Cocktail Bar – Canada
3. Spirited Awards 2025 · Regional Top 10 Honoree · Best International Cocktail Bar – Canada

The worn white cabinets behind the bar hold the spirits like a well-organized medicine cabinet, which feels right for a cocktail bar that started as somewhere to wait for a table across the street and quietly became a destination of its own. Up a short flight of stairs on Dundas West, the room is tiny, warm in winter, breezy in summer, and usually full of people who knew exactly where they were going.

1. Difford's Guide 5 stars · Difford's Guide
2. Canada's 100 Best #49 · Best Bars
3. Foodism Legendary Icon · ICON Awards · Jen Agg

The door says printing shop; the door is lying. Past a psychedelic mirrored hallway, this speakeasy opens into red velvet banquettes and warm rods of light, somewhere between a 1970s supper club and a set from a film that hasn't been made yet. The basement runs centrifuges and rotary evaporators, which is not how most bars do it, and the cocktail menu makes that fairly obvious.

1. The 50 #90 · North America's 50 Best Bars
2. Spirited Awards 2025 · Regional Top 10 Honoree · Best New International Cocktail Bar – Canada

The sinuous cocoon of curved South African mahogany is the first thing you clock, and it's enough to make you forget you're on College Street. Bar Raval is a pintxos bar and all-day Spanish hangout with a Michelin Bib Gourmand, pouring daytime cava, serious vermouth, and sharp cocktails from a tight modern program. The food runs from conservas to late-night snacks, and the room is designed to make leaving feel like a personal failure.

1. Difford's Guide 5 stars · Difford's Guide
2. Air Canada 2015 · Top 10 · Best New Restaurants
3. Canada's 100 Best #10 · Best Bars

Vintage amps and speakers from the '70s and '80s line the walls of this Japanese kissaten-style bar on Dupont, which pulls double duty as a daytime café before DJs take over at dusk. The cocktail list leans on yuzu, oolong, sake, and Japanese teas, with signatures drawn from famous albums. Rice paper Noguchi lamps and koinobori streamers hang overhead, and the mid-century furniture makes clear that nobody here is in a hurry to leave.

1. Canada's 100 Best #31 · Best Bars

The long counter and vintage wallpaper say diner; the cocktail list politely disagrees. This College Street bar leans into the greasy-spoon aesthetic while the kitchen sends out cod with Osetra caviar and the bartenders fold Szechuan peppercorn into a White Negroni. Cold beers are always an option, of course. Regulars fill the stools early and stay a while, which tracks for a place that ranked on Canada's 100 Best Bars.

1. Canada's 100 Best #47 · Best Bars

An unmarked brown door on College Street, opened only by membership card, is all the warning you get. Inside, a narrow staircase climbs to a small, dimly lit speakeasy with dark wood, ten bar seats, and two tucked-away seating areas. It's a members-only cocktail bar, though out-of-towners willing to email ahead have been known to get in. The kind of place that makes you feel like you know something most people don't.

1. Difford's Guide 5 stars · Difford's Guide

1. Spirited Awards 2024 · Regional Top 10 Honoree · Best New International Cocktail Bar – Canada

Absinthe comes out the traditional way here, slow drip and all, which tells you where this New Orleans-inspired bar's priorities lie. The cocktail list splits into classics and signatures, and the Louisiana-comfort food is priced like the neighbourhood actually lives here, because it does. Live blues on weekends keeps things from getting too precious. The kind of bar that already has regulars who know the staff by name.

1. Difford's Guide 3.5 stars · Difford's Guide