Friday
- 7:00 PM
Pizzeria Gusto
Date night · $$ · AcademyCozy dinner indoors — Wood-fired pies, natural wine, intimate Academy Rd. corner.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Academy — short walk from your other stops
- ·A fall-perfect atmosphere
- 9:30 PMLive Jazz BarNightlife · Old town
Cocktails and a trio — solo at the bar or a date-night standby.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Old town — short walk from your other stops
- ·A fall-perfect atmosphere
Saturday
- 10:00 AMBoard Game CaféFamily · Walkable neighbourhood
Hundreds of games, coffee and snacks — equally great solo, on a date or in a group.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Walkable neighbourhood — short walk from your other stops
- ·A fall-perfect atmosphere
- 12:00 PMCanadian Museum for Human RightsCulture · The Forks
Architectural showpiece, one of Canada's best museums.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in The Forks — short walk from your other stops
- ·A fall-perfect atmosphere
- 2:00 PM
Chew
Brunch · $$ · Exchange DistrictWarm indoor lunch — Smashburger brunch + mimosas — Bright corner room, bottomless mimosa weekends.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Exchange District — short walk from your other stops
- ·A fall-perfect atmosphere
- 4:00 PMSt. Norbert Farmers' MarketFood & Drink · St. Norbert
Saturday market with prairie producers, food trucks and live music — May–Oct.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in St. Norbert — short walk from your other stops
- ·A fall-perfect atmosphere
- 5:30 PMEscape RoomFamily · Downtown
60 minutes, one locked room, a story to crack — perfect group activity year-round.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Downtown — short walk from your other stops
- ·A fall-perfect atmosphere
- 8:00 PM
Bismillah Restaurant
Brunch · $$ · South OsborneLow-lit dinner — Halwa puri brunch — Pakistani breakfast on weekends — line-up worthy.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in South Osborne — short walk from your other stops
- ·A fall-perfect atmosphere
- 10:00 PMCentre Culturel Franco-ManitobainCulture · Saint-Boniface
Francophone theatre, gigs and films — pair with a stroll through old Saint-Boniface.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Saint-Boniface — short walk from your other stops
- ·A fall-perfect atmosphere
Sunday
- 11:00 AM
Clementine
Brunch · $$ · ExchangeSlow brunch — Best brunch on the prairies, line by 9.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Exchange — short walk from your other stops
- ·A fall-perfect atmosphere
- 2:00 PMManitoba Museum & PlanetariumCulture · Exchange
Nonsuch ship replica, dome planetarium shows and the Science Gallery — covers a full rainy or cold afternoon.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Exchange — short walk from your other stops
- ·A fall-perfect atmosphere
Remix
Want a different vibe?
Every plan below is freshly built from Winnipeg's top curated picks.
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