Friday
- 7:00 PM
Grey Gardens
Date night · $$$ · KensingtonCozy dinner indoors — Tiny intimate room, natural wine, perfect anniversary spot.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Kensington — short walk from your other stops
- ·A fall-perfect atmosphere
- 9:30 PMCivil LibertiesNightlife · Bloordale
Cocktail bar — No menu — order by mood, bartenders riff.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Bloordale — short walk from your other stops
- ·A fall-perfect atmosphere
Saturday
- 10:00 AMBoard Game CaféFamily · Walkable neighbourhood
Hundreds of games, coffee and snacks — equally great solo, on a date or in a group.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Walkable neighbourhood — short walk from your other stops
- ·A fall-perfect atmosphere
- 12:00 PMAga Khan MuseumCulture · North York
Stunning Islamic arts museum with rotating world-class exhibits, ideal for a curious solo visitor or thoughtful date.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in North York — short walk from your other stops
- ·A fall-perfect atmosphere
- 2:00 PM
Le Sélect Bistro
Brunch · $$$ · Entertainment DistrictWarm indoor lunch — Eggs benedict & frites — Long-running French brasserie brunch.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Entertainment District — short walk from your other stops
- ·A fall-perfect atmosphere
- 4:00 PMCold TeaNightlife · Kensington Market
Cocktail bar — Hidden inside Kensington Mall — late-night dim sum & beer.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Kensington Market — short walk from your other stops
- ·A fall-perfect atmosphere
- 5:30 PMNowEscape 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 PMUp next
Lee Restaurant
Asian fusion · $$$ · King WestLow-lit dinner — Susur Lee's signature singapore slaw.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in King West — short walk from your other stops
- ·A fall-perfect atmosphere
- 10:00 PMSecond City TorontoNightlife · Mercer Street
Legendary improv and sketch comedy club that launched careers — a must for a fun date or group night out.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Mercer Street — short walk from your other stops
- ·A fall-perfect atmosphere
Sunday
- 11:00 AM
Mildred's Temple Kitchen
Brunch · $$$ · Liberty VillageSlow brunch — Mrs. Biederhof's blueberry buttermilk pancakes — Loft-y room, the city's most famous pancakes.
Why this pick- ·Indoor pick — holds up when the weather doesn't
- ·Keeps you in Liberty Village — short walk from your other stops
- ·A fall-perfect atmosphere
Remix
Want a different vibe?
Every plan below is freshly built from Toronto's top curated picks.
- Classic 48 HoursOpen plan
- Foodie EditionOpen plan
- Romantic WeekendOpen plan
- Date NightOpen plan
- Boys' Night OutOpen plan
- Girls' Night OutOpen plan
- First-TimerOpen plan
- With KidsOpen plan
- Solo EditionOpen plan
- On a BudgetOpen plan
- Outdoor AdventureOpen plan
- Birthday CelebrationOpen plan
- Hidden Gems TourOpen plan
- Friends Night OutOpen plan
- Weekend GetawayOpen plan