MyWeekendlyAI concierge
Sign in
All Kingston plans

Kingston for First-Timers — The Greatest Hits

Iconic landmarks, the food you fly in for, skyline shots and the must-do experiences.

Friday

  1. 7:30 PM

    Chez Piggy

    Eclectic global · $$$ · Princess St courtyard

    Iconic kickoff — Hidden 1810 stable — Kingston's beloved 40-year institution.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Princess St courtyard — short walk from your other stops
    • ·A shoulder-season favorite

Saturday

  1. 10:00 AM
    Fort Henry
    Culture · Point Henry

    UNESCO 19th-century fort with sunset ceremony.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Point Henry — short walk from your other stops
    • ·A shoulder-season favorite
  2. 1:00 PM

    Olivea

    Italian · $$$ · Market Square

    Hand-rolled pasta facing the 1843 City Hall.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Market Square — short walk from your other stops
    • ·A shoulder-season favorite
  3. 3:30 PM
    Rideau Canal
    Outdoors · Kingston Mills

    UNESCO canal locks — kayak in summer, skate in winter.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Kingston Mills — short walk from your other stops
    • ·A shoulder-season favorite
  4. 9:00 PM

    Atomica

    Italian · $$ · Bagot St

    Wood-fired pizza, students and professors both crowd in.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Bagot St — short walk from your other stops
    • ·A shoulder-season favorite

Sunday

  1. 11:00 AM

    Pan Chancho

    Bakery / Brunch · $$ · Princess St

    Best bread in eastern Ontario, packed brunches.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Princess St — short walk from your other stops
    • ·A shoulder-season favorite
  2. 2:00 PM
    Bellevue House
    Culture · Sydenham

    Sir John A. Macdonald's Tuscan villa, fully restored.

    Open in Maps
    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Sydenham — short walk from your other stops
    • ·A shoulder-season favorite

Want a different vibe?

Try one of the other ready-made Kingston plans.

✨ Classic 48 Hours🍽️ Foodie Edition💞 Romantic Weekend🥂 Date Night🥃 Boys' Night Out💃 Girls' Night Out👨‍👩‍👧 With Kids🧭 Solo Edition💸 On a Budget