MyWeekendlyAI concierge
Sign in
All Calgary plans

Date Night in Calgary — Curated for Two

Rooftop cocktails, low-lit dinners, jazz at 10 — paced like a real night out.

Friday

  1. 8:00 PM

    Pigeonhole

    Wine bar / small plates · $$$ · 17th Ave

    Low-lit dinner — Natural wine, charcuterie, oysters.

    Open in Maps
    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in 17th Ave — short walk from your other stops
    • ·A shoulder-season favorite

Saturday

  1. 11:00 AM

    Ten Foot Henry

    Veg-forward · $$ · Beltline

    Slow brunch — Communal table, killer brunch.

    Open in Maps
    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Beltline — short walk from your other stops
    • ·A shoulder-season favorite
  2. 4:00 PM
    Prince's Island Park
    Outdoors · Eau Claire

    River-island park hosting Folk Fest and weekend picnics.

    Open in Maps
    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Eau Claire — short walk from your other stops
    • ·A shoulder-season favorite
  3. 8:00 PM

    Model Milk

    Canadian comfort · $$$ · 17th Ave

    Old dairy turned tasting-menu hotspot.

    Open in Maps
    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in 17th Ave — short walk from your other stops
    • ·A shoulder-season favorite

Want a different vibe?

Try one of the other ready-made Calgary plans.

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