MyWeekendlyAI concierge
Sign in
All Vaughan plans

Date Night in Vaughan — Curated for Two

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

Friday

  1. 8:00 PM

    Terra Restaurant

    Modern Italian · $$$$ · Thornhill

    Low-lit dinner — Tasting menus, big wine list and one of GTA's longest-running fine-dining rooms.

    Open in Maps
    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Thornhill — short walk from your other stops
    • ·A shoulder-season favorite
  2. 10:30 PM
    Dave & Buster's Vaughan
    Nightlife · Vaughan Mills

    Arcade-meets-sports-bar — late-night cocktails, big screens and prize tickets.

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

Saturday

  1. 4:00 PM
    Kortright Centre for Conservation
    Outdoors · Kleinburg

    800 acres of forest trails, a maple-syrup festival and night-hike events.

    Open in Maps
    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Kleinburg — short walk from your other stops
    • ·A shoulder-season favorite
  2. 8:00 PM

    Bartolini's

    Italian · $$$ · Woodbridge

    Vaughan date-night classic with veal chops and a piano in the corner.

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

Want a different vibe?

Try one of the other ready-made Vaughan plans.

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