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What's on this week

All events →
2026-06-20 Goat Walk 2026-06-20 Mixtape 2026 - 5678 Dance Studio Year End Recital 2026-06-20 AL LERMAN 2026-06-20 Glamour Gala 2026 2026-06-20 Queer Prom: Enchanted Forest Elegance (19+) 2026-06-20 SEA SHANTEASE: Pirate Peelers Sing The High Seas 2026-06-21 Mudras and Matchas 2026-06-21 MOSAIC CLASSES IN KINGSTON: TURKISH MOSAIC LAMP WORKSHOP

HomeSydenham › Princess Street

Princess Street

Princess Street in Sydenham, ON — shopping, food, arts_culture.

Grand Theatre · 144 places to eat

open now 321 places mapped 30 events this week
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Find your kind of day

Pick a door — each one's a focused guide, no endless scroll.

The quick read

Is Princess Street a good place to live?

Princess Street has 26 parks and green spaces, 144 places to eat, and 147 shops and services mapped within the neighbourhood. There are 95 homes currently for sale here. Use the guide below to judge the day-to-day fit for you.

What are homes like in Princess Street?

There are 95 homes for sale in and around Princess Street, priced from $288,750 to $4,400,000 (median about $685,000). See the Homes page for current listings.

What is Princess Street known for?

Princess Street is known locally for landmarks like Grand Theatre, its 144-strong food and drink scene.

What's happening in Princess Street this week?

There are 30 events on this week in and around Princess Street, from local listings — see the Events page for dates and details.

Who is Princess Street best for?

Based on what's here, Princess Street suits families and the outdoors, food lovers, shopping and errands.

Choose your own adventure - Princess Street

Tap what you feel like doing, set how long, pick how you'll get around, and we'll route it and time it from real places.

Going to an event?
1 · What do you feel like?
2 · Your day (slide to set how long at each)

    Pick a few things above to start your day.

    Or grab a ready-made day

    Three hand-picked days through Princess Street, every stop a real place.

    Slow morning

    Coffee, a green stroll, an easy lunch

    1. Morning Starbucks Coffee Shop
    2. Lunch Lone Star Grill Restaurant
    3. Treat DQ Grill & Chill Ice Cream
    4. Browse Bulk Barn Supermarket
    Plan this day →

    Get outside

    Trails, parks, and a laid-back bite

    1. Trailhead K&P Trail 1.1 km
    2. Grab a bite Subway Sandwich
    3. Casual dinner Score Pizza Pizza
    Plan this day →

    Culture & flavours

    Heritage, local shops, a proper dinner

    1. History Grand Theatre Theatre
    2. Coffee Balzac's Cafe
    3. Local shop Midori Gift
    4. Dinner out Woodon Korean BBQ House Korean
    5. Tonight Goat Walk 2026-06-20
    Plan this day →
    More things to do →

    Through the lens

    Places in this neighbourhood, as photographed by the people who know it.

    Pilot House
    The Works
    Lone Star Grill
    Pearle Vision
    Aquaterra Restobistro
    Tir 'nan 'og
    White Mountain Ice Cream
    Roundstone
    Bulk Barn
    Midori
    Mekong Vietnamese Restaurant
    Score Pizza
    Woodon Korean BBQ House
    Jina Sushi
    The Brass Pub
    Smokers Haven
    Antique Emporium
    Burger King
    Card's Bakery
    New Merry Market
    Chez Piggy
    Max Vape
    Subway
    Bracken Health Sciences Library
    GoodLife Fitness

    Submit your photo →

    Could you live here?

    Falling for Princess Street? Ask our local insider what it's really like to call this neighbourhood home — schools, the commute, the quiet streets, what's on the market right now.

    Around town this week

    Fresh from local news covering Princess Street and the surrounding area.

    Know this area? Share a local tip · List your business free

    Good to know

    What is there to do in Princess Street?

    Princess Street has 0 parks and green spaces, 144 places to eat, and landmarks like Grand Theatre. Use the curated day plan, or jump straight to Eat, Do, Events, Parks, Shop, or Homes.

    Where should I park in Princess Street?

    Most of Princess Street is residential with free street and lot parking near the parks and main streets. See Getting Here for mapped lots.

    How do I get to Princess Street?

    Princess Street sits in Sydenham, Ontario, reachable by car, by transit, or by the local trails for cyclists.

    Can I see homes for sale in Princess Street?

    Yes — the Homes page lists houses currently for sale in and around Princess Street, and can connect you with a local agent.