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What's on this week

All events →
2026-06-20 World Refugee Day 2026 – Community Rooted Hangout Sat Jun 20 · 10:00 AM General Admission Voucher Sat Jun 20 · 11:00 AM Sheltie Puppy Yoga in Markham Sat Jun 20 · 11:30 AM Puppy Yoga with English Bulldogs in Toronto 2026-06-20 Toronto Kids Fashion Week 2026 Season 41th - Toronto Sat Jun 20 · 12:00 PM Escape Tour - The Missing Cup Adventure - June - Noon Sat Jun 20 · 12:00 PM Tropical Party at Collective Arts Toronto 2026-06-20 Delta Etobicoke: $75,000 Monster Bingo

Home › Leaside-Bennington › Leaside-Bennington

Leaside-Bennington

Leaside-Bennington in Leaside-Bennington, ON — .

Randolph Theatre · 30 parks & green spaces · 456 places to eat

— open now 1436 places mapped 30 events this week
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The quick read

Is Leaside-Bennington a good place to live?

Leaside-Bennington has 625 parks and green spaces, 456 places to eat, and 797 shops and services mapped within the neighbourhood. There are 41 homes currently for sale here. Use the guide below to judge the day-to-day fit for you.

What are homes like in Leaside-Bennington?

There are 41 homes for sale in and around Leaside-Bennington, priced from $7,900 to $49,950,000 (median about $888,000). See the Homes page for current listings.

What is Leaside-Bennington known for?

Leaside-Bennington is known locally for landmarks like Randolph Theatre, its 456-strong food and drink scene.

What's happening in Leaside-Bennington this week?

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

Who is Leaside-Bennington best for?

Based on what's here, Leaside-Bennington suits families and the outdoors, food lovers, shopping and errands.

Choose your own adventure - Leaside-Bennington

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.

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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 Leaside-Bennington, every stop a real place.

    Slow morning

    Coffee, a green stroll, an easy lunch

    1. Morning Starbucks Coffee Shop
    2. Stroll Wanless Park Park
    3. Lunch Prime Doner Shwarma Restaurant
    4. Treat Pidapipo Gelato & Sweets Ice cream
    5. Browse Galleria The Kitchen Express Supermarket
    Plan this day →

    Get outside

    Trails, parks, and a laid-back bite

    1. Trailhead Lower Don River Trail 8.7 km
    2. Picnic Jay Robinson Park Park
    3. Grab a bite Subway Sandwich
    4. Run around Sunnybrook Dog Park Dog Park
    5. Casual dinner Cora Pizza Pizza
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    Culture & flavours

    Heritage, local shops, a proper dinner

    1. History Randolph Theatre Theatre
    2. Coffee Cafe AC Coffee Shop
    3. Local shop Farm Boy Supermarket
    4. Dinner out Toro Toro Japanese
    5. Tonight World Refugee Day 2026 – Community Rooted Hangout 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.

    Shoppers Drug Mart
    Starbucks
    Tim Hortons
    7-Eleven
    The Ten Spot
    Randolph Theatre
    Michael Lee-Chin Crystal
    Smith Social House
    Grad House Underground Parking
    Galleria The Kitchen Express
    Foodland
    New Forest Market
    Ulster Coin Wash
    30 St Clair Ave W garage
    Pharmasave

    Submit your photo →

    Could you live here?

    Falling for Leaside-Bennington? 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 Leaside-Bennington and the surrounding area.

    New Report Finds Ontario Will Need More Than One Million University-Educated Workers Over the Next Decade - Ontario's UniversitiesOntario News · Jun 18Ontario needs 60,000 more university grads in these key areas over next decade - Toronto StarOntario News · Jun 18Ontario's legislature is set for its shortest sitting in decades. Here's what it means for the Ford government - CBCOntario News · Jun 18Dangerous thunderstorms possible for most of eastern Ontario Thursday - CBCOntario News · Jun 18Severe storms shift into eastern Ontario, Quebec, risk of heavy rain and winds - The Weather NetworkOntario News · Jun 18Tornado warnings issued in eastern Ontario end as line of thunderstorms move through - CTV NewsOntario News · Jun 18
    Get directions Parking · 798 lots Where to stay — of 278 open now

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

    Good to know

    What is there to do in Leaside-Bennington?

    Leaside-Bennington has 30 parks and green spaces, 456 places to eat, and landmarks like Randolph Theatre. Use the curated day plan, or jump straight to Eat, Do, Events, Parks, Shop, or Homes.

    Where should I park in Leaside-Bennington?

    Most of Leaside-Bennington 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 Leaside-Bennington?

    Leaside-Bennington sits in Leaside Bennington, Ontario, reachable by car or by the local trails for cyclists.

    Can I see homes for sale in Leaside-Bennington?

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