Proud Program Of:

Arts & Entertainment

  • Best Art Gallery or Art Space:

    Art Windsor-Essex

    From boutique art stores to expansive art galleries, there are plenty of places showcasing Windsor Essex artwork. Which is your favourite?

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  • Best Live Performance Venue:

    The Colosseum at Caesars Windsor

    With thousands of fans flocking to one venue to check out the biggest names in entertainment – concerts, comedy, theatre shows and more – which…

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  • Best Outdoor Art:

    Windsor Sculpture Park

    Public art installations & murals dotting our streets, parks and alleyways. Which is your favourite outdoor art exhibit – part of the museum without walls…

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  • Best Tour Experience:


    Outdoor adventure. Food & drink. History & arts. Entertainment & shopping. There are plenty of companies offering tours in the region – which one is…

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Attractions & Events

  • Best Attraction - Family Friendly:

    Colasanti’s Tropical Gardens

    There is lots to do indoors & out – outdoor fun, mini golf, arts & crafts & more. What is your favourite place to take…

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  • Best Attraction - Gaming:

    Caesars Windsor

    The roll of the dice and the thrill of the win – where do you go in the region to play a game of chance?

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  • Best Attraction - Historical:

    Willistead Manor

    Our roots of Windsor Essex are entrenched in Canadian history – from Prohibition to the War of 1812 to the Underground Railroad and beyond. What…

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  • Best Festival:

    Harrow Fall Fair

    From agricultural fairs to community festivals, from street parades to firework celebrations, where do your kids say you must go every year?

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  • Best Holiday Event:

    Bright Lights Windsor

    Holiday cheer happens all around the region – and we all have a special way to celebrate the season. What is your favourite holiday themed…

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  • Holiday cheer happens all around the region – and we all have a special way to celebrate the season. What is your favourite holiday themed…

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  • Best Street Event:

    Open Air Weekend Amherstburg

    Street festivals kick out cars and pack the pavement with musical performances, activities and in most cases, food. These events are a great way to…

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  • Best Bar, Pub or Sports Bar:

    The Grove Brewing Co.

    It might be for a craft cocktail, or for a frosty pint, or some gourmet pub fare. There are plenty of bars to cozy up…

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  • Best Brewery Experience:

    Walkerville Brewery

    The craft beer scene is booming in Windsor Essex. Where is your favourite craft pint brewed?

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  • Best CafĂ©, Coffee Shop or Roaster:

    Anchor Coffee House

    Fresh ground, hand pressed, slow drip, fresh froth, artisanal blends, roasted in house. Coffee is a work of art. Which coffee house makes the best…

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  • The Art of the Cocktail Award:

    Wolfhead Distillery

    We’re talking hand shaken, meticulously crafted works of art poured into a glass. Where do you go for your favourite cocktail or martini – or…

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  • Best Winery Experience:

    Pelee Island Winery

    With 19 wineries in Windsor Essex, there are plenty of great bold reds & crisp whites to sip on your next winery tour. Which one…

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  • Best Bakery or Baked Goods:

    Iron Kettle Bread Commissary

    Bakery & Baked Goods: From cakes & pies to cookies & squares. Bakeries. Cupcakeries. And everything in between. Where do you go to satisfy your…

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  • Best Breakfast:

    The Twisted Apron

    From the greasy spoon offering bacon and eggs to stacks of fluffy pancakes and maple syrup, there are great breakfast bites in Windsor Essex. Where…

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  • Best Burger Joint:

    Mamo Burger Bar

    From grilled to pan fried, classic format to topped with your favourite guilty pleasures, where do you go for your favourite burger?

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  • Best Date Night Spot:

    Gladstone Commons

    From classic Italian to a delicious steak, or gourmet vegan meals to sharable small plate bites, there are plenty of places in Windsor Essex to…

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  • Best Diverse Eats:

    El Diablo

    Follow the flavours across Windsor Essex! Vietnamese, Chinese, Lebanese, African, Ethiopian, Greek, Indian, Mexican, Polish, German & more. It’s all available at our eateries across…

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  • Best Farmers Market or Shop:

    Downtown Windsor Farmers Market

    Windsor Essex is known for farm fresh – producing fresh produce all year long, and brimming road side stands at almost every corner in the…

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  • Best Fried Chicken Sandwich:

    The Grand Cantina

    A delight for the taste buds, that flavour that you dream about. Oozing with sauce, kicked up a notch with spice, when you want a…

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  • Best Ice Cream Parlour:

    Dairy Freez

    Old-school custard outposts and soft-serve emporiums to new-wave artisan creameries – where do you go for a delicious frozen treat in Windsor Essex?

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  • Best Lunch Spot:

    The Salty Dog

    The sweet spot between breakfast and dinner, grabbing something light or making a feast out of it: lunch is where it’s at. Do you like…

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  • Best Pasta House:


    Gnocchi. Spaghetti. Ravioli. Lasagna. Tagliatelle. The Windsor Essex pasta game is strong – where do you go for your favourite dish of pasta?

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  • Best Patio:

    Oxley Estate Winery

    Dining al fresco has never been better in Windsor Essex with the patios, alleyways and more that our restaurants have turned into unique dining spaces….

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  • Known for its unique style of pizza – with locally sourced cheese, shredded pepperoni, crispy crust, and toppings that always go on top – where…

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  • Best Plant Based Eatery:

    Taloola Cafe

    Some of the worlds top chefs are going vegetarian or vegan – and you can expect veggie-centric head-turners on menus in Windsor Essex. Where do…

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  • Hot, mild, honey garlic, sweet chili, garlic parmesan. Deep fried or oven baked. Ranch or blue cheese? Where do you go for the best wings…

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Outdoor Adventure

  • Best Beach:

    Colchester Beach

    Sandy views along our 100 mile coast are the perfect place to bring the family for some on-the-water fun. Sand castle building, volleyball and more….

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  • Best Birding Hub:

    Point Pelee National Park

    DYK every year 40k+ visitors come to Windsor Essex every may to see 300+ species of birds migrate through our region? Where are the best…

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  • Best Golf Course:

    Kingsville Golf & Country Club

    Windsor Essex has one of the longest golf seasons in Canada, running from early April to November. Which is your favourite public course in the…

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  • Best On The Water Activity:

    Urban Surf Co.

    Windsor Essex is a 100 mile peninsula surrounded by water. From canoeing to paddleboarding to jetskiing and more, where do you go for an on-the-water…

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  • Best Park or Garden:

    King’s Navy Yard Park

    Windsor Essex is a garden lover’s paradise with a plethora of flowers, trees and gardens dotting every community in the region. What is your favourite…

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  • Best Picnic Spot:

    Point Pelee National Park

    If someone walks up to you on the street and says, “I wanna take a picture which best showcases the essence of region”, where would…

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  • Best Trail:

    Ojibway Park

    There are miles and miles of trails linking all of the communities across Windsor Essex. Which trail do you head to when you want to…

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Photo Op

  • Best City Photo Op:

    Dieppe Gardens

    Where is your favourite place to snap a photo to showcase the best sights in the City of Windsor?

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  • Best County Photo Op:

    Point Pelee National Park

    If someone walks up to you on the street and says, “I wanna take a picture which best showcases the essence of region”, where would…

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  • Best Pelee Island Photo Op:

    Pelee Island Winery Pavilion

    If someone walks up to you on the street and says, “I wanna take a picture which best showcases the essence of region”, where would…

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  • Best Boutique Shop:

    Cindy’s Home & Garden

    Exploring small town shops and quaint street fronts looking for unique finds, or for planning a day trip to a weekend antique market or auction….

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  • Best Locally Made Store:

    Urban Art Market

    Hand made, unique, and from someone you can get to know! If someone asks where you can buy a Windsor Essex-made product or souvenir, which…

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  • Best Mall:

    Devonshire Mall

    Some of the best designer and brand name fashions and accessories under one roof. Which is your favourite major shopping destination in Windsor Essex?

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  • Best Shopping District:

    Kingsville BIA

    Quaint shops along the sidewalks, artisans selling their fare, and getting to know the local owners and operators. Which is your favourite shopping district (BIA)?

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  • Best Spa or Wellness Resort:

    Estate of Health

    Celebrating locations to sit back and relax. Think massages, facials, body scrubs & more. Where do you go to reconnect and rejuvenate in Windsor Essex?

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  • Best Hotel:

    Caesars Windsor

    DYK Windsor Essex has 4,000+ hotel rooms in the region? Comfy sheets, cozy pillows, beautiful views and great hospitality. Where is your favourite place to…

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  • Best Unique Stay:

    The Grove Hotel & Motel

    Everyone is looking for that Instagram moment – whether it’s set on a house boat, a uniquely designed hotel room, a floating wine barrel or…

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