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 Entertainment 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 Museum or Heritage Space:

    Fort Malden National Historic Site

    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 Theatre Space:

    Capitol Theatre

    From large scale productions to intimate settings, our local theatres sustain the live arts in Windsor Essex. Which productions do you love to see on…

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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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  • Best Art of a Cocktail:

    Maiden Lane Wine & Spirits

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

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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 Coffee House or Coffee 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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  • 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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Events & Attractions

  • 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 - Arts:

    Art in the Park

    Paintings, sculptures, handmade treasures & more. It’s your chance to meet the makers of their crafts. Which local art festival is the best?

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  • Best Festival - Community 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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  • Best Festival - Family & Fairs:

    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 Festival - Food & Drink:

    Carrousel of the Nations

    We have plenty of events where you can eat and drink locally sourced cuisine and libations. Which one do you love to head out to?

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  • Best Festival - Music:

    Bluesfest Windsor

    From smooth jazz to rock and roll to folk music & acoustic jams, there are plenty of festivals to get an earful in the region….

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  • Best Festival - Street Event:

    Walkerville Distillery District Night Market

    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 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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  • 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 Ice Cream:

    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 Pasta House:


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

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  • Best Perch:

    Jack’s Gastropub
  • Best Pizza Pie:


    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 Sushi House:

    Koi Sushi

    Delicate and delicious hand rolls, specialty sauces, Bento boxes and more! Where is your favourite place to pour a sake and nosh on sushi?

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  • Best Sweet Treat:

    Sweet Revenge Bake Shop

    This covers it all – ice cream, hand made chocolates, cookies & cupcakes and more. Where do you go to satisfy your sweet tooth in…

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  • Best Taco:

    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 Vegan or Vegetarian Bites:

    Carrots N’ Dates

    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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  • Best Wing Stop:

    Rock Bottom Bar & Grill

    Wings, club houses, broasted chicken, fish & chips and nachos. They’re all pub favourites! Where to you go in Windsor Essex to satisfy your pub-fare…

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Outdoor Adventure

  • 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 Hot-Spot:

    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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  • 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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Photo Op

  • Best Best Photo Op:

    Windsor Riverfront

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

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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:


    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 Bed & Breakfast:

    Iron Kettle Bed & Breakfast

    With small town hospitality and charm at your finger tips at the 80+ bed and breakfasts in Windsor Essex – where do you go for…

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  • Best Campground:

    Leisure Lake RV Resort

    When you wanna rough it in the woods or in a site with all the amenities, there are plenty of outdoor spots to rest your…

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  • Best Cottage:

    Holiday Beach Cottage

    From lake front views to cozy woodland lots, we have breathtaking views from all of the cottages dotting the countryside. What is your favourite cottage…

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  • Best Hotel/Motel:

    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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