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Pop across the US border from Detroit to explore Windsor!

It's Detroit's Canadian mirror twin!

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Created by RoadtrippersCanada - May 15th 2018

If you’ve ever been to Detroit and gazed over the Detroit River, you may have seen a reflection gazing back at you. That reflection is not a bizarro alternate reality. It is, in fact, Windsor, Ontario. Similar to its American counterpart, Windsor is Canada’s automotive center and has a rich industrial and manufacturing history. While the automotive industry has declined in Canada, Windsor is thriving these days, as a revitalization has brought artists and creatives alike to this industrial city.

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As soon as you arrive in Windsor, check out free art in a museum that doesn’t have a single wall. The Windsor Sculpture Park is located on the shores of the Detroit River, between the Ambassador Bridge (Huron Church Road) and The Art Gallery of Windsor (Church Street). This free, outdoor attraction is home to 31 large-scale sculptures waiting for that perfect photo-op. Every sculpture is certainly unique, as the artwork does not hold one single artistic vision. From Edwina Sandy’s ‘Eve’s Apple’ to Scott McKay’s ‘Claim Post’, each sculpture showcases the unique views of the world. Easily learn about each sculpture by downloading the free Sculptures & Monuments App.

Coventry Gardens

Moving a little further East on the Detroit River is another popular waterfront attraction, Coventry Gardens. Located at 4714 Riverside Drive East between Thompson Boulevard and Pillette Road, you can find an oasis of tranquillity. This park was built specifically for maximum relaxation with walking trails, a variety of flowers, and the world’s only floating fountain. Now you may be wondering, what’s so interesting about a floating fountain? Aside from it being the only one which makes it inherently special, it also can propel water 70 feet in the air and has a brilliant light show display.

Riviera Pizza

If you go to Windsor and you don’t eat pizza, they may never let you come back. Pizza is to Windsor as is peanut butter to jelly. The city is officially obsessed with their own Windsor Style Pizza, and the world should be thanking them for that. What makes this style of pizza unique is shredded pepperoni, canned mushrooms instead of fresh (just go with it) a special sauce created in 1957, and Galati cheese. Shredded pepperoni may look a bit unusual but according to locals it is the perfect pizza to topping ratio per bite. Volcano Pizzeria was the first pizza restaurant to open in Windsor back in 1957. Founded by Geno Manza, an Italian immigrant who created a special sauce that other restaurants have been copying since. Lastly, all Windsor style pizzas are topped with mozzarella cheese made locally by Galati Cheese Company. A few places to try (because you’ll want to eat this more than once) are Capri Pizzeria, Riviera Pizzeria, and Gino’s Pizza.

Party Alley

Ouellette Avenue in downtown Windsor is known for its vibrant nightlife scene and has been coined “Party Alley” by the locals. Walk the 5 block bar strip to get in on the nightlife action, but be prepared to have little breathing room. Most of the bars in this area have cheaper drink prices, drawing large crowds, so if you prefer a more quiet atmosphere this is probably one “alley” to avoid. If you’re wanting to chat with the locals and dance, all in the same place, start at The Pub Club. This trendy spot serves craft cocktails with a sultry yet rustic yet urban atmosphere. For those of you that are a little more country, visit the Bull & Barrel Saloon. This bar features country music, country decor, and even a mechanical bull (yee-haw!) Don’t worry craft beer lovers, there’s even a spot for you! Head to Craft Heads to enjoy full-flavoured, small-batch craft beer. If alcohol isn’t your thing and you prefer something a bit more green, you can pay $5 to enter Higher Limits Cannabis Lounge. This weed bar prohibits alcohol and tobacco, but fully support BOYC (Bring Your Own Cannabis). And if you get hungry, Higher Limits has plenty of munchies and pizza to satisfy your cravings.

The beach doesn't usually come to mind when thinking about what to do in an old industrial city, but rethink that notion when in Windsor. Sandpoint Beach is a supervised swimming area with a beach. During summer months, this is a popular haven for the locals to enjoy sun and the water. In addition to the water, you can also play at the sand volleyball court or the children’s play structure all while leaving your toes in the sand. Before you start washing off your sunscreen for the day, stop at the Totem Pole located on Sand Point Beach. Commissioned in 1982, this massive totem pole was carved in 22 weeks over 14 months and is from the red cedar of British Columbia.

The Rum Runners Tour

Put on your best Al Capone face and book the Rum Runners Tour to experience what it was like to be a bootlegger in Windsor during the Prohibition Era. During some very troubling (and boring) times in the United States, Windsor actually helped the U.S. a lot. During Prohibition, the majority of smuggled booze came into the States via Windsor, right into Detroit. This very rich history is all detailed on the Rum Runners Tour, but it isn’t your average set-up. Your tour guides are Benny and Yorkie, two Rum Runners in the roaring 20’s, who take you through the day of a bootlegger. You’ll discover hidden coves where booze was stowed onto boats, take a deeper look at the Ambassador Bridge and how it played a major role in smuggling liquor, and you get to join in on the fun when you visit a re-enacted Speakeasy.

Windsor River Cruises

Waterways really do help you see a city better, as this is often times the best way to scan the landscape (with a drink in hand, ideally.) Check out a River Cruise to enjoy the sights of the city - and it’s really a two for one as you can view both Detroit and Windsor on the same trip. This River Cruise offers a variety of cruises depending on when you want to enjoy the river. You can go for dinner and dancing, brunch, or strictly for sightseeing.

Market Buffet

Buffets don’t always get the best rap, but the Market Buffet at Caesar’s Windsor might just make you believe in the life-changing power of buffets again. Who doesn’t want to try all the things at once?! This buffet allows you to food tour the world all in one sitting. With over 50 authentic dishes from across the globe, no one will be able to say that you aren’t well-travelled (at least, culinarily-speaking). From Italian to Asian cuisine, and everything in between, you can try it all right here. Plus, there’s an extensive dessert station to make your trip a little sweeter. If you saved room for it, that is.

The Underground Railroad was a network of individuals, black and white, that offered aid and shelter to slaves escaping the American South. No one truly knows when it began, but we do know that most of the records and stories of the Underground Railroad surface around the late 18th century and through to the Civil War. The John Freeman Walls Historic Site is home to an Underground Railroad Museum. Walls was a fugitive slave from North Carolina that found refuge via the Underground Railroad. Built in 1846, this log cabin is now a museum open Tuesday - Saturday during summer months. In addition to Walls’ home, you can walk the “Historic Walkway”, which was created to be similar to what slaves had to endure on their journey to freedom. The Wall family cemetery is also located on the land, with 40 family members, friends, and fugitive slaves.

Walkerville Brewery

Canadian Club whisky might be one of Canada's most well-known drinks, but the man behind it, Hiram Walker, also liked to indulge in a beer every now and again. Today, his distillery's overflow storage facility, then called “Surge Plant 16", has been converted into the Walkerville Brewery in his honour. Specializing in classic styles and easy drinkers, the brewery offers a tour of their historic facility that ends with a sampling of their wares. IPAs, pale ales, milk stouts and pilsners are some of the brews they offer, and you can't go wrong with any of them.

Gina's European Deli & Gifts

Representing the 3rd largest group in Windsor are those born from Italian descent. While the city has plenty of great Italian restaurants and shops around, why not go to Little Italy itself? Stroll through several blocks of Italian restaurants, cafes, and shops. Take home a piece of Little Italy, Windsor style, from Gina’s European Deli & Gifts. Owned by “Mama Gina and Papa Joe”, this deli/restaurant/gift shop is the perfect spot to pick up imports like cheese, meats, olive oil, and wine.

Dieppe Gardens

Windsor is a very bike-friendly city, so grab some wheels and cruise. For a scenic riverfront route that winds through several neighbours, try the Riverfront Bike Trail. This route starts at the Ambassador Bridge and loops for 5 miles, taking you through the city and even parks, like Dieppe Gardens. If 5 miles feels a little long, don’t worry, there are plenty of service stations along this route. Stop to fill up your tires, or just rest and enjoy the scenery from a larger seat, like a bench.

B.V.'s House of Pong

As Windsor’s ONLY licensed table tennis social club (hey, if they say it's a thing, then it's a thing), B.V.'s House of Pong, will make you fall in love again with your favourite (or most hated) childhood game. Here, you'll find 4,000 square feet of ping pong wonderland, and you can play on one of 10 ping pong tables here. Reserve tables for 30 minutes at a time and become a pong hero. House of Pong has various events throughout the week like Beer Night and Vinyl Night to keep things interesting, because you should be juggling more than one ball at a time.

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Windsor has the distinction of being Canada's warmest city! While its climate isn't exactly tropical, if you're planning to head anywhere in Canada during the cold season, Windsor is a great choice. Summer gets a bit humid (a downside of the gorgeous river), so fall and spring are the most ideal. December is a particularly snowy month, so keep that in mind if you plan to drive here.

Banner Photo Credit: Shutterstock