31 Best & Fun Things To Do In Windsor (Ontario, Canada)

Windsor is a city in Ontario, Canada, and one of the most interesting cities you could go to for a vacation or a weekend getaway.

You’ll be captivated and engaged with the historical architecture, culture, history, natural parks, multicultural residents, and modern towers that Windsor offers.

Windsor has so many tourist attraction spots to keep you busy during your vacation and it’s not surprising because a major part of the income from this city comes from tourism.

This guide contains a list of the 31 best and most fun things you can do during your vacation in Windsor.

1. Visit Dieppe Gardens

You’d have to visit the beautiful Dieppe gardens during your stay in Windsor to see the beautiful flowers in the garden.

Apart from the beautiful flowers and grassy areas, you’ll also see beautiful scenes including a view of the Detroit Skyline.

You should also check out the beautiful, trimmed flowers, the blossoms and blossoms of summer, and the fish pond in the garden.

You’ll find monuments erected for soldiers that lost their lives in the second world war, and a visit to this garden should be on your list of fun things to do in Windsor, Ontario.

2. Walk Through Coventry Gardens

In Windsor, you’ll find lovely gardens including Coventry Garden which you can walk through in the evening to have a wonderful and romantic experience.

Coventry garden is the best among other gardens in the city of Windsor and it is along the riverfront comprising 28,000 square meters of land.

As you walk through this garden, you’ll also see several historical monuments and you should come along with your camera.

3. Take A Stroll Around Windsor Sculpture Park

When you visit Windsor, make sure you take a stroll around the Windsor Sculpture Park especially if you like sculptured artworks.

You’ll find about 35 very large sculptures and more than 30 of these large sculptures are internationally recognized artworks.

You should take a stroll to see beautiful arts here or you can use a tour guide to get more information on the sculptures.

Even if you aren’t a fan of art, you’ll enjoy visiting this park and it should be on your checklist of best things to do in Windsor, Ontario.

4. Visit the Art Gallery of Windsor

Art Gallery of Windsor is an interesting place to visit in Windsor, especially for artists and art lovers.

The Gallery was established in the year 1943 and has increased in its collection, size, and several artworks.

Visit this art gallery and you’ll see some of the best collections of Canadian art and international artworks displayed in the gallery.

You should go around this gallery, viewing these temporary and permanent artworks, and you’ll surely find the artwork that will amaze you.

5. Have Fun At Caesars Windsor

Caesars Windsor is the only big casino in Windsor, which you should visit for a fun time during your vacation in Windsor.

You’ll get to play casino games like blackjack tables, craps tables, poker tables, or baccarat tables and enjoy the views of this casino.

You can check if you are lucky by slipping a coin into any of the available slot machines to win a major prize.

You could also visit the sports bar to have fun playing professional sports games like American college football or basketball.

6. Tour Windsor’s Historical Houses

To make your vacation in Windsor interesting, you should go on a tour of the various National Historic Houses in Windsor.

You can go on your own or go with a tour guide to see these historical buildings that take you back in time.

Some of the national historic houses you should see include Willistead Manor, François Bâby House of Windsor’s Community Museum, and Sandwich First Baptist Church built by Underground Railroad refugees.

You’ll have fun touring these historical houses and you should have your camera to be able to take pictures of some of the house’s wonderful scenery.

7. Visit The Adventure Bay Family Water Park

To have an amazing fun time in Windsor with your children, then you should add a visit to the Adventure Bay Family Water Park to your checklist of things to do in Windsor.

The Water Park Bay is a 10,000 square meter park that is open for visitors every day regardless of age.

You can enjoy the five waterslides in the waterpark, a surfing simulator, a lazy river, and a wave pool.

There’s a dry area in the Park that’s a playground section for your children to have fun while playing.

You can also visit the nearby canteen to get refreshments and snacks while you’re at the Park.

You and your family will have so much fun splashing around the water in Adventure Bay Family Water Park, so come and have the best fun in Windsor.

8. Explore Ojibway Prairie Complex

Ojibway Prairie Complex covers over 350-hectare of land with nature reserves, trails, and parks making it a tourist attraction point in Windsor.

You can surround yourself with nature here and hike between the separate area in this complex, which are Ojibway Prairie Provincial Nature Reserve, Black Oak Heritage Park, and the Ojibway Park.

You can also enjoy the educational programs hosted but the complex or you could view the animals displayed such as bats, snakes, frogs, lizards, and even turtles.

As you explore this complex, you’d also see different kinds of birds and you can come here just to do some bird watching.

Exploring Ojibway Prairie Complex is one of the fun things you can do during your stay in Windsor.

9. Explore Ford City

Ford City is a community formed around the Canadian Ford Motor Company which started as a French Parish.

Exploring this community, you’ll see different types of architecture, which were built by immigrants who came to work for the massive car manufacturer.

You can go on a guided tour to be able to explore iconic buildings in this area including the four Byzantine-style orthodox churches and Edgemere house which was the home of Wallace Campbell.

You’ll also see amazing murals on many buildings which tells the story of Ford Motor Company and the history of Ford City.

10. Go For Cycling On Roy A. Battagello River Walk Bike Trail

If you love cycling and outdoor activities, you can add cycling on the Roy A. Battagello River Walk Bike Trail to your checklist of fun things to do in Windsor.

Roy A. Battagello River Walk Bike Trail is about 8 kilometers through the city, starting at the Ambassador Bridge and connecting to other trails such as the La Salle Trail Network and the Russel Street Neighbourhood Trail.

While cycling along this bike trail, you’ll pass through Downtown Windsor and other parks like the Windsor Sculpture Park and the Dieppe Gardens.

If you get tired while cycling on this trail, you can stop at any of the five service spots on the trail for rest, pump air into your tires, snack time, or just enjoy the view of the river and the skyline.

You’ll also find beautiful sites of Windsor on this trail because the trail also runs along the main streets in the city, different from the street’s bicycle lanes.

Try this out during your visit to Windsor and have an amazing experience.

11. Walk the Detroit River

You can see the US city Detroit river with an amazing skyline during your stay in Windsor.

Along the Detroit River, you’ll find green spaces, parks, and monuments you should check out.

Come along with your camera to take beautiful pictures portraying this naturally beautiful environment.

12. Spend Your Day At Sandpoint Beach

Sandpoint Beach is a special beach close to the Detroit River at the northeast corner of Windsor, it’s also a popular tourist attraction.

You can spend a day at this beach from May to September relaxing, swimming, boarding, surfing, picnicking, sunbathing, or walking along the Ganatchino Trail.

You could also find a volleyball court, a barbeque area, shaded areas, and ice cream booths and stands at this beach.

Spending your day at Sandpoint Beach should be on your checklist of the most fun things to do in Windsor.

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13. Spend A Day At Peche Island

Peche Island is a tourist attraction site on the Canadian side of the Detroit River where you can spend a day having lots of fun.

You can get to this island only through kayaking, canoeing, or boating, so you need to be well prepared.

On this Island, you can engage in fun places like trails, picnic areas, beaches, and the spectacular view of Detroit.

For a time off at a very nice place to escape the noise of the city and enjoy some peace and quietness, a day here should be on your checklist of the best things to do in Windsor.

14. Attend The Windsor To Detroit International Freedom Festival

You should attend one of the best events hosted together with Windsor and Detroit which is the Windsor to Detroit International Freedom Festival.

This International Freedom Festival is the largest festival held in both cities on Canada Day which is from July first to fourth every year.

At this festival, you’ll witness the world’s biggest fireworks display and other entertaining performances.

Other events that you can attend during your vacation that are almost as big as the International Freedom Festival include the Bluesfest International Windsor, the Detroit Windsor International Film Festival, and Windsor Emancipation Celebration Festival.

You can plan your vacation in Windsor to be around the time of these events so you could attend and have the most fun time.

15. Attend Windsor Summer Fest

Windsor’s Summer Fest is one of Windsor’s activities that should be on your checklist of things to do during your vacation trip to Windsor, Ontario.

This festival is Windsor’s way of celebrating summer from June 14th to July 1st and involves lots of fun activities.

You’ll love this with fun activities such as Main stage performances, pony rides, a riverfront midway, pony rides, the Canada Day Parade, and the Annual Ford International Fireworks.

16. Golf At Thomas McBroom’s Ambassador Golf Club

To be entertained and have fun as a golf lover in Windsor, then you should add golfing at Thomas McBroom’s Ambassador Golf Club to your list of fun things to do in Windsor.

You can golf at these fantastic golf courses and in particular the Ambassador Golf Club which is ranked as one of the top courses in Canada.

Ambassador Golf Club is an 18-hole, 71 par course golf course which is open to the public, so you can come here to have fun golfing.

You can also visit the Roseland Golf course which is one of the oldest courses in the area and one of the Ontario Heritage Sites.

You can watch one of the numerous golf tournaments and events hosted at this club during the time you visit Windsor.

17. Explore The University of Windsor

One of the best things you can do during your stay in Windsor is to visit the University of Windsor.

The University of Windsor covers over 50 hectares of campus, a green environment, beautiful architecture, and a riverside that you’ll find interesting.

You can explore the University, by visiting the Dillon Hall which is the oldest building on the campus, the Odette Building, the Memorial Hall, and the Lambton Tower.

18. Enjoy Shopping at Windsor

Windsor is a shopping haven, so shopping at Windsor should be on your checklist of the most fun things to do during your stay in Windsor.

In Windsor, you’ll enjoy shopping at the various shopping malls, specialty shops, and duty-free shops all filled with different products.

You can shop for the finest Cuban cigars in this region at an affordable price in Windsor.

You can also shop some of the best attires from big brands like Gucci, Fendi, Dolce, and Gabbana in Crossing Premium Outlets and the Devonshire Mall, Windsor.

19. Shop At Olde Sandwich Towne Farmer’s Market

Olde Sandwich Towne Farmers Market is usually held from May to October and should be on your checklist of the best things to do during your stay in Windsor.

In this market, you can shop for all the fresh farm produce that grows in this region.

You can shop for various items for your loved ones or a souvenir to remember this vacation forever.

20. Stay At The Holiday Inn Express

The Holiday Inn Express gives you an amazing view of the Detroit Skyline, staying here should be on your checklist of best things to do in Windsor.

Holiday Inn Express is across the street from the Detroit River, just by the Riverfront Trail, and the Europe Gardens.

You’ll get excellent room service in this hotel and the food is very delicious with their vast collection of drinks.

This is a perfect place to stay during your vacation in Windsor and it’s so close to most of the favorite spots in the city.

21. Lodge At The Iron Kettle Bed and Breakfast

The Iron Kettle Bed and Breakfast is a nice place to lodge during your stay in Windsor, for healthy breakfasts and excellent room services.

The Iron Kettle Bed and Breakfast contains only five self-con bedrooms, each with a private bathroom, a ground pool in the compound, and a hot tub.

You’ll love the exotic dishes served here made by several professional chefs from local ingredients.

You’ll get keys to the front door so you are free to move about, this should be on your checklist of things to do in Windsor.

22. Eat At Spago Italian Restaurant

For some nice Italian dishes during your stay in Windsor, a visit to Spago should be on your checklist of the best things to do.

Spago is an Italian restaurant where you’ll eat special homemade noodles and other traditional Italian dishes.

You’ll love the eating experience and the delicious Italian dishes like delicious marinated eggplant, bruschetta, and olives.

You should try to eat the delicious Spago’s traditional wood-fired Italian pizzas which are the best in this region. 

23. Visit Taloola Cafe

Taloola Cafe located down the street from Willistead Manor is one of the best places to visit during your stay in Windsor.

At Taloola Cafe you’ll get special organic coffees, teas, and lots of delicious dishes including Italian meals listed on the menu.

You’ll get delicious food served fresh and hot with a bottle of beer or wine of your taste, this should be on your list of best things to do in Windsor.

24. Eat At Mettawa’s Station Mediterranean Restaurant

Mettawas Station is a restaurant located in a former train station and it’s a favorite tourist attraction site for all food lovers in Windsor.

You’ll love the interior of this restaurant and the wood panel design that makes it such a warm and peaceful place.

You’ll love the different delicacies served in this restaurant and it should be on your checklist of the best things to do in Windsor.

25. Hang Out At Cooper’s Hawk Vineyards and The Vines Restaurant

The Coopers Hawk Vineyards and the Vine Restaurant are wonderful places where you can hang out with your loved ones to enjoy a delicious meal during your stay in Windsor.

The Vine restaurant is a winery where you can relax and enjoy the company of your family and friends while eating delicious meals from the menu and freshly produced wine.

Try out the chive and Parmesan fries, also check out the perch, all of which are on the menu.

The restaurant has enough windows to bring in fresh air for good ventilation in the room regardless of the number of people in it.

26. Willistead Manor

The Willistead Manor, the home of Edward Chandler Walker he is the son of a whiskey legend Hiram Walker the C.E.O of the famous Canadian Club Whisky

Edward Chandler Walker came from a wealthy family and the town they stayed in was named “Walker Ville”.

Edward Chandler Walker commissioned Albert Kahn, a famous architect, to construct a luxurious home for his family.

The building was completed after 2 years in 1906, the style of the building is a Tudor-Jacobean English mansion.

The Willistead manor is built with different unique features, it’s now known to be a public park after Edward Chandler died in the year 1915.

The Willistead manor has only one bedroom when visitors came around they stayed in the coach house just close by, after the death of Edward Chandler his wife donated the building to the town of Walkerville immediately after he relocated.

Ever Since then, the building became a tourist attraction known as Walkerville Town Hall, the Art Gallery of Windsor, and it also serves as a public library.

During holiday periods the building Is decorated by the Family and Friends of Willistead Manor, it is an amazing place to visit during vacation.

27. Tour John R. Park Homestead

Visiting the Tour John R. Park Homestead conservation area is a fun thing to do in Windsor when coming for vacations, the Homestead has great features of the 1850s.

The Homestead was fully restored to its 1842 style recently down to the furniture and design which makes it a point of interest in Windsor Canada today.

During the holiday season, you can participate in craft classes like wreath making at John R. Park Homestead, the Park has an 1885 steam engine that is powered by a sawmill.

The Homestead has a blacksmith shop where forging classes are taught.

The John R. Park Homestead can be located on the shore of Lake Erie, filled with a lot of amazing things to do in Windsor.

28. Harrow Fair

Harrow Fair the festival is held during the end of summer, the festival is for celebrating the farming culture of Windsor.

The festival starts on the 29th of August and ends on the 1st of September, during this festival period different meals will be prepared with the crops harvested from the farm over the summer and eaten together.

Other fun activities are done apart from eating shows like horse riding, sailing and a lot more.

29. Partake In Eat Your City Restaurant Week

Plan to visit Windsor and partake in the Eat your City Celebration, during this period lots of local Windsor meals are prepared and you get a chance to taste all it’s your choice.

Restaurants in Windsor that participate during the Eat Your City Celebration are given a week to showcase their customers’ favorite Eat Your City menu.

The celebration is held in August. The date changes, it’s an amazing event to be part of during vacations.

30. Fred’s Farm Fresh

In Windsor, visiting Fred’s Farm Fresh is a good one, Fred’s Farm Fresh deals on both local and imported farm foods.

 Fred’s Farm Fresh has lots of meals on its lists, such as fresh bread, meats, and lots more.

The amazing list makes it a good stop-and-eat restaurant where you buy delicious meals you can take home.

Having issues with the list keep calm the workers of Fred’s Farm Fresh are willing to help you pick out a nice meal to enjoy.

31. Capitol Theatre Windsor

The Capitol Theatre in Windsor, Ontario is a  special place to be in during vacations and it’s located on University Avenue.

When coming for vacation in Windsor, you can check out their forthcoming shows, you can also visit their website for more information and tickets reservation.

They also rent the vacant space in the theatre for different kinds of events, it’s amazing to be a part of such a  tour.

Planning A Trip to Windsor (Ontario, Canada)

Windsor is the best tourist vacation city you can go to with your loved ones and have an amazing fun time.

Windsor offers everything you keep you engaged during your stay from adventure to history to festivals to partying, you’ll participate in a lot of fun activities.

Start planning your trip to Windsor, Ontario, and consult this guide to create a list of the best and most fun things you’ll do during your stay in Windsor.

Have a great day.

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