Things to Do in Windsor, Ontario: Exploring Hidden Gems

Exploring the top things to do in Windsor, Ontario, unveils a city celebrated not only for its geographical proximity to the vibrant city of Detroit but also for its unique blend of Canadian Club whisky, maple syrup, vibrant murals, and affordable living.

This Canadian city captivates visitors with its scenic riverfront, lush parks, innovative art scenes, and a rich history that is deeply intertwined with the automobile industry. Windsor’s welcoming community is eager to share its treasures, ranging from local distilleries to cozy cafes and wineries.

Living in Windsor and being in close proximity to its neighboring towns of Amherstburg, Kingsville, and Leamington brings me great joy. The variety of experiences, from cycling along the Windsor Riverfront and walking the Ganatchio Trail to exploring Point Pelee and delving into local culture at art galleries, enriches my life in unique ways.

Windsor, Ontario and Detroit, across the Detroit River
Windsor Riverfront (by canadalivingguide.ca)

Windsor offers a unique blend of urban and natural attractions, making it an attractive destination for all types of travelers, whether you’re coming from Toronto, Detroit, or any other region.

Whether you’re here to taste the renowned Canadian whisky at its source at the Hiram Walker Factory, or to wander through the historic neighborhoods of Walkerville, there’s a sense of discovery around every corner. The city’s proximity to the U.S. border adds an interesting dynamic, offering perspectives from both nations.

This guide is crafted to assist you in planning your trip, saving money, and maximizing your experience in one of Canada’s southernmost regions. Windsor might just surprise you with its blend of cultural depth, historical significance, and natural beauty.

Top 10 Things to See and Do in Windsor, Ontario

Known as the “Automotive Capital of Canada,” Windsor offers much more than its industrial legacy. From lush parks and gardens to fascinating museums and neighborhoods, and vibrant cultural festivals, Windsor boasts a wide array of attractions. This guide to the top 10 things to do in Windsor, Ontario, is your passport to discovering the city’s unique charm.

Discover the Detroit Riverfront

Windsor’s Detroit Riverfront provides a picturesque setting that’s perfect for leisurely walks, cycling, or simply enjoying the serene views of the Detroit skyline, the Ambassador Bridge, and the river. It’s a cornerstone of local life, where you can experience the city’s pulse, engage with public art installations, and participate in seasonal festivals, such as the Windsor Riverfront Carnival. The riverfront is Windsor’s answer to urban and natural harmony, offering a tranquil escape within the city.

Visit the Hiram Walker Distillery

Windsor in Ontario is home to the historic Hiram Walker Distillery, the birthplace of Canadian Club whisky. This distillery offers a glimpse into the rich history of Canadian whisky through informative tours and tastings. It’s a must-visit for anyone interested in the craftsmanship behind some of the best spirits in the world, nestled right in the city’s own historic Walkerville neighborhood.

Adventure at Pelee Island

For a truly unique experience, take a short ferry ride to Pelee Island, the largest island in Lake Erie and part of Ontario. It’s a little piece of paradise for nature lovers, with opportunities for biking, hiking, bird watching, and wine tasting at Pelee Island Winery. The island’s relaxed pace and natural beauty make it a perfect day trip or weekend getaway, offering a serene escape from the hustle and bustle of city life.

Stroll through Walkerville

Windsor’s Walkerville area is offering a cozy yet vibrant community feel. This historic neighborhood is filled with artisan cafes, boutiques, and restaurants. Though you might not find a beach here, Walkerville’s central location makes it a perfect spot for exploring Windsor’s rich history and architecture, including the beautiful Willistead Manor nestled within its heart.

Exploring Willistead Manor in Walkerville

Step back in time with a visit to Willistead Manor, a magnificent 36-room mansion set within the historic Walkerville neighborhood. This early 20th-century estate offers a glimpse into the opulent lifestyle of its era, with beautifully preserved interiors and stunning architecture. Guided tours provide insights into the manor’s history and the prominent figures who lived there, set against the backdrop of lush gardens and parkland.

Taste Windsor’s Culinary Scene

Windsor offers a diverse culinary scene that reflects its multicultural community. From authentic Italian cuisine in Little Italy to Middle Eastern delights on Wyandotte Street, the city’s dining experiences are a testament to its cultural mosaic. While here, indulge in locally-sourced dishes and explore the burgeoning craft beer scene, which is quickly becoming a staple of Windsor’s identity.

Take a Historical Tour of Sandwich Towne

One of Windsor’s oldest inhabited areas, Sandwich Towne is brimming with history and charm. This neighborhood offers a glimpse into the past with its well-preserved buildings and historical sites, including the Sandwich First Baptist Church, an important stop on the Underground Railroad (pdf). Walking tours of Sandwich Towne provide a deeper understanding of Windsor’s role in Canadian history and the early days of its settlement.

Kayaking on the Detroit River

Take to the waters of the Detroit River for a refreshing and exhilarating kayaking adventure. With its often calm currents and stunning views of the city skyline and natural landscapes, the river offers an ideal setting for kayaking enthusiasts of all skill levels.

Taking a Detroit River Cruise

Experience the unique beauty of Windsor and its surroundings from the water with a leisurely cruise along the Detroit River. These cruises offer spectacular views of the Windsor and Detroit skylines, the Ambassador Bridge, and local landmarks. With options ranging from sightseeing tours to dinner cruises, it’s a perfect way to relax and enjoy the scenic beauty of the area while learning about its rich history and cultural significance.

Attending the Windsor International Film Festival (WIFF)

Film enthusiasts and casual moviegoers alike will revel in the vibrant atmosphere of the Windsor International Film Festival, one of Canada’s premier cinematic events. WIFF showcases a diverse array of films from around the globe, including feature films, documentaries, and short films, offering something for every taste. Attendees can enjoy screenings, participate in discussions, and even meet filmmakers, making it a must-do for anyone passionate about the art of cinema.

Best Attractions and Activities in Windsor for Kids and Families

Adventure Bay Family Water Park

For those traveling with kids or simply looking for a fun day out, Adventure Bay Family Water Park offers thrilling water slides, a wave pool, a lazy river, and interactive water features. It’s an ideal spot to cool off and have fun, whether you’re riding the high-speed slides or relaxing in the leisure areas.

Windsor Sculpture Park

This open-air gallery along the beautiful Windsor waterfront features over 30 large-scale, contemporary sculptures that children will love exploring. It’s a fantastic way for families to enjoy art in a relaxed, outdoor setting. The sculptures, ranging from whimsical to awe-inspiring, provide great backdrops for family photos.

Colasanti’s Tropical Gardens

Located just outside Windsor in Kingsville, Colasanti is part petting zoo, part amusement park, and part botanical garden. Families can enjoy indoor mini-golf, bumper cars, a small indoor roller coaster, and a variety of arcade games. The petting zoo gives kids the chance to interact with and feed animals, while the botanical gardens showcase exotic plants and birds.

Ojibway Nature Centre

For families interested in exploring the great outdoors, the Ojibway Nature Centre offers guided nature walks, wildlife spotting, and educational programs about the local ecosystem. It’s a wonderful opportunity for kids to learn about conservation and the environment while enjoying the beauty of nature.

Point Pelee National Park

A short drive from Windsor, Ontario, lies Point Pelee National Park, one of Canada’s prized natural treasures. Renowned for its distinctive ecosystems of marshes and woodlands, the park serves as a sanctuary for birdwatchers, particularly during migration seasons. Its southern tip, the southernmost point of mainland Canada, provides a serene natural retreat. Visitors can enjoy a variety of activities, including swimming, biking, hiking, canoeing, barbecuing, and fishing, making it a perfect destination for those seeking both relaxation and adventure.

Popular Events and Festivals in Windsor, Ontario

Windsor-Detroit International Freedom Festival and Fireworks

One of the most anticipated events in the region, the Windsor-Detroit International Freedom Festival culminates in a spectacular fireworks display over the Detroit River. This event celebrates the close relationship and friendship between Canada and the United States. Thousands gather on both sides of the river to enjoy food, concerts, and the stunning pyrotechnics that light up the sky in a dazzling display of unity and celebration. It takes place around Canada Day (July 1) and American Independence Day (July 4).

Windsor International Film Festival (WIFF)

Held annually in November, the Windsor International Film Festival is a cornerstone for cinephiles, showcasing an eclectic mix of international, national, and local films. The festival spans several days, offering screenings, panel discussions, and opportunities to meet filmmakers, providing a rich cultural experience in the heart of Windsor’s downtown.

Carrousel of the Nations

Spanning over two weekends in late June, the Carrousel of the Nations is Windsor’s ode to its diverse cultural makeup. Cultural communities from around the city set up pavilions that offer a taste of their homeland through food, music, dance, and crafts. It’s an immersive experience that celebrates the multicultural tapestry of the city and allows attendees to explore global cultures without leaving Windsor.

Bluesfest International Windsor

This beloved music festival typically occurs in July and features a lineup of international and national blues and jazz artists. Set along Windsor’s beautiful riverfront, Bluesfest International Windsor offers several days of performances, drawing fans of blues, jazz, and live music in general. The festival has become a staple of Windsor’s summer event calendar, providing soulful tunes and a lively atmosphere.

Explore Best Parks in Windsor

Dieppe Gardens

Located on Riverside Drive with views of the Detroit River, Dieppe Gardens honors Canadian soldiers of the Dieppe Raid with meticulously landscaped beds, breathtaking river vistas, and memorials reflecting Canada’s military past, offering a tranquil setting for leisurely walks or picnics against the Detroit skyline backdrop.

Jackson Park

Situated in Windsor’s central area off Tecumseh Road West, Jackson Park delights visitors with its Sunken Gardens, vibrant floral arrangements, and a greenhouse, alongside amenities for relaxation and recreation like walking paths, picnic areas, and sports facilities. It becomes a festive spectacle during the holiday season, transforming into a winter wonderland with its stunning light displays.

Ojibway Prairie Complex

Located in Windsor’s west end, the Ojibway Prairie Complex is a haven for nature enthusiasts and wildlife watchers, featuring a rich biodiversity across tallgrass prairies, savannas, and woodlands. Its trails through Ojibway Park, Black Oak Heritage Park, and the Tallgrass Prairie Heritage Park provide ample opportunities to observe rare plant species and wildlife in their natural settings.

Coventry Gardens

Coventry Gardens is celebrated for its unique floating fountain that transforms into a spectacular light and water show by night, complemented by well-groomed gardens, riverside benches, and picnic spots, making it a perfect setting for relaxation and family outings. The park is situated along Riverside Drive East near the mesmerizing Peace Fountain.

Willistead Manor Park

Nestled in the historic Walkerville neighborhood, Willistead Park boasts 15 acres of beautifully maintained lawns, gardens, and walking paths surrounding the majestic Willistead Manor, offering a picturesque setting ideal for photography, leisurely strolls, and delving into local history.

Discover Windsor’s Hidden Beach Gems

Windsor, Ontario, might not be the first place that comes to mind when you think of beaches, but this city and its surrounding areas offer some lovely spots for sunbathing, swimming, and enjoying the great outdoors. Visitors can find beachfronts along the Detroit River, the shores of Lake Erie, and the banks of Lake St. Clair, offering a variety of aquatic landscapes for every type of beach-goer. Here’s a look at some beaches in and around Windsor:

Sandpoint Beach

Located within the city limits, Sandpoint Beach is Windsor’s most popular spot for swimming during the summer months. It boasts a sandy shoreline and clear waters, making it ideal for family outings. The beach is equipped with lifeguards, washroom facilities, and a concession stand, ensuring a comfortable and safe experience for all visitors.

Point Pelee National Park

Just a short drive from Windsor, Point Pelee National Park is home to one of Canada’s most beautiful natural beaches. The park’s tip extends into Lake Erie and offers a unique ecosystem with sandy shores perfect for sunbathing, bird watching, and exploring nature trails. The shallow waters are great for young swimmers, and the park also features boardwalks and observation towers for enjoying the scenery.

Cedar Beach

Situated on the shores of Lake Erie in nearby Kingsville, Cedar Beach is known for its serene environment and beautiful sunsets. This beach is a bit more secluded, offering a peaceful retreat with its sandy shores and picnic areas. It’s a favorite among locals for a quiet day by the water.

Colchester Beach

Located in the town of Essex, just east of Windsor, Colchester Beach is a charming spot for families and individuals looking to escape the city’s hustle. This small but beautiful beach on Lake Erie features clean sands, a playground, and nearby amenities, including restaurants and the Colchester Harbour.

Holiday Beach Conservation Area

Also near Windsor, the Holiday Beach Conservation Area is recognized for its conservation efforts and bird-watching opportunities, particularly during migration seasons. The beach area provides a natural setting for swimming and picnicking, with additional amenities like washrooms, shaded areas, and walking trails.

Windsor Walking Tour Highlights: A Journey Through the City

Despite Windsor’s expansive geography, its riverfront, downtown, and historic Walkerville areas stand out for their walkability. Here, we recommend three walking tours due to their unique perspective of the city:

Tour 1: Historical Highlights of Windsor

  • Duration: 2-3 hours
  • Start: Windsor Sculpture Park
  • End: Willistead Manor

Windsor Sculpture Park: Begin your tour amidst the intriguing sculptures that line the waterfront, offering a creative introduction to the city’s art scene.

Dieppe Gardens: Next, stroll through these beautifully landscaped gardens, dedicated to the memory of the Canadian soldiers who died during WWII.

Walkerville Historical District: Continue to this area known for its well-preserved early 20th-century architecture and the Walkerville Brewery, where you can enjoy a quick tour and tasting.

Willistead Manor: Conclude your historical exploration at this magnificent Tudor-Jacobean style mansion set in a lush park, offering a glimpse into Windsor’s opulent past.

Tour 2: Windsor’s Natural Beauty

  • Duration: 1-2 hours
  • Start: Ojibway Nature Centre
  • End: Malden Park

Ojibway Nature Centre: Kick off your tour in Windsor’s natural oasis, exploring trails that offer encounters with local flora and fauna.

Ojibway Park: Just adjacent to the Nature Centre, this park provides more scenic trails and opportunities for bird watching.

Malden Park: Finish your nature walk at this park, known for its challenging trails and the highest viewpoint in Windsor, offering panoramic views of the city and Detroit skyline.

Tour 3: Windsor’s Riverfront and Art

  • Duration: 1.5-2 hours
  • Start: Ambassador Bridge
  • End: Caesars Windsor

Ambassador Bridge: Start your artistic journey at this iconic bridge, taking a moment to enjoy the views of the river and Detroit.

Detroit Riverfront Trail: Walk along the river, taking in the public art installations, sculptures, and murals that celebrate Windsor’s culture and history.

Odette Sculpture Park: As you continue, you’ll encounter the Odette Sculpture Park, displaying more than 30 large-scale contemporary sculptures by world-renowned artists.

Caesars Windsor: Conclude your tour with a visit to Caesars Windsor, where art meets entertainment. Even if you’re not into gambling, the architecture and the vibrant atmosphere are worth experiencing.

Where to Stay in Windsor, Ontario

When planning a visit to Windsor, Ontario, you’ll discover a range of accommodation options to suit every preference and budget. Whether you’re in search of luxury, comfort, or something uniquely local, Windsor offers a variety of places to stay, ensuring a comfortable visit. Here are some suggestions on where to stay in Windsor:

Luxury Stays

  • Caesars Windsor
  • DoubleTree by Hilton Windsor Hotel & Suites
  • Four Points by Sheraton Windsor Downtown

Mid-Range Options

  • Holiday Inn Express Windsor Waterfront
  • TownePlace Suites by Marriott Windsor
  • Best Western Plus Waterfront Hotel
  • Howard Johnson Plaza by Wyndham Windsor

Budget-Friendly Accommodation

  • Ivy Rose Motor Inn
  • Comfort Inn
  • Super 8 by Wyndham Windsor/Dougall
  • Motel 6

Unique and Boutique

  • The Iron Kettle Bed and Breakfast
  • Ye Olde Walkerville Bed & Breakfast
  • A Hidden Gem Bed and Breakfast

Neighborhood Considerations

Downtown Windsor: Staying downtown offers easy access to restaurants, bars, the Windsor Riverfront, and Caesars Windsor. It’s ideal for those looking to be in the heart of the action.

Walkerville: For a more local vibe, consider staying in the historic neighborhood of Walkerville. Known for its beautiful architecture, artisanal shops, and the Hiram Walker Distillery, it’s perfect for visitors looking for a taste of local culture.

Practical Tips When Visiting Windsor, Canada

To ensure the best experience while visiting Windsor, Ontario, and exploring the various things to do, here are some practical tips and information:

Best Time to Visit Windsor

Deciding the best time to visit Windsor and Canada depends on what you’re looking for in your trip. Each period brings its own unique attractions and events, making any time a great time to explore Windsor’s offerings.

  • Spring (April to June): Enjoy mild weather and blooming landscapes. It’s a great time for outdoor activities before the summer heat sets in. If you like fishing, head to the Detroit River for the Walleye run.
  • Summer (July to August): Ideal for exploring Windsor’s waterfront, parks, and outdoor festivals. Expect warm temperatures and a lively event calendar.
  • Fall (September to October): Experience cooler temperatures and colorful foliage. This season is perfect for visiting wineries and exploring nature.
  • Winter (November to March): Cold and snowy, winter is ideal for those who enjoy ice skating or festive holiday markets.

Transportation

  • Getting There: Windsor is accessible by plane via the Windsor International Airport, by train, and by bus. The city is also directly connected to Detroit, Michigan, USA, through the Ambassador Bridge and the Windsor-Detroit Tunnel for visitors coming from or going to the United States.
  • Getting Around: The Windsor Transit public bus service offers an affordable way to navigate the city. Taxis and rideshare services like Uber are readily available. Renting a car might be more convenient for exploring attractions outside the city center or for day trips.

Cross-Border Travel

When visiting Canada from the US or any other country, ensure you have the necessary documentation, such as a passport or visa.

It’s important to note that Windsor is connected to Detroit not only by the Ambassador Bridge and the Windsor-Detroit Tunnel but also by the Gordie Howe International Bridge, a new addition that, as of March 2024, is still under construction.

Border crossing times can fluctuate, especially during peak hours (7-9 AM and 4-6 PM) and on holidays. It’s advisable to check the traffic status in advance through resources like Google Maps or the websites of Ambassador Bridge and Windsor-Detroit Tunnel, and to allocate extra time for potential delays. Such preparation can facilitate a smoother transition between countries. Be aware that waits at the border may extend up to an hour or even longer.

Safety

Windsor, Ontario, enjoys a reputation as a safe destination for both residents and visitors. Like any city, it features areas that are safer and others that might be considered less safe, highlighting the importance of being aware of your surroundings, especially when exploring unfamiliar parts of the city.

The downtown core, especially along Ouellette Avenue and the waterfront, attracts tourists with its array of restaurants, cafes, and beautiful views. Generally, this area remains safe throughout the day and well into the night, frequented by pedestrians and monitored by law enforcement, which helps maintain safety and order. Despite facing some urban challenges, such as homelessness and abandoned buildings, these issues are actively addressed by the community and local authorities.

Walkerville, with its unique blend of artisanal shops, craft breweries, and historical allure, is another safe and charming area for visitors to explore, offering a welcoming atmosphere during both day and night.

Similarly, the Via Italia/Erie Street area, known for its vibrant Italian culture and culinary delights, is a lively and secure destination for those looking to experience Windsor’s multicultural vibrancy, particularly along Erie Street’s bustling corridor.

However, caution is advised when venturing to the west side of Windsor and certain downtown areas, where discussions and reports have highlighted a higher occurrence of petty crime and vandalism. While these concerns are mostly minor, they underscore the need for visitors to stay informed and cautious, particularly after dark, to ensure a positive and safe experience in Windsor.


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