It’s easy to overlook Windsor when planning a trip through Ontario. Sitting directly across from Detroit, this southern Canadian city is often overshadowed by more prominent destinations like Toronto or Niagara Falls. Yet, if you take the time to explore, you’ll find an area packed with charm, history, and scenic escapes.
Whether you’re drawn to waterfront strolls, historic landmarks, or nature-filled adventures, Windsor and its surroundings offer something unique.
Exploring the Windsor Waterfront
If you’ve never seen the Windsor skyline from the Detroit River, this is where you should begin. With its long walking trails and green spaces, the riverfront is one of the city’s most scenic attractions.
Take a leisurely walk or bike ride along the Windsor Riverfront Trail, where you’ll find stunning views of the Detroit skyline, public art installations, and plenty of spots to sit and take in the scenery.
At Dieppe Gardens, you’ll be surrounded by flower-filled landscapes, memorial monuments, and fountains – a perfect setting for a quiet moment.
If you continue along the trail, you’ll reach Coventry Gardens, home to the floating Peace Fountain, a sight that becomes even more enchanting when illuminated at night.
For those who prefer a different perspective, consider a river cruise.
Several companies offer boat tours along the Detroit River, allowing you to experience Windsor from the water while learning about the city’s history and connection to Detroit.
Stepping into History at Fort Malden
A short drive from Windsor leads to Fort Malden National Historic Site, a place that history enthusiasts should not miss. Located in Amherstburg, this 18th-century military outpost was once a key defensive position during the War of 1812.
Walking through the fort’s grounds, you’ll come across reconstructed barracks, cannons, and interactive displays that bring the past to life.
While exploring, take time to chat with costumed interpreters. Their storytelling skills make history far more engaging, especially when discussing the battles fought on these shores. If you’re visiting in summer, you might even witness musket demonstrations or get the chance to try your hand at traditional blacksmithing.
After visiting Fort Malden, stop in downtown Amherstburg, a charming district filled with local shops, cafes, and picturesque riverfront views. If you’re a fan of heritage homes, wander down the tree-lined streets, where you’ll find beautifully preserved 19th-century architecture.
A Walk Through the Distillery at Wolfhead
Ontario is home to some fantastic distilleries, and Windsor’s Wolfhead Distillery is worth visiting. Set in a rural location just outside the city, this small-batch distillery specializes in premium craft spirits, including vodka, whisky, and gin. A guided tour with tasting samples will take you through the production process, from grain selection to bottling.
The best part? The on-site restaurant serves an excellent menu, with dishes expertly paired to highlight their spirits.
If you’ve never tried a whisky-infused burger or a cocktail made with locally crafted spirits, this is your chance.
Wine Country Just Outside the City
Few travelers associate Windsor with wine, yet this region is home to some of Ontario’s best vineyards. A short drive along the Lake Erie North Shore Wine Route leads to several wineries, each offering something unique.
At Pelee Island Winery, one of Canada’s oldest and most famous vineyards, visitors can sample award-winning wines in a relaxed setting.
Their outdoor patio is ideal for enjoying a glass of Cabernet Franc or Riesling while overlooking the lush vineyards. If you have time, take a ferry ride to Pelee Island, where the winery has a second location surrounded by some of the region’s most pristine natural landscapes.
For a more intimate experience, Sprucewood Shores Estate Winery offers lakeside tastings, allowing you to enjoy wine while listening to the waves of Lake Erie.
Meanwhile, Oxley Estate Winery specializes in small-batch wines and farm-to-table cuisine, making it an excellent spot for lunch.
Point Pelee National Park: A Nature Lovers’ Paradise
If you’re willing to venture about 50 minutes from Windsor, you’ll find one of Canada’s most spectacular national parks: Point Pelee National Park.
Famous for being the southernmost point of mainland Canada, this park is a dream destination for birdwatchers, hikers, and anyone who loves the outdoors.
Start your visit by walking the Marsh Boardwalk, where you’ll see lush wetlands, winding waterways, and abundant wildlife. In spring and fall, birdwatchers flock to the park to witness the migration of warblers and monarch butterflies.
The Tip of Point Pelee, a narrow strip of land extending into Lake Erie, is a must-visit. Standing here, surrounded by water on both sides, is an unforgettable experience.
If you want something more adventurous, rent a kayak and paddle through the park’s waterways.
The calm waters make it an ideal location for beginners, and the scenery, with its towering trees and diverse wildlife, makes every moment on the water feel special.
A Glimpse of Windsor’s Automotive Legacy
Visiting Windsor without acknowledging its deep connection to the automotive industry is impossible.
Known as the Automotive Capital of Canada, Windsor played a significant role in the rise of car manufacturing. The Chrysler Canada Headquarters is still based in the city.
Head to the Canadian Transportation Museum & Heritage Village for a closer look at this history.
The museum’s impressive collection includes vintage cars, motorcycles, and early fire trucks.
Walking through its exhibits is like stepping back in time, especially when you see beautifully restored vehicles from the early 20th century.
If you’re interested in something interactive, the Windsor Classic Car Cruise is an annual event that attracts collectors and enthusiasts across North America.
Rows of polished vintage cars line the streets, with their proud owners eager to share stories about their prized possessions.
Frequently Asked Questions
What is the best time to visit Windsor, Canada?
The best time to visit Windsor is from late spring to early fall when the weather is pleasant and outdoor attractions are in full swing. Summer offers the most events and festivals.
Are there any family-friendly activities near Windsor?
Yes! Windsor has plenty of family-friendly spots, including Adventure Bay Water Park, Ojibway Nature Centre, and Point Pelee National Park, which is great for exploring with kids.
How far is Windsor from Toronto?
Windsor is approximately 365 kilometers from Toronto, which takes around 3.5 to 4 hours by car. Alternatively, you can take a VIA Rail train or a short flight.
Can you visit Detroit from Windsor?
Yes! Windsor is directly across the river from Detroit, and you can cross via the Ambassador Bridge or the Detroit-Windsor Tunnel. A valid passport is required for entry into the U.S.
What are the best day trips from Windsor?
Some of the best day trips include Point Pelee National Park, Amherstburg for its historic sites, and the wineries along Lake Erie’s North Shore.
Where can I find the best local food in Windsor?
For the best local food, try downtown Windsor’s restaurants, including The Cook’s Shop, Mamo Burger Bar, and Mezzo Ristorante for authentic Italian cuisine.