Windsor trips and vacations
Located just across the river from Detroit, Windsor is Canada’s southernmost city — and one of its best-kept secrets. Vacations to Windsor mix must-see museums and destination restaurants with miles of waterfront, pretty parks and sandy beaches. Once a hot spot for sneaking booze across the border during Prohibition, Windsor’s appeal today is as intoxicating as its bootlegging past.
The best neighborhoods in Windsor
Riverside
Close to the city center and straddling the Detroit River, the Riverside neighborhood is where to stay in Windsor for gorgeous waterside views. Start by exploring the area along Riverside Drive — you’ll find plenty of vista points and benches along the way to take in the views. Riverside flourished during Prohibition and retains its lively atmosphere today. In summer look out for outdoor concerts by the water.
Good for: River views, history, outdoor concerts
Walkerville
If you want a walkable neighborhood with a mix of hip and historic, Walkerville is the place to be. Take an organized walking tour to learn about the Victorian houses and historic buildings that line the streets. Don’t miss Willistead Manor, a restored mansion that hosts events and exhibitions. The area has plenty of trendy restaurants, cafes, bars and breweries to check out too.
Good for: Architecture, restaurants, bars
East Riverside
This leafy neighborhood on the periphery of the city is the best area to stay in Windsor if you want to escape the urban bustle. At its heart is the Little River Corridor, one of the largest nature parks in Windsor, with scenic trails and wildlife viewing opportunities. East Riverside is also home to popular Sand Point Beach. Swim along the shores of the Detroit River, or picnic with family and friends.
Good for: Parks, wildlife, swimming
Things to do in Windsor
Places to eat
Windsor is Canada’s self-proclaimed ‘Pizza Capital’. You can’t leave town without trying the famous ‘Windsor pizza’ made with shredded pepperoni, canned mushrooms and mozzarella cheese on a medium-thick crust. Pies aside, the city is also a great place to sample global cuisine, including Polish ‘pierogi’ (stuffed dumplings). And don’t miss Downtown Windsor Farmers Market for locally roasted coffee, handcrafted cheeses, baked goods and more.
Take in the culture
See historical and contemporary works at Art Windsor-Essex, and learn about the city’s history at Chimczuk Museum. Nearby Windsor Sculpture Park features more than 30 works along the Windsor Riverfront. Join The Rum Runners Tour bus tour to learn all about Windsor’s past as a booze-smuggling port during Prohibition.
Beaches
When the weather’s nice, everyone in Windsor heads to their favorite beach. Dip your toe in the water without leaving the city at Sand Point Beach — it has a supervised swimming area and a playground. Colchester Beach is a great day trip option. Or go kayaking to spot bald eagles and watch epic sunsets over Lake Erie.
