Windsor holidays

Located just across the river from Detroit, Windsor is Canada’s southernmost city — and one of its best-kept secrets. Holidays to Windsor mix city spoils like museums and destination restaurants with miles of waterfront, pretty parks and sandy beaches. Once a hotspot for sneaking booze across the border during Prohibition, Windsor’s appeal today is as intoxicating as its bootlegging past.

Windsor: Know before you go

Language

English

Currency

Canadian dollar ($)

Time zone

UTC-6 (CST) and UTC-5 (CDT)

High season

July – August

Low season

January – February

We scan 100 billion prices, so you don’t have to

Compare prices to bag a cheap holiday to Windsor

Book your holiday to Windsor, all in one place

The best neighbourhoods in Windsor

Riverside

Close to the city centre and straddling the Detroit River, the Riverside neighbourhood is where to stay in Windsor for gorgeous waterside views. Start by exploring the area along Riverside Drive — you’ll find plenty of stop-off 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 neighbourhood with a mix of hip and historic, Walkerville is the place to be. Take an organised 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 neighbourhood 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 favourite 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.

FAQs about Windsor holidays

Plan your Windsor holiday for January and you'll be there at the coolest time of the year. -12ºC (10ºF) is as cold as it gets.
Windsor is generally a safe place to visit. As with any city, exercise common-sense precautions, such as staying aware of your surroundings and keeping your belongings secure.
The cost of your city break in Windsor will differ according to things like where you're travelling from, the time of year, and where you stay. Windsor flights and hotels are typically more expensive during peak times, but you can enjoy savings by booking in the off-peak months.
You'll be using the Canadian dollar (CAD) during your trip to Windsor. Along with your cards, consider bringing some cash for things like small purchases and getting around.
With temperatures hitting a maximum of 29ºC (84ºF), July is the hottest month in Windsor.
English is what you'll hear in most conversations. From simple greetings to playful local lingo, you'll likely pick up a few new terms during your city break in Windsor.
Summer is the perfect time to explore Windsor’s buzzing waterside, parks and beaches (June and July are the sunniest months). If you’re on a tight budget, consider visiting between December and February, when hotel prices are cheaper.
Leave enough time to explore this city when booking flights and hotels to Windsor. You can see the main attractions in two or three days. But consider extending it to five days if you want to explore the surrounding Essex and Pelee Island areas.
With an average rainfall of 11 cm, April is the wettest month to go on a Windsor holiday. When the skies turn grey, head indoors and enjoy the city's restaurants, shops, museums and more.
Windsor Riverfront and Dieppe Gardens are only the tip of the iceberg of what's waiting for you here. Explore the list of things to do in Windsor and see why it should be your next travel stop.