
Holiday houses in Windsor
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Popular amenities for Windsor holiday rentals
Homes with more space

Farmer's Market, Balcony, 24/7 Gym, IPTV

Spacious 1BD Apartment | Prime Location | Parking

Luxury South Windsor Home- Gym & Sauna -2 King Bed

Serene Green 2BR Haven in Little Italy
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 AUD | $123 AUD | $129 AUD | $129 AUD | $140 AUD | $132 AUD | $129 AUD | $138 AUD | $128 AUD | $140 AUD | $134 AUD | $129 AUD |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Windsor?
Windsor has a mix of centrally located neighborhoods near the waterfront, Walkerville for its historic vibe, and Riverside for quieter stays close to parks. Consider areas around downtown if you enjoy easy access to restaurants and cultural sites.
What are the best things to do in Windsor with kids?
Windsor has hands-on exhibits at the Chimczuk Museum, outdoor artwork along the Windsor Sculpture Park, and green spaces for picnics or play along the riverfront. Families also spend time exploring local playgrounds and community events throughout the year.
What are some of the best things to do in Windsor?
Explore the Windsor Sculpture Park, stroll the scenic waterfront, and experience the art galleries around downtown. The city also has historical sites rooted in diverse communities and vibrant food markets.
How is the weather in Windsor?
Windsor has cold winters with temperatures from 19–37°F (-7–3°C), and warm summers ranging 63–84°F (17–29°C). Spring and autumn bring milder weather; packing a mix of layers and a rain jacket is often suggested.
When is the best time to visit Windsor?
Late spring through early autumn is often recommended for comfortable temperatures and outdoor festivals. Visitors frequently enjoy riverfront activities and gardens during these months.
What are the best places to visit in Windsor?
Many explore the Windsor Sculpture Park, Jackson Park's seasonal gardens, and the Art Gallery of Windsor. History enthusiasts may appreciate heritage sites in Walkerville and the local museum.
What are some hiking trails in Windsor?
Windsor has nature trails in Ojibway Prairie Complex, scenic riverfront paths, and wooded routes through Malden Park. These are frequently suggested for walking, birdwatching, and enjoying local plants.
What are some family activities we can do in Windsor?
Families in Windsor explore interactive displays at the Chimczuk Museum, stroll through the Windsor Sculpture Park, and gather at riverside parks for outdoor fun. Seasonal community events and local markets also welcome visitors of all ages.
What are some of the best day trip ideas from Windsor?
Consider exploring Point Pelee National Park for nature walks, venturing to local wineries for tastings, or visiting neighboring towns with distinct cultural and culinary experiences. Outdoor enthusiasts also enjoy regional conservation areas and sandy beaches around the region.
Are there any pet friendly accommodations available in Windsor?
Many Windsor vacation rentals and stays are pet-friendly, especially in neighborhoods like Riverside, Walkerville, and near green spaces. Check specific listings for details, as rules may vary by property.
What are some local tips for visiting Windsor?
Locals suggest strolling the waterfront trail at sunset, exploring historic Walkerville for its cafes and shops, and sampling locally made pastries. Packing comfortable walking shoes is helpful, as many highlights are best on foot.
What is Windsor known for?
Windsor is known for its multicultural heritage, automotive history, and vibrant riverfront stretching along the Detroit River. The city has a strong connection to Canadian whisky traditions and is often recognized for its public art installations.
What are the best hidden gems to explore in Windsor?
Seek out street art and indie shops in Ford City, local bakeries with longstanding recipes, and small heritage museums tucked into neighborhood corners. Ojibway Prairie Complex is often recommended for those interested in native plants and quiet walking trails.
What are the best foods to try in Windsor?
Windsor is frequently suggested for its locally made pizza known for signature shredded pepperoni, Lebanese grilled dishes, and classic Canadian butter tarts. Polish, Italian, and Middle Eastern bakeries also feature beloved pastries and breads.
What should I bring for a trip to Windsor?
Pack layers to suit changing seasons, a rain jacket, and comfortable shoes for exploring parks and city strolls. Bringing a reusable water bottle and sun protection is often handy if you plan to spend time outdoors.
What is the nightlife in Windsor like?
Windsor's nightlife has a variety of laid-back pubs, music venues, and cocktail bars, especially around downtown and Ouellette Avenue. Some neighborhoods also have lounges with live bands and dance floors for a mix of experiences.
What are the most popular events or festivals in Windsor?
Windsor hosts a popular summer waterfront fireworks display, the Windsor International Film Festival in autumn, and seasonal multicultural festivals celebrating local communities. Outdoor concerts and food events are frequently suggested during warmer months.
Are there family friendly vacation rentals in Windsor?
Many Windsor vacation rentals are suited to families, with larger spaces available near parks or in Walkerville and Riverside neighborhoods. Check for listings with amenities like kitchens and extra bedrooms for added comfort.
Quick stats about holiday rentals in Windsor

Total holiday rentals
Explore 1,570 holiday rentals in Windsor

Verified guest reviews
Over 85,620 verified reviews to help you choose

Family-friendly holiday rentals
640 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 380 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
910 properties have a dedicated workspace

Wi-Fi availability
1,530 of Windsor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Windsor rentals

4.7 Average rating
Windsor stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Windsor's top spots, include Little Caesars Arena, Comerica Park, and Ford Field
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- Ford Field
- Little Caesars Arena
- Comerica Park
- Michigan Stadium
- Point Pelee National Park
- Detroit Zoo
- University of Michigan Museum of Art
- Detroit Golf Club
- Motown Museum
- Warren Community Center
- Indianwood Golf & Country Club
- Mt. Brighton Ski Resort
- Seymour Lake Township Park
- Grosse Ile Golf & Country Club
- Seven Lakes State Park
- Ambassador Golf Club
- Maumee Bay State Park
- Oakland Hills Country Club
- Rolling Hills Water Park
- Wesburn Golf & Country Club
- Bloomfield Hills Country Club
- Eastern Market
- Seven Lakes Championship Golf & Estates
- South Bass Island State Park




