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Windsor ON: A Perfect One-Day Getaway for Adventure and Romance

Viewed by 71 travelers

Day 1: City Exploration

Windsor, Canada

8:00AM

Breakfast at The Cook's Shop

Start your day with a hearty breakfast at The Cook's Shop, known for its cozy ambience and delicious homemade omelettes.
Located at 1180 Ottawa Street, it's just a quick 10-minute drive from the riverfront.
CAD 30, 1 hour

9:30AM

Morning Stroll Along the Riverfront

After breakfast, take a romantic walk along the Windsor Riverfront, where you can enjoy beautiful views of the Detroit skyline.
The riverfront is a short drive or 15-minute walk from The Cook's Shop.
Free, 1.5 hours

11:00AM

Visit the Windsor Sculpture Park

Explore the impressive outdoor gallery of the Windsor Sculpture Park, featuring unique sculptures set along the waterfront.
Easily accessible from the riverfront, a 5-minute walk will get you there.
Free, 1 hour

12:30PM

Lunch at The Keg Steakhouse + Bar

Savor a delicious lunch at The Keg, famed for its succulent steaks and vibrant atmosphere, perfect for a romantic date.
Just a 5-minute drive from the sculpture park.
CAD 70, 1.5 hours

2:00PM

Explore the Canada South Wine Region

Take a scenic drive to the nearby wine region for a delightful wine tasting experience, featuring local wines.
About a 30-minute drive to the wineries in the region.
CAD 30 (wine tasting fee), 2.5 hours

4:30PM

Relax at Point Pelee National Park

Unwind at Point Pelee National Park, where you can walk along the trails and enjoy the serene nature, a perfect way to relax.
It's a 40-minute drive from the wineries.
CAD 10 (entrance fee), 2 hours

7:00PM

Dinner at Nico Ristorante

Indulge in a romantic candlelit dinner at Nico Ristorante, known for its authentic Italian cuisine and elegant atmosphere.
After your park visit, it's about a 30-minute drive back to Windsor.
CAD 100, 2 hours

9:00PM

Evening Walk at Willistead Manor

End your day with a leisurely stroll around the manicured gardens of Willistead Manor, a stunning historic estate.
Just a quick 10-minute drive from Nico Ristorante.
Free, 1 hour
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London: Dec 24, 2025 – Jan 4, 2026
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