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Plan your road trip to Windsor now!
Your dollar goes further in Windsor with a favourable exchange rate – and get ready to experience the warm hospitality just across the border! Check out our road trip inspo below for awesome hotel prices, itineraries, first-hand experiences and some exclusive offers!
WE’RE EASY TO GET TO
It just takes two easy steps.
- Take the Detroit-Windsor tunnel and get from downtown Detroit to down Windsor in 5 minutes!
- You need a valid passport or enhanced drivers license to cross the border.
Additional border crossings available at the Gordie Howe International Bridge (opening in Spring 2026) and the Ambassador Bridge. We’ve created an easy-to-read resource to start your planning at crossingmadeeasy.com.
Travel Your Way
Looking for the best ways to travel? Check out this quick links for trips on top ways to visit Windsor!
Wine & Dine
Follow the flavours when you come to Windsor! Our dining guide gives you all the answers to explore the region with fork in hand! Canada’s best pizza, cultural culinary masterpieces, waterfront wineries and more!
Outdoor Adventures
Outdoor enthusiasts love Windsor! We’re knowing for paddling, cycling, amazing trails, the best place to cast your line in Canada and the birding capital of Canda! Check out our outdoor adventure page for more info & tips.
Family Fun
From the largest water park in Southern Ontario to patting zoos, mini golf and awesome arcades, check out our family fun page for info & tips for the best ways to entertain everyone!
More Travel Tools
Check Out Of Official Visitor Guide
Check out our Official Visitor Guide by clicking here – packed with info and tips on the best things to see & do when you plan your trip. It’s your #1 resource when you’re planning a trip to Windsor – featuring itineraries, must-do lists, partner listings and more.
You can also click here to request a print version to be mailed directly to you.
Shop Til You Drop!
Head to shopyqg.ca for our regional shopping guide sorted by district. Whether you’re exploring Windsor or heading out to Essex for the wineries or beautiful waterfront views, each district has unique shops to explore. Check out some of the options for adding savings during your visit below!
Book An Overnight Stay
In Windsor Essex we have you covered – luxury stays at Caesars Windsor, waterfront views at the Best Western PLUS Windsor and DoubleTree by Hilton, 1-of-a-kind room sat the Grove Motel and Grove Hotel, and sleeping under the stars in a geodome at Lungovita Beach Retreat – a bed! Check out our hotel listings and use the booking widget to find the best rates! With hotel rooms starting at around $175.
WHAT PEOPLE ARE SAYING ABOUT US
Sometimes the best way to learn about what is happening is from people that have already visited! Check out our blogs and reels from people that have visited Windsor before – telling authentic stories of our region and what makes us the perfect road trip or weekend escape! You can use their blogs and reels to help craft your own itinerary, or use our Official Visitor Guide for more trip inspiration.
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What’s Going On
Looking to find out what’s happening when you plan your visit? We got you covered! Check out our list of curated Buyable Experiences. These will take you behind the scenes to offer you some of the best sights, sounds and tastes of Windsor – from foodie finds to arts & crafts to Santa sightings to unique cultural adventures!
More Ways To Explore
Our itineraries and passports are easy ways to make the most of your trip! Click on the icons below for free ways to explore – from our W.E. Heart Local Pass guiding you to farm-to-table finds, our Eyes on Art virtual journey through our destination’s public art installations or the CROSSROADS Historical Guide taking you to historic relics across region our passports are free, totally digital, and use your GPS on your phone to guide you to each stop! You can find more guides and passports in the region by clicking here.
More Trip Inspo- 50 More Reasons To Visit Windsor
DYK when you come to Windsor you’re gonna enjoy some of Canada’s best! Check out some of the TOP reasons to visit Windsor – sorted into Top 5’s!
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- Windsor-style Pizza – a legendary local favorite, known for shredded pepperoni, canned mushrooms, and Galati cheese.
- The Chicken Delight from the Penalty Box – a massive, flavor-packed chicken sandwich with the most delicious secret sauce.
- Pierogies – soft, pillowy dumplings stuffed with savory fillings, a comforting Eastern European classic.
- Cinnamon Donuts & Peach Juice at Colasanti Tropical Gardens – a warm, sugary treat paired with refreshing peach juice, a Colasanti’s tradition.
- Follow The Flavours Multi-cultural Foot Trail – a delicious journey through Windsor Essex, celebrating diverse global cuisines.
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- Adventure Bay – a splash-filled indoor waterpark with slides, a wave pool, and endless family fun.
- Colasanti’s Tropical Gardens – a unique destination with a petting farm, mini golf, tropical plants, and famous cinnamon donuts.
- Big Time Entertainment – the ultimate fun zone featuring arcade games, bowling, axe throwing, and go-karts.
- Point Pelee National Park – a breathtaking natural escape, home to diverse wildlife, scenic trails, and mainland Canada’s southernmost point.
- Sketch Pottery + Clay & Urban Surf Co. – a creative and adventurous duo offering hands-on pottery experiences and paddleboarding fun.
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- Willistead Manor – a grand historic mansion offering a glimpse into Windsor’s elegant past.
- Musem Windsor – Chimczuk Museum – a hub of local history, featuring exhibits on Windsor’s rich heritage and culture.
- Street Car No. 351 – a beautifully restored piece of Windsor’s transit history, soon to welcome visitors aboard including a full service patio and food stop.
- Amherstburg Freedom Museum – a powerful tribute to Black history, highlighting the region’s role in the Underground Railroad.
- Canadian Transportation Museum & Heritage Village – a fascinating journey through time with vintage vehicles and a recreated pioneer village.
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- Caesars Windsor – a premier casino resort offering luxury accommodations, top-tier entertainment, and world-class gaming.
- Double Tree by Hilton Windsor – a stylish waterfront hotel known for its warm hospitality and signature chocolate chip cookies.
- Holiday Inn Express Windsor Waterfront – a comfortable and modern stay with stunning views of the Detroit River.
- Best Western Leamington Hotel – a family-friendly retreat near Point Pelee, featuring an indoor atrium and fun amenities.
- Holiday Inn Express Windsor-East Lakeshore – a convenient and contemporary hotel perfect for business and leisure travelers.
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- Pelee Island Winery – Canada’s southernmost winery, offering award-winning wines and a taste of island life.
- Sprucewood Shores Estate Winery – Ontario’s only beachfront winery, perfect for sipping wine with stunning lake views.
- North 42 Degrees Estate Winery + Bistro 42 – a charming winery with handcrafted wines and a farm-to-table dining experience.
- Oxley Estate Winery – a cozy, rustic winery known for its welcoming atmosphere and delicious food pairings.
- Viewpointe Estate Winery – a scenic lakeside winery offering breathtaking views and expertly crafted wines.
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- Walkerville Brewery – a historic craft brewery rooted in tradition, serving up bold and flavorful small-batch beers.
- Wolfhead Distillery – a unique craft distillery offering premium spirits and locally inspired cocktails.
- Sandwich Brewing Co. – a cozy microbrewery in Windsor’s oldest neighborhood, known for its creative craft beers.
- Banded Goose Brewing Co. – featuring innovative small-batch beers with local flair.
- Chapter Two Brewing Co. – a community-focused brewery crafting approachable and well-balanced beers in the heart of Windsor.
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- Devonshire Mall – Windsor’s premier shopping destination with top retailers, dining, and entertainment.
- Walkerville District – a vibrant historic neighborhood known for its charming boutiques, cafes, and craft breweries.
- Cindy’s Home & Garden – a one-stop shop for home décor, fashion, gifts, and a delightful garden center.
- Downtown Amherstburg – a picturesque waterfront district filled with unique shops, dining, and rich history.
- Kingsville – main street Kingsville is packed with boutique shops and quaint restaurants.
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- Wilderness Retreat + Nordic Spa – a serene escape with outdoor saunas, hot tubs, and nature-inspired relaxation.
- Estetica Day Spa – a luxurious spa offering rejuvenating facials, massages, and body treatments.
- Pure Day Spa – a tranquil oasis specializing in wellness therapies, skincare, and relaxation experiences.
- Lungovita Beach Retreat – a lakeside retreat combining wellness, nature, and relaxation for a peaceful getaway.
- Estate of Health – a holistic wellness center offering spa treatments, yoga, and mindful healing experiences.
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- The Grove Hotel Kingsville – a trendy boutique hotel blending modern charm with historic character in the heart of Kingsville.
- Lungovita Beach Retreat Harrow – a peaceful lakeside escape focused on wellness, relaxation, and nature.
- A Hidden Gem Bed & Breakfast Windsor – a cozy and charming B&B offering personalized hospitality and a homey atmosphere.
- The Grove Motel Colchester – a stylish and comfortable stay just minutes from wineries and Lake Erie.
- Hotel STRY Amherstburg – a boutique hotel experience in historic Amherstburg, combining elegance with modern amenities.
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- Ariius Nightclub – a high-energy nightlife destination with VIP experiences and top DJs.
- Maiden Lane Wine & Cocktail Bar – a stylish and intimate spot for craft cocktails and fine wines.
- Blind Owl – a hidden speakeasy serving expertly crafted cocktails in a cozy atmosphere.
- Caesars Windsor Casino – a world-class gaming and entertainment hub with slot machines, table games, and live shows.
- Bull and Barrel Urban Saloon + Disco Inferno – choose your adventure (or do both!) a country-themed bar next door to a retro dance party.
