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Windsor

Welcome to Windsor, the playful gem of Ontario! This vibrant city combines Canadian charm with a dash of American flair, as it sits on the border with Detroit. Explore the impressive Windsor Sculpture Park, catch the thrilling Windsor Spitfires hockey game, and indulge in mouthwatering poutine at one of the city's famed eateries. Windsor offers a lively blend of cultures and a delightful escape from the ordinary!

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Featured Trip Itineraries

My Favorite Things in Windsor

Recommendations

Outdoor4.7/5

Dieppe Gardens

Welcome to Dieppe Gardens, a charming oasis nestled along the banks of the Detroit River. Take a leisurely stroll through vibrant flower beds, watch boats glide by, and enjoy the stunning views of downtown Windsor. Don't forget to pack a picnic and settle down on the verdant lawns to soak up some sun. Relax and embrace the serenity of this urban paradise!

Outdoor4.6/5

Windsor Sculpture Park

Come one, come all to the delightful Windsor Sculpture Park, located in the heart of Windsor, ON, Canada! This whimsical park is a haven for art lovers and wanderlusters alike, boasting a collection of over 30 stunning sculptures. Soak in the beauty of the Detroit River while appreciating internationally acclaimed artworks. Best of all, this creative retreat is absolutely free! Don't miss out on this funky fusion of nature and culture.

Landmark4/5

Ambassador Bridge

Welcome to the iconic Ambassador Bridge! Connecting Windsor, Ontario, to Detroit, Michigan, this architectural marvel is a must-see for adventurous travelers. With a whopping length of 2,829 meters and towering over the glittering Detroit River, it's like a majestic gateway to crossing borders. Capture epic selfies, feel the breeze, and embark on an exciting intercontinental journey! Don't forget your passport, the land of opportunity awaits!

Landmark4.4/5

Adventure Bay Family Water Park Presented by WFCU Credit Union

Looking to make a splash in Windsor, Canada? Look no further than Adventure Bay Family Water Park! Located at 401 Pitt St W, this aqua oasis is a must-visit for both kids and kids at heart. From thrilling water slides to relaxing lazy river rides, there's something for everyone. Don't forget your bathing suit and get ready to dive into an endless wave of fun!

Shop4.3/5

Devonshire Mall

Devonshire Mall in Windsor is a shopaholic's paradise! Bursting with over 165 stores, it's a vibrant hub where fashion, entertainment, and tasty treats blend seamlessly together. With renowned brands, delightful dining options, and exciting events, this is the go-to place to get your retail fix in Canada. So grab your shopping bags and get ready for a truly enjoyable spree at 3100 Howard Ave!

Landmark4.7/5

Willistead Manor

Prepare to be transported back in time at Willistead Manor! This charming and historic mansion, located at 1899 Niagara St, Windsor, ON, is a must-visit for all history buffs. Built in 1906 with stunning architecture, the manor offers beautiful gardens, intricate woodwork, and period furniture. Immerse yourself in a bygone era as you explore this hidden gem in Windsor. Let your imagination run wild!

Transport4.1/5

Windsor International Airport

Welcome to Windsor International Airport, your gateway to all the fun and excitement that Canada has to offer! Located at 3200 County Rd 42 Unit #200, Windsor, ON N8V 0A1, our airport is packed with charm and convenience. With a variety of airlines, shops, restaurants, and friendly staff, your travel experience here will be nothing short of amazing. So buckle up, adventure awaits!

Outdoor4.6/5

Malden Park

Welcome to Malden Park, the ultimate outdoor playground nestled in Windsor, Canada. With its 420 acres of lush greenery, winding trails, and picturesque picnic spots, this oasis is perfect for nature enthusiasts and adventure seekers alike. Get lost in its captivating beauty, discover the hidden treasures, and create unforgettable memories. Get ready to embrace the magic of Malden Park!

Outdoor4.7/5

Jackson Park

Welcome to Jackson Park, a little slice of paradise in Windsor, Ontario! This vibrant park offers something for everyone. Stroll along the scenic walking trails, have a picnic by the pond, or challenge friends to a game of tennis. Kids will love the playground and splash pad. So grab your sunglasses and some snacks, and let the adventures begin at Jackson Park!

Outdoor4.4/5

Devonwood Conservation Area

Welcome to Devonwood Conservation Area in the charming neighborhood of Devonshire Heights, Windsor! This hidden gem offers a refreshing escape from the city's hustle and bustle. Take a leisurely stroll along the picturesque trails, spot diverse wildlife, and maybe even have a lovable encounter with a friendly squirrel or two! Grab your binoculars and soak in the tranquility of nature.

Outdoor3.8/5

Udine Park

Welcome to Udine Park, a hidden gem nestled in the heart of Windsor, Canada. This charming park is the perfect spot for nature lovers and adventure seekers alike. With its lush greenery, serene walking trails, and picturesque pond, it's the ultimate escape from the hustle and bustle. Don't forget to bring your furry friends too – the park is dog-friendly! Unwind, explore, and let your worries float away at Udine Park.

Outdoor

Riverfront Trail

Get ready for an adventure along the scenic Riverfront Trail in Windsor, ON! Strap on your walking shoes and soak in the breathtaking views of the Detroit River. This 60-kilometer trail offers something for everyone, from peaceful strolls to exhilarating bike rides. Don't forget to keep an eye out for fascinating wildlife and charming waterfront parks along the way! Let the Riverfront Trail sweep you off your feet in Windsor, eh!

Eat$$$$4.5/5

The Keg Steakhouse + Bar - Windsor Riverside

Located along the stunning Windsor Riverside, The Keg Steakhouse + Bar offers a sizzling dining experience for food-loving travelers. Sink your teeth into their mouthwatering steak cuts, succulent seafood, and delectable desserts. Grab a seat on their outdoor patio to soak in the picturesque views. Indulge in perfectly crafted cocktails, while relishing in the lively and vibrant atmosphere. A must-visit destination for all steak enthusiasts!

Eat4.7/5

Erie St GastroPub

Located in the heart of Windsor, Erie St GastroPub is the perfect spot for food-loving adventurers. This fun and vibrant eatery offers a tantalizing fusion of global flavors, craft cocktails, and local beers. From their delectable small plates to their mouthwatering mains, every bite is an explosion of taste and creativity. Get ready to embark on a culinary journey like no other!

Shop

1900 Seymour Blvd

Welcome to Walker Homesite Park in Windsor, Canada! This hidden gem in Devonshire Heights boasts lush greenery, peaceful walking trails, and picturesque picnic spots. Immerse yourself in nature's embrace as you soak up the serene atmosphere. Don't forget your camera, as stunning views await around every corner. Escape the hustle and bustle, and find tranquility at Walker Homesite Park.

Eat$$$$4.6/5

Nico Taverna

Nestled in Windsor, Nico Taverna offers a vibrant blend of Mediterranean flavors and cozy ambiance, making it a must-visit spot for food lovers seeking a memorable dining experience.

Eat$$$4.3/5

Mazaar Lebanese Cuisine

Mazaar Lebanese Cuisine in Windsor is a cheery gastronomic oasis that'll transport you straight to the lively streets of Lebanon. Tucked away on Cabana Rd E, their menu bursts with mouthwatering Middle Eastern flavors and aromatic spices. Indulge in delectable shawarmas, crispy falafels, and savory hummus, all while being serenaded by their charming staff. Make sure to bring your appetite and your dancing shoes!

Eat$$$4.6/5

TOAST

Toast, the cozy little cafe on Erie St, is a breakfast haven for wanderers seeking a tasty start to their day. With its vibrant decor and warm atmosphere, this Windsor gem serves up mouthwatering French toast, fluffy pancakes, and refreshing smoothies. Pop in for a delightful morning treat and fuel up for exploring Windsor's charming streets!

Attraction4.7/5

Fox Theatre

Step into the dazzling world of Fox Theatre in Detroit! This historic venue on Woodward Avenue boasts stunning architecture, top-notch performing arts shows, and legendary concerts. Get ready to be wowed by the glamorous decor and the vibrant energy that fills the air. Don't miss out on this must-visit destination in the heart of the Motor City!

Stays

Stay4.55/5

Stonecroft Inn

Welcome to Stonecroft Inn, the perfect spot to start your Windsor adventure! Located at 3032 Dougall Ave, you'll find yourself within reach of the city's vibrant attractions. With cozy rooms, friendly staff, and complimentary breakfast, this charming inn is your home away from home. Soak up the Canadian charm and make memories in the delightful city of Windsor.

Stay4.55/5

TownePlace Suites by Marriott Windsor

Looking for a lively stay in Windsor? Look no further than TownePlace Suites by Marriott! Located at 250 Dougall Ave, this hotel offers a vibrant and comfortable experience for travelers. With spacious suites, complimentary breakfast, and an ideal location near popular attractions, it's the perfect choice for exploring Windsor's charm. So pack your bags and get ready for a wickedly good time at TownePlace Suites!

Stay4.35/5

Holiday Inn Express Windsor Waterfront, an IHG Hotel

Looking for a cozy haven in Windsor? Look no further than the Holiday Inn Express Windsor Waterfront! Nestled in a prime location overlooking the scenic Detroit River, this IHG hotel offers spacious and modern rooms, an inviting pool, and a hearty breakfast to kickstart your adventures. With friendly staff and easy access to local attractions, your stay promises prime fun and relaxation!

Stay4.2/5

Best Western Plus Waterfront Hotel

Get ready to dive into a memorable stay at Best Western Plus Waterfront Hotel in Windsor, Canada! Located at 277 Riverside Dr W, this awesome hotel is perfect for travelers seeking comfort and adventure. With breathtaking views of the water, cozy rooms, and top-notch amenities, you'll feel like a VIP. Plus, you're just steps away from the Windsor Riverfront Trail and nearby attractions. Dive into a fabulous vacation here!

Stay4.35/5

Hampton Inn and Suites by Hilton Windsor

Welcome to Hampton Inn and Suites by Hilton Windsor! Located at 1840 Huron Church Rd, our hotel is the perfect home base for explorers. With spacious rooms, a fitness center, and a pool, we've got you covered. Be sure to visit nearby attractions like Caesars Windsor and Detroit's lively downtown, just a hop across the river. Don't forget to fuel up with our complimentary breakfast before your adventures!

Stay4.15/5

Caesars Windsor

Get ready to hit the jackpot at Caesars Windsor in Windsor, Canada! Located at 377 Riverside Drive East, this exciting casino offers non-stop entertainment, thrilling games, and luxurious accommodations. Whether you're feeling lucky at the slots or catching a live show at the Colosseum, a visit to Caesars Windsor is a sure bet for a fun-filled getaway.

Stay4.05/5

Four Points by Sheraton Windsor Downtown

Welcome to Four Points by Sheraton Windsor Downtown! Located on Ouellette Avenue, our hotel is a traveler's paradise, offering comfortable rooms, free Wi-Fi, and stunning city views. Indulge in mouthwatering cuisine at our on-site restaurant, or explore nearby attractions like Caesars Windsor and the Detroit-Windsor Tunnel. Whether you're here for business or pleasure, our friendly staff will ensure your stay is unforgettable. See you soon!

Stay3.85/5

Quality Inn & Suites Downtown

Nestled in the heart of Windsor, Quality Inn & Suites Downtown is the perfect hub for adventurous travelers. Located at 675 Goyeau St, this charming hotel offers comfortable rooms, excellent amenities, and a prime location to explore the city's vibrant nightlife and famous attractions. Get ready to embark on an unforgettable journey in the cultural capital of Ontario, Canada!

Things To Do
Provided by

4.5/5

1 h

Windsor City Scavenger Hunt by Zombie Scavengers

Use an app to survive a zombie apocalypse in Windsor . In Zombie Scavengers, explore the city however you'd like to search for items needed to survive a zombie apocalypse. You'll get points for finding these items. You can also do some zombie themed challenges for points on the app as well. Strategize in order to get the most points and survive the apocalypse. Your remote host will be there for you via chat if you need anything. Can you survive the apocalypse in Windsor?

$20.54

2 h

Scavenger Hunt Adventure in Windsor by Wacky Walks

Walk around Windsor while completing the Wacky Walks scavenger hunt. Use an app to find a list of objects around the city and participate in fun challenges for points. Collect points and take a look at your score compared to others around the country! All our Scavenger hunts have a live remote host to help along the way. Come out and explore with us in Windsor.

$10.27

2 h

Explore Windsor with a Unique Scavenger Hunt by Crazy Dash

Walk around Windsor while completing the Crazy Dash scavenger hunt! Use an app to find a list of objects around the city in any order you choose and participate in fun challenges for points. Collect points and take a look at your score compared to others around the country! All scavenger hunts have a remote host via chat to help along the way. Crazy Dash is our most relaxed scavenger hunt. Come spend your afternoon with us in Windsor!

$10.27

1 h

Holiday Scavenger Hunt in Windsor by Holly Jolly Hunt

Holly Jolly Hunt is a scavenger hunt that is played using an app on your smartphone, that brings your entire family and friends together for holiday cheer. During the adventure you’ll be seeking out all the traditional, and even the non-traditional holiday items we all see this time of year around the city. You’ll get points for each item you find. The goal is to capture as many items as you can in order to score as many points as possible and get 1st place on the leaderboard. Along the way you’ll be asked to perform silly holiday themed tasks meant to bring laughter and smiles to everyone involved. Come play with us. Young or old, this is a scavenger hunt for everyone that enjoys this time of year. We promise you will create holiday memories that you will not forget! Holly Jolly Hunt can be played in any city!

$20.34

8 h

Private Scenic Riverside and Nature Walking Tour in Windsor

Experience Windsor like never before on a unique 8-hour guided tour! Explore the scenic Dieppe Gardens, enjoy stunning riverfront views, discover vibrant public art at the Windsor Sculpture Park, and dive into the rich history of downtown. With a knowledgeable local guide, this tour offers a perfect blend of nature, culture, and historical landmarks, ensuring an unforgettable day filled with exclusive insights and beautiful photo opportunities. Perfect for those looking to immerse themselves in Windsor’s charm and beauty!

$110.02

3/5

1 h 30 mins

Private 90 Minute 1000 Islands Cruise For Up to 50 People

Avoid the crowds on a Private voyage aboard our Transport Canada certified passenger vessel, the 50 passenger 'General Brock III. Cruise in comfort and safety with your closest friends, cherished family, or esteemed colleagues for an exclusive journey along the St. Lawrence River. Delight in this leisurely, 90-minute cruise showcasing the breathtaking beauty of the Thousand Islands, the storied charm of Brockville's historic waterfront, and the opulence of Millionaire's Row. As you glide through the scenic waters, immerse yourself in the rich history and natural splendor of one of North America's most iconic waterways.

$1,243.26

5/5

72 h

Algonquin Log Cabin Canoe and Hike 3 Day Adventure

Explore Algonquin Park’s northwest corner and howl for wolves, hike to scenic lookouts, and dip your paddle into the fresh water of Surprise Lake. Finish each day relaxing on the dock, in the sauna or in front of the fireplace. On top of the accommodation and tasty home-cooked meals, the 3-day Log Cabin Adventure features unique guided excursions by canoe and on foot. The Algonquin Log Cabin is the ultimate wilderness retreat. Unlike the Park’s Highway 60 corridor, the only way into Algonquin from this corner is by foot or canoe. Up here there are fewer people in the pristine wilderness. The Algonquin Log Cabin is located off-the-grid and does not have electricity, which increases its cozy and unique character.

$678.47

2 h

Epic Downtown Scavenger Hunt Adventure in Sarnia, ON

What sets Operation City Quest scavenger hunts apart is the electrifying sense of freedom and discovery it offers. Instead of following a guide on a fixed route, you get to become the commander of your own urban exploration. You'll receive a list of dynamic challenges and riddles that you can complete in any sequence, allowing you to fully customize your journey to your team's interests. The self-paced nature of the game means you can take as long as you want. There’s no rush, so feel free to stop for a quick bite, duck into a store, or simply admire the scenery. A live remote host is a key part of the experience, providing instant help and hints via in-app chat to ensure the adventure is always exciting and never frustrating. This unique mix of total control, competitive fun, and friendly support makes it the ultimate way to conquer the city and create lasting memories!

$10.27

5/5

Layers of Natural History: Picton Nature Self-Guided Audio Tour

Explore Prince Edward County’s rich ecology on a 75-minute Picton walking tour led by local ecologist Ewa. Discover how ancient limestone formations, glaciers, and waterways shaped the town’s landscape. Starting at Queen Elizabeth Park, enjoy views of Picton Bay, pass historic sites like Shire Hall and Marsh Creek, and follow Picton Harbour’s ecological evolution. Learn about Indigenous travel routes, native wildlife, marshland ecosystems, and green burials at Glenwood Cemetery. See how Delhi Park transformed from landfill to natural haven. This immersive nature walk reveals how Picton’s geology, biodiversity, and history are deeply connected—perfect for visitors seeking eco-tourism and local insight in Prince Edward County.

$9.99

5/5

4 h

YACHT PARTY And Cruise To FENELON FALLS - Kawartha Lakes

Host your friends for an amazing Yacht Party and Cruise to Fenelon Falls! What To Expect: Enjoy the beautiful views of Kawartha Lakes, Fenelon River, and Fenelon Falls. You will have an amazing time on this georgous motor-yacht. Bring your own food and beverages to enjoy during the day. BBQ, microwave, cooler, 8-speaker sound system, Spotify Premium, floating mat, bathroom facilities available for guest use. You will love your afternoon playing on this beautiful luxury yacht! Maximum 10 people.

$843.51

4/5

Discover Downtown Regina: a Smartphone Audio Walking Tour

Listen to a tour guide through your smartphone as you explore downtown Regina! On this 4.5 km sightseeing tour, you'll explore old & new buildings, artwork & statues that make up this must-see section of the Queen's City. Highlights include City Hall, Hotel Saskatchewan, the Old Post Office, Victoria Park, Union Station & more! Don't just see downtown Regina, hear what it has to say! GPS map shows where you are and where to go next. As you get close tour guide commentary automatically plays. The tour also comes with a fun location based trivia game. After the commentary plays, look at your device and tap your guess at the answer. Keep the professional tour guide experience, ditch the crowded tour groups, tight schedules and high prices. Enjoy anytime, not just on your booking date. Stop & start anywhere along route. Tthe number of travelers you select is the number of devices you can download the tour to. Trust the platform with over 75 tours & 25,000+ happy customers!

$6.59

2 h

Awesome Adventure Hunt: Regina The Queen City

Get ready to embark on an epic adventure with Let’s Roam, the ultimate app-led scavenger hunt experience! Discover Regina’s top landmarks and uncover hidden gems while tackling trivia questions and exciting challenges along the way. Whether you're collaborating with your team or vying for victory against them, every step brings new knowledge and unforgettable moments. Let’s Roam Scavenger Hunts aren’t just for any day—they’re perfect for spicing up bachelorette parties, birthday bashes, corporate team-building events, and beyond! Each player gets to choose an interactive role, with challenges tailored to everyone’s skills and interests. Don’t miss out on the thrill—download the app and let the fun begin!

$12.31

2 h

2-Hour 1000 Islands Dinner Cruise

Indulge your senses aboard an unforgettable 2-hour 'St. Lawrence Soiree' Dinner Cruise through the Thousand Islands. Treat your eyes and tantalize your taste buds as you traverse breathtaking St. Lawrence River landscapes while feasting on a bountiful buffet dinner. Delight in a diverse array of culinary delights from our delectable buffet dinner while soaking in the 'up close' view of palatial waterfront mansions, charming island cottages, and the awe-inspiring natural wonders of the area. Immerse yourself in the journey with the Captain's captivating highlight commentary, set to the backdrop of soothing dinner music, as you anticipate the breathtaking spectacle of a 1000 Islands sunset. Whether you're celebrating a special occasion or just looking for a unique dining experience, this casual dinner cruise is sure to create lasting memories with family, friends or colleagues.

$69.64

4 h

Collingwood and Blue Mountain Brewery Tour

What is the Beer Bus, you ask? Well, we think it's pretty simple. The Beer Bus is a way to immerse yourself in the best of local craft beer, while sitting back and taking in hidden, local gems that only a local Beer Bus Guide could tell you. Our Guides will not only get you to TASTE your favourite local beverage, but you'll also learn how to expertly appreciate and analyze it as well! Our decades of experience will ensure a great time, every time! Why book with us and not some other company? Our tours are often imitated but never duplicated, and this shines true in our reputation with our partners, our customers, and our community. With the Beer Bus, you'll feel like you are a local yourself while learning local beer facts from qualified, local and passionate guides - we're not just a driver behind the wheel of a bus. There are brewery tours, then there are our Beer Bus Tours.

$109.29

2 h

Thrilling City Scavenger Hunt Game in Cambridge, ON

What makes Operation City Quest scavenger hunts a thrilling urban adventure is the incredible freedom it provides. Unlike a typical tour with a rigid schedule and pre-set path, you are the master of your own journey, exploring the city entirely on your own terms. Your team is given a list of clever riddles and exciting photo challenges, which you can conquer in any order you choose, allowing you to prioritize the city items that you want to find the most! There is no pressure from a ticking clock, as the entire game is self-paced. This flexibility lets you pause for a coffee, browse a local shop, or simply relax and take in the sights. To add to the excitement, a live, remote host is ready to chat with you in the app, offering real-time assistance and hints. This unique blend of total flexibility, a competitive leaderboard, and dedicated support ensures a fun-filled quest and an unforgettable victory!

$10.27

2 h

Operation City Quest Scavenger Hunt - Burlington, ON

Using an app on your smartphone, you'll be given nearly 120 objects to find during your scavenger hunt. You'll then wander throughout the downtown area searching for the items. Once you've found the object, you'll send a photo in to score points. Along the way, you will perform challenges for even more points. You'll have 13 categories of objects you can find in this city walk, with each object varying in points depending on the difficulty. Don't worry, you won't be alone. You'll have a remote guide that will be texting you during your game if you need help or have a question. They will also encourage you and give you hints along the way! The objective of the game is to have fun, rank #1 on the leaderboard, and try to get as many points as possible by finding all of the objects!

$10.27

96 h

Cornwall Heritage Multi Day Tour Downtown and Waterfront

Explore Cornwall’s historic downtown and waterfront on a guided walking tour with a knowledgeable local guide.

$1,166.24

4.9/5

5 h

Wine Tasting and Pairing Afternoon Tour

This small group wine tour provides a social and lighthearted way to savor the best experiences offered in the Niagara Wine Tours Region. This Niagara wine tour visits 3 smaller, more intimate wineries to create a more personalized experience. Enjoy a day tasting delicious wines with cheese and chocolate pairings, as well as the services of an experienced and entertaining tour guide.

$163.57

4.2/5

5 h

5 Hour 1000 Islands Boldt Castle Stopover Cruise from Gananoque

Set sail on a 5-hour 1000 Islands Cruise and sail through the American span of the 1000 Islands, before your two-hour stopover at the majestic Boldt Castle, on the most famous of the 1000 Islands, Heart Island. The narrated cruise also takes you past Zavikon Island, Millionaire’s Row, the St. Lawrence Seaway and the 1000 Islands Bridge as you see the area's most breathtaking scenery. IMPORTANT INFORMATION: -The price of the Boldt Castle Stopover Cruise INCLUDES the Boldt Castle Admission Fee. - Outside food and beverage is not permitted. -A valid passport is required to board the cruise. Guests cannot board without proper documentation. - Citizens of countries outside of Canada or the U.S. require a visitor’s visa as well as their passport. An approved Electronic System for Travel Authorization (ESTA) will be required as U.S. Customers & Border Control will no longer accept a Visa Waiver Form. Please contact the U.S. Customs and Border Protection for more details.

$67.72

4.4/5

1 h

1 Hour 1000 Islands Cruise from Gananoque

Come on board City Cruises from Gananoque and join us on a one-hour cruise taking you closer to the scenery than any other cruise available in the 1000 Islands. Referred to by the Iroquois Nation as the “Garden of the Great Spirit,” the tranquility of the area belies a history of adventures, wars, and rebellions. See fifth and sixth-generation family cottages. Cruise the narrow channels of the Admiralty and Navy group of islands in the most intimate tour the 1000 Islands has to offer. Gananoque is the gateway to the 1000 Islands, located approximately 3 hours from Toronto, two hours from Ottawa, and three hours from Montreal. Gananoque is just 15 minutes from the border crossing into New York State via the 1000 Islands Bridge and is only 50 minutes from Watertown. Our community is accessible from Highway 401 and Highway 2 from Kingston, Ontario.