Some road trips are all about the scenery. Other getaways focus on the food and drink. This three-day tour treats all five senses as you and your road trip crew make your way from St. Thomas to Windsor.


Day One: Morning


Start your trip off with a treat for your taste buds at St. Thomas’ The Fritter Shop. In addition to the classic apple fritter, choose from creative takes on this perfect pastry parcel, including lemon, Dutch chocolate, cherry cheesecake and more, with many available in vegan options.


couple walking on elevated park


Next, offer your eyes a spectacular view at the St. Thomas Elevated Park, Canada’s first and only elevated park. At its peak in the 1930s, this former rail bridge carried 50 trains every day. Today, it’s been transformed into a beautiful outdoor space complete with art installations, flower gardens and more.


For lunch, follow your nose along the St. Thomas Pizza Trail! As a town boasting the planet’s highest pizza per capita, you’re in for some solid slices! If you’d like a frosty pint to wash down all that pie, stop by Railway City Brewing Co. or Caps Off Brewing Co.


women serving beer sampler


Day One: Afternoon


Spend a few hours exploring the extensive collection of outdoor murals in St. Thomas that you’ll find on everything from boxcars to buildings. Then, treat your ears to the sound of crashing Lake Erie waves with a quick trip to Port Stanley’s beautiful beach, just 20 minutes away. Click here to discover some off-the-beaten-path spots for a mid-afternoon snack and beverage break.


woman walking in front of mural


Day One: Evening


Continue to delight your senses by checking into a great place to spend the night:

  • Nature’s Oasis is a bed and breakfast retreat set on 83 acres with picturesque ponds, waterfalls, hiking trails and all kinds of friendly critters, including horses, goats, rabbits, guinea pigs and geese.
  • Comfort Inn in St. Thomas is an excellent option if you're looking for a more traditional choice. And you can bring your furry friends as it’s a pet friendly hotel.


Oasis Retreat Traveling Mitch


When it comes to dinner, the town offers a variety of dining experiences that cater to diverse tastes.

  • Mr. & Mrs. Bao serves up delightful Asian-inspired bao buns with both classic and vegetarian fillings in a casual, welcoming atmosphere.
  • Sushi enthusiasts will find Plaza Sushi to be a local favourite, offering fresh and artfully presented sushi, sashimi, and traditional Japanese dishes.
  • Legends Tavern provides a laid-back pub setting with a menu full of hearty options, perfect for a relaxed evening out.
  • For those seeking a more refined dining experience, The Bistro offers a charming ambiance with a menu that combines classic and contemporary dishes.
  • Le Cafe Siam brings the flavours of Thailand to St. Thomas, offering a range of authentic Thai cuisine in a warm and inviting setting.
  • Lastly, Grassroots delivers a farm-to-table experience with a focus on fresh, local ingredients, creating wholesome and delicious meals that highlight the best of the region.

Day Two: Morning


Before setting out on your morning drive to Windsor, swing by Streamliners Espresso Bar for a Wolverine for the road. This delicious drink features espresso pulled over a cinnamon stick stirred into milk infused with local maple syrup. Make another quick stop at Howe Family Farm Market and Country Bakery for some delicious baked treats to snack on along the way.

After your drive to Windsor, which will take about two hours, stretch your legs checking out the local street art scene on a Windsor Graffiti Scooter Tour. As you zip around the city on an electric scooter, you’ll see the many visually stunning ways local and internationally renowned artists use this urban landscape as their canvas. Keep your eye out along the 12-km route for other murals and outdoor sculptures in this art-loving city.


Windsor Graffiti Tour


Day Two: Afternoon


Following your scooter tour, stop into one of the city’s many buzzed-about craft breweries. Sandwich Brewing Co. is a great option for lunch as they offer a delicious array of hearty sandwiches from a spicy banh mi to a Bombay grilled veggie.  

To determine your afternoon activity, decide between your sense of taste and your sense of smell.

  • If the nose knows, a visit to SoHum is a must! In addition to making their own line of non-toxic, eco-friendly scented candles, SoHum offers a variety of hands-on experiences that allow guests to make their own candles, hand soap, room sprays and more.  
  • If your taste buds take top priority, start with a tasting at one of the newest wineries in the Windsor-Essex region. Vin Winery, just 15 minutes outside of Windsor, has excellent wines and a creative selection of light bites. Continue travelling south to sip on something at Beerded Dog Brewing Co. in Harrow.


Food and wine on patio


Day Two: Evening


Deal yourself a little casino excitement for the evening by checking into a fabulous room at Caesars Windsor for even more sensory delights, like a fabulous steak dinner at Neros Steakhouse, a concert at The Colosseum.


woman eating steak


If you're looking to enjoy more of the region's craft beers, make sure to add Billy's Taphouse to your itinerary. Affectionately referred to as “Billy’s” by the locals, this upscale pub and grill uses only fresh local ingredients in their homemade food. They also take great pleasure in showcasing Ontario wines and beer.


Day 3: Morning


Hit Thyme Kitchen for a healthy, delicious start to your day. The menu here has fabulous gluten-free, vegetarian, and vegan options. Then, make your way to the nearby town of Kingsville to check out the six new murals that have recently been added to this charming town’s streetscape.


Kingsville wine Mural


Day 3: Afternoon and Evening


After your art-filled stroll exploring the streets of Kingsville, enjoy lunch at Banded Goose Brewing Co.


Wrap up your trip with the feeling of sinking your toes into the sand by checking into a geodesic dome at Lungovita Beach Retreat. Guests of this unique lakeside glamping property are encouraged to walk barefoot to absorb the earth’s electromagnetic charge and benefit from its restorative and healing properties. There are also year-round barrel saunas and hot tubs, cruiser bikes, bonfire pits, and more.


inside of glamping tent at Lungovita


If you’d prefer to sleep with a solid roof over your head, The Grove Hotel’s all-new sister property in Colchester, The Grove Motel, is now open and it is an incredibly cool place to stay. Magnolia Ranch in Harrow and The Lakeside Cure in Leamington are also unique options.

No matter where your afternoon has taken you, the Great Taste of Ontario Passport for Windsor Essex will point you in the right direction for a delicious dinner.


Magnolia Ranch

Looking for even more unique ways to escape the city for a local getaway? Browse our collection of experiences and itineraries that have been specially crafted for adventurous souls craving the kind of connection that can only be found off the beaten path.