Some road trips are all about the scenery. Others revolve around unforgettable meals, local breweries and hidden gems. This three-day foodie getaway combines all of it, taking you from St. Thomas to Windsor-Essex with incredible restaurants, wineries, beaches, murals, small towns and unique places to stay along the way. Every stop offers something to see, taste, smell, hear or experience.
Trip at a Glance
Duration: 3 days / 2 nights
Total driving: Approximately 3 hours
Route: St. Thomas → Port Stanley → Windsor → Kingsville → Colchester
Best for: Couples, friends, food lovers, craft beer enthusiasts and fall weekend getaways
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.
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.
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. Before leaving Port Stanley, treat yourself to one of Ontario's best ice cream cones at Shaw's Ice Cream, sip the legendary Mackie's Orangeade that's been served on the beach since 1911, or relax with a craft beer flight at Port Stanley Brewing Company overlooking the harbour.
Day One: Evening
After a day exploring St. Thomas and Port Stanley, settle in for the evening at one of these welcoming accommodations.
- 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.
- Kettle Creek Inn offers a charming stay in the heart of Port Stanley. This historic inn is within walking distance of the village’s shops, restaurants and waterfront, making it an ideal base for exploring the area.
- Holiday Inn Express & Suites St. Thomas is a comfortable and convenient option with modern amenities, complimentary breakfast and easy access to local attractions.
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 by checking out the local street art scene. Keep your eye out along the 12-km route for other murals and outdoor sculptures in this art-loving city. You’ll see the many visually stunning ways local and internationally renowned artists use this urban landscape as their canvas.
Day Two: Afternoon
Following your 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 30-minute drive to visit 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.
- 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 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.
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.
Day 3: Afternoon and Evening
Downtown Kingsville has plenty of excellent lunch options, all within an easy walk of one another. Grab elevated pub fare at The Goose Kitchen & Bar, Mexican-inspired flavours at El Diablo, authentic Mexican cuisine at El Rancho, or enjoy a craft beer and 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.
If you’d prefer to sleep with a solid roof over your head, The Grove Hotel or it’s sister property in Colchester, The Grove Motel, are both incredibly cool places to stay.
