Essex

Day Trips

Make the most of your day with our curated plans, packed with Essex's hidden gems and unique experiences!

day 1
Explore Windsor
morning
:

Begin your visit in Windsor, where you can stroll along the beautiful waterfront and enjoy a morning coffee at one of the charming cafes. Take time to visit the Canadian Club Heritage Centre to learn about Canada's whisky history. Spend some time at the glorious Willistead Manor, capturing the stunning architecture and gardens.

afternoon
:

For lunch, indulge in some local cuisine at a waterfront restaurant, overlooking the Detroit River. Afterward, visit the Art Gallery of Windsor, where you can explore contemporary Canadian art exhibitions. Don’t miss the chance to walk through the nearby waterfront park, taking in the views across the river.

evening
:

As the sun sets, head back towards downtown Windsor for a vibrant dining scene. Consider trying out some local eateries known for their unique culinary offerings. After dinner, embrace the nightlife with live music or a visit to one of the local breweries.

day 2
Discover Leamington
morning
:

Start your day in Leamington, known as the 'Tomato Capital of Canada'. Visit the Leamington Market to sample local produce and take in the scents of fresh tomatoes and other seasonal fruits. Enjoy a leisurely breakfast at a quaint café before heading to Point Pelee National Park.

afternoon
:

Spend the afternoon exploring Point Pelee, Canada's southernmost point, where you can hike scenic trails and observe diverse wildlife, including migratory birds. Don't forget to pack a picnic to enjoy on the beach, surrounded by stunning views of Lake Erie. Engage in water activities like kayaking or paddleboarding to make the most of your time on the water.

evening
:

As the day winds down, have dinner at a local restaurant showcasing dishes made with fresh, regional ingredients. After your meal, take a leisurely walk along the shoreline to catch the mesmerizing sunset over the lake. Finish the evening with a visit to a local ice cream shop for a sweet treat.

day 3
Venture to Kingsville
morning
:

Travel to Kingsville and start with a visit to the beautiful lakeside parks. Grab breakfast at a café that offers farm-to-table options, indulging in local delicacies. Spend your morning taking in the charm of Kingsville's historic downtown, filled with boutique shops and art galleries.

afternoon
:

In the afternoon, explore the Kingsville Brewery to learn about craft beer production and enjoy a tasting session. Take a leisurely stroll through the tranquil setting of the Jack Miner Bird Sanctuary. If time allows, visit the Pelee Island Winery for a tour and tasting of their exquisite wines.

evening
:

As the sun sets, dine at one of Kingsville’s renowned restaurants featuring locally-sourced ingredients. Enjoy a relaxed meal on a patio, embracing the warm evenings. Conclude your night with a walk along the waterfront, appreciating the calming sounds of nature.

day 4
Visit Essex
morning
:

Head to Essex and begin your day at a cozy breakfast spot known for its homemade pastries and fresh coffee. Explore the local shops for unique souvenirs and artisanal goods. The morning is perfect for visiting the Essex Greenway, a scenic trail ideal for walking or biking.

afternoon
:

After lunch at a local diner, make your way to the Canadian Transportation Museum & Heritage Village. This expansive site features various vehicles and exhibits that portray the region's rich history. Enjoy a guided tour, and don't forget to take plenty of photos with the vintage cars and trains.

evening
:

In the evening, consider dining at a family-owned restaurant known for its warm atmosphere and hearty meals. After dinner, catch a local event or performance if anything is happening at the Essex Centre for the Arts. Finish off with a relaxing stroll under the stars, soaking in the small-town charm.

day 5
Nature Day in Harrow
morning
:

Start your day in Harrow with a warm breakfast at a local café before embarking on a nature adventure. Take a scenic drive surrounding the vineyards and orchards, enjoying the stunning landscapes. Visit local farms and markets to get a taste of fresh produce and homemade goods.

afternoon
:

Spend your afternoon at the nearby Colasanti's Tropical Gardens, exploring the indoor tropical gardens and petting zoo. Engage in various activities like mini-golf or bumper cars with family or friends. Have a light lunch at the café within the gardens, surrounded by lush greenery.

evening
:

As dusk approaches, return to Harrow for a casual dining experience at a local steakhouse. Enjoy a hearty meal featuring locally-sourced meats and comforting dishes. Cap off your day with a quiet evening, perhaps laying back at your accommodations and reflecting on your adventures.

day 6
Culture and Culinary in Amherstburg
morning
:

Begin your day in Amherstburg with breakfast at a local eatery that specializes in traditional Canadian fare. Afterward, visit Fort Malden National Historic Site to immerse yourself in the region's military history and enjoy the picturesque views of the Detroit River. Take a stroll along the waterfront promenade to appreciate the scenic beauty.

afternoon
:

For lunch, try a restaurant that offers seafood dishes, reflecting the area’s maritime heritage. In the afternoon, visit the Amherstburg Freedom Museum to learn about the town's role in the Underground Railroad. Engage with interactive exhibits and guided tours to deepen your understanding of local history.

evening
:

As twilight descends, enjoy a multifaceted dining experience at one of the fine dining establishments in Amherstburg. Post- dinner, experience the town’s vibrant arts scene with local theater performances or art showcases. Savor the evening by exploring the local shops for artisanal crafts to take home.

day 7
Relaxing in Colchester
morning
:

Spend a leisurely morning in Colchester, kicking off your day with a hearty breakfast at a local café. Enjoy the quaint charm of this lakeside town while exploring its picturesque streets. Take a moment to admire the views of Lake Erie as you stroll along the coastline.

afternoon
:

For lunch, you can find a seafood shack that offers freshly caught fish and chips. Afterward, visit the local wineries to sample some refreshing wines and learn about the wine-making process. Enjoy a guided vineyard tour, complete with tastings, to fully appreciate the local viticulture.

evening
:

As the sun sets over Lake Erie, return to the shoreline for a lovely dinner at a waterfront restaurant. Relish in the serene views and let the calming sounds of the waves provide a beautiful backdrop to your dining experience. End the evening with a cozy bonfire on the beach or return to your accommodation for a restful night.

day 8
Outdoor Adventure in Pelee Island
morning
:

Take an early ferry to Pelee Island, where your thrilling outdoor adventure awaits. Start the day with breakfast at a local diner before gearing up for some exploring. Rent a bike to take in the island’s beautiful scenery and enjoy the fresh morning air.

afternoon
:

Spend the afternoon visiting Pelee Island National Park, where the stunning views and unique flora await. Enjoy hiking the trails, bird watching, or simply relaxing by the waterside. Grab a picnic lunch from a local store to enjoy it surrounded by nature.

evening
:

As the day wraps up, indulge in a lovely dinner at a waterfront restaurant that features local seafood. Catch the spectacular sunset over the lake, creating the perfect ending to your day. Wind down with a peaceful walk along the beach, reflecting on the day’s experiences.

day 9
Historical Exploration in Tecumseh
morning
:

Start your exploration of Tecumseh with breakfast at a farm-to-table café known for its homemade fare. Afterward, visit the Tecumseh Historical Museum to delve into local history through engaging exhibits. Spend some time at one of the local parks, taking in the picturesque landscapes.

afternoon
:

Savor lunch at a pub offering traditional Canadian dishes, after which you can join a guided tour of the local historical sites. Consider exploring the area by bike to visit more landmarks and pristine parks. You might also find some unique artisan shops to peruse.

evening
:

As the evening approaches, experience a lovely dining affair in the heart of Tecumseh, with options ranging from casual bistros to upscale dining. Engage with local music at a tavern or relax at your accommodation. Take the time to reflect on the incredible history and culture you’ve encountered in Ontario's Essex region.

Discover Essex

Read more in our Essex 2025 Travel Guide.

Essex Travel Guide