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The Ultimate Road Trip Itinerary: Winnipeg to Calgary in 7 Days

4 Mins read

The road trip from Winnipeg to Calgary offers a diverse range of landscapes, from the prairies of Manitoba to the stunning Rocky Mountains in Alberta. Here is a detailed itinerary to help you plan your ultimate road trip:

Day 1: Winnipeg to Brandon (214 km / 133 miles)

Start your road trip from Winnipeg, the capital city of Manitoba. Begin by exploring the vibrant cultural scene of the city, including the Forks National Historic Site and the Canadian Museum for Human Rights. Once you’re ready to hit the road, head west on the Trans-Canada Highway.

Your first stop is in Portage la Prairie, where you can visit the Portage Spillway Provincial Park and enjoy a picnic by the lake. Continue your journey to Brandon, a charming city known for its historical sites and beautiful parks. Take a stroll through the Assiniboine Riverbank and explore the Commonwealth Air Training Plan Museum.

Day 2: Brandon to Regina (512 km / 318 miles)

On day two, leave Brandon behind and continue westward towards Regina, the capital city of Saskatchewan. As you drive through the prairies, you’ll witness the vastness and beauty of the Canadian landscape.

In Regina, visit the Royal Saskatchewan Museum to learn about the province’s natural and cultural history. Explore the Legislative Building and its beautiful grounds, including the famous statue of Queen Elizabeth II. Don’t miss the opportunity to stroll through Wascana Centre, a sprawling park surrounding a picturesque lake.

Day 3: Regina to Swift Current (289 km / 180 miles)

As you depart from Regina, make your way to Swift Current, a small but welcoming city in southwestern Saskatchewan. Along the way, you’ll pass through Moose Jaw, where you can visit the Tunnels of Moose Jaw and take a guided tour to learn about the city’s fascinating history.

In Swift Current, take a leisurely walk through Riverside Park, which offers beautiful views of Swift Current Creek. Enjoy the local cuisine at one of the charming downtown restaurants before resting up for the next leg of your journey.

Day 4: Swift Current to Medicine Hat (326 km / 203 miles)

Leave Swift Current and head west towards Medicine Hat in Alberta. This drive will take you through the picturesque Cypress Hills Interprovincial Park, where you can stretch your legs and take in the stunning natural scenery.

Once you arrive in Medicine Hat, visit the Medalta Potteries Historic Site, a preserved industrial pottery complex that offers a glimpse into the city’s history. Explore the vibrant downtown area and enjoy the local shops and galleries.

Day 5: Medicine Hat to Drumheller (291 km / 181 miles)

On day five, make your way from Medicine Hat to Drumheller, a unique town in the heart of the Canadian Badlands. As you approach Drumheller, you’ll notice the landscape transform into a stunning desert-like terrain.

In Drumheller, explore the Royal Tyrrell Museum, known for its extensive collection of dinosaur fossils. Visit the iconic Hoodoos, rock formations carved by centuries of erosion. Take a hike in the Horseshoe Canyon and admire the breathtaking views.

Day 6: Drumheller to Banff National Park (144 km / 89 miles)

Leave Drumheller behind and head towards the majestic Banff National Park, a UNESCO World Heritage Site. The drive will take you through scenic mountain passes, offering panoramic views of the Rocky Mountains.

In Banff National Park, hike along the stunning trails, such as the popular Johnston Canyon or the Tunnel Mountain Trail. Take a dip in the soothing waters of the Banff Upper Hot Springs and keep an eye out for wildlife as you explore this natural paradise.

Read More: Best Fun Things To Do In Panama City Beach

Day 7: Banff National Park to Calgary (128 km / 80 miles)

On the final day of your road trip, make the short drive from Banff National Park to Calgary, the largest city in Alberta. Spend the day exploring the vibrant downtown area, where you can visit the Calgary Tower for panoramic views of the city.

Immerse yourself in the Western heritage by visiting the Glenbow Museum or the Heritage Park Historical Village. Take a walk along the beautiful Bow River Pathway and enjoy a delicious meal at one of the city’s renowned restaurants.

As your road trip comes to an end, reflect on the incredible experiences and breathtaking sights you’ve encountered on your journey from Winnipeg to Calgary.


As your unforgettable road trip from Winnipeg to Calgary comes to an end, you’ll reflect on the incredible experiences and unforgettable memories that have filled your journey. From the sprawling prairies of Manitoba to the majestic mountains of Alberta, you’ve traversed diverse landscapes and immersed yourself in the beauty of nature.

Throughout the seven days of adventure, you’ve explored national parks, hiked scenic trails, marveled at wildlife, and embraced the warm hospitality of the towns and cities along the way. Each day brought new discoveries and breathtaking vistas, reminding you of the vastness and wonder of Canada.

From the tranquil waters of Clear Lake in Riding Mountain National Park to the dramatic sandstone cliffs of Saskatchewan Landing Provincial Park, you’ve witnessed the raw beauty of nature in its many forms. The road stretched out before you, revealing the captivating landscapes that make Canada so enchanting.

Beyond the natural wonders, you’ve also had the opportunity to delve into the rich cultural and historical heritage of the region. Whether it was exploring the captivating museums of Winnipeg or immersing yourself in the Western charm of Calgary, you’ve gained a deeper appreciation for the diverse tapestry of this part of Canada.

As your road trip concludes in Calgary, you’ll bid farewell to the open road and reflect on the memories made along the way. The breathtaking vistas, the laughter shared with friends or family, and the sense of adventure will forever hold a special place in your heart.

Remember to take a moment to capture the essence of your journey through photographs, but also cherish the moments that are etched in your mind and soul. The ultimate road trip from Winnipeg to Calgary has been an extraordinary experience, allowing you to connect with nature, immerse yourself in diverse landscapes, and create lifelong memories.

As you leave the road behind, carry the spirit of exploration, appreciation for nature, and a sense of freedom with you. May these experiences inspire future adventures and remind you of the vast wonders that await you in the world.

Until the next journey, embrace the memories and cherish the open road that always beckons, ready to lead you to new horizons. Safe travels!

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About author
Priyank is a digital marketer having many years of in-house working experience. He is a passionate writer to writes about technical content on different platforms.
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