Hit the Road: The Ultimate Winnipeg to Calgary Road Trip Guide
Imagine endless prairie landscapes, scenic mountain views, and the open road stretching out ahead of you.
Recently, I went on an adventure from Winnipeg to Calgary, and let me tell you, it was an absolute game-changer!
Now, I know you’re itching for the deets on how to turn your wanderlust into reality, so buckle up and get ready for the ultimate Winnipeg to Calgary road trip guide.
I’ve got the inside scoop on the best stops, hidden gems, and unforgettable experiences that’ll make this journey one for the books.
About the Route From Winnipeg to Calgary Road Trip
You can go on a road trip from Winnipeg to Calgary, where you have two enticing routes to choose from.
The Moose Jaw Route spans 1,460 kilometers, a 14-hour journey weaving through the heartland. Alternatively, the Saskatoon Route covers 1,430 kilometers in 15 hours, traversing Canada’s vast prairies.
Yes, you might do these trips in a few days, but it is highly recommended that you dedicate at least five or six days to properly enjoy the array of experiences these routes have to offer.
The sort of adventure you’re looking for will significantly influence whatever route you choose — both the Moose Jaw and Saskatoon routes take about the same amount of time.
The Moose Jaw Route engages you in the Canadian Prairies, featuring Fort La Reine, Regina’s vibrancy, Wascana Park’s tranquility, and the prehistoric wonders of Dinosaur Provincial Park.
Historical, natural, and cultural marvels blend seamlessly with urban vibes.
Alternatively, you can opt for the Saskatoon Route and discover Riding Mountain National Park, Quill Lakes International Bird Area’s serenity, Wanuskewin’s indigenous heritage, and Saskatoon’s urban oasis.
You can also enrich your journey with stops at the Atlas Coal Mine National Historic Site and the intriguing Hoodoos Trail.
Best Time to Travel From Winnipeg to Calgary Road Trip
The best time to do a road trip from Winnipeg to Calgary is during the summer months (June to August) for the best weather, with mild temperatures and clear roads. Avoid winter (December to February) due to harsh conditions.
Best Places to Stop on a Drive From Winnipeg to Calgary
1. Royal Saskatchewan Museum
Address: 2445 Albert St, Regina, SK S4P 4W7, Canada
Contact number: 306 787 2815
When you go on a trip from Winnipeg to Calgary, make sure to visit one of the best places to stop: the Royal Saskatchewan Museum (RSM).
This place, built in 1906, proudly holds the title of Saskatchewan’s first museum, showcasing the province’s natural history and Indigenous cultures. It is a treasure trove of exhibits, featuring the impressive life-size cast of Scotty, the world’s largest T. rex.
But the museum doesn’t end with its captivating galleries; it also offers educational programs and exciting events.
2. Wanuskewin Heritage Park
Address: 4 Penner Rd, Saskatoon, SK S7K 3J7, Canada
Contact number: 306 931 6767
Named after the Cree word for “being at peace with oneself,” Wanuskewin spans 6,000 years of Northern Plains Indigenous culture.
As Canada’s longest-running archaeological dig site, the park boasts 19 pre-contact sites, a medicine wheel, tipi rings, and buffalo jumps along 7 km of scenic trails.
You might encounter a live bison herd and try to immerse yourself in Indigenous experiences, from guided hikes and daily dance performances to savoring Indigenous cuisine in a cultural setting.
For more details and planning, check out their official website, a gateway to an adventure like no other.
3. The Meewasin Valley
The Meewasin Valley is a beautiful area formed by South Saskatchewan’s wide swath through the center of Saskatoon, Canada. The name “Meewasin” comes from the Cree word for ‘beautiful’.
This scenic haven boasts 105 km of trails across 67 sq km of land, offering year-round recreation. Whether you’re cycling, jogging, cross-country skiing, or strolling along the riverbank, the well-maintained pathways promise adventure.
Beyond Saskatoon, the Meewasin Valley extends on both sides of the South Saskatchewan River, featuring natural habitats, cultural museums, interpretive sites, parks, and canoe launches.
4. Saskatchewan Aviation Museum
Address: 5 Hangar Rd, Saskatoon, SK S7L 5X4, Canada
Contact number: 306 651 7247
The Saskatchewan Aviation Museum is the first and only aviation dedicated museum in Saskatchewan.
The museum houses numerous exhibits pertaining to the province’s aviation history, including bush planes from the early 1930s, a Second World War trainer aircraft, and modern-day planes.
You can step into the aircraft hangar for an up-close encounter with the machines that have shaped both Saskatchewan’s and Canada’s history, including civilian and decommissioned military planes spanning various eras.
Admission is $15 for adults, $10 for youth (6–17 years old), and free for preschool children (5 years old and below). You can also take advantage of guided tours on Thursdays and Saturdays at 1 p.m. for an enhanced experience.
5. Sky Dancer Casino & Resort
Address: 3965 Sky Dancer Way NE, Belcourt, ND 58316, United States
Contact number: 701 244 2400
If you’re cruising from Winnipeg to Calgary, make sure to hit the brakes at Sky Dancer Casino & Resort in Belcourt, North Dakota. This place promises an exhilarating escape, offering nonstop gaming action, top-notch dining, and unforgettable entertainment.
With over 700 video and electronic gaming machines, table games, and live poker, the casino is a haven for those seeking excitement. The resort boasts more than 95 cozy guest rooms equipped with all the essentials, from coffee pots to internet access.
You can fuel your adrenaline with daily poker tournaments and live simulcast betting!
6. RCMP Heritage Center
Address: 5907 Dewdney Ave, Regina, SK S4T 0P4, Canada
Contact number: 306 719 3012
The RCMP Heritage Center is a law enforcement museum located in Regina, Saskatchewan. The museum houses a number of exhibits on the Royal Canadian Mounted Police (RCMP) and artifacts relating to the police force.
Guests can discover the history of the RCMP through engaging exhibits, virtual reality experiences, and live events. You can also immerse yourself in the stories that have unfolded since 1885, when Mounties first began their training on Depot Division land.
Admission rates cater to all, with affordable options. Check out their website for a full list.
7. Casino Moose Jaw
Address: 21 Fairford St E, Moose Jaw, SK S6H 0C8, Canada
Contact number: 306 694 3888
Casino Moose Jaw is located in the heart of Moose Jaw, Saskatchewan. The casino is inspired by the Roaring Twenties and is surrounded by 20 beautiful murals.
You might want to pause your journey to try your luck at over 200 slot machines and indulge in your favorite table games. The atmosphere and lively spirit of the Roaring Twenties make for an unforgettable gaming experience.
But the excitement doesn’t stop there!
You can also immerse yourself in world-class entertainment at the Mae Wilson Theatre, which brings live performances to enhance your road trip adventure.
8. Living Sky Casino
Address: 1401 North Service Rd E, Swift Current, SK S9H 3X6, Canada
Contact number: 306 778 5759
Another casino to try on when you go on a trip from Winnipeg to Calgary is the Living Sky Casino in Swift Current, Southwest Saskatchewan.
Located along Highway #1, this popular entertainment destination offers an exciting mix of slot machines and table games for gaming enthusiasts.
Beyond the thrill of the casino floor, indulge in a laid-back atmosphere at the bar, groove to live performances on the lounge stage, and savor delicious bites at the on-site deli.
Must-See Sights on the Winnipeg to Calgary Road Trip
1. Lakeshore Park Kwakiutl Totem Pole
Address: Regina, SK, Canada
Contact number: 306 522 3661
If you’re traveling from Winnipeg to Calgary, don’t forget to make a stop at Lakeshore Park in Wascana Center, Saskatchewan.
Here, you’ll encounter the majestic Lakeshore Park Totem Pole, a 16-foot-high masterpiece gifted to Saskatchewan by the British Columbia government in 1971.
This totem pole, crafted from Western Red Cedar in the design of the Kwakiutl Nation, stands as a symbol of the union between British Columbia and the Dominion of Canada.
As you gaze upon its intricate details, you’ll be captivated by the predominant feature — a large Thunderbird, a revered figure in Indian mythology and a symbol of family solidarity for the Kwakiutl.
The Thunderbird, noble and omnipotent, rules the skies and masters the elements. It’s not just a carving; it’s a representation of supernatural power that aided in the construction of man’s first house.
2. Stone Hall Castle
Address: 2210 College Ave, Regina, SK S4P 1C6, Canada
Contact number: 306 539 3170
Stone Hall Castle is a medieval-style castle, originally crafted by Francis Nicholson Darke as a symbol of love for his wife, Annie.
The castle has been meticulously transformed into a stunning replica of a European medieval stronghold, offering a glimpse into the past.
It has a collection of original 17th-century oil portrait paintings from around the globe, adding an extra layer of historical allure to your visit. This unique fortress is open every day from 1:30 p.m. to 9:00 p.m.
The admission fee of $50 per person is a small investment for an experience that transcends the ordinary.
3. Western Development Museum (WDM) – Moose Jaw
Address: 50 Diefenbaker Dr, Moose Jaw, SK S6J 1L9, Canada
Contact number: 306 693 5989
The Western Development Museum (WDM) in Moose Jaw is part of a four-branch network dedicated to showcasing the transformative impact of transportation on the prairies.
Focused on the theme of transportation, the museum houses a diverse collection of vintage vehicles, aircraft, and railway equipment.
Visitors can explore the rich history of Medicare, gaining insights into its evolution within the prairie context. Additionally, the museum features exhibits highlighting the prestigious Snowbirds and the Canadian Forces.
To plan your visit seamlessly, online ticket bookings are available on their website.
4. Tunnels of Moose Jaw
Address: 18 Main St N, Moose Jaw, SK S6H 3J6, Canada
Contact number: 306 693 5261
Imagine exploring Canadian history in an interactive and theatrical way. The Tunnels of Moose Jaw offer three fantastic guided tours, each diving into different chapters of Canadian history.
From the Prohibition era to Chinese immigration and the Cold War, you’re in for an educational and entertaining experience.
What makes it even better? You’ll be wandering through actual underground tunnels that were once used for smuggling, hiding, and storage.
Booking your tickets is a breeze; hop online or give them a quick call.
5. Swift Current Museum
Address: 44 Robert St W, Swift Current, SK S9H 4M9, Canada
Contact number: 306 778 2775
The Swift Current Museum is a community museum that preserves and promotes the history of Swift Current and the surrounding region through its collections, exhibitions, and programs.
It has a permanent gallery that illustrates the connections between human activities and the environment in southwest Saskatchewan from the post-glacial period to the present day.
Plus, the temporary gallery keeps things fresh with changing exhibits, ensuring there’s always something new to discover.
And one more thing, make sure to swing by the gift shop — a perfect spot to pick up unique souvenirs. And for those wanting to delve deeper, the archives and research room offer a wealth of information.
6. Grotto Gardens Family Fun Farm
Address: 21 Saskatchewan 1, Maple Creek, SK S0N 1N0, Canada
Contact number: 306 662 3585
Grotto Gardens Family Fun Farm in Maple Creek, Saskatchewan, is a cozy, family-operated Saskatoon berry orchard that’s all about good times and learning.
From May to September, you can dive into a blend of fun activities for all ages — think mini golf, tractor train rides, a petting zoo, alpaca walks, and even some giggles with goat yoga.
And if you’re feeling hungry, they’ve got you covered with homemade delights at their country bakery and licensed eatery.
Before you leave, don’t forget to peek into their gift shop for some unique treasures!
7. Echo Dale Regional Park
Address: 1001 Echodale Rd, Medicine Hat, AB T0K 0G0, Canada
Contact number: 403 529 8333
If you’re in Medicine Hat, Saskatchewan, Echo Dale Regional Park is the go-to spot for a chill time. You’ve got everything from swimming and fishing to boating, hiking, and biking — take your pick!
And if you’re up for it, there’s camping too — imagine waking up surrounded by all that beauty. And don’t miss the cool historic farm, where echoes of the past blend seamlessly with the present.
8. Manitou Springs Resort and Mineral Spa
Address: 302 MacLachlan Ave, Manitou Beach, SK S0K 4T1, Canada
Contact number: 306 946 2233
Nestled on the serene Manitou Lake, this European-style spa boasts three rejuvenating hot spring pools and 105 guest rooms with stunning lake views.
You can enjoy the fastest Wi-Fi in the area, wheelchair-accessible rooms, and two full-kitchen suites for a comfortable stay. Also, you can indulge in amenities like a therapeutic indoor pool, spa treatments, and esthetic services.
Ranked as the #1 spa in Saskatchewan for five consecutive years, Manitou Springs is your perfect getaway for a tranquil retreat.
9. Remai Modern Art Gallery
Address: 102 Spadina Crescent E, Saskatoon, SK S7K 0L3, Canada
Contact number: 306 975 7610
You can go on a cultural road trip from Winnipeg to Calgary and make a pit stop at Remai Modern, a cutting-edge art museum in Saskatoon.
With 8,000 diverse artworks, 11 galleries, a theater, and river views, it’s a visual feast. You might want to enjoy films, workshops, and talks, plus art-making, in the Cameco Learning Studio.
The museum is open Wednesday through Sunday, with extended hours on Thursday and Friday. With the support of the Frank and Ellen Remai Foundation, the museum’s admission is by donation.
Since 2017, this museum has been a hub, showcasing the legacy of the Mendel Art Gallery.
10. Royal Tyrell Museum
Address: 1500 N Dinosaur Trail, Drumheller, AB T0J 0Y0, Canada
Contact number: 403 823 7707
Named after the adventurous Joseph Burr Tyrrell, who stumbled upon dinosaur remains in 1884, this museum is a prehistoric paradise.
The Royal Tyrrell Museum boasts one of the world’s most extensive dinosaur collections. You can dive into the mesmerizing world of paleontology as you explore fascinating exhibits and marvel at colossal dinosaur displays.
Beyond the exhibits, the museum offers an array of engaging programs that make the prehistoric past come alive.
11. Nikka Yuko Japanese Garden
Address: 835 Mayor Magrath Dr S, Lethbridge, AB T1K 0C6, Canada
Contact number: 204 328 3511
Established in 1967 to celebrate Canada’s Centennial and honor the contributions of citizens of Japanese ancestry, this garden of tranquility symbolizes Japan-Canada friendship.
Designed by Dr. Masami Sugimoto and Dr. Tadashi Kubo, the Nikka Yuko Japanese Gardens seamlessly blends traditional Japanese landscaping with the breathtaking backdrop of southern Alberta’s mountains and prairies.
A stroll through Nikka Yuko offers a cultural immersion, transporting visitors to a serene world of Japanese tradition, beauty, and harmony.
You can marvel at the Kyoto Pavilion, water features, rocks, and a dry-rock garden that reflects nature through artistic symbolism.
12. Bomber Command Museum of Canada
Address: 1659 – 21st Ave, AB-2, Nanton, AB T0L 1R0, Canada
Contact number: 403 646 2270
Another best thing to do on a Winnipeg-to-Calgary road trip is to experience the Bomber Command Museum of Canada in Nanton, Alberta.
Established in 1986, the museum’s centerpiece is the meticulously restored Avro Lancaster FM159, one of only 17 left in the world. This living museum pays tribute to Bomber Command and the British Commonwealth Air Training Plan.
You can immerse yourself in aviation history with a virtual visit, navigating through a collection of aircraft used during WWII.
You can also witness the Lancaster FM159’s full restoration, featuring operational engines that allow the iconic aircraft to taxi under its own power — a rare spectacle found in only four locations worldwide.
Where to Eat During the Winnipeg to Calgary Road Trip
1. A&W Canada
Address: 40 24 St NW, Portage la Prairie, MB R1N 0G5, Canada
Contact number: 204 857 8336
Pricing: $
As you hit the road, don’t just settle for an ordinary drive; make it a culinary expedition with A&W Canada. It’s a fast-food chain that serves burgers, breakfast, chicken, and more.
One must-try item when you eat here is their Bacon & Egger.
This delectable dish features a freshly cracked egg topped with a delicious layer of cheddar cheese and crispy smoked bacon, served on your choice of a toasted English Muffin, Sesame seed bun, or their new limited-time buttery and flaky croissant.
Yummy, as you can imagine, isn’t it?
2. Cork & Bone Bistro
Address: 808 Broadway Ave, Moosomin, SK S0G 3N0, Canada
Contact number: 306 608 2675
Pricing: $$
Cork & Bone Bistro is a restaurant known for its contemporary comfort food, accompanied by a selection of fine wines, craft beers, and cocktails. Guests consistently praise the homelike atmosphere, attentive service, and delectable dishes.
One of the crowd-pleasers is the Chicken Rolls, a blend of crispy chicken, bacon, cheese, and ranch dressing, elegantly wrapped in a tortilla.
Served with a choice of fries or a refreshing salad, it’s a satisfying choice for those seeking a tasty yet uncomplicated option.
3. Cibo Waterfront Cafe
Address: 339 Waterfront Dr, Winnipeg, MB R3B 0G8, Canada
Contact number: 204 594 039
Pricing: $ – $$
Looking for a Mediterranean-inspired restaurant along the way? Cibo Waterfront Cafe has you covered!
With its high ceilings, expansive windows, and warm furnishings, the café provides urban riverfront views for both lunch and dinner.
The menu is inspired by dishes experienced through travel and features Mediterranean dishes crafted with fresh ingredients from local vendors.
Cibo takes pride in scratch-making its sauces, dressings, and pizza dough, with a standout being their renowned bruschettas.
While reservations are accepted for indoor dining, the patio operates on a first-come, first-served basis during the summer months.
4. SMITH Restaurant
Address: 75 Forks Market Rd, Winnipeg, MB R3C 0A2, Canada
Contact number: 204 944 2445
Pricing: $ – $$
SMITH Restaurant is an upscale casual restaurant located at the Forks, one of Canada’s top tourist destinations. It’s situated inside the Inn at the Forks Hotel.
Renowned for its simple yet luxurious food, SMITH celebrates the rich flavors drawn from Canada’s diverse lands and waters.
Among its offerings, the SMITH Burger stands out — a half-pound signature ground steak burger, artfully smashed and complemented by Bothwell smoked cheddar, crisp iceberg lettuce, ripe tomato, pickles, onions, and a delectable special sauce.
This masterpiece is served on a toasted sesame Kaiser alongside perfectly crafted Smith-cut fries.
Beyond its exceptional menu, SMITH provides diverse experiences, including a Sunday family dinner, live local jazz on Wednesdays, and private event hosting.
5. Montana’s BBQ & Bar
Address: 1574 Regent Ave W, Winnipeg, MB R2C 3B4, Canada
Contact number: 204 668 2723
Pricing: $$
Montana’s BBQ & Bar, a beloved Canadian comfort food restaurant, is renowned for its in-house smoked pork ribs, 100% Canadian steaks, and juicy burgers.
The dining experience at Montana’s is enhanced with special offerings, such as Happy Hour every Sunday to Thursday from 2:00 p.m. to 5:00 p.m.
Additionally, guests can enjoy exclusive daily deals, including half-priced wings on Mondays, $5 tacos on Tuesdays, and indulgent all-you-can-eat ribs on Wednesdays.
Where to Stay During the Winnipeg to Calgary Road Trip
1. The Hotel Saskatchewan, Autograph Collection
Address: 2125 Victoria Ave, Regina, SK S4P 0S3, Canada
Contact number: 306 522 7691
Pricing: $$$
The Hotel Saskatchewan, Autograph Collection, has stood as a symbol of elegance since its establishment in 1927. This historic hotel offers easy access to attractions like Mosaic Stadium, the University of Regina, and the Royal Saskatchewan Museum.
Preserving its timeless grandeur, the hotel boasts a range of amenities to ensure a comfortable stay. Guests can indulge in relaxation at the full-service day spa or maintain their fitness routine at the well-equipped fitness center.
The locally influenced dining options, complemented by handcrafted cocktails, provide a taste of the region.
Each room and suite is thoughtfully designed, featuring pillowtop mattresses, luxurious décor, and free high-speed Wi-Fi. Additionally, guests can enjoy stunning views of Victoria Park, adding a touch of natural beauty to their stay.
2. The James Hotel
Address: 620 Spadina Crescent E, Saskatoon, SK S7K 3T5, Canada
Contact number: 306 244 6446
Pricing: $$$
The James Hotel is a contemporary boutique gem along the South Saskatchewan River. Embracing modern design with warm wooden accents, the rooms offer a unique blend of comfort and style.
You can wake up to a delightful hot breakfast served daily in the Odessa Room before exploring the city.
You can also enjoy complimentary Wi-Fi throughout your stay and take in scenic views of either the river or the town itself. The lobby bar is a perfect spot to unwind, and the fitness center, overlooking the river, invites you to stay active.
Your room is equipped with a flat-screen TV, extended cable channels, a minibar, bathrobes, and convenient tea and coffee-making facilities.
3. Hotel Le Germain Calgary
Address: 899 Centre St S, Calgary, AB T2G 1B8, Canada
Contact number: 403 264 8990
Pricing: $$$
Hotel Le Germain Calgary, a centrally located boutique hotel, offers a comfortable stay with various amenities.
The spacious and modern rooms boast 10-foot ceilings and are equipped with a flat-screen cable TV, iPod docking station, minibar, and a safety deposit box.
Guests can enjoy on-site dining, take advantage of the 24-hour fitness center, and access free WiFi.
In addition, the hotel is conveniently situated within a 5-minute walk from notable attractions such as the Glenbow Museum, the Epcor Centre for the Performing Arts, and the Art Gallery of Calgary.
For those interested in the Calgary Stampede, it is just 2 kilometers away.
4. Calgary Airport Marriot In-Terminal Hotel
Address: 2008 Airport Rd NE, Calgary, AB T2E 3B9, Canada
Contact number: 403 717 0522
Pricing: $$$
If you ever happen to have a trip with your furry friend, no worries, because the moment you step into Calgary International Airport, you don’t need to hassle yourself to find a hotel to stay at.
The Calgary Airport Marriott In-Terminal Hotel is situated inside this airport.
With comfortable rooms and suites featuring amenities such as pillowtop beds, mini-fridges, 65” TVs, and large soundproof windows, guests can enjoy a relaxing stay.
The hotel also boasts a state-of-the-art fitness center for added convenience.
In addition to its prime location just 20 minutes from downtown, the hotel provides easy access to popular attractions like the Ace Casino, Calgary Zoo, TELUS Spark Science Centre, and Cross Iron Mills Outlet Mall.
5. Courtyard by Marriot Calgary Airport
Address: 2500 48 Ave NE, Calgary, AB T3J 4V8, Canada
Contact number: 403 238 1000
Pricing: $$ – $$$
The Courtyard by Marriott Calgary Airport ensures a seamless stay with easy access to amenities, including complimentary shuttle service from Calgary International Airport.
You can indulge in relaxation at the indoor pool or rooftop barrel sauna, or stay active in the 24-hour gym. Also, you can be productive with the full-service business center.
For dining, savor the diverse offerings at District 48 Kitchen + Bar, which serves delicious Indian and global fare.
6. Four Points by Sheraton
Address: 2935 Pembina Hwy, Winnipeg, MB R3T 2H5, Canada
Contact number: 204 275 7711
Pricing: $$$
Conveniently situated near prominent destinations in Winnipeg, Four Points by Sheraton Winnipeg South offers comfortable accommodations with complimentary Wi-Fi, mini-refrigerators, and Grab & Go service.
If you’re visiting the University of Manitoba, Assiniboine Park Zoo, or catching a game at Investors Group Field, home of the 2019 Grey Cup Champion Winnipeg Blue Bombers, the hotel provides a central location.
You can also enjoy classic American cuisine at Park Avenue Restaurant, open from breakfast until dinner. And if you want to do more, you can relax in their indoor pool, stay active in the fitness center, and make the most of your stay in Winnipeg!
Tips for a Safe Drive and Memorable Experience from Winnipeg to Calgary
1. Plan your route and check the road conditions.
Use Google Maps or other navigation apps to plan your route. Check provincial websites for road closures, construction zones, and weather updates.
2. Be weather-aware.
Winter driving in Canada can be unpredictable. Pack for potential blizzards, freezing temperatures, and reduced visibility.
Consider winter tires.
3. Take breaks.
Every 2 hours or 200 kilometers, stop for a break to stretch your legs, avoid fatigue, and stay alert.
4. Drive defensively.
Maintain a safe distance, avoid distractions like phones, and obey all traffic laws.
5. Don’t drive drowsily.
Get enough sleep before your trip, and take naps if needed.