23 days in United States & Canada Itinerary

23 days in United States & Canada Itinerary

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Route & dates

23 days in United States & Canada Itinerary

Start: Toronto, Canada
Drive:  12​h
1
Baileys Harbor, United States
— 1 night
Drive:  3​h 45​min
2
Wisconsin Dells, United States
— 2 nights
Drive:  4​h 45​min
3
Duluth, United States
— 2 nights
Drive:  11​h 15​min
4
Badlands National Park, United States
— 2 nights
Drive:  1​h 45​min
5
Custer, United States
— 2 nights
Drive:  1​h 15​min
6
Deadwood, United States
— 1 night
Drive:  5​h 30​min
7
Billings, United States
— 1 night
Drive:  4​h 15​min
8
Helena, United States
— 1 night
Drive:  7​h 45​min
9
Lethbridge, Canada
— 2 nights
Drive:  6​h 45​min
10
Regina, Canada
— 2 nights
Drive:  6​h 30​min
11
Winnipeg, Canada
— 3 nights
Drive:  17​h 45​min
12
Sault Ste. Marie, Canada
— 1 night
Drive:  8​h 30​min
End: Toronto, Canada

1
night
Baileys Harbor, United States

Baileys Harbor ©
Baileys Harbor is a town in Door County, Wisconsin, United States. On the 20th (Sat), indulge your thirst for a good beer at Door County Brewing, identify plant and animal life at The Ridges Sanctuary, then hike along Kangaroo Lake Nature Preserve, and finally enjoy the sea views from Cana Island Lighthouse.

To see maps, other places to visit, and other tourist information, read our Baileys Harbor tour website .

Toronto, Canada to Baileys Harbor is an approximately 10-hour flight. You can also drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. In July in Baileys Harbor, expect temperatures between 28°C during the day and 18°C at night. Finish up your sightseeing early on the 20th (Sat) so you can travel to Wisconsin Dells.

Things to do in Baileys Harbor

Parks Trails Outdoors
Find places to stay Jul 19 — 20:
Highlights from your plan
The Ridges Sanctuary ©
The Ridges Sanctuary
Kangaroo Lake Nature Preserve ©
Kangaroo Lake Nature Preserve
Cana Island Lighthouse ©
Cana Island Lighthouse

2
nights
Wisconsin Dells, United States

Wisconsin Dells ©
Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
Start off your visit on the 21st (Sun): cool off at Noah's Ark Water Park. Here are some ideas for day two: get some thrills on the water with a speed boat tour, see the interesting displays at Tommy Bartlett Exploratory, then steep yourself in history at H.H. Bennett Studio, and finally examine the collection at Mr Marvel's Wondertorium.

For ratings, traveler tips, more things to do, and more tourist information, you can read our Wisconsin Dells visit website .

Drive from Baileys Harbor to Wisconsin Dells in 4 hours. In July, daytime highs in Wisconsin Dells are 31°C, while nighttime lows are 17°C. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Duluth.

Things to do in Wisconsin Dells

Theme Parks Museums Tours
Find places to stay Jul 20 — 22:
Highlights from your plan
Noah's Ark Water Park ©
Noah's Ark Water Park
Mr Marvel's Wondertorium ©
Mr Marvel's Wondertorium
H.H. Bennett Studio ©
H.H. Bennett Studio

2
nights
Duluth, United States

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
Kick off your visit on the 23rd (Tue): admire all the interesting features of Canal Park, snap pictures at Aerial Lift Bridge, then identify plant and animal life at Hawk Ridge Bird Observatory, and finally tour the pleasant surroundings at Brighton Beach Park. On the 24th (Wed), you'll have a packed day of sightseeing: see the interesting displays at The Duluth Depot, then admire the majestic nature at Amnicon Falls State Park, and then identify plant and animal life at Park Point Nature Trail.

To see photos, traveler tips, and tourist information, read Duluth tour website .

Getting from Wisconsin Dells to Duluth by car takes about 5 hours. Other options: do a combination of train and flight; or do a combination of train and bus. When traveling from Wisconsin Dells in July, plan for little chillier days and about the same nights in Duluth: temperatures range from 28°C by day to 17°C at night. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow time for travel to Badlands National Park.

Things to do in Duluth

Parks Wildlife Outdoors

Side Trip

Amnicon Falls State Park
Find places to stay Jul 22 — 25:
Highlights from your plan
Hawk Ridge Bird Observatory ©
Hawk Ridge Bird Observatory
Amnicon Falls State Park ©
Amnicon Falls State Park
The Duluth Depot ©
The Duluth Depot

2
nights
Badlands National Park, United States

Badlands National Park ©
Although Badlands National Park's name might not be the most inviting, its landscape of pinnacles, eroded buttes, spires, and an expansive, pristine mixed-grass prairie remain enticing.
Start off your visit on the 26th (Fri): take in the dramatic natural features at Bigfoot Pass Overlook, explore the striking landscape at White River Valley Overlook, then take in the dramatic natural features at Panorama Point Overlook, then take in the dramatic natural features at Badlands Wall, and finally take a memorable drive along Loop Road. On the 27th (Sat), you'll have a packed day of sightseeing: explore the striking landscape of Badlands National Park.

To see traveler tips, more things to do, where to stay, and more tourist information, go to the Badlands National Park day trip planning app .

You can do a combination of flight and taxi from Duluth to Badlands National Park in 6.5 hours. Alternatively, you can do a combination of shuttle, flight, and taxi; or drive. Traveling from Duluth to Badlands National Park, you'll gain 1 hour due to the time zone difference. While traveling from Duluth, expect somewhat warmer days and about the same nights in Badlands National Park, ranging from highs of 38°C to lows of 18°C. Cap off your sightseeing on the 27th (Sat) early enough to go by car to Custer.

Things to do in Badlands National Park

Nature Parks Scenic Drive

Side Trip

Badlands National Park
Find places to stay Jul 25 — 27:
Highlights from your plan
Badlands National Park ©
Badlands National Park
Bigfoot Pass Overlook ©
Bigfoot Pass Overlook
White River Valley Overlook ©
White River Valley Overlook

2
nights
Custer, United States

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Kick off your visit on the 28th (Sun): stroll through Sunday Gulch Trail, then contemplate the waterfront views at Sylvan Lake, then contemplate the waterfront views at Legion Lake, and finally admire the majestic nature at Custer State Park. On the 29th (Mon), you'll have a packed day of sightseeing: explore the striking landscape of Mount Rushmore National Memorial, contemplate the waterfront views at Horse Thief Lake, then view the masterpieces at Insideout, and finally learn more about the world around you at The Museum @ Black Hills Institute.

For maps, other places to visit, reviews, and other tourist information, use the Custer trip tool .

Traveling by car from Badlands National Park to Custer takes 2 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Badlands National Park in July, things will get little chillier in Custer: highs are around 31°C and lows about 13°C. Finish up your sightseeing early on the 29th (Mon) so you can go by car to Deadwood.

Things to do in Custer

Parks Nature Trails

Side Trips

Keystone, Hill City
Find places to stay Jul 27 — 29:
Highlights from your plan
Legion Lake ©
Legion Lake
Horse Thief Lake ©
Horse Thief Lake
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial

1
night
Deadwood, United States

Deadwood ©
Deadwood is a city in South Dakota, United States, and the county seat of Lawrence County. Start off your visit on the 30th (Tue): steep yourself in history at Adams House, admire the sheer force of Spearfish Falls, explore and take pictures at Broken Boot Gold Mine, get to know the fascinating history of Historic Old Town, then explore the different monuments and memorials at Mount Moriah Cemetery, and finally take in the exciting artwork at Scott Jacobs Studio.

To find more things to do, photos, and tourist information, read our Deadwood online tour planner .

Getting from Custer to Deadwood by car takes about 1.5 hours. Traveling from Custer to Deadwood, you'll lose 1 hour due to the time zone difference. In July in Deadwood, expect temperatures between 33°C during the day and 17°C at night. Finish your sightseeing early on the 30th (Tue) to allow enough time to travel to Billings.

Things to do in Deadwood

Historic Sites Museums Nature

Side Trip

Spearfish Falls
Find places to stay Jul 29 — 30:
Highlights from your plan
Adams House ©
Adams House
Broken Boot Gold Mine ©
Broken Boot Gold Mine
Spearfish Falls ©
Spearfish Falls

1
night
Billings, United States

Billings is the largest city in the state of Montana, and is the principal city of the Billings Metropolitan Area with a population of 166,855.Billings is located in the south-eastern portion of the state and is the seat of Yellowstone County, which had a 2015 population of 157,048. Kick off your visit on the 31st (Wed): get outside with Outlaw Canyon Adventures, LLC, look for all kinds of wild species at Four Dances Recreation Area, and then take a pleasant ride with a tour on horseback.

To find maps, where to stay, other places to visit, and tourist information, read our Billings itinerary builder app .

Traveling by flight from Deadwood to Billings takes 5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Deadwood to Billings. When traveling from Deadwood in July, plan for somewhat warmer days in Billings, with highs around 37°C, while nights are about the same with lows around 18°C. Finish up your sightseeing early on the 31st (Wed) so you can go by car to Helena.

Things to do in Billings

Outdoors Wildlife Parks
Find places to stay Jul 30 — 31:
Highlights from your plan
Horseback Riding Tours
Outlaw Canyon Adventures, LLC ©
Outlaw Canyon Adventures, LLC

1
night
Helena, United States

Helena ©
Helena is the capital city of the U.S. Kick off your visit on the 1st (Thu): explore the world behind art at Holter Museum of Art, take in the spiritual surroundings of Cathedral of St. Helena, and then admire the striking features of Original Governor's Mansion.

To find reviews, maps, traveler tips, and other tourist information, use the Helena road trip planning app .

You can drive from Billings to Helena in 4.5 hours. Other options are to fly; or take a bus. In July, daytime highs in Helena are 37°C, while nighttime lows are 16°C. Wrap up your sightseeing on the 1st (Thu) early enough to travel to Lethbridge.

Things to do in Helena

Historic Sites Museums
Find places to stay Jul 31 — Aug 1:
Highlights from your plan
Cathedral of St. Helena ©
Cathedral of St. Helena
Holter Museum of Art ©
Holter Museum of Art
Original Governor's Mansion ©
Original Governor's Mansion

2
nights
Lethbridge, Canada

Lethbridge ©
Lethbridge is a city in the province of Alberta, Canada, and the largest city in southern Alberta. Kick off your visit on the 2nd (Fri): admire the natural beauty at Nikka Yuko Japanese Garden, play a few rounds at Evergreen Golf Centre, and then indulge in some personalized pampering at some of the best spas. On the 3rd (Sat), you'll have a packed day of sightseeing: trek along Alexander Wilderness Park and then look for all kinds of wild species at Elizabeth Hall Wetlands.

To find maps, more things to do, photos, and tourist information, refer to the Lethbridge trip itinerary maker tool .

Traveling by car from Helena to Lethbridge takes 4.5 hours. Alternatively, you can fly. Expect a bit cooler weather when traveling from Helena in August: highs in Lethbridge hover around 31°C, while lows dip to 13°C. Finish your sightseeing early on the 3rd (Sat) to allow enough time to travel to Regina.

Things to do in Lethbridge

Outdoors Parks Wildlife
Find places to stay Aug 1 — 3:
Highlights from your plan
Evergreen Golf Centre ©
Evergreen Golf Centre
Nikka Yuko Japanese Garden ©
Nikka Yuko Japanese Garden
Elizabeth Hall Wetlands ©
Elizabeth Hall Wetlands

2
nights
Regina, Canada

Regina ©
Named after Queen Victoria, cultured Regina serves as a provincial capital and boasts many manicured parks, which make it a pleasant place to visit throughout the year.
Kick off your visit on the 4th (Sun): kick back and relax at Regina Beach Recreation Site, admire the sheer force of Kiwanis Waterfall Park, and then step into the grandiose world of Stone Hall Castle. Get ready for a full day of sightseeing on the 5th (Mon): admire the masterpieces at MacKenzie Art Gallery, appreciate the history behind Mac the Moose Monument, and then contemplate the long history of Tunnels of Moose Jaw.

To see more things to do, where to stay, other places to visit, and other tourist information, read Regina online attractions planner .

Fly from Lethbridge to Regina in 4.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Traveling from Lethbridge to Regina, you'll lose 1 hour due to the time zone difference. In August, daily temperatures in Regina can reach 29°C, while at night they dip to 12°C. Wrap up your sightseeing on the 5th (Mon) early enough to travel to Winnipeg.

Things to do in Regina

Parks Historic Sites Beaches

Side Trips

Moose Jaw, Regina Beach Recreation Site
Find places to stay Aug 3 — 5:
Highlights from your plan
Kiwanis Waterfall Park ©
Kiwanis Waterfall Park
MacKenzie Art Gallery ©
MacKenzie Art Gallery
Tunnels of Moose Jaw ©
Tunnels of Moose Jaw

3
nights
Winnipeg, Canada

Winnipeg ©
At the confluence of two rivers, Winnipeg started out as a small trading post in an area inhabited by indigenous tribes for thousands of years before the European arrival.
On the 6th (Tue), see the interesting displays at Canadian Museum for Human Rights, then look for all kinds of wild species at Oak Hammock Marsh Interpretive Centre, and then explore the different monuments and memorials at Basilique-Cathedrale de Saint Boniface. Here are some ideas for day two: engage your brain at Manitoba Planetarium & Science Gallery, then contemplate the long history of Le Musee de Saint-Boniface Museum, then contemplate the long history of The Forks National Historic Site, and finally contemplate the long history of Sir Hugh John Macdonald House Dalnavert.

To find maps, more things to do, ratings, and other tourist information, you can read our Winnipeg trip itinerary builder site .

You can fly from Regina to Winnipeg in 3 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Regina in August, Winnipeg is somewhat warmer at night with lows of 17°C. Wrap up your sightseeing on the 8th (Thu) to allow time to travel to Sault Ste. Marie.

Things to do in Winnipeg

Museums Historic Sites Wildlife

Side Trip

Oak Hammock Marsh Interpretive Centre
Find places to stay Aug 5 — 8:
Highlights from your plan
Le Musee de Saint-Boniface Museum ©
Le Musee de Saint-Boniface Museum

1
night
Sault Ste. Marie, Canada

Sault Ste. Marie ©
Near the U.S./Canada border, Sault Ste.
Kick off your visit on the 9th (Fri): walk around Bellevue Park, then take an in-depth tour of Canadian Bushplane Heritage Centre, and then hike along John Rowswell Hub Trail.

Start your trip to Sault Ste. Marie by creating a personalized itinerary on Inspirock.

Traveling by flight from Winnipeg to Sault Ste. Marie takes 5.5 hours. Alternatively, you can do a combination of flight and car; or drive. You'll lose 1 hour traveling from Winnipeg to Sault Ste. Marie due to the time zone difference. August in Sault Ste. Marie sees daily highs of 28°C and lows of 16°C at night. Cap off your sightseeing on the 9th (Fri) early enough to travel back home.

Things to do in Sault Ste. Marie

Parks Trails Museums
Find places to stay Aug 8 — 9:
Highlights from your plan
Canadian Bushplane Heritage Centre ©
Bellevue Park ©
Bellevue Park

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