50 days in Midwest Itinerary

50 days in Midwest Itinerary

Created using Inspirock Midwest journey planner

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Route & dates

50 days in Midwest Itinerary

Start: Durham
Fly:  7​h 15​min
1
Branson
— 4 nights
+2
Drive + Fly + taxi:  7​h 45​min
2
Medora
— 3 nights
Drive:  4​h 15​min
3
Rapid City
— 5 nights
Fly:  6​h
4
Duluth
— 4 nights
Drive:  4​h 45​min
5
Wisconsin Dells
— 4 nights
Drive:  4​h 15​min
6
Fish Creek
— 5 nights
Drive:  5​h 15​min
7
Munising
— 4 nights
Drive:  2​h 30​min
8
Paradise
— 3 nights
Drive + ferry:  2​h
9
Mackinac Island
— 4 nights
ferry:  30​min
10
Mackinaw City
— 5 nights
Drive:  3​h 15​min
11
Empire
— 5 nights
Fly:  6​h 15​min
End: Durham

4
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Step off the beaten path and head to Shepherd of the Hills Fish Hatchery and Dogwood Canyon Nature Park. Step out of Branson with an excursion to Bass Pro Shops Outdoor World in Springfield--about 54 minutes away. There's much more to do: don't miss a visit to Dancing Water Fountain, take a tour by water with Boat Tours & Water Sports, hike along Table Rock Lakeshore Trail, and look for gifts at Dick's Oldtime 5 & 10.

To see where to stay, traveler tips, more things to do, and more tourist information, read Branson trip planning site .

Durham to Branson is an approximately 7.5-hour combination of bus and flight. You can also do a combination of bus, flight, and car; or drive. Traveling from Durham to Branson, you'll gain 1 hour due to the time zone difference. In September in Branson, expect temperatures between 82°F during the day and 60°F at night. Finish your sightseeing early on the 16th (Sun) to allow enough time to travel to Medora.

Things to do in Branson

Wildlife Parks Outdoors

Side Trips

Dogwood Canyon Nature Park, Bass Pro Shops Outdoor World
Highlights from your plan
Escape Code ©
Escape Code
165 Scenic Overlook ©
165 Scenic Overlook
White Water ©
White Water

3
nights
Medora

Medora ©
Medora is a city in Billings County, North Dakota, United States. Explore hidden gems such as Theodore Roosevelt National Park and Cannonball Concretions Pullout. Venture out of the city with trips to North Unit (in Theodore Roosevelt National Park) and River Bend Overlook (in Watford City). There's still lots to do: tour the pleasant surroundings at Oxbow Overlook, stop by Prairie Fire Pottery, appreciate the extensive heritage of South Unit, and get great views at Badlands Overlook.

To see more things to do, traveler tips, other places to visit, and tourist information, refer to the Medora trip planner.

Traveling by combination of taxi and flight from Branson to Medora takes 8 hours. Alternatively, you can do a combination of taxi, flight, and bus; or drive. The time zone difference when traveling from Branson to Medora is minus 1 hour. In September, Medora is slightly colder than Branson - with highs of 70°F and lows of 44°F. Finish up your sightseeing early on the 20th (Thu) so you can go by car to Rapid City.

Things to do in Medora

Parks Nature Outdoors

Side Trips

Theodore Roosevelt National Park, Watford City, Prairie Fire Pottery
Highlights from your plan
Theodore Roosevelt National Park ©
Theodore Roosevelt National Park
South Unit ©
South Unit
North Unit ©
North Unit

5
nights
Rapid City

Rapid City ©
South Dakota's second-largest city, Rapid City has for many years served as a gateway to the West.
Explore hidden gems such as Loop Road and Needles Eye Tunnel. You'll find plenty of places to visit near Rapid City: Custer (Wildlife Loop Road, Sylvan Lake, & more), Mammoth Site of Hot Springs (in Hot Springs) and Badlands National Park (Panorama Point Overlook & Badlands Wall). There's still lots to do: admire nature's wide array of creatures at Reptile Gardens, wander the streets of Downtown Rapid City, find something for the whole family at Storybook Island, and pause for some serene contemplation at Chapel in the Hills.

For traveler tips, reviews, photos, and more tourist information, go to the Rapid City online travel route builder .

You can drive from Medora to Rapid City in 4.5 hours. Other options are to do a combination of taxi and flight; or do a combination of taxi and bus. Plan for a bit warmer nights when traveling from Medora in September since evenings lows in Rapid City dip to 53°F. Finish your sightseeing early on the 25th (Tue) so you can travel to Duluth.

Things to do in Rapid City

Parks Outdoors Scenic Drive

Side Trips

Custer, Badlands National Park, Keystone, Mammoth Site of Hot Springs
Highlights from your plan
Badlands Wall ©
Badlands Wall
Chapel in the Hills ©
Chapel in the Hills
Mammoth Site of Hot Springs ©
Mammoth Site of Hot Springs

4
nights
Duluth

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
Eschew the tourist crowds and head to Gooseberry Falls State Park and Canal Park. Explore Duluth's surroundings by going to Split Rock Lighthouse (in Two Harbors) and Ely (International Wolf Center & North American Bear Center). And it doesn't end there: cruise along Minnesota's North Shore Scenic Drive, tour the pleasant surroundings at Bayfront Festival Park, look for all kinds of wild species at Park Point Nature Trail, and test your problem-solving skills at popular escape rooms.

For maps, traveler tips, more things to do, and more tourist information, use the Duluth trip itinerary website .

Traveling by combination of flight and bus from Rapid City to Duluth takes 6 hours. Alternatively, you can fly; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Rapid City to Duluth. When traveling from Rapid City in September, plan for a bit cooler days in Duluth, with highs around 68°F, while nights are about the same with lows around 54°F. Finish your sightseeing early on the 30th (Sun) to allow enough time to drive to Wisconsin Dells.

Things to do in Duluth

Parks Museums Wildlife

Side Trips

Ely, Two Harbors
Highlights from your plan
Gooseberry Falls State Park ©
Gooseberry Falls State Park
Lake Superior Maritime Visitor Center ©
North American Bear Center ©
North American Bear Center

4
nights
Wisconsin Dells

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.
Eschew the tourist crowds and head to Devil's Lake State Park and House on the Rock. Step out of Wisconsin Dells to go to Spring Green and see Taliesin Preservation: Frank Lloyd Wright Visitor Center, which is approximately 56 minutes away. Plan for a day of cool, family-friendly fun on the 2nd (Tue) at Noah's Ark Water Park. There's lots more to do: admire nature's wide array of creatures at Wisconsin Deer Park, race across the water with a speed boat tour, tee off at Pirate's Cove Adventure Golf, and whizz through the canopy at some of the top local zipline courses and adventure parks.

To find ratings, other places to visit, and other tourist information, read Wisconsin Dells attractions planning tool .

Drive from Duluth to Wisconsin Dells in 5 hours. Alternatively, you can do a combination of flight and train; or do a combination of bus, flight, and train. When traveling from Duluth in September, plan for somewhat warmer days and about the same nights in Wisconsin Dells: temperatures range from 74°F by day to 53°F at night. Wrap up your sightseeing on the 4th (Thu) to allow time to drive to Fish Creek.

Things to do in Wisconsin Dells

Theme Parks Outdoors Parks

Side Trips

Spring Green, Devil's Lake State Park
Highlights from your plan
Noah's Ark Water Park ©
Noah's Ark Water Park
Wild Fun Zone ©
Wild Fun Zone
Pirate's Cove Adventure Golf ©
Pirate's Cove Adventure Golf

5
nights
Fish Creek

Fish Creek ©
Fish Creek is an unincorporated community located in Door County, Wisconsin, United States, within the town of Gibraltar and is located on Highway 42 along Green Bay.HistoryThe first settler of Fish Creek was Increase Claflin and his family circa 1844, but the village founder is considered to be entrepreneur Asa Thorp. You'll discover tucked-away gems like Peninsula State Park and Green Bay Packer Hall of Fame. Get out of town with these interesting Fish Creek side-trips: Bay Beach Amusement Park (in Green Bay), Long Slide Falls County Park (in Pembine) and Piers Gorge Trail (in Norway). The adventure continues: tour the pleasant surroundings at Cave Point County Park, take in the waterfront activity at Egg Harbor Marina, enjoy the sea views from Cana Island Lighthouse, and immerse yourself in nature at Newport State Park.

To find other places to visit, reviews, ratings, and other tourist information, go to the Fish Creek trip itinerary app .

Traveling by car from Wisconsin Dells to Fish Creek takes 4.5 hours. Alternatively, you can do a combination of train, bus, and car. In October, daily temperatures in Fish Creek can reach 57°F, while at night they dip to 42°F. Cap off your sightseeing on the 9th (Tue) early enough to go by car to Munising.

Things to do in Fish Creek

Parks Outdoors Nature

Side Trips

Sturgeon Bay, Ellison Bay, Green Bay, Piers Gorge Trail, Sister Bay Scenic Boat Tours
Highlights from your plan
Peninsula State Park ©
Peninsula State Park
Cana Island Lighthouse ©
Cana Island Lighthouse
Lautenbach's Orchard Country ©
Lautenbach's Orchard Country

4
nights
Munising

Munising ©
Munising is a city on the southern shore of Lake Superior on the Upper Peninsula of the U.S. You'll explore the less-touristy side of things at Pictured Rocks National Lakeshore and Munising Falls. Get out of town with these interesting Munising side-trips: Chapel Falls (in Grand Marais) and Manistique (Palms Book State Park & Kitch-Iti-Kipi (The Big Spring)). Next up on the itinerary: take in the dramatic natural features at Miners Castle Rock, take in the dramatic scenery at Chapel Falls, look for gifts at Open Wings Pottery & Gallery, and immerse yourself in nature at Laughing Whitefish Falls State Park.

To find other places to visit, ratings, maps, and tourist information, read Munising trip maker .

Getting from Fish Creek to Munising by car takes about 5.5 hours. Other options: do a combination of car and bus; or do a combination of car, bus, and taxi. Traveling from Fish Creek to Munising, you'll lose 1 hour due to the time zone difference. Expect a daytime high around 57°F in October, and nighttime lows around 42°F. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Paradise.

Things to do in Munising

Parks Nature Wildlife

Side Trips

Manistique, Chapel Falls
Highlights from your plan
Miners Falls ©
Miners Falls
Kitch-Iti-Kipi (The Big Spring) ©
Kitch-Iti-Kipi (The Big Spring)
Wagner Falls ©
Wagner Falls

3
nights
Paradise

Paradise ©
Paradise is an unincorporated community in Whitefish Township, Chippewa County in the U.S. You'll discover tucked-away gems like Tahquamenon Falls State Park and Oswald's Bear Ranch. Venture out of the city with trips to Newberry (Tahquamenon Logging Museum & Newberry Country Club). And it doesn't end there: examine the collection at Great Lakes Shipwreck Museum, get engrossed in the history at Whitefish Point Light, explore the activities along Tahquamenon Falls, and look and learn at Whitefish Point Bird Observatory.

To see where to stay, reviews, traveler tips, and more tourist information, refer to the Paradise day trip planning site .

You can drive from Munising to Paradise in 2.5 hours. Expect a daytime high around 53°F in October, and nighttime lows around 38°F. Cap off your sightseeing on the 17th (Wed) early enough to travel to Mackinac Island.

Things to do in Paradise

Parks Museums Wildlife

Side Trip

Newberry
Highlights from your plan
Tahquamenon Falls State Park ©
Tahquamenon Falls State Park
Whitefish Point Light ©
Whitefish Point Light
Tahquamenon Falls ©
Tahquamenon Falls

4
nights
Mackinac Island

Mackinac Island ©
Mackinac Island is a city in Mackinac County in the U.S. Eschew the tourist crowds and head to Mackinac Island State Park and The Original Mackinac Island Butterfly House & Insect World. There's much more to do: pause for some serene contemplation at St Anne's Catholic Church, stop by Caddywampus, play a few rounds at Jewel Golf Course, and visit a coastal fixture at Round Island Lighthouse.

To find where to stay, ratings, reviews, and more tourist information, use the Mackinac Island travel app .

You can do a combination of car and ferry from Paradise to Mackinac Island in 2 hours. Another option is to do a combination of taxi, bus, and ferry. In October in Mackinac Island, expect temperatures between 55°F during the day and 43°F at night. Wrap up your sightseeing on the 21st (Sun) to allow time to ride a ferry to Mackinaw City.

Things to do in Mackinac Island

Parks Outdoors Nature
Highlights from your plan
Arch Rock ©
Arch Rock
St Anne's Catholic Church ©
St Anne's Catholic Church

5
nights
Mackinaw City

Mackinaw City ©
Mackinaw City is a village in Emmet and Cheboygan counties in the U.S. Step off the beaten path and head to Soo Locks and Old Mackinac Point Lighthouse. Change things up with these side-trips from Mackinaw City: Gaylord (Up North Blueberry Farm & Gaylord Golf Mecca), Petoskey State Park (in Petoskey) and Arts & Adventure at BrassWind Landing (in Indian River). There's still lots to do: snap pictures at Mackinac Bridge, stroll through Colonial Michilimackinac, take an in-depth tour of Museum of Ojibwa Culture, and go for a stroll along the water at Mackinaw City Marina.

For where to stay, photos, more things to do, and more tourist information, you can read our Mackinaw City driving holiday site .

Mackinaw City is just a stone's throw from Mackinac Island. In October in Mackinaw City, expect temperatures between 55°F during the day and 43°F at night. Finish your sightseeing early on the 26th (Fri) to allow enough time to drive to Empire.

Things to do in Mackinaw City

Parks Outdoors Golf

Side Trips

Saint Ignace, Gaylord, Arts & Adventure at BrassWind Landing, Petoskey State Park, Soo Locks
Highlights from your plan
Colonial Michilimackinac ©
Colonial Michilimackinac
Old Mackinac Point Lighthouse ©
Old Mackinac Point Lighthouse

5
nights
Empire

Empire ©
Empire is a village in Leelanau County in the U.S. Step off the beaten path and head to Sleeping Bear Dunes National Lakeshore and Ludington State Park. You'll find plenty of places to visit near Empire: Ludington (Stearns Park, The Jam Farm, & more) and Traverse City (Beer Tastings & Tours, Old Mission Lighthouse, & more). There's more to do: cruise along Pierce Stocking Scenic Drive and enjoy the sea views from Point Betsie Lighthouse.

For where to stay, maps, and tourist information, read our Empire trip itinerary website .

Traveling by car from Mackinaw City to Empire takes 3.5 hours. Alternatively, you can do a combination of bus and taxi. In October, daily temperatures in Empire can reach 59°F, while at night they dip to 43°F. On the 31st (Wed), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Empire

Parks Historic Sites Nature

Side Trips

Traverse City, Ludington, Point Betsie Lighthouse
Highlights from your plan
Big Sable Point Lighthouse ©
Big Sable Point Lighthouse
Point Betsie Lighthouse ©
Point Betsie Lighthouse

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