23 days in Midwest Itinerary

23 days in Midwest Itinerary

Created using Inspirock Midwest trip itinerary maker

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Route & dates

23 days in Midwest Itinerary

Start: Sydney
Fly:  22​h 15​min
1
Branson
— 3 nights
Drive + Fly:  3​h 45​min
2
Saint Louis
— 3 nights
Fly:  3​h 15​min
3
Chicago
— 1 night
+3
Fly + taxi + bus + ferry:  7​h 15​min
4
Mackinac Island
— 1 night
ferry + Drive:  2​h
5
Paradise
— 1 night
Drive:  2​h 30​min
6
Munising
— 2 nights
taxi + Fly:  6​h 45​min
7
Duluth
— 3 nights
Fly + taxi:  6​h 30​min
8
Badlands National Park
— 2 nights
Drive:  2​h
9
Custer
— 3 nights
taxi + Fly:  25​h
End: Sydney

3
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 Our Lady of the Lake Catholic Church and Hawk's Bill Crag / Whitaker's Point Trailhead. And it doesn't end there: take an in-depth tour of Ancient Ozarks Natural History Museum, browse the different shops at The Copper Coin, examine the collection at History of Fishing Museum, and have some family-friendly fun at TNT Old Time Photo.

For traveler tips, other places to visit, ratings, and other tourist information, go to the Branson trip planner.

Sydney, Australia to Branson is an approximately 22.5-hour flight. You can also do a combination of flight and car; or do a combination of train and flight. The time zone changes from Australian Eastern Standard Time (New South Wales) (AEST) to Central Standard Time (CST), which is usually a -16 hour difference. Plan for colder temperatures traveling from Sydney in December, with highs in Branson at 10°C and lows at 0°C. Finish your sightseeing early on the 20th (Fri) to allow enough time to travel to Saint Louis.

Things to do in Branson

Museums Trails Parks

Side Trips

Ancient Ozarks Natural History Museum, Hawk's Bill Crag / Whitaker's Point Trailhead
Highlights from your plan

3
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Discover out-of-the-way places like Central West End and Soulard. Next up on the itinerary: identify plant and animal life at Powder Valley Conservation Nature Center, get engrossed in the history at Holocaust Museum and Learning Center, sample the fine beverages at StilL 630 Distillery, and make a trip to Jefferson Barracks Telephone Museum.

To see photos, maps, reviews, and tourist information, go to the Saint Louis road trip planner .

Traveling by combination of car and flight from Branson to Saint Louis takes 4 hours. Alternatively, you can drive; or take a bus. December in Saint Louis sees daily highs of 8°C and lows of -1°C at night. Wrap up your sightseeing on the 23rd (Mon) early enough to travel to Chicago.

Things to do in Saint Louis

Neighborhoods Parks Museums
Highlights from your plan
Soulard ©
Soulard
Central West End ©
Central West End
Holocaust Museum and Learning Center ©

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 24th (Tue): see the interesting displays at Money Museum at the Federal Reserve Bank, then take in nature's colorful creations at Lincoln Park Conservatory, then admire the striking features of Tribune Tower, and finally appreciate the history behind Picasso Statue.

To see where to stay, more things to do, traveler tips, and tourist information, you can read our Chicago trip planner .

Fly from Saint Louis to Chicago in 3.5 hours. Alternatively, you can do a combination of flight and train; or drive. When traveling from Saint Louis in December, plan for a bit cooler days and about the same nights in Chicago: temperatures range from 3°C by day to -3°C at night. Cap off your sightseeing on the 24th (Tue) early enough to travel to Mackinac Island.

Things to do in Chicago

Museums Parks
Highlights from your plan
Picasso Statue ©
Picasso Statue
Lincoln Park Conservatory ©
Lincoln Park Conservatory

1
night
Mackinac Island

Mackinac Island ©
Mackinac Island is a city in Mackinac County in the U.S. Start off your visit on the 25th (Wed): steep yourself in history at Biddle House, then take in the architecture and atmosphere at St Anne's Catholic Church, then examine the collection at The Richard and Jane Manoogian Mackinac Art Museum, and finally enjoy the sea views from Round Island Lighthouse. Get ready for a full day of sightseeing on the 26th (Thu): examine the collection at Liberty Lego Display, make a trip to Fort Holmes, then look for gifts at Murdick's Fudge, then don't miss a visit to Is it you spot from Somewhere in Time movie!, and finally take in the architecture and atmosphere at Trinity Church.

For where to stay, more things to do, maps, and other tourist information, you can read our Mackinac Island online trip planner .

Traveling by combination of flight, bus, and ferry from Chicago to Mackinac Island takes 7.5 hours. Alternatively, you can do a combination of train, bus, and ferry; or do a combination of bus and ferry. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Prepare for a bit cooler weather when traveling from Chicago in December: high temperatures in Mackinac Island hover around 0°C and lows are around -7°C. Finish up your sightseeing early on the 26th (Thu) so you can travel to Paradise.

Things to do in Mackinac Island

Historic Sites Museums Shopping
Highlights from your plan
St Anne's Catholic Church ©
St Anne's Catholic Church
Fort Holmes
Fort Holmes
Round Island Lighthouse ©
Round Island Lighthouse

1
night
Paradise

Paradise ©
Paradise is an unincorporated community in Whitefish Township, Chippewa County in the U.S. On the 27th (Fri), get engrossed in the history at Whitefish Point Light and then see the sky in a new way at Whitefish Point Bird Observatory.

Inspirock's itinerary builder makes planning a Paradise trip simple and quick.

You can do a combination of ferry and car from Mackinac Island to Paradise in 2 hours. Another option is to do a combination of ferry and bus. Traveling from Mackinac Island in December, Paradise is a bit cooler at night with lows of -11°C. Wrap up your sightseeing on the 27th (Fri) to allow time to drive to Munising.

Things to do in Paradise

Museums Parks Childrens Museums
Highlights from your plan
Whitefish Point Bird Observatory ©
Whitefish Point Bird Observatory
Whitefish Point Light ©
Whitefish Point Light

2
nights
Munising

Munising ©
Munising is a city on the southern shore of Lake Superior on the Upper Peninsula of the U.S. Kick off your visit on the 28th (Sat): ski along the peaceful trails at Valley Spur and then stop by Upper Peninsula Inspired. Here are some ideas for day two: admire the sheer force of Spray Falls, then Head underground at Eben Ice Caves and Canyon Falls & Gorge, and then take an in-depth tour of Pictured Rocks Interpretive Center.

To find more things to do, where to stay, ratings, and more tourist information, read Munising road trip planning website .

You can drive from Paradise to Munising in 2.5 hours. Alternatively, you can do a combination of car and shuttle. December in Munising sees daily highs of -1°C and lows of -8°C at night. Wrap up your sightseeing on the 29th (Sun) to allow time to travel to Duluth.

Things to do in Munising

Winter Sports Outdoors Nature

Side Trip

Eben Ice Caves and Canyon Falls & Gorge
Highlights from your plan
Valley Spur ©
Valley Spur
Pictured Rocks Interpretive Center ©

3
nights
Duluth

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
Discover out-of-the-way places like Oberg Mountain Loop and Bent Paddle Brewing Company. And it doesn't end there: get engrossed in the history at Tom's Historic Logging Camp, cruise along W Skyline Pkwy, see the interesting displays at The Duluth Depot, and sample the fine beverages at Vikre Distillery.

To see ratings, where to stay, reviews, and more tourist information, read our Duluth attractions planner.

Traveling by combination of taxi and flight from Munising to Duluth takes 7 hours. Alternatively, you can do a combination of taxi, flight, and shuttle; or drive. Traveling from Munising to Duluth, you'll gain 1 hour due to the time zone difference. In December, daily temperatures in Duluth can reach -3°C, while at night they dip to -11°C. Wrap up your sightseeing on the 1st (Wed) early enough to travel to Badlands National Park.

Things to do in Duluth

Outdoors Museums Nature
Highlights from your plan
Oberg Mountain Loop ©
Oberg Mountain Loop
Tom's Historic Logging Camp ©
Tom's Historic Logging Camp
The Duluth Depot ©
The Duluth Depot

2
nights
Badlands National Park

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.
Kick off your visit on the 2nd (Thu): take some stellar pictures from Pinnacles Overlook, learn about all things military at Delta-09 Missile Silo, then look for gifts at Badlands Ranch Store, and finally get great views at Prairie Wind Overlook. Get ready for a full day of sightseeing on the 3rd (Fri): take in the dramatic natural features at Panorama Point Overlook, tour the pleasant surroundings at Saddle Pass Trail, and then explore the striking landscape at White River Valley Overlook.

Plan a Badlands National Park trip in moments using our itinerary builder.

You can do a combination of flight and taxi from Duluth to Badlands National Park in 6.5 hours. Other options are to do a combination of shuttle, flight, and taxi; or drive. The time zone changes from Central Standard Time to Mountain Standard Time, which is usually a -1 hour difference. While traveling from Duluth, expect a bit warmer days and about the same nights in Badlands National Park, ranging from highs of 1°C to lows of -13°C. Finish up your sightseeing early on the 3rd (Fri) so you can go by car to Custer.

Things to do in Badlands National Park

Parks Trails Outdoors

Side Trip

Delta-09 Missile Silo
Highlights from your plan
White River Valley Overlook ©
White River Valley Overlook
Prairie Wind Overlook ©
Prairie Wind Overlook
Pinnacles Overlook ©
Pinnacles Overlook

3
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Discover out-of-the-way places like Peter Norbeck Scenic Byway and Art Expressions. Next up on the itinerary: take some stellar pictures from Mount Coolidge, explore the activities along Legion Lake, examine the collection at Custer County 1881 Courthouse, and stroll through Cathedral Spires Hiking Trail.

For more things to do, ratings, traveler tips, and more tourist information, refer to the Custer route planning app .

Traveling by car from Badlands National Park to Custer takes 2 hours. Alternatively, you can do a combination of bus and taxi. In January, plan for daily highs up to 3°C, and evening lows to -11°C. Cap off your sightseeing on the 6th (Mon) early enough to travel back home.

Things to do in Custer

Parks Nature Outdoors
Highlights from your plan
Legion Lake ©
Legion Lake
Custer County 1881 Courthouse ©
Custer County 1881 Courthouse
Mount Coolidge ©
Mount Coolidge

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