11 days in Midwest Itinerary

11 days in Midwest Itinerary

Created using Inspirock Midwest trip planner

Plan created by another user. Make it yours
1
Saint Louis
— 2 nights
2
Branson
— 2 nights
3
Custer
— 1 night
4
Empire
— 1 day
5
Chicago
— 3 nights
6
Milwaukee
— 1 night

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2
nights
Saint Louis

Saint Louis ©

Gateway to the West

Test the local claim that Saint Louis is second only to Washington, D.C.
Take a break from the city and head to Powder Valley Conservation Nature Center and Bee tree park. There's much more to do: pause for some serene contemplation at Cathedral Basilica of Saint Louis, brush up on your knowledge of spirits at StilL 630 Distillery, enjoy breathtaking views from The Gateway Arch, and stroll around Forest Park.

To see where to stay, photos, other places to visit, and more tourist information, use the Saint Louis trip builder app.

Tampa to Saint Louis is an approximately 5-hour flight. You can also drive; or do a combination of bus and subway. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Plan for a bit cooler temperatures traveling from Tampa in August, with highs in Saint Louis at 87°F and lows at 66°F. Finish up your sightseeing early on the 5th (Mon) so you can go by car to Branson.

Things to do in Saint Louis

Parks · Wildlife · Outdoors · Tours
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
Parasailing & Paragliding
Ted Drew's Frozen Custard ©
Ted Drew's Frozen Custard

2
nights
Branson

Branson ©

Live Entertainment Capital of the World

Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Kick off your visit on the 6th (Tue): identify plant and animal life at Shepherd of the Hills Fish Hatchery, get great views at College of the Ozarks, then buy something for everyone on your list at Branson Landing, and finally admire the local landmark of Dancing Water Fountain. Get ready for a full day of sightseeing on the 7th (Wed): get interesting insight from Tours, do a tasting at Stone Hill Winery, then wander the streets of Historic Downtown Branson, and finally pause for some serene contemplation at Our Lady of the Lake Catholic Church.

For ratings, where to stay, traveler tips, and more tourist information, read Branson trip planning website.

You can drive from Saint Louis to Branson in 4.5 hours. Other options are to do a combination of flight and car; or do a combination of bus and taxi. In August, daytime highs in Branson are 85°F, while nighttime lows are 66°F. Wrap up your sightseeing on the 7th (Wed) to allow time to travel to Custer.

Things to do in Branson

Parks · Wildlife · Neighborhoods · Outdoors
Highlights from your plan
Our Lady of the Lake Catholic Church ©
Our Lady of the Lake Catholic Church
Shepherd of the Hills Fish Hatchery ©
Shepherd of the Hills Fish Hatchery
Zipline

1
night
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
On the 8th (Thu), explore the activities along Sylvan Lake, explore the striking landscape of Mount Rushmore National Memorial, and then delve into the lush surroundings at Black Hills National Forest.

For ratings, traveler tips, reviews, and tourist information, use the Custer trip itinerary planner.

Traveling by flight from Branson to Custer takes 8 hours. Alternatively, you can drive; or do a combination of bus and taxi. The time zone changes from Central Standard Time (CST) to Mountain Standard Time (MST), which is usually a -1 hour difference. Prepare for a bit cooler weather when traveling from Branson in August: high temperatures in Custer hover around 77°F and lows are around 51°F. Wrap up your sightseeing on the 8th (Thu) early enough to travel to Empire.

Things to do in Custer

Nature · Parks · Wildlife

Side Trip

Highlights from your plan
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial
Black Hills National Forest ©
Black Hills National Forest
Sylvan Lake ©
Sylvan Lake

1
day
Empire

Empire ©
Empire is a village in Leelanau County in the U.S. Kick off your visit on the 9th (Fri): tour the pleasant surroundings at Lake Michigan Beach Park, explore the wealth of natural beauty at Sleeping Bear Dunes National Lakeshore, and then have a few drinks at Lake Ann Brewing Company.

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

Traveling by flight from Custer to Empire takes 8.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Traveling from Custer to Empire, you'll lose 2 hours due to the time zone difference. Traveling from Custer in August, you can expect nighttime temperatures to be somewhat warmer in Empire, with lows of 58°F. Wrap up your sightseeing on the 9th (Fri) early enough to travel to Chicago.

Things to do in Empire

Parks · Wildlife · Nature · Outdoors

Side Trip

Highlights from your plan
Sleeping Bear Dunes National Lakeshore ©
Sleeping Bear Dunes National Lakeshore
Lake Ann Brewing Company ©
Lake Ann Brewing Company

3
nights
Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visiting Kathy Osterman Beach and Lakefront Trail will get you outdoors. There's still lots to do: make a trip to The Magnificent Mile, stroll through Millennium Park, explore the world behind art at The Art Institute of Chicago, and pause for some photo ops at Cloud Gate.

To find traveler tips, other places to visit, maps, and other tourist information, refer to the Chicago trip itinerary planning site.

Traveling by flight from Empire to Chicago takes 4 hours. Alternatively, you can drive; or do a combination of taxi, bus, and train. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from Empire in August, expect Chicago to be a bit warmer, temps between 83°F and 67°F. Wrap up your sightseeing on the 12th (Mon) early enough to drive to Milwaukee.

Things to do in Chicago

Outdoors · Parks · Museums · Neighborhoods
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Lakefront Trail ©
Lakefront Trail
Kayaking & Canoeing

1
night
Milwaukee

Milwaukee ©

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Kick off your visit on the 13th (Tue): look for gifts at Indulgence Chocolatiers, then sample the tasty concoctions at Lakefront Brewery, then take in the spiritual surroundings of Basilica of St. Josaphat, and finally examine the collection at Harley-Davidson Museum.

For maps, reviews, traveler tips, and more tourist information, read Milwaukee trip itinerary maker website.

Drive from Chicago to Milwaukee in 2 hours. Alternatively, you can take a train; or take a bus. In August in Milwaukee, expect temperatures between 79°F during the day and 64°F at night. Finish your sightseeing early on the 13th (Tue) to allow enough time to travel back home.

Things to do in Milwaukee

Highlights from your plan
Lakefront Brewery ©
Lakefront Brewery
Basilica of St. Josaphat ©
Basilica of St. Josaphat
Indulgence Chocolatiers ©
Indulgence Chocolatiers

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