7 days in Midwest Itinerary

7 days in Midwest Itinerary

Created using Inspirock Midwest tour itinerary planner

Make it your trip
1
Chicago
— 1 day
Drive
2
South Haven
— 1 night
Drive
3
Wisconsin Dells
— 1 night
Drive
4
Galena
— 2 nights
Fly
5
Branson
— 2 nights
Fly

S M T W T F S
13
14
15
16
17
18
19

Chicago

— 1 day

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 13th (Sun): explore the world behind art at The Art Institute of Chicago, then stroll around Millennium Park, and then get interesting insight from Tours.

For photos, traveler tips, ratings, and other tourist information, you can read our Chicago tour itinerary planner.

The Route module can give you travel options from your home to Chicago. June in Chicago sees daily highs of 81°F and lows of 63°F at night. Finish up your sightseeing early on the 13th (Sun) so you can go by car to South Haven.

Things to do in Chicago

Museums · Tours · Outdoors · Parks

South Haven

— 1 night
South Haven is a city in the U.S. Start off your visit on the 14th (Mon): take a memorable tour with Tours, then do a tasting at Warner Vineyards, and then stroll through Kal Haven Trail.

For maps, where to stay, more things to do, and tourist information, read South Haven online visit planner.

Traveling by car from Chicago to South Haven takes 2.5 hours. Alternatively, you can take a train; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to South Haven. Plan for slightly colder temperatures traveling from Chicago in June, with highs in South Haven at 76°F and lows at 57°F. Finish your sightseeing early on the 14th (Mon) so you can drive to Wisconsin Dells.

Things to do in South Haven

Outdoors · Trails · Tours · Wineries
Highlights from your trip

Wisconsin Dells

— 1 night

Waterpark Capital of the World

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.
On the 15th (Tue), get a new perspective on things with Original Wisconsin Ducks, then whizz through the canopy at some of the top local zipline courses and adventure parks, and then tee off at Pirate's Cove Adventure Golf.

To find ratings, more things to do, maps, and more tourist information, read our Wisconsin Dells trip planning website.

Traveling by car from South Haven to Wisconsin Dells takes 5.5 hours. Alternatively, you can take a train; or do a combination of bus and train. The time zone difference when traveling from South Haven to Wisconsin Dells is minus 1 hour. Expect a daytime high around 77°F in June, and nighttime lows around 57°F. Finish your sightseeing early on the 15th (Tue) to allow enough time to drive to Galena.

Things to do in Wisconsin Dells

Outdoors · Tours · Golf · Adventure

Galena

— 2 nights
Galena is the largest city in and the county seat of Jo Daviess County, Illinois, with a population of 3,429 at the 2010 census. Start off your visit on the 16th (Wed): brush up on your knowledge of spirits at Blaum Bros. Distilling Co., get engrossed in the history at Galena / Jo Daviess County Historical Society and Museum, then indulge your senses at Massbach Ridge Tasting Room, and finally go on a hair-raising tour with a ghost and vampire tour. Keep things going the next day: steep yourself in history at Ulysses S. Grant Home, do a tasting at Galena Cellars Winery & Vineyard, and then shop like a local with Mangelsen - Images of Nature Gallery.

For traveler tips, where to stay, photos, and more tourist information, use the Galena trip planner.

Traveling by car from Wisconsin Dells to Galena takes 2.5 hours. Alternatively, you can do a combination of train, bus, and taxi; or do a combination of train and bus. In June in Galena, expect temperatures between 79°F during the day and 59°F at night. Wrap up your sightseeing on the 17th (Thu) to allow time to travel to Branson.

Things to do in Galena

Museums · Wineries · Shopping · Breweries & Distilleries

Branson

— 2 nights

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.
Start off your visit on the 18th (Fri): look for all kinds of wild species at National Tiger Sanctuary, then get great views at 165 Scenic Overlook, and then explore the activities along Table Rock Lake. On the 19th (Sat), you'll have a packed day of sightseeing: take a memorable tour with Tours, identify plant and animal life at Shepherd of the Hills Fish Hatchery, and then surround yourself with nature on Lost Canyon Nature Trail - Top of the Rock.

To find where to stay, more things to do, photos, and other tourist information, read Branson road trip planning website.

Getting from Galena to Branson by flight takes about 7 hours. Other options: drive; or take a bus. Traveling from Galena in June, expect a bit warmer with lows of 65°F in Branson. Finish your sightseeing early on the 19th (Sat) so you can travel back home.

Things to do in Branson

Parks · Wildlife · Tours · Outdoors

Side Trips