16 days in United States Itinerary

16 days in United States Itinerary

Created using Inspirock United States travel planner

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Route & dates

16 days in United States Itinerary

Start: Chicago
1
Chicago
— 1 night
train:  1​h 30​min
2
Milwaukee
— 2 nights
Drive:  2​h
3
Green Bay
— 1 night
Drive:  4​h 30​min
4
Iron River
— 1 night
Drive:  1​h 15​min
5
Duluth
— 1 night
Drive:  2​h 45​min
6
Saint Croix Falls
— 1 night
Drive:  1​h 15​min
7
Minneapolis
— 2 nights
Drive:  45​min
8
Hastings
— 1 night
Drive:  5​h
9
Dubuque
— 2 nights
Fly + subway:  3​h
10
Chicago
— 1 night
End: Chicago

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 14th (Fri): trek along Cowles Bog and then kick back and relax at Whihala Beach Co Park. Get ready for a full day of sightseeing on the next day: explore the galleries of Chicago Cultural Center, appreciate the extensive heritage of Chicago Riverwalk, then steep yourself in history at Pleasant Home, and finally get to know the fascinating history of Riverwalk Lot.

For traveler tips, where to stay, reviews, and more tourist information, read Chicago vacation maker site .

If you are flying in from United Kingdom, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 30°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 15th (Sat) so you can travel back home.

Things to do in Chicago

Outdoors Parks Historic Sites

Side Trips

Riverwalk Lot, Cowles Bog, Pleasant Home, Whihala Beach
Highlights from your plan
Chicago Riverwalk ©
Chicago Riverwalk
Riverwalk Lot ©
Riverwalk Lot
Whihala Beach ©
Whihala Beach

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Start off your visit on the 16th (Sun): enjoy the sand and surf at North Beach Park and then learn about winemaking at Cedar Creek Winery. Get ready for a full day of sightseeing on the 17th (Mon): take in the spiritual surroundings of Holy Hill and then explore the landscape on two wheels at Fox Brook Park.

To see traveler tips, ratings, more things to do, and more tourist information, read our Milwaukee road trip website .

Traveling by train from Chicago to Milwaukee takes 1.5 hours. Alternatively, you can drive; or take a bus. In September in Milwaukee, expect temperatures between 27°C during the day and 17°C at night. Finish up your sightseeing early on the 17th (Mon) so you can go by car to Green Bay.

Things to do in Milwaukee

Outdoors Beaches Parks

Side Trips

North Beach Park, Cedar Creek Winery, Fox Brook Park, Holy Hill
Highlights from your plan
North Beach Park ©
North Beach Park
Fox Brook Park ©
Fox Brook Park
Cedar Creek Winery ©
Cedar Creek Winery

1
night
Green Bay

Green Bay ©
Home of the Green Bay Packers, the city of Green Bay centers around sports and is home to hundreds of notable football icons, including Brett Favre and Curly Lambeau.
Start off your visit on the 18th (Tue): see the interesting displays at Rahr-West Museum and Mansion, then contemplate the long history of Historic Washington House, and then look for all kinds of wild species at De Pere Riverwalk And Wildlife Viewing Area. Here are some ideas for day two: see the interesting displays at The Automobile Gallery and then get to know the fascinating history of Walk of Legends.

For traveler tips, more things to do, reviews, and more tourist information, refer to the Green Bay trip itinerary maker .

Traveling by car from Milwaukee to Green Bay takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and flight. Traveling from Milwaukee in September, Green Bay is a bit cooler at night with lows of 13°C. Wrap up your sightseeing by early afternoon on the 19th (Wed) to allow time for travel to Iron River.

Things to do in Green Bay

Historic Sites Wildlife Museums

Side Trips

Rahr-West Museum and Mansion, De Pere Riverwalk And Wildlife Viewing Area, Historic Washington House
Highlights from your plan
Historic Washington House ©
Historic Washington House
Rahr-West Museum and Mansion ©
Rahr-West Museum and Mansion
The Automobile Gallery ©
The Automobile Gallery

1
night
Iron River

Iron River ©
Iron River is a town in Bayfield County, Wisconsin, United States. Kick off your visit on the 20th (Thu): delve into the lush surroundings at Brule River State Forest, then view the masterpieces at Oulu Glass Gallery/Studio, and then learn about winemaking at White Winter Winery.

To find other places to visit, more things to do, and other tourist information, use the Iron River online travel route planner .

Traveling by car from Green Bay to Iron River takes 5 hours. Alternatively, you can fly. In September, daily temperatures in Iron River can reach 25°C, while at night they dip to 10°C. Finish up your sightseeing early on the 20th (Thu) so you can travel to Duluth.

Things to do in Iron River

Nature Parks Wineries

Side Trip

Brule
Highlights from your plan
Brule River State Forest ©
Brule River State Forest
White Winter Winery ©
White Winter Winery
Oulu Glass Gallery/Studio ©
Oulu Glass Gallery/Studio

1
night
Duluth

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
On the 21st (Fri), trek along Superior Hiking Trail, indulge your thirst for a good beer at Castle Danger Brewery, and then enjoy the sea views from Two Harbors Lighthouse. Here are some ideas for day two: identify plant and animal life at Hawk Ridge Bird Observatory, then explore the wealth of natural beauty at Congdon Park, and then immerse yourself in nature at Jay Cooke State Park.

For photos, more things to do, other places to visit, and tourist information, read Duluth trip itinerary builder app .

You can drive from Iron River to Duluth in an hour. Traveling from Iron River in September, plan for a bit warmer nights in Duluth, with lows around 14°C. Finish up your sightseeing early on the 22nd (Sat) so you can travel to Saint Croix Falls.

Things to do in Duluth

Parks Nature Wildlife

Side Trips

Two Harbors, Jay Cooke State Park
Highlights from your plan
Hawk Ridge Bird Observatory ©
Hawk Ridge Bird Observatory
Two Harbors Lighthouse ©
Two Harbors Lighthouse
Congdon Park ©
Congdon Park

1
night
Saint Croix Falls

Saint Croix Falls ©
St. Kick off your visit on the 23rd (Sun): contemplate the waterfront views at St Croix National Scenic Riverway, do a tasting at Chateau St. Croix Winery, then do a tasting at Wild Mountain Winery, and finally admire the sheer force of Cascade Falls.

For reviews, traveler tips, more things to do, and other tourist information, read our Saint Croix Falls tour builder tool .

Getting from Duluth to Saint Croix Falls by car takes about 2.5 hours. In September, daily temperatures in Saint Croix Falls can reach 26°C, while at night they dip to 13°C. Finish up your sightseeing early on the 23rd (Sun) so you can travel to Minneapolis.

Things to do in Saint Croix Falls

Nature Wineries Parks

Side Trips

Cascade Falls, Wild Mountain Winery
Highlights from your plan
St Croix National Scenic Riverway ©
St Croix National Scenic Riverway
Chateau St. Croix Winery ©
Chateau St. Croix Winery
Wild Mountain Winery ©
Wild Mountain Winery

2
nights
Minneapolis

Minneapolis
Located on both banks of the Mississippi River, Minneapolis salutes the state's love of the outdoors with numerous lakes, wetlands, creeks, and waterfalls--many connected to one another by a national scenic byway great for sightseeing.
On the 24th (Mon), look for all kinds of wild species at French Regional Park, then make a trip to Fort Snelling State Park, and then make a trip to Summit Avenue. Get ready for a full day of sightseeing on the 25th (Tue): kick back and relax at Round Lake Park and Beach and then do a tasting at Schram Vineyards Winery & Brewery.

To see where to stay, maps, more things to do, and tourist information, read Minneapolis tour itinerary builder website .

Traveling by car from Saint Croix Falls to Minneapolis takes 1.5 hours. September in Minneapolis sees daily highs of 28°C and lows of 16°C at night. Wrap up your sightseeing by early afternoon on the 25th (Tue) to allow time for travel to Hastings.

Things to do in Minneapolis

Parks Outdoors Wildlife

Side Trips

Saint Paul, French Regional Park, Round Lake Park and Beach, Schram Vineyards Winery & Brewery
Highlights from your plan
Summit Avenue
Summit Avenue
Round Lake Park and Beach ©
Round Lake Park and Beach
Schram Vineyards Winery & Brewery ©
Schram Vineyards Winery & Brewery

1
night
Hastings

Hastings ©
Hastings is a city in Dakota and Washington counties, in the U.S. Kick off your visit on the 25th (Tue): get to know the fascinating history of Historic Downtown.

To see reviews, maps, photos, and more tourist information, read our Hastings trip itinerary app .

Traveling by car from Minneapolis to Hastings takes an hour. September in Hastings sees daily highs of 28°C and lows of 16°C at night. You will have some time to spend on the 26th (Wed) before leaving for Dubuque.

Things to do in Hastings

Historic Sites Neighborhoods
Highlights from your plan
Hastings Dairy Store ©
Hastings Dairy Store

2
nights
Dubuque

Dubuque ©
Dubuque is the county seat of Dubuque County, Iowa, United States, located along the Mississippi River. On the 26th (Wed), identify plant and animal life at Horseshoe Mound.

To find other places to visit, where to stay, and other tourist information, go to the Dubuque trip itinerary builder app .

Traveling by car from Hastings to Dubuque takes 4.5 hours. Alternatively, you can fly. Expect a daytime high around 28°C in September, and nighttime lows around 14°C. Wrap up your sightseeing on the 28th (Fri) to allow time to travel to Chicago.

Things to do in Dubuque

Parks Historic Sites Wineries

Side Trip

Galena
Highlights from your plan
Grant Park ©
Grant Park
Dowling House ©
Dowling House
Horseshoe Mound ©
Horseshoe Mound

1
night
Chicago

Chicago ©
On the 28th (Fri), enjoy the sand and surf at Kathy Osterman Beach and then kick back and relax at Rosewood Beach. Get ready for a full day of sightseeing on the 29th (Sat): admire the landmark architecture of Frank Lloyd Wright Home and Studio and then take a stroll through The Loop.

For maps, traveler tips, ratings, and other tourist information, go to the Chicago day trip website .

Do a combination of flight and subway from Dubuque to Chicago in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Dubuque in September, Chicago is a bit warmer at night with lows of 19°C. Wrap up your sightseeing by early afternoon on the 29th (Sat) to allow time for travel back home.

Things to do in Chicago

Outdoors Beaches Parks

Side Trips

Rosewood Beach, Frank Lloyd Wright Home and Studio
Highlights from your plan
Kathy Osterman Beach ©
Kathy Osterman Beach
The Loop ©
The Loop
Frank Lloyd Wright Home and Studio ©
Frank Lloyd Wright Home and Studio

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