Road trip from Portland to Milwaukee
All Category
Sights & Landmarks
Food & Drink
Shopping
Nightlife
Museums
Nature & Parks
All Category
Sights & Landmarks
Food & Drink
Shopping
Nightlife
Museums
Nature & Parks
Reset
Show less
ITINERARY
35h 50m2,044 miles9 stops
1
Sellwood
Neighborhood with a pleasant, small shopping area with dozens of antique shops.
2
South Waterfront Lower Tram Terminal
The Tram is a popular destination for tourists, locals and people just looking to try something fun. The lower tram terminal is at the intersection of South Moody Avenue & Gibbs Street --the most transportation-diverse intersection in the country. Besides one of the nation's only aerial commuter trams, you'll see cars, buses, a streetcar, a soaring pedestrian bridge, a cycle track and the densest bike parking in America's #1 biking city. Bike valet is offered free to the public at Portland Aerial Tram Monday through Friday. Exiting the upper terminal you'll see the largest enclosed sky bridge in North America. Take a right to access an outdoor patio with seating and views of the terminal, the cityscape, the Willamette River and, on a clear day, Mount Hood and Mount St Helens. The upper terminal links to the 4T Trail--a self-guided tour by train, trail, tram and trolley. Much of Marquam Hill is a natural area with several trails.
3
SkyRide
4
Spokane Valley Mall
5
Little Wine Cellar Co
6
Stockyards Ag Experience
We deepen the connection between agriculture to everyday life with learning experiences that highlight history, science, culture and economic impact. We educate through interactive displays, hands-on learning and vibrant stories.
7
Stogeez Cigar Lounge
8
First Unitarian Meeting House of Madison
9
Alliant Energy Center
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
Customize this Trip
OVERVIEW
1
Start:Sellwood
Portland, Oregon·
4.5
(98) review
Neighborhood with a pleasant, small shopping area with dozens of antique shops.
2
Start:South Waterfront Lower Tram Terminal
Portland, Oregon·
4.0
(993) review
The Tram is a popular destination for tourists, locals and people just looking to try something fun. The lower tram terminal is at the intersection of South Moody Avenue & Gibbs Street --the most transportation-diverse intersection in the country. Besides one of the nation's only aerial commuter trams, you'll see cars, buses, a streetcar, a soaring pedestrian bridge, a cycle track and the densest bike parking in America's #1 biking city. Bike valet is offered free to the public at Portland Aerial Tram Monday through Friday. Exiting the upper terminal you'll see the largest enclosed sky bridge in North America. Take a right to access an outdoor patio with seating and views of the terminal, the cityscape, the Willamette River and, on a clear day, Mount Hood and Mount St Helens. The upper terminal links to the 4T Trail--a self-guided tour by train, trail, tram and trolley. Much of Marquam Hill is a natural area with several trails.
3
Start:SkyRide
Spokane, Washington·
3.5
(92) review
Riverfront Park, Spokane, WA 99201
4
Start:Spokane Valley Mall
Spokane, Washington·
4.0
(93) review
14700 E Indiana Ave, Spokane, WA 99216-1839
5
Start:Little Wine Cellar Co
Sioux Falls, South Dakota·
5.0
(9) review
2390 S Louise Ave, Sioux Falls, SD 57106-4337
6
Start:Stockyards Ag Experience
Sioux Falls, South Dakota·
4.5
(8) review
We deepen the connection between agriculture to everyday life with learning experiences that highlight history, science, culture and economic impact. We educate through interactive displays, hands-on learning and vibrant stories.
7
Start:Stogeez Cigar Lounge
Sioux Falls, South Dakota·
4.0
(8) review
201 E 11th St, Sioux Falls, SD 57104-6748
8
Start:First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
9
Start:Alliant Energy Center
Madison, Wisconsin·
4.0
(99) review
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
CHECKLIST
GPS device or app
Download Offline Map
Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
EXPLORE MORE
Discover Exciting Road Trip Inspirations
Portland to Las Vegas
970 miles
19h 12m
7 stops
Concerts & ShowsMuseumsSights & LandmarksFood & DrinkNature & Parks
Portland to Memphis
2,257 miles
39h 59m
32 stops
Sights & LandmarksConcerts & ShowsOutdoor ActivitiesMuseumsFun & Games
Portland to Louisville
2,320 miles
40h 33m
31 stops
Food & DrinkToursMuseumsFun & GamesShopping
Portland to Sacramento
581 miles
11h 14m
25 stops
Food & DrinkOutdoor ActivitiesNightlifeWater & Amusement ParksMuseums
Portland to Riverside
1,018 miles
19h 14m
29 stops
Outdoor ActivitiesMuseumsTraveler ResourcesNature & ParksFun & Games
Portland to San Jose
668 miles
12h 56m
30 stops
Sights & LandmarksOutdoor ActivitiesToursNature & ParksFood & Drink
EXPLORE OTHER
Check Out Different Road Trip Options
Allentown to Enterprise
2,476 miles
43h 43m
31 stops
Spas & WellnessFun & GamesShoppingMuseumsTraveler Resources
Paterson to Provo
2,180 miles
38h 38m
38 stops
MuseumsShoppingNature & ParksSights & LandmarksFun & Games
Macon to Laredo
1,161 miles
21h 12m
26 stops
Spas & WellnessNightlifeFun & GamesMuseumsTraveler Resources
Miami to Raleigh
800 miles
14h 43m
24 stops
Outdoor ActivitiesSights & LandmarksOtherShoppingTours
Atlanta to Warner Robins
103 miles
2h 3m
21 stops
NightlifeNature & ParksMuseumsShoppingSights & Landmarks
Corona to Toledo
2,218 miles
39h 4m
32 stops
Outdoor ActivitiesMuseumsTraveler ResourcesNature & ParksFun & Games
FAQ
Frequently Asked Questions
What's the driving distance between Portland and Milwaukee?
The distance is 2,044 miles
What's the travel time between Portland and Milwaukee?
The driving time can vary depending on traffic conditions, but it is typically 35h 50m mins in normal traffic
What are some of the best cities to visit between Portland and Milwaukee?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Milwaukee?
There are plenty! Here are some stops you shouldn’t miss on your way to Milwaukee
What’s the weather like in Milwaukee?
The weather in Milwaukee is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Milwaukee in January
Weather in Milwaukee in February
Weather in Milwaukee in March
Weather in Milwaukee in April
Weather in Milwaukee in May
Weather in Milwaukee in June
Weather in Milwaukee in July
Weather in Milwaukee in August
Weather in Milwaukee in September
Weather in Milwaukee in October
Weather in Milwaukee in November
Weather in Milwaukee in December
Interested in a detailed plan for your time in Milwaukee?
Plan your dream Milwaukee trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Milwaukee
A 2-day itinerary in Milwaukee
A 3-day itinerary in Milwaukee
A 4-day itinerary in Milwaukee
A 5-day itinerary in Milwaukee
A 6-day itinerary in Milwaukee
Where else can I travel to if I'm starting my trip in Portland?
We have a lot of great trip options for Portland! See the links below for all the itineraries we created for you