• Home
  • Start
    • Directory to Solo Traveler
    • Solo Travel Newbies Guide
    • Destinations for First Solo Trip
    • Get Past First Trip Fear
    • Why Travel Solo?
  • Tips
    • Tips for Solo Travel
    • Solo Female Travel
    • Plan a Solo Trip
    • Choose the Right Tour
    • Solo Travel Destinations
    • Solo Road Trips
    • Solo Travel Safety
    • Save Money Traveling
    • A Solo Point of View
  • Trips/Deals
    • Tours – Searchable
    • All Trips by Advertiser
  • Tracey’s List
  • Stats

Solo Traveler

Solo travel tips, destinations, stories... the source for those who travel alone.

  • Home
  • Start
    • Directory to Solo Traveler
    • Solo Travel Newbies Guide
    • Destinations for First Solo Trip
    • Get Past First Trip Fear
    • Why Travel Solo?
  • Tips
    • Tips for Solo Travel
    • Solo Female Travel
    • Plan a Solo Trip
    • Choose the Right Tour
    • Solo Travel Destinations
    • Solo Road Trips
    • Solo Travel Safety
    • Save Money Traveling
    • A Solo Point of View
  • Trips/Deals
    • Tours – Searchable
    • All Trips by Advertiser
  • Tracey’s List
  • Stats

Sign Up

You are here: Home / Solo Travel Destinations / North America / United States / Wisconsin Highlights: Milwaukee, the Great River Road & Door County

Wisconsin Highlights: Milwaukee, the Great River Road & Door County

Janice Waugh

August 2, 2022 by Janice Waugh

Lake Pepin was a Wisconsin highlight on our road trip.
There are many beautiful places to stop along the biway. This is Lake Pepin, a naturally occurring lake on the Mississippi.

Wisconsin got on our road trip itinerary by chance and it was a highlight of our west to east swing across the country.

If you've been reading the posts from this trip, you'll know that this is my annual trip with my husband, Simon. He is a poet and aphorist publishing on Instagram as Daily Ferocity. One of his fans said he just had to see the poetry collection at the Woodland Pattern Book Center in Milwaukee. Something as simple as that put Milwaukee on our route–and more of Wisconsin as well.

As you would have read in my last post on this road trip, Minneapolis, for a variety of reasons, did not work out for us. It was a visit of misses and frustrations, and certainly not a reflection on the city as a destination. I will have to return.

With less than a week left in our 7-week trip, we were eager to recover our travel mojo and finish on a high. A little research to decide on our route from Minneapolis to Milwaukee led us to discover the Great River Road along the Mississippi. From there we went to Milwaukee and Door County: three Wisconsin highlights not to be missed.

Following the Great River Road through the towns along the way is as easy as following the green symbol above.

Table of Contents

Toggle
  • The Great River Road in Wisconsin
  • Wisconsin Highlights in Milwaukee
  • Stumbling into Door County

The Great River Road in Wisconsin

The Great River Road is one of America's Scenic Biways following the Mississippi River to the Gulf of Mexico. It begins at the headwaters of the Mississippi in Lake Itasca State Park, Minnesota. We picked it up in Prescott, Wisconsin and followed it for a full day to Prairie de Chien. (This town's name translates from French to “dog's meadow” and is pronounced Prairie de Shane locally.)

The road is a real joy to drive. It's a motorcyclist's dream.

The many small towns along the way offer interesting shops to browse, places to eat, and festivals worth planning trips around. The route has numerous historic markers to read and picturesque views to savor.

The river changes along the way. At Pepin, it becomes a full lake before traveling again as a river. Also in Pepin, there is the Laura Ingalls Wilder Museum. It's a small museum but worth seeing as it represents the history of the region as well as Laura Ingalls Wilder. What struck me was that it dedicated space to the geological and indigenous histories of the area. This is unusual for a small, private museum.

Arriving at the end of the day in Prairie de Chien, we found two riverboats run aground–a charming bookend to the Mississippi portion of our trip.

There were two derelict Mississippi riverboats on shore in Prairie de Chien. One is intended for an overhaul.
Woodland Pattern Book Center in Milwaukee was a Wisconsin highlight.
This is part of the poetry section at the Woodland Pattern Book Center in Milwaukee

Wisconsin Highlights in Milwaukee

From Prairie de Chien, we traveled a few hours east to Milwaukee aiming first for the Woodland Pattern Book Center.

The Book Center is home to the largest poetry collection we'd yet seen on our route and one of the largest we've seen anywhere. We had a great time chatting with the employee and other patrons about poetry, Milwaukee, and national politics. To date, the latter had seemed to be an off-limits subject. It was refreshing to learn firsthand people's thoughts even if it was a small sample of opinion.

In the afternoon we visited the Milwaukee Public Library for the inauguration of their new poet laureate, Mario “The Poet” Willis. It was a public event but it was definitely local. We were the outsiders in the crowd. We attended the reception afterwards as well where we were accepted very well. Truly local events are my thing.

Mario “The Poet” Willis reading at his inauguration. He is a lot of fun.
Seeing Shamarr Allen at Summerfest was a Wisconsin highlight this summer.
Shamarr Allen's fabulous combination of jazz, hip-hop, rock, funk rhythms, blues, and country really got the crowd going. Such fun!

That evening we went to Summerfest, the largest music festival in the world. With 12 main stages and multiple smaller venues, I would say that it is a claim that stands up to scrutiny.

Millwaukee treated us very well and it was all by chance. A suggestion that we visit a bookstore just happened to coincide with the Poet Laureate inauguration in the afternoon which just happened to be followed by the opening night of the festival. And, the stop for the free shuttle to the festival was right across from where we staying.

Nothing was planned and it was all amazing.

Stumbling into Door County

Driving north out of Milwaukee with the intention of going over Lake Michigan and then south through the state of the lake's name and home, we got lost. Not terribly lost, but we were trying to avoid major highways and ended up more east than intended and up the peninsula into Door County. What a great find!

The peninsula is a narrow strip of land between Green Bay and Lake Michigan. The shorelines are incredible as are the towns that dot them up and down the coast. There are five state parks, multiple live theater companies, concert series and festivals, orchards, wineries, restaurants, and shops. It's a great destination for adventure travelers and those who love poking through small, artsy towns.

Lautenbach's Orchard Country Winery and Market in Door County

Those are the Wisconsin highlights. It was full of surprises, all of them good.

In case you missed them, here are the other posts in this series.

  • Wyoming and South Dakota Road Trip in Photos
  • Road Trip: Washington State to Yellowstone National Park
  • Travel Gives Me Hope: An Idaho Experience
  • British Columbia Road Trip Across the Rockies to Vancouver Island
  • Canadian Prairies Rod Trip: Drama in a Subtle Land
  • Road Trip from Toronto to Winnipeg via Northern Ontario
Last updated: 11th April, 2023

Trips for Solo Travelers

Travel Insurance for Solo Travelers

Top Categories on Solo Traveler

Solo Female Travel

Road Trips

A Solo Point of View

All Articles

Destinations

Travel Money

Deals

  • Solo Female Travel: Advice from Women Who Know
  • Road Trips: Tips & Itineraries for Solo Travelers
  • Packing for Travel |
  • A Solo Point of View |
  • All Articles
  • Destinations
  • Travel Money

Contact Us

Publisher Janice: info @ solotravelerworld.com

Editor Tracey: tracey @ solotravelerworld.com

Sales Simon: simon @ solotravelerworld.com

Get Solo Travel News & Deals

  • Home
  • About
  • Advertise with Solo Traveler
    • Login to Your Advertiser Account
  • Deals
  • Solo Travel Statistics
  • Media & Speaking
  • Privacy Policy & Disclosure
  • Contact
A Proud Member of the Travel Media Association of Canada
RESULTS MAY VARY (THE DISCLAIMER)

The content of Solo Traveler and any resources published by Solo Traveler are meant for entertainment and inspiration only. Please note that while we have advertising clients promoting destinations, products, services, trips and tours on Solo Traveler and that we endeavour to only work with companies in which we have confidence, we are not responsible for the delivery or quality of their products or services. Every person and every travel situation is different. Your safety, satisfaction and fun traveling solo are your responsibility alone and not that of Solo Traveler, its publisher, editor and/or writers.

PRIVACY POLICY & DISCLOSURE: In accordance with FTC guidelines, I disclose that I may be compensated if consumers choose to utilize links located throughout the content on this site. Additionally, some posts might be sponsored to support this site. Please do the appropriate research before participating in any third party offers. All opinions are my own. Please read our full Privacy Policy here.

Copyright © 2025 · Solo Traveler · Site By RTW Labs