6 days in Milwaukee & Salem Itinerary

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.

On the 27th (Fri), examine the collection at Harley-Davidson Museum, then get to know the resident critters at Milwaukee County Zoo, then admire the natural beauty at Boerner Botanical Gardens, and finally test your problem-solving skills at popular escape rooms. Here are some ideas for day two: explore the world behind art at Milwaukee Art Museum, then take in the spiritual surroundings of Basilica of St. Josaphat, then make a trip to Frank Lloyd Wright American System-Built Homes, and finally sample the tasty concoctions at Lakefront Brewery.

Find out how to plan Milwaukee trip without stress by asking Klarna Trips to help create an itinerary.

Chicago to Milwaukee is an approximately 1.5-hour car ride. You can also drive; or take a train; or take a bus. Expect a daytime high around 62°F in October, and nighttime lows around 46°F. Wrap up your sightseeing on the 28th (Sat) early enough to fly to Salem.

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.

When in Salem, make a side trip to see Dolphin & Whale Watching in Gloucester, approximately Gloucester away. There's much more to do: examine the collection at Salem Witch Museum, explore the different monuments and memorials at Old Burying Point Cemetery, browse the exhibits of The House of the Seven Gables, and stop by Crow Haven Corner.

To see reviews, ratings, photos, and other tourist information, read our Salem travel route site.

Traveling by flight from Milwaukee to Salem takes 4 hours. Alternatively, you can drive; or take a train. You'll lose 1 hour traveling from Milwaukee to Salem due to the time zone difference. In October, daytime highs in Salem are 64°F, while nighttime lows are 45°F. Wrap up your sightseeing on the 1st (Wed) early enough to fly back home.