14 days in Wisconsin Itinerary

Created using Inspirock Wisconsin trip itinerary maker
Make it your trip
— 4 nights
— 3 nights
Wisconsin Dells
— 2 nights
Chippewa Falls
— 1 night
— 3 nights
Drive to Duluth International Airport, Fly to London


Milwaukee — 4 nights

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Your cultural itinerary includes sights like Milwaukee Art Museum and Historic Third Ward. Take a break from the city and head to Schlitz Audubon Nature Center and Twenty Four VII Charters. Get out of town with these interesting Milwaukee side-trips: Museum of Wisconsin Art (in West Bend), Lapham Peak (in Delafield) and Southport Light Station Museum (in Kenosha). And it doesn't end there: indulge your thirst for a good beer at Lakefront Brewery, examine the collection at Harley-Davidson Museum, test your problem-solving skills at popular escape rooms, and sample the fine beverages at Handen Distillery.

For traveler tips, reviews, and other tourist information, go to the Milwaukee trip planner.

London, UK to Milwaukee is an approximately 11.5-hour flight. Traveling from London to Milwaukee, you'll gain 6 hours due to the time zone difference. In February, Milwaukee is a bit cooler than London - with highs of 0°C and lows of -9°C. Finish up your sightseeing early on the 19th (Sun) so you can go by car to Sheboygan.
Museums · Shopping · Wildlife · Parks
Side Trips

Sheboygan — 3 nights

Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Escape the urban bustle at Whistling Straits Golf Course - Straits and Irish and Horicon Marsh. Explore Sheboygan's surroundings by going to Bay Beach Wildlife Sanctuary (in Green Bay) and Seroogy's Chocolates (in De Pere). And it doesn't end there: relax and rejuvenate at Kohler Waters Spa, pause for some photo ops at Big Cow, Antoinette, and delve into the lush surroundings at Kettle Moraine State Forest.

To see other places to visit, more things to do, reviews, and more tourist information, you can read our Sheboygan visit planning website.

Traveling by car from Milwaukee to Sheboygan takes an hour. Traveling from Milwaukee in February, expect Sheboygan to be little chillier, temps between -3°C and -13°C. Wrap up your sightseeing on the 22nd (Wed) early enough to drive to Wisconsin Dells.
Wildlife · Parks · Spas · Golf
Side Trips

Wisconsin Dells — 2 nights

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.
Start off your visit on the 23rd (Thu): don't miss a visit to Carr Valley Cheese, then fly down the slopes at Cascade Mountain, then look for gifts at Mousehouse Cheesehaus, and finally learn about winemaking at Von Klaus Winery. On your second day here, whizz through the canopy at some of the top local zipline courses and adventure parks, then get outside with Original Wisconsin Ducks, and then admire the majestic nature at Devil's Lake State Park.

To see more things to do, traveler tips, where to stay, and more tourist information, use the Wisconsin Dells trip itinerary planning tool.

You can drive from Sheboygan to Wisconsin Dells in 2.5 hours. In February, plan for daily highs up to -2°C, and evening lows to -13°C. Wrap up your sightseeing on the 24th (Fri) to allow time to drive to Chippewa Falls.
Outdoors · Parks · Tours · Adventure
Side Trips

Chippewa Falls — 1 night

Chippewa Falls is a city located on the Chippewa River in Chippewa County in the U.S. state of Wisconsin. On the 25th (Sat), sample the tasty concoctions at Leinie Lodge, then sample the tasty concoctions at Chippewa River Distillery & Brewster Brothers Brewing Company, and then sample the fine beverages at Infinity Beverages Winery & Distillery.

To see photos, maps, more things to do, and other tourist information, you can read our Chippewa Falls online attractions planner.

You can drive from Wisconsin Dells to Chippewa Falls in 2.5 hours. Traveling from Wisconsin Dells in February, plan for a bit cooler nights in Chippewa Falls, with lows around -17°C. Finish your sightseeing early on the 25th (Sat) so you can drive to Bayfield.
Breweries & Distilleries · Wineries
Side Trip

Bayfield — 3 nights

Bayfield is a city in Bayfield County, Wisconsin, United States. Start off your visit on the 26th (Sun): look for all kinds of wild species at Houghton Falls Nature Preserve, then ski along the peaceful trails at Pike's Creek Mt Ashwabay Ski Trails, and then indulge in some personalized pampering at some of the best spas. Here are some ideas for day two: take in the exciting artwork at Stone's Throw Art Gallery, take an in-depth tour of Bayfield Maritime Museum, then Head underground at Apostle Islands National Lakeshore Ice Caves, and finally learn about winemaking at Seven Ponds Winery.

To find ratings, photos, maps, and more tourist information, refer to the Bayfield trip itinerary maker tool.

You can drive from Chippewa Falls to Bayfield in 3 hours. In February, daytime highs in Bayfield are -5°C, while nighttime lows are -17°C. Wrap up your sightseeing on the 28th (Tue) to allow time to travel back home.
Parks · Wildlife · Wineries · Outdoors
Side Trip

Wisconsin travel guide

Specialty Museums · Water Parks · Zoos
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.