9 days in Wisconsin Dells & Middlebury Itinerary

9 days in Wisconsin Dells & Middlebury Itinerary

Created using Inspirock United States itinerary builder

Make it your trip
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Wisconsin Dells
— 4 nights
Drive
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Middlebury
— 4 nights

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Wisconsin Dells

— 4 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.
Get some cultural insight at State Street & Downtown Madison and Portage WWII History Museum. Visiting Zipline and Snowflake Ski Club will get you outdoors. You'll find plenty of places to visit near Wisconsin Dells: Fisher King Winery (in Mount Horeb) and Madison (Wisconsin State Capitol & Overture Center for the Arts). There's lots more to do: hit the slopes at Cascade Mountain, stop by Kernel Popcorn's Factory, examine the collection at Tommy Bartlett Exploratory, and make a trip to Carr Valley Cheese.

To find other places to visit, more things to do, photos, and more tourist information, read our Wisconsin Dells day trip app.

The Route module shows you travel options from your home to Wisconsin Dells. Expect a daytime high around 25°F in January, and nighttime lows around 10°F. Cap off your sightseeing on the 5th (Tue) early enough to travel to Middlebury.

Things to do in Wisconsin Dells

Outdoors · Parks · Winter Sports · Museums

Side Trips

Middlebury

— 4 nights
Middlebury is a town in Middlebury Township, Elkhart County, Indiana, United States. Your cultural itinerary includes sights like Satek Winery and Hostetler's Hudson Auto Museum. Take a break from the city and head to Pokagon State Park and Swiss Valley Ski Area. Explore the numerous day-trip ideas around Middlebury: Island Hills Golf Club (in Centreville), Children's Museum of Branch County (in Coldwater) and Fremont (The Outlet Shoppes at Fremont & Briali Vineyards). Next up on the itinerary: browse for treasures at Old Creamery Antiques, look for gifts at Heritage Ridge Creamery, and browse the different shops at Davis Mercantile.

To see ratings, more things to do, maps, and tourist information, use the Middlebury trip itinerary website.

Getting from Wisconsin Dells to Middlebury by car takes about 5 hours. Other options: do a combination of car and flight. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Traveling from Wisconsin Dells in January, things will get a bit warmer in Middlebury: highs are around 31°F and lows about 17°F.

Things to do in Middlebury

Shopping · Museums · Parks · Outdoors

Side Trips

Indiana travel guide

4.1
Casinos · Room Escape Games · Specialty Museums
The Hoosier State
With an extensive history of motorsports, Indiana's main claim to fame is the popular automobile race held each year in its capital city. A mostly rural state, Indiana is a land of till plains and lakes, its appearance a result of traces left behind by receding glaciers. The central section of the state, mostly flat with some rolling hills, contains some of the country's most fertile farmland. The state also contains almost 39,000 km (24,000 mi) of waterways, including the Wabash River, the longest free-flowing river east of the Mississippi. For a genuine "Hoosier" experience, tour the state's slow-paced small towns, noted for their hospitality and outstanding local cuisine. You'll remember the warmth and charm long after your vacation is over.