Outbound Collective logo

Wisconsin

Looking for the best chillin in Wisconsin? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Wisconsin. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Wisconsin

  • Bayfield, Wisconsin

    Hike the Lake Superior Ice Caves

    5.0
    1 mi
    Begin at Meyer's Beach in the Apostle Islands National Lakeshore near Cornucopia, WI. There is a parking lot, but get there early in the day to get a spot and make sure to use the bathroom before heading out. There is no opportunity on the ice.Head out onto the frozen lake and follow the shorelin...
    Read more
  • Grafton, Wisconsin

    Hike the Lion's Den Gorge Loop

    4.7
    1.8 mi
    Lion's Den Gorge is a gorgeous nature preserve featuring a variety of unique nature scenes. The park includes massive bluffs, sand dunes, forests, creeks and bridges, hiking trails and stunning vistas of the Lake Michigan shoreline. The preserve is 72 acres and is located in the town of Grafton, ...
    Read more
  • Osceola, Wisconsin

    Explore Cascade Falls

    5.0
    Cascade Falls is a must-stop if you are passing through Osceola, Wisconsin. The falls can be accessed on Cascade Street (Highway 35) near 1st Avenue in downtown Osceola. You will see a sign for the Falls at the deck by Chief Osceola. Continue down the 135 steps that lead from this platform down t...
    Read more
  • Dodgeville, Wisconsin

    Camp at Governor Dodge State Park

    4.7
    You can make campground reservations ahead of time or drive into the park to talk to a ranger, and reserve a hike-in campsite for the a night.Once you're all set up, you can hike to the beach of Cox Hollow Lake to hang out, go for a swim, or snap a few sunset photos.There are beaches on both Cox...
    Read more
  • Aniwa, Wisconsin

    Hike the River Loop at Dells of the Eau Claire

    5.0
    6 mi
    Begin at the trailhead either north or south of the river, where parking is offered, and hike down to the river. You should be able to hear the falls. A trail will follow along the river to the west, marked with yellow "River Trail" signs. Follow the river trail down until the footbridge leads ac...
    Read more
  • Baraboo, Wisconsin

    Hike the East Bluff Trail to Devil's Doorway

    4.8
    2.4 mi / 500 ft gain
    This hike begins at the east end of the North Shore Visitors' area. The hike starts relatively level before turning to the right and leading you up steps. The spectacular views come quickly on this hike as immediately after you reach the top steps you will be treated to your first glimpse of the ...
    Read more
  • Sheboygan, Wisconsin

    Hike through the Dunes at Kohler-Andrae SP

    4.5
    4 mi
    This park is known for its sand dunes, which rise above the blue waters of Lake Michigan. In addition to the well-known dunes, the park features many forested areas with towering pines that makes for absolutely beautiful and fantastical scenery. There are 7 trails ranging from 0.25 miles up to 2....
    Read more
  • Baraboo, Wisconsin

    Bouldering at Devil's Lake State Park in Wisconsin

    5.0
    Devil's Lake State Park in Wisconsin offers some of the craziest views in the midwest as well as an abundance of supreme bouldering sites. To start off this endeavor there is one key item: a parking sticker. You can obtain one of these by heading over to either the north shore or south shore park...
    Read more
  • South Milwaukee, Wisconsin

    Hike the Seven Bridges Trail in Grant Park

    5.0
    0.98 mi / 72 ft gain
    Placed along the Lake Michigan lakeshore in Grant Park about 10 minutes south of Downtown Milwaukee, Seven Bridges Trail offers beautiful scenery that seems like something out of a fairy tail. The trail begins at the the Covered Bridge Entrance which you can access by entering off of Grant Park D...
    Read more
  • Stockholm, Wisconsin

    Hike to the Top of Maiden Rock Bluff

    5.0
    1 mi / 400 ft gain
    It's easy to spot Maiden Rock Bluff as you drive along Highway 35: the 400-foot-tall limestone cliff extends for nearly a mile. Getting to the top is also easy. Begin by turning onto County Road E - a twisting, narrow road that leads straight up. Once you're at the top, keep an eye out for Long L...
    Read more
  • Milwaukee, Wisconsin

    Explore the Abandoned Solvay Coke & Gas Complex

    2.0
    1 mi
    To access the complex, head south from downtown Milwaukee along 1st St. Once you reach Greenfield Ave., turn left heading East. You'll pass under a concrete train bridge before seeing an open field on your right. Park your car along the street and head south past the crumbled brick of another for...
    Read more
  • Delafield, Wisconsin

    Hike the Kettle View Trail at Lapham Peak

    5.0
    5.8 mi
    Head 30 minutes west from Milwaukee along I-94 and you'll find yourself in the quaint town of Delafield, WI. Head south down Genesee St. for a half mile and you'll see the entrance to Lapham Peak, part of the Kettle Moraine State Forest. Once there, you can head up the winding road to the parking...
    Read more
  • Baraboo, Wisconsin

    Camp at Devils Lake State Park

    3.0
    Devil's Lake State Park has 29 miles of trail that vary in difficulty. The most popular trails are the East and West Bluff trails that circle Devil's Lake and offer some of the best views in the park. If you want a more relaxing day, head to the beach! It's a family-friendly spot that is the perf...
    Read more
  • Cudahy, Wisconsin

    Experience a Sunrise at Sheridan Park

    5.0
    Sheridan Park is home to one of the most beautiful, stunning and scenic sunrises in Wisconsin. Located about 10 minutes south of downtown Milwaukee, this location is accessible by hiking about 10 minutes from your parking location. Follow the winding path down to the beach and you'll find abandon...
    Read more
  • South Range, Wisconsin

    Explore Wisconsin Point

    5.0
    If you’re in the Twin Ports area, (Duluth, MN and Superior, WI) be sure to check out Wisconsin Point. This peninsula is about 3 miles long and has several great spots to relax on the sandy beach (or swim in the chilly waters of Lake Superior). At the end of the peninsula is the Wisconsin Point Li...
    Read more
  • Cross Plains, Wisconsin

    Hike through Indian Lake Park

    4.0
    4.7 mi / 324 ft gain
    442 acre park just outside of Madison is a perfect spot to escape for awhile. About a 20 minute drive from Madison makes it easily accessible even on a tight schedule. It provides a great place for lots of outdoor activities, year round.I love this place enough that I have been there many times a...
    Read more