The 10 Best Outdoor Activities in Sheboygan, Wisconsin (WI)

September 9, 2021 Cedrick Jardin

Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. The population was 49,288 at the 2010 census. It is the principal city of the Sheboygan, Wisconsin Metropolitan Statistical Area. The city is located on the western shore of Lake Michigan at the mouth of the Sheboygan River, about 50 mi (81 km) north of Milwaukee and 64 mi (103 km) south of Green Bay.
Restaurants in Sheboygan

1. Playin' Hooky Sportfishing

Excellent
100%
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5.0 based on 9 reviews

Playin'  Hooky Sportfishing

Playin' Hooky Fishing Charters specializes in trout and salmon fishing charters on Lake Michigan out of the port of Sheboygan. Stick around - you'll be hooked!

2. Charter Happy Hooker

668 Western Ave, Sheboygan, WI 53081 +1 920-980-5286 http://www.charterhappyhooker.com/
Excellent
67%
Good
33%
Satisfactory
0%
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Overall Ratings

4.5 based on 3 reviews

Charter Happy Hooker

3. EOS

510 N 8th St, Sheboygan, WI 53081-4402 +1 920-208-7873 [email protected] http://www.eossurf.com
Excellent
33%
Good
33%
Satisfactory
33%
Poor
0%
Terrible
1%
Overall Ratings

4.0 based on 3 reviews

EOS

As Wisconsin's first and only dedicated surf shop, EOS is the destination for adventurer's with the passion for surfing and paddling the Great Lakes and our Midwest waterways. EOS combines the right gear and knowledgeable staff to get you going on your next adventure! Rentals available in season. -SUP - Stand Up Paddle Board -Surfboards -Wetsuits -Kayaks

4. Old Plank Road Trail

4015 Erie Ave, Sheboygan, WI 53081-3673 http://www.sheboygancounty.com/government/departments-f-q/planning-and-conservation/facilities/trails/old-plank-road-trail
Excellent
19%
Good
38%
Satisfactory
38%
Poor
6%
Terrible
0%
Overall Ratings

3.5 based on 16 reviews

Old Plank Road Trail

Reviewed By unknown2525

this is a nice trail to go walking jogging and biking. there is no overcrowding it is a very easy trail without steep hills and is paved all the way it It starts at a water tower in Sheboygan and goes west of plymouth

5. Wolf Pack Adventures

Excellent
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5.0 based on 2 reviews

Wolf Pack Adventures

6. SurReel Sport Fishing Charter Services

Excellent
100%
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Overall Ratings

5.0 based on 1 reviews

7. Hi-Tech Sport Fishing Charters

Excellent
100%
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5.0 based on 6 reviews

Hi-Tech Sport Fishing Charters

8. Bills and Gills Guide Sevices

Excellent
100%
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5.0 based on 1 reviews

Bills and Gills Guide Sevices

9. Sea Dog Sportfishing Charters of Sheboygan

Excellent
80%
Good
3%
Satisfactory
6%
Poor
9%
Terrible
2%
Overall Ratings

4.5 based on 35 reviews

Sea Dog Sportfishing Charters of Sheboygan

10. Highway 42

Highway 42 starting about Deer Trail S, Sheboygan, WI 54210
Excellent
33%
Good
67%
Satisfactory
0%
Poor
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Overall Ratings

4.5 based on 6 reviews

Reviewed By SigmaJosh - Waukesha, United States

Highway 42 (WIS-42) is both a route my mother and I would take to see my grandmother who lives along WIS-42 between Howards Grove and Manitowoc, and a route that my family would take to get from Manitowoc to Sturgeon Bay. The best part about driving along WIS-42 was both on Memorial Drive in Manitowoc/Two Rivers (Trivers) and on the historic 1931 Sturgeon Bay Bridge (Michigan Street Bridge) in downtown Sturgeon Bay. I heavily recommend driving along WIS-42 if coming to Sturgeon Bay from Milwaukee, Waukesha, and Chicago. The only thing that's dangerous about it is driving when it's foggy out, as was demonstrated on I-43 near Cedar Grove on October 11th, 2002. Otherwise, it's a nice drive along the Schooner Coast (Stretch of Lake Michigan from Manitowoc to Sturgeon Bay, named after the schooners built in the communities in between the two cities), and along the Door County Scenic Byway (Sturgeon Bay to Northport). SIDE NOTE: I was quite surprised to see this as an attraction in Sheboygan.

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