Best attractions and places to see around Oconomowoc include a diverse array of natural retreats and historical landmarks. This Wisconsin city is characterized by its picturesque lakes, such as Fowler Lake and Lac La Belle, and its rich history, evident in its architecture and museums. The region offers opportunities for outdoor activities, cultural experiences, and exploration of its unique natural landscape.
Last updated: May 9, 2026
Highlight • Lake
Tip by
Highlight • Viewpoint
Tip by
Sign up now to discover places like this
Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.
Sign up for free
Highlight (Segment) • Cycleway
Tip by
Highlight • Lake
Tip by
Highlight (Segment) • Trail
Tip by
Sign up for free to discover even more attractions around Oconomowoc.
Sign up for free
Already have an account?
Start today with a free account
Your next adventure awaits.
Login or Signup
The Glacial Drumlin State Trail stretches 53 miles from Cottage Grove to Waukesha, offering a scenic journey through southeastern Wisconsin's glacial history. Formed during the last Ice Age, this area features wetlands, ponds, rivers, and numerous drumlins—low, cigar-shaped hills. The trail intersects with the 1,200-mile Ice Age Trail for approximately 2 miles near Wales, providing a unique blend of cycling and hiking opportunities through this geologically rich landscape.
0
0
Nagawicka Lake spans 981 acres and reaches depths of up to 90 feet, making it ideal for boating, swimming, and fishing. The lake is home to diverse fish species, including Panfish, Largemouth Bass, Smallmouth Bass, Northern Pike, and Walleye, offering a great fishing experience. This picturesque lake provides plenty of recreational opportunities for visitors.
0
0
The Lake Country Trail, spanning 15.2 miles, takes cyclists from Waukesha to Oconomowoc through Wisconsin's picturesque Lake Country. This route, largely following an old Milwaukee-Watertown Interurban Railway path, features farmland and rolling hills, with occasional glimpses of Pewaukee and Upper Nemahbin Lakes. In Delafield, the trail intersects with the Cushing Park Road Recreational Trail, which leads to the Glacial Drumlin State Trail. Nearby, Naga-Waukee Park offers recreational activities such as swimming, boating, and fishing in Nagawicka and Pewaukee lakes, making it a perfect stop along the trail.
0
0
The Lapham Peak Observation Tower is located in the Kettle Moraine State Forest - Lapham Peak Unit and surrounded by multiple nice hiking trails. The 45-foot tower provides stunning views of the surrounding forest!
0
0
This is the largest lake in Waukesha County. You can paddleboard, kayak, fish, sail, canoe and waterski here. There's heaps of amenities around the lake like cafes too.
0
0
Nagawicka Lake is a great place for outdoor pursuits; you can boat, swim and fish here. The water covers an area of 981 acres.
0
0
Lapham Peak is the highest point in Waukesha County. You bike up a moderately steep park road which goes almost all the way to the summit. On top is a wooden observation tower with great views of downtown Milwaukee, Holy Hill, and the Kettle Moraine.
0
0
Oconomowoc offers several beautiful natural areas. You can visit Fowler Lake and Lac La Belle for boating, fishing, kayaking, and paddleboarding, with City Beach on Lac La Belle offering rentals and a playground. The Lapham Peak Observation Tower provides stunning views from the highest point in Waukesha County. Additionally, the Oconomowoc River Conservancy Park features woodlands, wetlands, and trails, including a connection to the Ice Age National Scenic Trail.
Yes, Oconomowoc has a rich history. The Oconomowoc Historical Museum offers a deep dive into the area's past with hands-on exhibits and archives. You can also explore historic landmarks like the City Hall building, designed by George B. Ferry, and the Romanesque Zion Episcopal Church. For a deeper understanding of the city's past, consider a self-guided historic walking tour developed by the Oconomowoc Historical Society, which highlights many preserved stately summer homes. More information can be found on the Oconomowoc Historical Society website.
Families visiting Oconomowoc have several options. The Imagination Station Playground at Roosevelt Park is a popular spot for younger visitors. City Beach on Lac La Belle offers a playground and sandy areas for children. For indoor fun, the Children's Play Gallery provides an engaging environment for kids to learn and play. Many of the lakes, such as Nagawicka Lake and Pewaukee Lake, are also great for family outings like swimming and boating.
Oconomowoc is surrounded by excellent trails for hiking and cycling. You can explore the Fowler Loop, a scenic two-mile walk around Fowler Lake. For longer adventures, the Lake Country Trail offers 15.2 miles for cyclists, while the Glacial Drumlin State Trail stretches 53 miles through a geologically rich landscape. Nearby routes include easy hikes like the Prairie Path and Ice Age Trail segments, and moderate cycling loops around Nagawicka Lake. Find more details on hiking routes in the area at Hiking around Oconomowoc and cycling routes at Cycling around Oconomowoc.
Oconomowoc boasts a vibrant cultural scene. The Oconomowoc Arts Center (OAC) is a prominent venue hosting a professional series of programming, film series, and special events. Downtown Oconomowoc features art galleries like Oakbrook Esser Studios, known for stained glass, and Good Day Art Gallery. The city also offers an Augmented Reality Public Art Tour, highlighting various murals and public art pieces.
Absolutely. Oconomowoc is known for its picturesque lakes. Fowler Lake and Lac La Belle are central to the city's natural beauty, offering opportunities for boating, fishing, kayaking, and paddleboarding. Nagawicka Lake, spanning 981 acres, is ideal for boating, swimming, and fishing, home to diverse fish species. Pewaukee Lake, the largest in Waukesha County, is perfect for paddleboarding, kayaking, sailing, and waterskiing, with amenities available around its shores.
Oconomowoc offers attractions year-round. Summer is popular for lake activities, outdoor festivals like the Oconomowoc Festival of the Arts, and enjoying the city's parks. Fall brings beautiful foliage, while winter offers opportunities for sledding at Nature Hill Nature Center and enjoying events like the German Christmas Market. Spring is ideal for hiking as nature reawakens.
Yes, there are several easy hiking options. The Oconomowoc River Conservancy Park has a self-guided 'Healing Nature Trail' and connections to the Ice Age National Scenic Trail. Nature Hill Nature Center provides trails through prairies and forests suitable for hiking. For specific routes, you can find easy hikes like the Prairie Path and the Lapham Peak Observation Tower loop. Explore more easy hiking trails in the area at Easy hikes around Oconomowoc.
Downtown Oconomowoc, centered around Wisconsin Avenue, is a bustling district offering a mix of unique shops, boutiques, and diverse eateries, from casual cafes to fine dining. You can also find art galleries, historic buildings like the Oconomowoc Depot, and enjoy the scenic Fowler Loop walk which passes through the downtown area.
Beyond the main attractions, Oconomowoc has some unique spots. The Wisconsin Brewing Company Park is home to the Lake Country DockHounds, offering family-friendly entertainment. The Mon Bijou Inn, a historic boutique hotel, provides a cozy atmosphere and handcrafted cocktails at its Chandelier Lounge. For a scenic view, the bridge at the dam between Fowler Lake and Lac La Belle is a popular spot for fishing and enjoying the water.
Oconomowoc's natural areas are home to diverse wildlife. At the Oconomowoc River Conservancy Park, you can observe various species in its woodlands, wetlands, and prairies. Nature Hill Nature Center is a great spot for birdwatching. The lakes, such as Nagawicka Lake, are known for diverse fish species including Panfish, Largemouth Bass, Smallmouth Bass, Northern Pike, and Walleye.
Yes, within an hour's drive, you can extend your outdoor adventures to several state parks. These include Big Foot Beach State Park near Lake Geneva, Governor Nelson State Park on Lake Mendota, and Lake Kegonsa State Park. All offer additional opportunities for hiking, swimming, kayaking, and wildlife viewing.


Still not found the Highlight you’re looking for? See guides of the top attractions in other regions: