Best attractions and places to see around Oconomowoc Lake offer a blend of natural beauty, historical landmarks, and recreational opportunities in Waukesha County, Wisconsin. This region, known as "Lake Country," features several large lakes and was historically a popular summer retreat, leading to grand homes and a rich heritage. Visitors can explore diverse landscapes, from clear waters ideal for various water sports to scenic trails and historic sites.
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 Lake.
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
The Oconomowoc Lake area is rich in natural beauty, centered around several prominent lakes. You can enjoy the clear waters of Oconomowoc Lake itself, or explore Nagawicka Lake and Pewaukee Lake, both ideal for various water sports and fishing. Fowler Lake, located in downtown Oconomowoc, offers a scenic walking loop. For panoramic views, head to Lapham Peak Observation Tower, the highest point in Waukesha County, offering extensive vistas of the surrounding landscape.
Yes, the area offers several excellent trails. The Lake Country Trail and the Glacial Drumlin State Trail are popular options, winding through rolling hills and glacial landscapes. The Glacial Drumlin Trail also intersects with the 1,200-mile Ice Age Trail. For specific hiking routes, you can find easy hikes around Oconomowoc Lake, including trails like Prairie Path and Ice Age Trail segments, on komoot's dedicated guide: Easy hikes around Oconomowoc Lake.
Oconomowoc boasts a rich history. You can visit the historic Zion Episcopal Church, dating back to 1889, or explore the Oconomowoc Depot, built in 1896, which played a key role in the city's development as a resort destination. The Oconomowoc City Hall, constructed in 1886, is another significant landmark. Many grand homes and estates from the late 19th and early 20th centuries can be seen, particularly along the 'Fowler loop' walk. The Oconomowoc Historical Museum offers hands-on exhibits and explores the area's past, including its Olympic ties.
Absolutely! Families can enjoy City Beach on Fowler Lake, which offers a swim area with lifeguards and watercraft rentals during the season. Roosevelt Park features the Imagination Station Playground. The Children's Play Gallery provides an indoor space for active play. Many of the lakes, including Nagawicka Lake and Pewaukee Lake, are considered family-friendly for swimming, boating, and fishing.
The lakes in the Oconomowoc area are perfect for a variety of water sports. On Oconomowoc Lake, Fowler Lake, Nagawicka Lake, and Pewaukee Lake, you can enjoy paddleboarding, kayaking, fishing for species like Panfish and Bass, sailing, canoeing, and waterskiing. City Beach on Fowler Lake also offers pontoon boat rentals.
The area is excellent for cycling, featuring the Lake Country Trail and the Glacial Drumlin State Trail, which connect Oconomowoc to other towns through scenic landscapes. You can find various cycling routes, from easy loops to more moderate distances, in komoot's guide: Cycling around Oconomowoc Lake.
Downtown Oconomowoc offers a vibrant cultural scene with eateries, boutiques, and an active art culture reflected in sculptures and murals. You can catch live music and theater performances at the Oconomowoc Arts Center and Box Theater. For a modern twist on history, try the Augmented Reality History Experience, an interactive walking tour that lets you see landmarks as they once were.
Yes, the Lapham Peak Observation Tower is the premier spot for expansive views. Located at the highest point in Waukesha County, the 45-foot tower provides stunning vistas of downtown Milwaukee, Holy Hill, and the Kettle Moraine State Forest.
Oconomowoc Lake offers attractions year-round. Summer is popular for water sports and outdoor events like 'Bands at the Beach' and 'Moonlit Movies.' Spring and fall provide pleasant weather for hiking and cycling on trails like the Lake Country Trail, with beautiful foliage in autumn. Winter brings opportunities for activities like the 'German Christmas Market' and potentially ice fishing or cross-country skiing, depending on conditions.
Downtown Oconomowoc is very walkable and offers a variety of eateries and boutiques. You'll find diverse dining options, including Lago Su Bella, an acclaimed Italian restaurant with picturesque views along Lac La Belle. The Fowler Lake Boardwalk is a popular spot to relax by the lake, often with food and drinks from local establishments.
Yes, the city of Oconomowoc has hundreds of acres of parks. Roosevelt Park is notable for its Imagination Station Playground, providing a fun and active space for children. Many other parks offer picnic areas and open spaces for play.
While many water activities are seasonal, winter in Oconomowoc offers its own charm. The 'German Christmas Market' at Village Green Park is a popular event. Depending on snow and ice conditions, you might find opportunities for ice fishing on the lakes, cross-country skiing on trails like those at Lapham Peak, or simply enjoying the serene, snow-covered landscapes.
While specific accessibility details for all attractions vary, the 'Fowler loop' around Fowler Lake is a paved, two-mile walking loop that passes through downtown and historic neighborhoods, making it generally accessible. Many downtown areas and parks are designed with accessibility in mind. It's always recommended to check specific venue websites or contact them directly for detailed accessibility information.


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