Highlight Events:

Friday Night Live

A weekly summer concert series in downtown Waukesha, Friday Night Live showcases multiple stages with live music performances. On September 5, 2025, attendees can experience diverse musical acts and explore local businesses.

Delafield Art Walk

Traditionally held on the first Friday of September, the Delafield Art Walk transforms downtown Delafield into an open-air gallery, featuring local artists, live music, and refreshments. If the event follows its usual schedule, it would occur on September 5, 2025.

Waukesha Farmers Market

Held every Saturday from May through October in downtown Waukesha, this vibrant market features local produce, artisanal goods, and live entertainment. On September 6, 2025, visitors can enjoy a variety of vendors and community activities.

Nature / Hiking:

Lapham Peak (Delafield): Climb the 45-ft observation tower for panoramic views of changing leaves. Remember to visit the butterfly garden!

Nagawicka Lake (Delafield): Offers a mix of outdoor fun like boating, kayaking, swimming, and fishing. Access points at Naga-Waukee Park and St. John's Bay.

Pewaukee Lake (Pewaukee): Classic Wisconsin lakefront with beach area, dining, and live music nearby. Great for lakeside strolls, dining with a view, or a casual evening walk. Grab an ice cream or coffee and stroll the lakefront boardwalk for a chill end to the night.

Apple Orchards & Pumpkin Picking:

The Elegant Farmer (Mukwonago): Famous for its “Apple Pie in a Bag,” u-pick apples, hayrides, and fall treats.

Basse’s Taste of Country (Colgate) (~30 min out): Family-friendly spot with pumpkins, corn maze, and farm activities.

Rainy Day:

Marcus Hillside Cinema (Delafield): Comfy recliner seats and a good spot to catch new movies with friends.

Escape Waukesha (Waukesha): Solve puzzles and race the clock in escape room games—good for group outings.

Springs Water Park at Ingleside Hotel (Pewaukee): Indoor slides, lazy river, and splash zones. Day passes available.

Bars, Lounges & Craft Cocktails:

Revere’s Wells Street Tavern (Delafield): Cozy, lively tavern with a solid beer list, cocktails, and a younger crowd on weekends. Occasional live music or DJs.

I.d. Restaurant (Delafield): Upscale spot inside the Delafield Hotel — great for craft cocktails, sharable plates, and date-night energy.

Seven Seas (Hartland): Elegant lakefront dining that turns into a cocktail lounge vibe at night. Beautiful sunsets and piano bar atmosphere.

Twisted Vine Wine Bar (Pewaukee): A quiet, classy wine spot with cozy lighting and occasional acoustic nights.

Craft Beer & Breweries

Delafield Brewhaus (Delafield): In-town brewery with house-made beers, open mic nights, and a relaxed bar scene.

Nixon Park Beer Garden (Hartland): Open-air picnic tables, community vibe, live music on some nights. Great in early fall.

House of Guinness (Waukesha): Irish-style pub with trivia nights, live acoustic sets, and a very social scene.