Best Fall Things to Do in Delafield & Lake Country

Delafield Hotel
Sep 16
2 min read

Fall in Delafield, Wisconsin, and throughout Lake Country is quietly spectacular. The trees shift into reds and golds, the air turns crisp, and the pace naturally slows. It is the perfect setting for a weekend of hiking, local flavors, and seasonal events, and The Delafield Hotel’s Hike. Heal. Hibernate. package captures that feeling with a mix of outdoor exploration and cozy retreat. Here are some of the best ways to enjoy autumn in the area.

Fall Hiking Trails & Outdoor Must-Dos

DELAFIELD ICE AGE TRAIL – A gentle 3.5 mile stretch through downtown, along the Bark River and shared with the Lake Country Recreation Trail… great for casual hiking right from the heart of town.

LAPHAM PEAK HIKES – Push a little harder with 17+ miles of trails in the Kettle Moraine State Forest’s Lapham Peak Unit. The 0.9 mile loop to the 45ft observation tower delivers vivid fall foliage panoramas.

KETTLE VIEW TRAIL & PLANTATION PATH – Loop trails like Kettle View (5.8 miles) and accessible paths like Plantation Path offer easy immersion in autumn colors.

MORAINE RIDGE/BLACK TRAIL – For more elevation, this intermediate hike navigates glacial terrain and shady forest—not for the faint of heart.

Scenic Drives & Natural Heritage

Drive the Kettle Moraine Scenic Drive, a 115 mile route through glacially carved landscapes that touches on Delafield's surrounding state forest areas...great if you want to mix hiking with leaflooking by car.

Eat, Drink & Relax Locally

Pair hikes with warm meals and local flavor:

DELAFIELD BREWHAUS – A custom designed restaurant and microbrewery offering craft beers, hearty fare, and a welcoming beer garden.

WATER STREET BREWERY – Award-winning brewpub serving brunch, classic Wisconsin bar food, and a relaxed weekend vibe.

VOODOO BREWING CO. – Craft beer and pub food with a solid reputation in Delafield. Ideal for sinking into post-hike comfort.

RED CIRCLE INN'S OKTOBERFEST – September 21: If your visit happens to land on Sunday, September 21, don’t miss this. Red Circle Inn, Wisconsin’s oldest supper club, throws an open house Oktoberfest from noon to 7 p.m. You’ll find authentic German fare (think pig roast and sausages), German beer, live polka via the Mike Schneider Band, Hammerschlaggen contests, fire pits, outdoor games, and community tables to mingle.

Stay & Reset: "Hike. Heal. Hibernate." at the Delafield Hotel

Here's where it all connects:

From September 1 to October 31, the Delafield Hotel invites you to pause and soak in fall with its Hike. Heal. Hibernate. package. You'll get:

A stylish belt bag branded with the Delafield Hotel logo, packed with local hiking maps and trail-ready treats
An evening bath ritual with included calming bath salts
The chance to move from trail fatigue to total unwind...solo or with someone else.