The Best Fall Weekend

Whether you love the colors on the trails or are obsessed with all things spooky, fall in Whitewater, WI is unbeatable. Here are your weekend must-dos.

Where to stay:

Uniquely Whitewater: Kettle Moraine Cabin at Pine Knolls – Nestled in the Kettle Moraine State Forest, this cabin is a perfect little getaway near Whitewater Lake.

Not a camper? Hamilton House Bed & Breakfast – Charming historic B&B in downtown Whitewater with a spooky past. Ask the Innkeeper to share stories!

Day One

After arrival

Adventure: Hike Bald Bluff Scenic Overlook and the Blackhawk Segment of the Ice Age Trail

Bald Bluff is a moderately challenging 1-1.5mi climb and descent from parking lot to the overlook and back. The Blackhawk Segment is an easy to moderate 7mi point-to-point trail. The trailhead on Young Rd, less than a mile from the parking lot for Bald Bluff, is a forested section of the trail. Turn around at Duffin Rd if you aren’t doing the entire segment.

If you would rather do an easier section of the trail through woods, prairie, and past Lake La Grange, park at the trailhead off Hwy 12 and hike to Duffin Rd.


Lunch: Avant Cycle Cafe

Pop into this fresh lunch spot for incredibly delicious build-your-own sandwiches and a coffee. Eat outside on their patio for optimal time in the sunshine.

Explore: Hallow's Gala Exhibit

Spooky art exhibit at the Whitewater Arts Alliance's Cultural Arts Center for the Halloween, mythology, folklore, and/or macabre enthusiast.


Dinner: Whiney's Wine & Beer Haus at The Fuzzy Pig

Wood-fired pizza and wine or a cocktail in Whitewater's countryside. Fine dining experience in a cozy atmosphere. Live music every Friday and Saturday evenings.

Play: Shockwave Haunts at The Fuzzy Pig

"Takes fear to a new level and shocks your senses like you never expected." Ready to be scared out of your mind? These haunts are for you.

Day Two


Breakfast: The Cafe

Delight in one of this friendly coffee shop’s open faced toasts with delicious toppings and their fall beverage of the month. 

Explore: The Book Teller

Enjoy local art, photography, authors, and products as well as a wide selection of gently used books.


Adventure: Hike the Whitewater Lake Segment of the Ice Age Trail

This challenging 4.5mi point-to-point segment is gorgeous during the fall. If you don't have time for the whole thing, turn around at Hwy P.

Late Lunch: 841 Brewhouse

Refuel for the rest of your day with a big ole plate of food and in-house brewed beer from this family-friendly brewpub.


Play: Legends & Lore at Old World Wisconsin

Troves of supernatural tales brought to Wisconsin over the generations come to life at this always spooky, sometimes scary, Halloween event.

Late Night Eats: Rosa's Pizza

Yummy pizza and ice cream delivered to you to satisfy any late night cravings.

Day Three


Pack up and check out.

Breakfast: Jessica's Family Restaurant

Only the best stick-to-your ribs classic diner around with coffee refills that just keep on comin'.

Adventure: Meander the trails at Whitewater Nature Preserve


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