Fall foliage and outdoor recreation biking on the bluffs of the La Crosse Region
Milwaukee Itinerary

A Long-Weekend Itinerary
in the La Crosse Region

Day 1: An Afternoon of Exploring

Afternoon: BBQ Lunch & River Views

Hop off the highway in West Salem for lunch at Big Boar Barbecue on your way into the Driftless Region. After lunch, head to Onalaska and the Great River Landing, the trailhead for the Great River State Trail for a scenic stroll through fall colors along the Mississippi River Valley. After you’ve explored through state trails, venture over to the Upper Mississippi River National Wildlife & Fish Refuge for more beautiful trails and views of Lake Onalaska.

Evening: Explore Downtown La Crosse

After spending an afternoon enjoying the Mississippi River views, swing by Starlite Lounge for a classic cocktail, then enjoy dinner at Pizzeria Dolorosa in downtown La Crosse. Stop by the Pearl for an after dinner ice cream treat before heading to your hotel to check-in, relax, and plan your route for tomorrow.

Day 2: Hiking, Paddling, & Fine Dining in
the La Crosse Region

Morning: Hike the Bluffs

A visit to the La Crosse Region in the fall would be amiss without enjoying the colorful view from the bluffs. Stop for breakfast at JavaVino before exploring a multitude of hiking trail options. With many interconnected trails and a range of difficulty, there is something for everyone.

Afternoon: Fall Fun in the La Crosse Region

After a morning of hiking, head north to Onalaska for a waterfront lunch at Red Pines. From there, stop by Ferguson’s Orchard for an afternoon of apple picking and a pumpkin patch.

Evening: Drinks & Dinner

After a day exploring outdoors, unwind with drinks and dinner at two local favorites in downtown La Crosse. Stop for cocktails at The Hatchery, a former fish hatchery turned boutique hotel, then enjoy dinner at Lovechild, a modern restaurant serving locally sourced, seasonal cuisines.

Day 3: Coffee & Biking in La Crosse

Grab breakfast and coffee at Jules Coffee House, then enjoy a leisurely bike ride in the La Crosse Region to soak up the fall colors before you head home.

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an aerial view of a river and mountains in the la crosse region