Fall Itineraries in Wisconsin

Cooling temperatures, changing color, and thinning crowds — plans timed for the quieter, more comfortable side of the year.

38 itineraries

Confluence & Copper Light: Two Autumn Days in the Chippewa Valley

2 Days · Active Retirees

Eau Claire area, Wisconsin

Confluence & Copper Light: Two Autumn Days in the Chippewa Valley

3 stops

Gridiron Glory & Quiet Wetlands: Two Days in Green Bay

2 Days · Active Retirees

Green Bay area, Wisconsin

Gridiron Glory & Quiet Wetlands: Two Days in Green Bay

3 stops

Big Top Memories and Bluff-Top Light: Two Fall Days in Baraboo

2 Days · Active Retirees

Baraboo Hills, Wisconsin

Big Top Memories and Bluff-Top Light: Two Fall Days in Baraboo

4 stops

Frozen Tundra & Wild Wetlands: 3 Days in Green Bay

3 Days · Teen Families

Green Bay area, Wisconsin

Frozen Tundra & Wild Wetlands: 3 Days in Green Bay

7 stops

River Bends and Barrel Rooms: 3 Days in Eau Claire

3 Days · Teen Families

Eau Claire area, Wisconsin

River Bends and Barrel Rooms: 3 Days in Eau Claire

6 stops

River Bends & Amber Ale: Three Days Solo in Eau Claire

3 Days · Solo

Eau Claire area, Wisconsin

River Bends & Amber Ale: Three Days Solo in Eau Claire

6 stops

Big Top Nostalgia & Quartzite Sky: 3 Days in the Baraboo Hills

3 Days · Teen Families

Baraboo Hills, Wisconsin

Big Top Nostalgia & Quartzite Sky: 3 Days in the Baraboo Hills

8 stops

Big Top Shadows & Quartzite Light: 3 Days in the Baraboo Hills

3 Days · Solo

Baraboo Hills, Wisconsin

Big Top Shadows & Quartzite Light: 3 Days in the Baraboo Hills

8 stops

Frozen Tundra & Wild Wetlands: 3 Days Solo in Green Bay

3 Days · Solo

Green Bay area, Wisconsin

Frozen Tundra & Wild Wetlands: 3 Days Solo in Green Bay

5 stops

Domes, Dome, and Little Wanderers: A Family Weekend in Madison

2 Days · Young Families

Madison area, Wisconsin

Domes, Dome, and Little Wanderers: A Family Weekend in Madison

3 stops

Isthmus Light: Two Autumn Days in Madison

2 Days · Couples

Madison area, Wisconsin

Isthmus Light: Two Autumn Days in Madison

6 stops

Big Top Lights & Quartzite Shadows: Two Fall Days in Baraboo Hills

2 Days · Couples

Baraboo Hills, Wisconsin

Big Top Lights & Quartzite Shadows: Two Fall Days in Baraboo Hills

5 stops

Frozen Tundra Mornings & Wetland Wanderings: 2 Days in Green Bay with Kids

2 Days · Young Families

Green Bay area, Wisconsin

Frozen Tundra Mornings & Wetland Wanderings: 2 Days in Green Bay with Kids

4 stops

Big Top Wonder & Bluff-Top Breezes: A Family Weekend in Baraboo

2 Days · Young Families

Baraboo Hills, Wisconsin

Big Top Wonder & Bluff-Top Breezes: A Family Weekend in Baraboo

4 stops

Gridiron Gold & Wetland Gold: Two Fall Days in Green Bay

2 Days · Couples

Green Bay area, Wisconsin

Gridiron Gold & Wetland Gold: Two Fall Days in Green Bay

4 stops

Riverbend Days: A Family Autumn in Eau Claire

2 Days · Young Families

Eau Claire area, Wisconsin

Riverbend Days: A Family Autumn in Eau Claire

4 stops

Two Rivers, Slow Light: A Fall Weekend in Eau Claire

2 Days · Couples

Eau Claire area, Wisconsin

Two Rivers, Slow Light: A Fall Weekend in Eau Claire

4 stops

Big Top Light & Bluff Country: Three Slow Days in Baraboo

3 Days · Active Retirees

Baraboo Hills, Wisconsin

Big Top Light & Bluff Country: Three Slow Days in Baraboo

6 stops

River Confluence & Lumber Baron Legacy: 3 Days in Eau Claire

3 Days · Active Retirees

Eau Claire area, Wisconsin

River Confluence & Lumber Baron Legacy: 3 Days in Eau Claire

5 stops

Gridiron Glory & Wetland Quiet: 3 Days in Green Bay

3 Days · Active Retirees

Green Bay area, Wisconsin

Gridiron Glory & Wetland Quiet: 3 Days in Green Bay

6 stops

Cold Water, Quiet Light: Two Days Alone on the Bayfield Peninsula

2 Days · Solo

Bayfield Peninsula, Wisconsin

Cold Water, Quiet Light: Two Days Alone on the Bayfield Peninsula

4 stops

Wolves, Wetlands, and Frozen Tundra: 3 Days in Green Bay with Little Ones

3 Days · Young Families

Green Bay area, Wisconsin

Wolves, Wetlands, and Frozen Tundra: 3 Days in Green Bay with Little Ones

4 stops

Autumn Gridiron & Wild Wetlands: Three Days in Green Bay

3 Days · Couples

Green Bay area, Wisconsin

Autumn Gridiron & Wild Wetlands: Three Days in Green Bay

5 stops

Big Top Dreams & Bluff-Top Breezes: A Family Weekend in Baraboo

3 Days · Young Families

Baraboo Hills, Wisconsin

Big Top Dreams & Bluff-Top Breezes: A Family Weekend in Baraboo

6 stops

Big Top Light & Quartzite Shadow: A Baraboo Hills Autumn

3 Days · Couples

Baraboo Hills, Wisconsin

Big Top Light & Quartzite Shadow: A Baraboo Hills Autumn

6 stops

River Confluence & Golden Hops: Three Fall Days in the Chippewa Valley

3 Days · Couples

Eau Claire area, Wisconsin

River Confluence & Golden Hops: Three Fall Days in the Chippewa Valley

6 stops

Rivers, Ripples & Little Explorers: 3 Days in Eau Claire

3 Days · Young Families

Eau Claire area, Wisconsin

Rivers, Ripples & Little Explorers: 3 Days in Eau Claire

4 stops

Superior Silence: 3 Days Alone on the Bayfield Peninsula

3 Days · Solo

Bayfield Peninsula, Wisconsin

Superior Silence: 3 Days Alone on the Bayfield Peninsula

6 stops

Slow Waters & Small Wonders: A Family Weekend on the Bayfield Peninsula

2 Days · Young Families

Bayfield Peninsula, Wisconsin

Slow Waters & Small Wonders: A Family Weekend on the Bayfield Peninsula

3 stops

Cold Water, Warm Light: Two Days on the Bayfield Peninsula

2 Days · Couples

Bayfield Peninsula, Wisconsin

Cold Water, Warm Light: Two Days on the Bayfield Peninsula

5 stops

Superior Shores & Small Feet: 3 Days on the Bayfield Peninsula

3 Days · Young Families

Bayfield Peninsula, Wisconsin

Superior Shores & Small Feet: 3 Days on the Bayfield Peninsula

4 stops

Quiet Water, Amber Light: 3 Days in Off-Season Door County

3 Days · Active Retirees

Door County (off-season), Wisconsin

Quiet Water, Amber Light: 3 Days in Off-Season Door County

4 stops

Big Tops and Quartzite Bluffs: A Solo Weekend in the Baraboo Hills

2 Days · Solo

Baraboo Hills, Wisconsin

Big Tops and Quartzite Bluffs: A Solo Weekend in the Baraboo Hills

4 stops

Superior Light: Three Slow Days on the Bayfield Peninsula

3 Days · Active Retirees

Bayfield Peninsula, Wisconsin

Superior Light: Three Slow Days on the Bayfield Peninsula

5 stops

Frozen Tundra, Wild Wetlands: A Solo Autumn Weekend in Green Bay

2 Days · Solo

Green Bay area, Wisconsin

Frozen Tundra, Wild Wetlands: A Solo Autumn Weekend in Green Bay

4 stops

River Bends & Brewery Legends: Two Fall Days Alone in Eau Claire

2 Days · Solo

Eau Claire area, Wisconsin

River Bends & Brewery Legends: Two Fall Days Alone in Eau Claire

3 stops

Amber Light on Superior: 3 Days in the Chequamegon Northwoods

3 Days · Active Retirees

Northwoods (Chequamegon NF), Wisconsin

Amber Light on Superior: 3 Days in the Chequamegon Northwoods

7 stops

Chrome, Canvas & Lake Light: Two Days Solo in Milwaukee

2 Days · Solo

Milwaukee area, Wisconsin

Chrome, Canvas & Lake Light: Two Days Solo in Milwaukee

5 stops

Fall transforms Wisconsin into a destination of quiet beauty and seasonal discovery. This collection features seven itineraries across seven distinct regions, each designed for travelers seeking autumn's particular charms. From the off-season tranquility of Door County to the artistic heritage of the Baraboo Hills, from the shoreline light of the Bayfield Peninsula to the urban culture of Milwaukee, Wisconsin's fall offerings range from two-day solo escapes to three-day immersive journeys. Whether drawn to water, landscape, history, or local flavor, visitors will find curated routes through the Northwoods, Green Bay, Eau Claire, and beyond—each timed to capture the region's autumn character.

Frequently Asked Questions

How many itineraries are featured on this page?

There are seven itineraries featured, ranging from two to three days in length. Options include stays in Door County, the Baraboo Hills, the Bayfield Peninsula, the Green Bay area, the Eau Claire area, the Chequamegon Northwoods, and the Milwaukee area.

What regions of Wisconsin are covered?

The page covers seven regions: Door County (off-season), the Baraboo Hills, the Bayfield Peninsula, the Green Bay area, the Eau Claire area, the Chequamegon National Forest in the Northwoods, and the Milwaukee area.

Are there multi-day itineraries available?

Yes. The page features both two-day and three-day itineraries, allowing travelers to choose trips that fit different schedules and travel styles.

What types of experiences are highlighted in these fall trips?

The itineraries highlight diverse experiences including quiet waterside time, artistic and geological attractions, shoreline views, brewery culture, outdoor recreation in the Northwoods, and urban exploration in Milwaukee.

More Collections

We use cookies to improve your experience and analyze site usage. Essential cookies are always active. You can customize your preferences or accept all cookies. Cookie Policy