Trips & Routes

Small Towns

Trips & Routes
Small Towns

Why Travelers Are Falling for This Small Historic Town in Wisconsin

Sturgeon Bay is a small historic town in Wisconsin. With shipbuilding roots and plenty of local culture, it's a perfect jumping off point for Door County.

by Cait Kontalis
on Mar 31
A lighthouse and pier in Wisconsin
Trips & Routes

The Coastal Wisconsin Town Locals Hope Stays Off Tourists’ Radar

by Trent Jonas
on Mar 10
The Ashland Breakwater Lighthouse sits on a long stone pier surrounded by the blue waters of Chequamegon Bay, WI.
Trips & Routes

This Wisconsin Lakeside Town Feels Like the Northeast in the Fall and It’s Stunning

by Cait Kontalis
on Nov 7
A dock extending out into a lake with trees surrounding the lakefront in Wisconsin.
Trips & Routes

Discover the Wisconsin Small Town That Looks Like a Hallmark Movie Set

by Amanda Finn
on Oct 30
A close up of the ivory stone exterior of Taliesin with a small pool in the foreground.
Trips & Routes

The Small Town in Wisconsin With ‘That ’70s Show’ Vibes

by Trent Jonas
on Apr 9
Cars line the bustling street of a historic downtown area with red brick and stone buildings in a small Wisconsin city.

Latest Small Towns

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Small Towns

This Tiny Town in Wisconsin Feels Like a Living Time Capsule

Ready to step back in time? Discover old-timey favorites like supper clubs, Victorian-era homes, and maritime history in Sturgeon Bay, Wisconsin.

by Cait Kontalis
on Apr 10
A bridge crossing a river with a town and a hill behind it.
Trips & Routes
Small Towns

Greetings From Dousman, Wisconsin: A Town With a Hoppin’ Tradition

This town's love of frogs is straight out of a Mark Twain story.

by Amanda Finn
on Sep 3
A young girl with a pony tail kneeling behind a jumping frog
Trips & Routes
Small Towns

This Swiss-Inspired Village in Wisconsin Feels Like a Slice of the Alps

This Wisconsin town seemingly transports visitors on a dreamy trip to Europe without ever needing to board an airplane.

by Molly O'Brien
on Aug 25
Men dressed in traditional clothes play in New Glarus
Trips & Routes
Small Towns

Why Baraboo, Wisconsin, the Gateway of Devil’s Lake State Park, Is Worth a Visit in Its Own Right

Spend some time in nature, and then visit the clowns in Baraboo.

by Kerri Cox
on Jun 27
A row of colorful historic buildings line a small town square in Baraboo, WI
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Small Towns

Skip Europe This Summer: This Village in Wisconsin Is Just as Charming as Germany

Germantown, Wisconsin, is the oldest town in its county. With a deep German heritage, the charming village still celebrates its culture with food, fun, and history.

by Amanda Finn
on May 9
Von Rothenburg Bier Stube in Germantown, Wisconsin.
Trips & Routes
Small Towns

Why Winter Is This Charming Wisconsin’s Town Secret Season

With snow sports and dining options, as well as nearby natural areas for hiking, snow shoeing, and cross-country skiing, Dresser is one of the best winter towns in Wisconsin

by Trent Jonas
on Dec 19
Skiers and snowboarders descend a snow-covered hill next to a ski lift under a clear winter sky.
Trips & Routes
Small Towns

There’s No Place Like My Hometown of Westby, Wisconsin for the Holidays

This winter, check out the single coolest (literally) small town in Wisconsin that's perfect for the holiday season.

by Tori Jane
on Nov 26
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Small Towns

The Remote Town in Wisconsin We Simply Can’t Get Enough of

Nestled along Lake Superior, this charming town offers scenic trails, kayaking, and breathtaking views. It also boasts cozy dining spots with local flavors, making it an ideal destination for nature lovers and foodies alike.

by Jacki Mick
on Nov 16
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Trips & Routes
Small Towns

The Remote Town in Wisconsin We Simply Can’t Get Enough Of

History buffs, outdoor lovers, and those who just want to explore someplace new will fall in love with Berlin, Wisconsin.

by Courtnie Erickson
on Nov 1
Colorful historic buildings line a street, featuring a distinctive clock tower and vibrant storefronts under a clear blue sky.
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Small Towns

If You Only Have One Day to Visit This Small Town in Wisconsin, Here Are 3 Things You Absolutely Can’t Miss

If you're looking for day trip ideas in the Badger State, we think you'll love Osceola as a small town getaway in Wisconsin.

by Trent Jonas
on Oct 29
A serene waterfall cascades over rocks, surrounded by vibrant autumn foliage in a peaceful natural setting.
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Small Towns

This Blink-and-You’ll-Miss-It Town in Wisconsin Is So Worth Exploring

Ellsworth, a charming small town in Wisconsin, is the self-proclaimed "Cheese Curd Capital."

by Trent Jonas
on Sep 19
A sign declares Ellsworth, WI "The Cheese Curd Capital."
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Small Towns

The Best Small Town Getaway In Wisconsin: Best Things To Do In Bayfield

by Trent Jonas
on Jul 18
A scenic view of a waterfront town with lush green hills, boats docked, and charming houses along the shore.
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Small Towns

There’s A Famous Urinal In Wisconsin, And It’s One Of The Quirkiest Places You’ll Ever Go

by Ben Jones
on Jan 11
A colorful banner reading "Welcome to Big Dick's Buckhorn Inn" hangs above a lively bar scene with patrons.
Trips & Routes
Small Towns

Cable Wisconsin Is The Perfect Midwest Winter Travel Destination

by Ben Jones
on Jan 4
A green sign reading "Cable UNINCORPORATED" surrounded by snow-covered trees.
Trips & Routes
Small Towns

The Cozy Small Town In Wisconsin That Comes Alive Under A Blanket Of Snow

by Ben Jones
on Dec 14
Sign welcoming visitors to Winter, featuring a tribute to astronaut Jeff Williams and snowy surroundings.
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Small Towns

Chilton, Wisconsin Is The Very Definition Of Small Town Charm

by Ben Jones
on Dec 12
A parade scene with participants carrying a banner for the Chilton Chamber of Commerce, surrounded by spectators.
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Small Towns

This Charming Community Might Just Be The Most Peaceful Place To Live In Wisconsin

by Ben Jones
on Nov 17
Silhouettes of people and a dog by the water at sunset, with vibrant colors reflecting on the calm surface.
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Small Towns

Tiny Brodhead, Wisconsin Is A Time Capsule Town That’s Irresistibly Charming And Nostalgic’

by Ben Jones
on Nov 12
A charming town square with a gazebo, flower beds, and historic buildings under a blue sky with scattered clouds.
Trips & Routes
Small Towns

7 Christmas Towns In Wisconsin That Will Fill Your Heart With Holiday Cheer

by Ben Jones
on Nov 8
A brightly lit boat with colorful lights glides across a calm lake at dusk, reflecting on the water.
Trips & Routes
Small Towns

This Little-Known Scenic Spot In Wisconsin that Comes Alive With Color Come Fall

by Ben Jones
on Nov 3
A line of ATVs travels down a dirt path through a vibrant autumn forest with colorful leaves.
Trips & Routes
Small Towns

The Remote Small Town in Wisconsin Locals Don’t Want You to Find

Looking to get away from it all? You'll find plenty of fun adventures and things to do in Washington Island, Wisconsin.

by Beth Copenhaver
on Oct 19
Red boathouses line the shore at Jackson Harbor on Washington Island, Door County, Wisconsin.
Trips & Routes
Small Towns

The Most Charming College Town In Wisconsin Is Home To Delicious Dining, Shopping And More

by Ben Jones
on Oct 3
Two classic cars, a red convertible and a silver sports car, drive through a charming downtown street with historic buildings.
Trips & Routes
Small Towns

Enjoy The Simple Life When You Visit This Tiny Rural Community In Wisconsin

by Ben Jones
on Sep 29
A charming stone building with a small cottage and a sign, surrounded by greenery and flowers.
Trips & Routes
Small Towns

One Of The Most Historic Small Towns In Wisconsin Is Also Among The Most Haunted

by Ben Jones
on Sep 19
A stone building with multiple windows and a sign reading "Mansfield House" surrounded by trees and a pathway.
Trips & Routes
Small Towns

The Small Town in Wisconsin That Comes Alive in the Fall Season

Baraboo is a Wisconsin small town that comes alive in autumn. See the leaves changing color, go apple picking, or ride a nearby train.

by Rachel Pfutzenreuter
on Oct 5
A vibrant autumn tree viewed from below, showcasing bright orange and yellow leaves against a clear blue sky.