2026 Fall Color Picks Southern Wisconsin Midwest Fall Favorites Galena, Illinois Lighthouse Road Trips Fall into Traverse City, MI

Plan your Midwest Fall getaway with

Top Things to Do & See

The Midwest contains numerous unexplored places just waiting to be discovered. The chance to travel is an invitation! Whether it's enjoying moments with family, discovering your next stunning scenery, marking special occasions, or exploring one of the many natural marvels, an adventure is always available for you!

Curated by our experienced team, Top Things to Do & See shares some of our favorite venues, events, itineraries, and road trips we have experienced over the past 25 years. Come back monthly as we add new trip experiences and expand our destinations. Check out our current favorite things to do in Illinois, Indiana, Iowa, Michigan, Minnesota, Ohio, and Wisconsin. 

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Fall Weekend Road Trips

This Fall, grab the family and head out to experience the vibrant colors of a Midwest autumn! There is no better time to plan a cozy weekend escape and experience the breathtaking seasonal beauty together. Our curated collection of Fall Favorites guarantees you'll find the perfect, family-friendly getaway to enjoy the stunning autumn foliage before it's gone!

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Sip & Stay: Your Southern Wisconsin Wine Weekend

This three-day Southern Wisconsin escape blends top-tier local wine tasting with picturesque stays along the lake. On day one, countryside tastings at Staller Estate Winery are paired with a historic overnight at Delavan’s Lake Lawn Resort. Day two heads west to Bailey’s Run Vineyard for live music and pizza, then continues with a luxurious waterfront stay at Madison’s The Edgewater. Day three concludes to the northwest with a hillside vineyard tour and lunch at the historic Wollersheim Winery in Prairie du Sac.

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2026 Fall Color Picks

Check out five fall weekend getaways across Michigan, Wisconsin, Illinois, and Ohio for watching the vibrant Midwest fall colors. Our 2026 curated guide is complete with local places to stay, dine, and explore the outdoors during this autumn season.

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Fall Trip to Traverse City, MI

Traverse City, Michigan, a charming town by the lake, is known throughout the Lower Peninsula as the go-to spot! With crafts, events, relaxation, and activities happening all year long, it’s a top choice for visitors. For more than 100 years, people have flocked to Traverse City for its unique experiences. Whether you’re into history, art, food, or just soaking up nature, Traverse City, MI has something for everyone!

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Road Trip - Michigan Lighthouses

Imagine driving the beautiful scenic coastlines of Michigan's Great Lakes, relaxing on beautiful beaches, and kicking back in sandy beach towns brimming with charm, shopping, and dining. Pack your bags and follow our three favorite routes to experiencing these perfectly positioned beacons for photo opportunities. Your lighthouse road trip starts today!

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5 Fall Hikes

Looking to hit the trails this fall? Forests, lakeshores, bluffs, dunes, scenic overlooks... our five recommended Midwest parks have the perfect trail for your next adventure. Whether you are a beginner or expect, these scenic trails have distances, terrain, and challenges for every level of hiker. Check your gear, load your pack, and hit these Midwest trails today!

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Family Vacay in Glen Arbor, Michigan

Glen Arbor, MI offers everything from hiking paths and lakeside restaurants to waterfront activities, historic accommodations, and unforgettable family moments. Nestled on Michigan's Leelanau Peninsula right next to Sleeping Bear Dunes National Lakeshore, Glen Arbor is a nature lover’s dream. This is the perfect spot to kick off your family vacation!

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Fall Vacation in Leland, MI

Looking for the perfect family vacation? Leland, MI is a gorgeous little coastal town right on the edge of the Leelanau Peninsula. It has been a favorite vacation spot for over a hundred years because it's beautiful, super welcoming, and perfect to visit in any season.

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Sip Your Way Through Galena, IL

Looking for a romantic getaway in Illinois? Check out Galena, Illinois known for its year-round beauty, historic charm, and wine country. Located three hours from Chicago in Northwestern Illinois, Galena is the perfect vineyard-centric getaway! With delicious local fare, scenic stays, and fine selections of wine, there is much to enjoy. Come and enjoy our selection of Galena's wonderful venues in this wine weekend getaway!

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