5 of the Best Things to Do in the Fall in Galena, IL

Fall marks the beginning of cool weather, cozy sweaters, and fireside snuggles. With leaves changing from bright green to vibrant hues of orange, red, and gold, it’s also one of the most beautiful times of the year. In Galena, we celebrate the season by spending time outdoors, getting together with friends for festive events, and savoring all those comforting fall foods. So, join us this autumn for a delightful getaway with the ones you love! Below are five of our favorite things to do in the fall in Galena, IL. Looking for more ideas of what to do on your Galena getaway? Access our free Vacation Guide! It’s packed with local recommendations on the top restaurants, outdoor activities, upcoming events, and must-see sights.

Top 5 Things to Do in the Fall in Galena, IL

1. Attend a Fun Autumn Event

With the fall foliage beautifully decorating our landscape, it’s the perfect time for a fabulous outdoor event. Experience both our town’s history and the hues of autumn on the Tour of Historic Galena Homes. During this weekend-long event, see the 19th-century American craftsmanship of historic buildings and homes in the Galena Historic District. For more than 50 years, the tour of homes has been a favored tradition in town. Here are more of our favorite fall events:

  • The Annual Fall Harvest Festival at Galena Cellars | September
  • Galena Oktoberfest | October
  • The Galena Halloween Parade | October
  • Galena Country Fair | October
  • Nouveau Wine Festival | November
  • Festival of Trees | November
  • Thanksgiving at the Farmers Guest House | November

2. Savor Delicious Fall Foods

Comfort foods are great any time of year, but especially when the weather is cool and you’re on vacation! Our small town is home to more than 30 restaurants, so you won’t have any trouble finding a great place to eat. Take a look at our Vacation Guide (link above) for our top reccommended places!    

3. Enjoy the Beautiful Fall Foliage

Experience some of nature’s most magnificent colors when you get outdoors in Galena. From Apple River Canyon State Park to the Galena River Trail, our scenic corner of Illinois features an abundance of ways to enjoy the great outdoors. If your idea of exploring nature is relaxing on a blanket with wine and cheese, head to one of Galena’s best parks for a romantic afternoon picnic!

4. Go Shopping

Whether you’re shopping for the holidays or just browsing, Galena is full of wonderful boutiques, stores, and specialty shops. Many stores in town are locally owned, offering unique gifts that you can’t find anywhere else! Take a look at the best places to go shopping in Galena or simply stroll down the Helluva Half Mile and stumble upon your next favorite shop!

5. Stroll Through a Vineyard

Nothing says you’re on vacation quite like relaxing with a glass of wine and great company. Fortunately, Galena is home to some incredible local wineries! Spend a lovely afternoon strolling through a vineyard, sampling world-class wine, and enjoying the incredible colors of fall! Our Galena getaway guide is full of recommendations on the best local wineries.

Where to Stay  

Farmers Guest house exterior

Stay just minutes from all the best things to do in Galena, IL, in the fall at the Farmer’s Guest House! Our charming Inn is nestled in the heart of downtown and provides the perfect escape from your everyday routine. Enjoy one of our cozy guest rooms along with complimentary wine and cheese every evening, and a delicious, homemade breakfast each morning! Plan your stay at the Farmers Guest House and see why we’re recognized as one of the top bed and breakfasts in Galena!

With so many things to do in the autumn, it’s the perfect time to visit Galena. Check our availability and book your stay to enjoy the beauty of Illinois this fall!