My Favorites FAVS Search Join Our Newsletter BOOK A ROOM

 


Fall Group Getaway in Galena Country

If you want to make the most of your time, go to a place that’s frozen in it! Gather a group of friends and experience fall in Galena Country!

Day 1

First up is lunch with a view at the Sunset Grille located at Chestnut Mountain Resort. Feast your eyes on incredible panoramas of the Mighty Mississippi while enjoying lunch, followed by check-in. Settle into your room before venturing downtown to Galena’s Historic Main Street, where you’ll be immersed in history on a Trolley Tour. After the tour, experience more than 125 boutiques, galleries, attractions and eateries. Finish the day with a savory meal at Galena’s oldest supper club, the Log Cabin Steakhouse. Start the meal with an order of saganaki and finish with a flaming grasshopper!

Day 2

Enjoy breakfast at the resort or off site at Big Bills Sandwich Shop & Coffee Bar on Main Street. Next, head to the Ulysses S. Grant Home State Historic Site to tour the home of the United States 18th President. Take note of the many original furnishings, still on display! Next, journey outside of town to Horseshoe Mound Preserve, where you can take in views of Galena and the rolling hills of the driftless region. Be ready to snap some photos of these unforgettable views! Grab a bite to eat at Green Street Tavern at Desoto House Hotel for lunch, followed by a ‘behind the scenes’ tour at Blaum Bros Distilling Co. Make your way back to the resort to freshen up for fine dining at Timmerman’s Supper Club, a nostalgic restaurant perched along the bluffs of the Mississippi River backwaters.

Day 3

Finish breakfast at the resort with a relaxing chairlift ride overlooking the Mississippi River, then venture to town for shopping and wine tasting. Fuel up at Gobbies’s Sports Pub and Eatery for lunch before heading to Hoof it Goat Treks, where you’ll experience a peaceful hike through the forest while baby goats follow and play along the trails.

Everyone loves a good story, and here, one good story always leads to another. Make plans to experience Galena Country with the best of friends, because we may be old, but never the same old thing. For further information on safety guidelines regarding COVID-19 and travel, please click here.