There’s something magical about autumn in the Driftless Region, and it’s even more magical with all the Fall Harvest Activities around Galena, IL. The rolling hills burst into shades of crimson and gold, the air turns crisp, and the sweet smell of apples and cider fills the countryside. At Hawk Valley Retreat & Cottages, we love this season because it’s the perfect time for cozy mornings, scenic drives, and unforgettable farm adventures. If you’re planning a fall getaway, here are some of our favorite places to soak up the season near Galena.

Fall Attractions in Galena

Ditmar Orchard & Corn Maze

Ditmar Farm offers all the classic fall fun just a short drive from Galena. Spend the afternoon winding your way through their corn maze, picking pumpkins straight from the patch, or enjoying a hayride across the farm. Their fall weekends often feature live music, food, and seasonal treats, making the day extra festive.

Terrapin Orchards

For an actual farm-to-basket experience, Terrapin Orchards is the place to be. Here you can pick your own apples, wander through the rows of fruit trees, and enjoy the peaceful countryside. The farm store is filled with seasonal goodies—think apple cider donuts, honey, and jams—that make perfect snacks or souvenirs to bring home.

Orchard Landing Cider Co.

If fall flavors are calling your name, Orchard Landing Cider Co. is a must-visit. Their hard cider is crafted from locally grown apples, giving you a taste of the season in every sip. Stop by their tasting room to sample crisp and refreshing varieties—or pick up a few bottles to enjoy back at your cottage while watching the sunset over Hawk Valley.

More Fall Adventures in Galena

55th Annual Warren Pumpkin Festival – September 27, 2025, nearby Warren hosts a joyful community festival featuring pumpkin displays, vendor booths, live entertainment, games, crafts, and pure seasonal fun.

River Ridge Craft Fair & Scarecrow Festival – Head to this creative outdoor event October 11^th and 12th for entertaining scarecrow displays, over 100 artisan booths, and delicious treats—perfect for a leisurely autumn outing.

Galena Cellars Vineyard — 15th Annual Fall Harvest & Art Festival – Returning September 27, 2025, this annual celebration features grape stomping, pumpkin painting, live music, wagon rides, food trucks, and local artisans showcasing their crafts—all set against sweeping vineyard views.

Your Fall Getaway Awaits

After a day of exploring pumpkin patches, orchards, and cider mills, return to the peace and quiet of Hawk Valley Retreat & Cottages. Curl up by the fire, sip a warm drink, and enjoy the beauty of fall all around you. Don’t forget breakfast each day, where we use many of the local seasonal ingredients to start your day. In the evening, go down to say goodnight to the goats, chicken, and geese; then build a bonfire to enjoy one of those local ciders. Whether you’re here for a romantic escape or a cozy countryside adventure, autumn in Galena is the perfect backdrop.

We can’t wait to welcome you this fall!