Door County and Galena: Midwest Small Towns
Cherry orchards and fish boils in Door County, and a 19th-century river town in Galena.
- Best time
- Late June to October; cherries ripen in July, fall color peaks in October
- Getting there
- Green Bay (GRB) for Door County; Dubuque or Chicago for Galena
- Getting around
- A car
- Stay
- 3–4 nights in each
Door County
Base in Fish Creek near Peninsula State Park's bluffs, beaches and lighthouse. Pick cherries in July, try a traditional fish boil, and drive between Ephraim, Sister Bay and Egg Harbor.
Galena, Illinois
Galena's Main Street is lined with 19th-century brick buildings full of shops and restaurants. Tour Ulysses S. Grant's home and the river bluffs, and visit local wineries.
Don't miss
- Washington Island and Rock Island ferries (Door County)
- Cave Point County Park's sea caves (Door County)
- Chestnut Mountain's Mississippi views (Galena)
- A day in Dubuque, Iowa, across the river (Galena)
Where to stay
These resorts are in very different spots. Pick the one that fits how you want to spend the trip.
Stay at Little Sweden
Tell us your dates and we'll check availability and send you a quote.
Sun & Summit Destinations

