Galena
About 2 hr 45 min by car from Chicago
A preserved 1800s river town in rolling hills.
Why locals go
The go-to romantic small-town weekend.
Visiting Chicago?
At 2 hr 45 min by car, it's easy to add a night or two here and still be back in Chicago for your flight home.
What to book
- Main Street shops
- Winery tasting
- Hot-air balloon ride
Where to stay
One or two nights is enough for most people. Compare places to stay:
See hotels in GalenaDate ideas
For two
- B&B with a fireplace
- Hot-air balloon at sunrise
With friends
- Main Street pubs
- Kayak the Galena River
When to go
Year-round, fall color is best.