SAMPLE
Day 2
Saturday, October 17

Sunrise Balloon + History

The full day. Up before sunrise, 3,000 feet over Jo Daviess County, then history on foot.

Early AM

Set the alarm. Horseshoe Mound Preserve (1679 N Blackjack Rd) opens at 6 AM. The trail is mowed grass, the elevation gain is modest, and the view from the overlook - Galena below, the Mississippi plain stretching toward Iowa and Wisconsin - is the kind of thing that earns a sunrise in mid-October.

Address: 1679 N Blackjack Rd  |  Open 6 AM daily  |  Free admission
Morning

From Horseshoe Mound, drive to Eagle Ridge Resort for the morning departure. Flights run approximately one hour, reaching up to 3,000 feet over Jo Daviess County, and finish with a champagne toast.

Book ahead: 4-6 weeks minimum for fall weekends. Sunrise slot fills first. Weather-dependent - they will reschedule if conditions are unsafe. buyaballoonride.com
Afternoon
History Walk

Post-balloon brunch, then a walking history loop through town. Start at the Ulysses S. Grant Home (500 Bouthillier St) - the Italianate villa given to Grant by Galena citizens after the Civil War, now a free state historic site with guided 20-minute tours. A short walk brings you to the Dowling House (220 Diagonal St), Galena's oldest surviving structure (1826), an original limestone trading post with period pottery and primitives.

Grant Home: 500 Bouthillier St, free, Wed-Sun 9 AM - 4:45 PM  |  Dowling House: 220 Diagonal St, guided tours available
Late Afternoon
Wine on Main Street

Finish the loop with a second glass at Galena Cellars or wherever along Main Street looks inviting. This stretch is deliberately unscheduled - wander, shop, sit with the view. The day has already earned it.

Evening

Been there since 1937, and the steaks and the wine list both reflect it. Hand-cut Angus aged beef alongside Greek specialties and a list of over 100 wines. This is the trip's splurge dinner - the balloon was the experience, this is the meal.

201 N Main St  |  Dinner only  |  Closed Mon/Tue  |  Reservations required
Tonight's Dinner
Steakhouse & Greek  |  $$$ ($40-65/person)  |  201 N Main St, Galena

In continuous operation since 1937. Hand-cut Angus aged beef, Greek specialties, and a wine list topping 100 selections. Saturday nights in peak foliage season fill fast - book this when you book Friday night. logcabingalena.com or OpenTable.

Day 2 Practical Notes

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