Two of the best group getaways in Illinois are a short drive from Chicago. Starved Rock State Park has sandstone canyons, seasonal waterfalls and winter bald eagles along the Illinois River. Galena has a 19th-century Main Street, Ulysses S. Grant history and a much-loved holiday season, with Chestnut Mountain just outside town. Do Starved Rock as an easy day trip, or link both into a weekend loop.
For families, friend groups, church and youth groups and senior outings, the simplest plan is one van that you drive yourselves. Everyone rides together and you park once.
Starved Rock sits on the Illinois River near Utica. According to the Illinois Department of Natural Resources (IDNR), the park has 18 canyons with moss-covered walls of St. Peter Sandstone and more than 13 miles of trails. Entry to Illinois state parks is free.
The waterfalls are rain-fed. IDNR says they typically run from March through June and may dry out from late June through October, though winter rain and snowmelt can bring them back. Aim for a spring weekend a day or two after a good rain.
Bald eagles are seen along the Illinois River all year, but IDNR notes the largest numbers usually gather in January, especially when the river freezes. Look for them on Leopold and Plum Islands from the top of Starved Rock, the sea wall across from the Visitor Center, or the nearby Illinois Waterway Visitor Center. The park has held an Eagle Watch Weekend in January with guided hikes and live bird programs; check the IDNR events calendar for this season's dates.
The historic Lodge was built by the Civilian Conservation Corps starting in 1933, opened in 1939, and is on the National Register of Historic Places. It has lodge rooms, log cabins, hotel rooms and several places to eat, so it is an easy lunch stop for a big group. The Lodge also offers trolley tours and guided hikes by reservation.
Conditions change, so check the official IDNR Starved Rock page and its closures page before every trip.
Galena sits in the hilly northwest corner of Illinois near the Mississippi River. The town took its name in 1826 and is celebrating its bicentennial in 2026. Enjoy Illinois notes that about 85 percent of the town lies within the Galena Historic District.
Main Street is lined with 19th-century red brick buildings full of locally owned shops and restaurants. Nearby, the U.S. Grant Home State Historic Site is the house Galena's citizens gave Ulysses S. Grant when he came home from the Civil War in 1865. The Galena & U.S. Grant Museum adds more history for school and senior groups. Check each site's tour days before you go.
The Galena Holiday Kickoff is held the Friday after Thanksgiving with a tree lighting on Main Street. In early December, the Night of the Luminaria and Living Windows fills downtown with more than 5,000 candlelit luminaries, and the Galena Holidaze festival includes a fireworks show. Mid-December brings the ticketed Snowflakes and Sweets Stroll, which tends to sell out. Confirm this year's dates on visitgalena.org.
Galena has free and paid parking downtown, near Main Street and at Depot Park on the east side, with street parking paid through ParkMobile. On busy weekends, drop your group near Main Street first, then park and walk.
Chestnut Mountain Resort is about 8 miles south of Galena, on a ridge above the Mississippi River. In winter, 19 ski and snowboard runs wind down the bluffs. In warmer months the resort lists an Alpine Slide, the Soaring Eagle Zipline, a river cruise and mini golf. Operating days vary by season, so check the resort's site first.
The full loop is roughly 420 to 450 miles with local driving. A two-day rental includes 500 free miles, pooled across the rental, and extra miles are $0.35 each.
All of our vans are self-drive. Compare every van on our rental fleet page.
Every Mercedes Sprinter has a 32-inch smart TV, Xbox, DVD/Blu-ray, USB and power, plus Apple CarPlay and Android Auto (see onboard entertainment). The Ford Transits and the minivan have no TV. Up to 2 additional drivers are free. Drivers must be 25 or older (21+ with a CDL, a business account or approval).
Yes. It is about 1.5 to 2 hours each way, and the roughly 200-mile round trip fits within the 250 free miles of a one-day rental. Arrive early on busy weekends.
March through June, especially after rain. IDNR says they may dry out from late June through October.
Groups of 20 or more need an Activity Permit from the park office, submitted at least 21 days ahead.
Roughly 420 to 450 miles. A two-day rental includes 500 pooled free miles, and extra miles are $0.35 each.
Book online any time. Our team is available by phone 7 days a week, 8 AM to 5 PM.