CITY : Freeport

Freeport, IL

Freeport is a scenic community offering a little something for everyone from great shopping and entertainment to diverse history and recreation opportunities.

Booking a Hotel in Freeport, IL

Freeport is a scenic community offering a little something for everyone from great shopping and entertainment to diverse history and recreation opportunities. Freeport's downtown district offers many unique shops and is a great place for finding antiques. Explore history at the Stephenson County Historical Museum or visit the famous Lincoln-Douglas debate statute near downtown. The Lincoln-Douglas Debate Site rests along the scenic Jane Addams Trail in a beautifully landscaped park. The Jane Addams Trail is an extraordinary trail providing 17 miles of multi-use recreational trail from Freeport to the Wisconsin state line. The trail highlights the beautiful scenery and history of the area with 22 bridges, including the historic 1885 Van Buren Bridge and a covered bridge, and crosses wetlands, creeks, woods, prairies, rock embankments, and farmland. Visitors will enjoy exploring the Freeport Art Museum with its eight galleries showcasing the museum’s diverse collections from Roman marble sculptures and Native American pottery to contemporary art.


  • Jane Addams Trail
  • Winneshiek Players
  • Classic Cinemas Lindo Theatre
  • Doug Firebaugh Observatory
  • Ferguson Fine Arts Theater
  • Freeport Art Museum
  • Hillbillies Orchards & Vineyards
  • Illinois Central Coaling Tower
  • Knowlton Park
  • Knowlton Park
  • Krape Park
  • Lincoln-Douglas Debate Square
  • Little Cubs Field
  • Oakdale Nature Preserve
  • Park Hills Golf Course
  • Silver Creek & Stephenson Railroad
  • Stephenson County Historical Museum
  • Taylor Park
  • Wetlands Preserve
  • Winter Park
  • Highland Community College
  • Stephenson County Historical Society
  • FHN Memorial Hospital
  • Chicago Rockford International Airport
See More Cities


SPEAK TO A VACATION PLANNER
1-770-821-6831

BOOK NOW. SAVE NOW. TRAVNOW.

AGENTS ARE STANDING BY

Accessing TravNow Member Benefits...

this may take a few seconds