2 weeks in Harvard, IL for a family
Embark on a two-week family journey through the cultural and natural wonders of the Midwest. Starting in Chicago, this trip offers a balanced pace to explore vibrant cities, historical landmarks, and breathtaking national parks. With stops at charming small towns and culinary hotspots, the itinerary is designed for families seeking enriching experiences and outdoor adventures.
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Your journey begins on 16 June
1st stop: CHICAGO
Start your journey in Chicago, a bustling metropolis known for its stunning architecture, vibrant arts scene, and deep-dish pizza. This city is a perfect blend of history and modernity, offering something for every family member.
Stay 3 nights
Explore the Art Institute of Chicago
Family Fun at Millennium Park
Savor Chicago's Culinary Delights
We couldn't find any hotels in Chicago
Chicago
2 hours
Rockford
2nd stop: ROCKFORD
Rockford is known for its lush gardens and museums that appeal to all ages. This charming city offers a blend of nature and history, perfect for families looking to unwind and learn together.
Stay 3 nights
Discover Anderson Japanese Gardens
Explore Burpee Museum of Natural History
Walk Through Rock Cut State Park
We couldn't find any hotels in Rockford
Rockford
1 hour
Harvard
3rd stop: HARVARD
A quaint town with a rich railroad history, Harvard serves as a gateway to rural adventures and historical explorations in Northern Illinois. It's an ideal stop for families seeking charm away from big city life.
Stay 2 nights
Step Back in Time at Illinois Railway Museum
Enjoy Local Farm Experiences
Relax at Milky Way Park
We couldn't find any hotels in Harvard
Harvard
2 hours
Madison
4th stop: MADISON
The capital of Wisconsin, Madison is known for its vibrant cultural scene and beautiful lakeside setting. It's a family-friendly city with plenty of educational attractions and outdoor activities.
Stay 3 nights
Tour Wisconsin State Capitol
Visit Henry Vilas Zoo
Stroll Through Olbrich Botanical Gardens
We couldn't find any hotels in Madison
Madison
1 hour
Milwaukee
5th stop: MILWAUKEE
Milwaukee offers an eclectic mix of breweries, museums, and lakefront activities. Known as Brew City, it also boasts cultural attractions suitable for visitors of all ages.
Stay 3 nights
Dive into Discovery World Science Museum
Unwind at Lakefront Brewery Tour
Experience Milwaukee Public Market
We couldn't find any hotels in Milwaukee
Milwaukee
2 hours
Chicago
Your journey ends on 16 June
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