Winter Park, Florida offers a charming alternative to the hustle and bustle of nearby Orlando's theme park attractions, noted by National Geographic as one of the world's top preserved historic destinations. The beautiful city is a paradise for arts and culture lovers, home to attractions such as the acclaimed Charles Hosmer Morse Museum of Natural Art, which showcases gorgeous works by Louis Comfort Tiffany.

More than 70 parks dot the city's landscape, including expansive public parks like Central Park and outdoor attractions like the Albin Polasek Museum and Sculpture Garden. Visitors can also explore the beautiful campus of 1885 Rollins College or peruse the vibrant shops and restaurants of the Park Avenue Shopping District.

Grand Marais, Minnesota Leavenworth, Washington State Lake Charles, Louisiana Cincinnati, Ohio Athens, Georgia Madison, Wisconsin San Jose, California Little Rock, Arkansas Sebring, Florida Montgomery, Alabama The Chautauqua Institution, New York Brookings, South Dakota Raleigh, North Carolina Stockholm, Wisconsin Sag Harbor, New York Winter Park, Florida McMinnville, Oregon Doylestown, Pennsylvania Lookout Mountain, Alabama Woodstock, Vermont Portsmouth, New Hampshire Acadia National Park Cave of the Winds Route 66 Cross Ranch State Park

Explore more: Family Weekend Getaway > Under-the-Radar Family Vacation Ideas in the U.S.

Plan Your Trip

Get Ready to Go!

Need some more help?


Go to travel reservations.