Location: Winter Park
Top Things to do in Winter Park
The 10 Best Free Things to do in Winter Park, Florida (FL)
Winter Park is a suburban city in Orange County, Florida, United States. The population was 27,852 at the 2010 United States Census. It is part of the Orlando–Kissimmee–Sanford, Florida Metropolitan Statistical Area.
Restaurants in Winter Park
1. The Ancient Olive
Overall Ratings
5.0 based on 50 reviews
Reviewed By Dreamersdoit1 - The Villages, United States
This restaurant is located in Winter Park and is a hidden city gem. Do go and walk the streets enjoying the historic buildings. Return to the restaurant and sit at an outside table to enjoy your meal.
2. Rollins College
Overall Ratings
4.5 based on 219 reviews
Liberal arts college.
Reviewed By Movn4wood - Oklahoma City, United States
What a pleasure and pleasant surprise we found a full service place to eat for a fraction of the cost to dine off campus! After our wonderful 1-hour scenic boat tour, we decided to head towards campus for a walking tour of Rollins. The tour guide mentioned the campus had shown up on the Princeton review as one of the most beautiful campuses, so of course I wanted to check it out for myself. Our guide also mentioned the schools’ cafeteria was open to the public as well! The campus was indeed beautiful and you could have a fantastic meal on a beautiful patio overlooking the lake! If you’re ever in the area or you’re doing a scenic boat tour make sure you add the Rollins campus walking tour and cafe to you must-see list! Food, customer service and views were all A-1! Also, check-out the rows of rocks ...
3. Kraft Azalea Gardens
Overall Ratings
4.5 based on 118 reviews
Reviewed By SooJBee - Orlando, United States
Beautiful, beautiful place. Our daughter just got married here last week. She did all the arrangements over the phone, since we live in Indiana. We were over the top pleased with the beautiful place. All the cypress trees, the moss, the lake, the white egrets were just starting to gather in the trees for mating season. Not much parking space.
4. Hannibal Square Heritage Center
Overall Ratings
4.5 based on 25 reviews
Reviewed By Believer55 - Denver, United States
The museum provided an intimate look at the African-American community that established the Winter Park area. There were beautiful photographs of community members and their contribution to the Winter Park community. There is also artwork upstairs by various artists that is amazing at best! If you like to get a glimpse in to the unique beginnings of Winter Park, this museum is for you!
5. Winter Park Farmer's Market
Overall Ratings
4.5 based on 231 reviews
Reviewed By DayBreeze - Brooklyn, United States
Saturday morning fun activity. Great variety of vendors. We felt that the vegetable/fruit stands were nicely displayed and organized. Prices were very reasonable, unlike other towns that we have marketed in. Very clean and COVID conscious. Everyone wore masks.
6. Casa Feliz Historic Home Museum
Overall Ratings
4.5 based on 57 reviews
Reviewed By lyrsmith60
What a pleasant way to spend a Sunday afternoon! Free admission on Sunday from noon until 3. We received a tour around the Casa and enjoyed the harpist providing music in the living room. Very friendly staff.
7. Central Park
Overall Ratings
4.5 based on 336 reviews
Reviewed By mdeplaza51 - DeBary, United States
Perfect day at Blu on the Avenue and a walk through Central Park . Highly recommend to visit the Historic City of Winter Park Fl and lunch or dinner at Blu on the Avenue, we highly highly recommended. You will enjoy every bite from appetizers all the way to desserts. Full bar , pleasant music ???? the ambiance it is very layback relaxing , enjoyable and gorgeous contemporary decor . We had a wonderful experience!!!!!!
8. Lake Baldwin Dog Park
Overall Ratings
4.5 based on 53 reviews
Reviewed By djb30633 - Cleveland, United States
This was our first time to visit it. Our dog loves to retrieve a ball especially in the water so this is the only one in the area where your dog can”swim”. Unfortunately not everyone is diligent to pick up after their dog:( there are a couple of stations to wash your dog after playing. This is a nice large park and we didn’t experience any aggressive dogs.
9. Writer's Block Bookstore
Overall Ratings
4.5 based on 10 reviews
Serving the Orlando area since 2014, Writer’s Block Bookstore is Central Florida’s full-service independent bookstore with locations in Winter Park and in Winter Garden. Writer’s Block's commitment to literacy, reading, and community engagement for life-long learning is showcased through its events, book clubs, virtual book fairs, online Sunshine State and children book lists, and community partnerships. Specializing in new releases, New York Times best-sellers, Indie Next picks, and unique gifts and puzzles, the store hosts virtual and in-store author events with nationally recognized authors and offer discounts for educators and loyalty club members.
Reviewed By FL_Travelers29 - Port Saint Lucie, United States
The new location has afforded the bookstore to significantly expand their selection. If you love books, visit this bookstore. It's a treasure.
10. Winter Park
Overall Ratings
4.5 based on 27 reviews
Reviewed By NCluvtrav - Hillsborough, United States
Loved living in Winter Park as a child and now as an adult love coming back to visit. Housing can be quite $$$ especially on the chain of lakes but they sure are beautiful. Park Ave. provides great shopping, restaurants, museums, a park, banking, etc. The train and Sun Rail go right thru downtown with a stop at the station right there by Park Ave. Rollins College is located at the south side of the park. Dinky Dock is close as well where you can launch your boat. Lee Road has been improved where traffic does not get so backed up onto 17-92. Love the area.
