28 Best & Fun Things to Do in Winter Park (FL)

Winter Park is a beautiful city nestled in Orange County, Florida, United States. The city has a population of approximately thirty thousand, eight hundred and twenty-five according to the 2019 census.

Winter Park is an excellent destination to take the kids, as it features lots of museums, outdoor opportunities, a performing arts center & entertainment activities to enjoy.

There are numerous exhilarating attractions in the city, such as Albin Polasek Museum & Sculpture Gardens, Bulla Gastrobar, Casa Feliz Historic Home Museum, Cady Way Trail, the Winter Park Golf Course, Winter Park Farmers’ Market, Charles Hosmer Morse Museum of American Art, and more.

Without any doubt, Winter Park is a city any tourist will love to visit in Florida to explore all it has installed. Here are the top things to do in Winter Park, FL.

Things to Do in Winter Park, FL

1. Mead Botanical Garden

Mead Botanical Garden
Credits: Timothy Holle / Shutterstock
Mead Botanical Garden

Mead Botanical Garden is an amazing natural spot with a spread-out green space that gives the environment picturesque views.

The garden is a paradise for those who love to spend the day around nature with a plethora of fauna and flora from different parts of the world.

Mead Botanical Garden features a large range of freshwater ponds, trees, wildlife habitats, and flowering gardens.

Of course, this garden is a great gateway from all the bustle and hustle in the world, a place to simply relax and reflect.

Mead Botanical Garden features many accessible trails that lead to the different natural environments with several animals.

Many spots in the garden are designated for picnics with several pavilions that may also be used for private events and functions.

Address: 1300 S Denning Dr, Winter Park, FL 32789, United States

2. Charles Hosmer Morse Museum of American Art

Charles Hosmer Morse Museum of American Art
Credits: 407apartments.com / Flickr
Charles Hosmer Morse Museum of American Art

Charles Hosmer Morse Museum of American Art is a popular destination for art lovers in Winter Park.

As a world recognized museum, it features an exceptional collection of art nouveau with a unique mix of art, history, and culture.

Charles Hosmer Morse Museum of American Art is located in North Park and it houses the largest collection in the world of artworks by an American artist and designer Louis Comfort Tiffany.

The Louis collection includes paintings, pottery, Tiffany’s famed leaded-glass lamps & windows, and art glass with a beautifully restored Byzantine-Romanesque chapel interior.

Charles Hosmer Morse Museum of American Art showcases exhibits of American paintings dating back to the 19th century and early 20th century, American art pottery, and the arts and crafts movement.

Address: 445 N Park Ave, Winter Park, FL 32789, United States

3. Bulla Gastrobar

Bulla Gastrobar
Credits: Bulla Gastrobar (Winter Park, FL) / Facebook
Bulla Gastrobar

An important addition to your list of places to visit in Winter Park, FL, is the Bulla Gastrobar, a laid back and vibrant place to hang out with friends.

Bulla Gastrobar is a contemporary bar that offers tasty and original Spanish and Catalan tapas you can’t get elsewhere.

They also offer delicious, delectable meals made with high quality and freshly sourced local ingredients, which tells for its prominent taste and uniqueness.

Bulla Gastrobar offers an extensive food menu which includes Arroz Caldoso, Ham Croquettes, Coconut Flan, Seafood Paella Mixta, Patatas Bravas, Truffle Carbonara, Jamon Serrano, and Queso Manchego, Blueberry & Ricotta Pancakes, lamb chops and lots more.

The full service bar offers a wide variety of drinks such as bullfighter 12, Moscow mule 12, blueberry breeze, sangria, estrella galicia, Brooklyn lager, cigar city maduro, and more.

Bulla Gastrobar is open from Sunday to Wednesday from 11:30am-10pm and Thursday to Saturday from 11:30am-11pm.

Address: 110 S Orlando Ave #7, Winter Park, FL 32789, United States

4. Winter Park Farmers’ Market

Winter Park Farmers' Market
Credits: Arina P Habich / Shutterstock

If you want to go shopping in an energetic and a typical traditional environment, visit Winter Park Farmers’ Market.

Winter Park Farmers’ Market is open every Saturday from 7am to 1pm; the market is set up in an old refurbished train station, making it a unique place to shop.

The market provides freshly baked foods, plants, and fine produce with its limited space consisting of numerous vendors.

Winter Park Farmers’ Market features vendors like Annie Roo, Bailey Bleus Dressings, Beef Jerky by Jeff, Bren Creations, Captain Jo’s Fish Dip, Che Bella, Chef Edge Knife, Chez Vincent, Inc., Choose KOS, DOGgone Gourmet Treats, Doug’s Nutty Crunch, Florida Fresh Live Herbs and more.

Winter Park Farmers’ Market vendors offer authentic and flawless merchandise for affordable prices.

Address: 200 W New England Ave, Winter Park, FL 32789, United States

5. Lake Virginia

Lake Virginia
Credits: Thomas Barrat / Shutterstock
Lake Virginia

To your list of things to do in Winter Park, add a visit to Lake Virginia, the second largest lake after Lake Maitland, with a size of two hundred and twenty-five acres.

Lake Virginia is a popular destination for many people in the city because of its picturesque views with the views of beautiful mansions and Rollins College along its banks.

The lake is a perfect place for stand-up paddleboarding, water-skiing, and kayaking. Lake Virginia features a sandy beach, dock, and bit ramp; the lake’s northern shore is called Dinky Dock Park.

Lake Virginia is home to one of the most famous historical homes and estates in Winter Park called “Wind Song,” built originally in 1938.

Address: Winter Park, Florida 32789 United States

6. Cady Way Trail

Cady Way Trail
Credits: maxpro / Shutterstock

For outdoor enthusiasts, add exploring Cady Way Trail to your list of fun things to do in Winter Park, FL.

Cady Way Trail is a 6.5-mile multipurpose rail trail found along the abandoned roadbed of the East Florida & Atlantic Railroad and goes across Baldwin Park.

This trail traverses a pastoral golf course and the beautiful homes, various parts of the trail consist of architectural elements.

Cady Way Trail is a popular trail for mountain biking, jogging, hiking, and other exciting recreational activities.

Address: Cady Way Trail, Winter Park, FL 32792 United States

7. Central Park

Central Park
Credits: Steven Martin / Flickr
Central Park

A beautiful 11-acre in Winter Park that offers visitors an amazing experience is Central Park. This park offers screenings of interesting films on every second Thursday night of the month.

Central Park is a reputable venue for many fun events throughout the year, such as the old-fashioned 4th July celebration and the annual Winter Park Sidewalk Art Festival.

The park is characterized by stunning landscaped planters, oak tree canopy, and fountains which attracts hundreds of visitors.

Central Park features a Rose Garden available for rental for small wedding ceremonies of less than twenty persons.

The park is large and well maintained, offering breathtaking views and making it a perfect place to spend the day.

Address: 150 W Morse Blvd, Winter Park, FL 32789, United States

8. Winter Park Distilling Company

Winter Park Distilling Company
Credits: 5PH / Shutterstock

If you’re looking for a place to hang out with your friends, add a visit to Winter Park Distilling Company to your list of things to do in Winter Park, FL.

Winter Park Distilling Company was established by Paul Twyford and Andrew Asher in 2010; it started as a small home-based business.

This locally owned distillery has flourished into the finest craft distillery in the State, which produces a wide variety of high-quality and handcrafted spirits.

Winter Park Distilling Company offers delicious vodka, bourbon, whiskey, and rum. In addition, they have an online shop that sells spirits and Winter Park Distilling Company items with guide tours available throughout the week.

Address: 1288 N Orange Ave, Winter Park, FL 32789, United States

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9. Winter Park Playhouse

Winter Park Playhouse
Credits: wavebreakmedia / Shutterstock

Winter Park Playhouse is a good addition to your list of things to do in Winter Park. It was established in 2002.

This is a professional musical theatre, and a non-profit organization focused on improving the quality of life for locals and introducing year-round professional musical theatre programming which inspires and entertains.

The theater can accommodate 123 persons and sets high standards in artistic integrity and recruiting competent artists.

Winter Park Playhouse offers a friendly atmosphere and great entertainment with fantastic customer service.

Address: 711 N Orange Ave, Winter Park, FL 32789, United States

10. Hannibal Square Heritage Center

Hannibal Square Heritage Center
Credits: 407apartments.com / Flickr
Hannibal Square Heritage Center

Hannibal Square Heritage Center is operated by the Crealdé School of art as a community center dedicated to arts, crafts, and cultures made by Winter Park’s African-American community.

The center is situated in the historic neighborhood of Hannibal Square and hosts permanent and rotating exhibits of artworks.

Hannibal Square Heritage Center also hosts different educational programs, symposiums, and workshops that showcase local African-American artists’ past, present, and future contributions.

The center was founded by the Crealde school of art in 2007, and it houses a permanent museum quality exhibition of over a hundred frames that give insight into the lives of Winter Park’s African community from the 20th century.

Hannibal Square Heritage Center is a 3, 000 square foot facility available for rentals for any private and special events.

Address: 642 W New England Ave, Winter Park, FL 32789, United States

11. Bach Festival Society

Bach Festival Society
Credits: furtseff / Shutterstock

Bach Festival Society was founded to honor the 250th anniversary of Johann Sebastian Bach’s Birth in 1935 at Rollins College.

They did that by presenting the composer’s orchestral and choral music to the public for their enjoyment, education, and pleasure.

Bach Festival Society comprises over one hundred and sixty singers from different backgrounds.

The society offers almost thirty ticketed performances, a high school choral festival, dozens of in-school educational programs, many community concerts, and more.

Bach Festival Society produces recordings and operates two community choirs reaching up to 50, 000 persons every year.

12. Crealde School of Art

Crealde School of Art
Credits: Ebyabe [CC BY-SA 4.0], Wikimedia Commons
Crealde School of Art
Crealde School of Art is a non-profit art organization in Winter Park established in 1975, and it is open to everyone.

The art center offers visual and three-dimensional art classes for adults and children, including other activities.

Crealde School of Art offers workshops and summer art camps, including visiting artists’ workshops series to the town.

These art classes and workshops are based on printmaking, photography, jewelry, painting, ceramics, glasswork, and sculpture

There are two large exhibition galleries featuring the works by local, national, and international artists, including the school’s students.

Address: 600 St Andrews Blvd, Winter Park, FL 32792, United States

13. Ocean Blue Galleries

Ocean Blue Galleries
Credits: Ocean Blue Galleries / Facebook
Ocean Blue Galleries

Ocean Blue Galleries is an excellent addition to your list of fun things to do in Winter Park, FL.

They have been in the business for more than fifty years and have gained all the experience in the World of art. Ocean Blue Galleries has built a trustworthy reputation for networking and representing many of the Top selling & Most Collectible Artists from different parts of the world.

Ocean Blue Galleries is filled with unique artworks made by local, regional, and international artists, perfect for decor in homes and offices.

They are inviting everyone to come in and shop for their most loved art collectibles, instantly, you will become one of their continuous collectors.

Address: 202 S Park Ave, Winter Park, FL 32789, United States

14. Winter Park Public Library

Winter Park Public Library
Credits: Billion Photos / Shutterstock

For the book worms, here is something for you, add a visit to Winter Park Public Library to your list of things to do in Winter Park.

Winter Park Public Library is a 33, 000 square-foot facility focused on education and offering various essential services.

The library is home to a large collection of over 280, 000 items which includes the latest fiction & non-fiction, large-print books, audio-visual titles, eBooks, and audiobooks.

Winter Park Public Library also features a children’s library filled with different kinds of materials like videos, audio tapes, and DVDs for children of all ages.

The library offers Internet access, research, wood-processing, and printing, including hosting storylines and special events for kids.

Address: 460 E New England Ave, Winter Park, FL 32789, United States

15. Austin’s Coffee

Austin's Coffee
Credits: amenic181 / Shutterstock

Austin’s Coffee is dedicated to providing the best quality coffee beans imported and roasted right in the store.

They offer delicious and well-made cappuccino, and espresso in a comfortable and laid-back environment. Austin’s Coffee also offers an outstanding beer selection and sustainable wines.

Austin’s Coffee features independent films, live bands, live comedy, art shows, poetry, and several others to keep you in a festive mood.

They also serve a large food menu, including freshly baked goods, soups, sandwiches, and vegan & gluten-free options.

Austin’s Coffee offers you all you can possibly ask for, from delicious meals and drinks, to exciting live entertainment. 

Address: 929 W Fairbanks Ave, Winter Park, FL 32789, United States

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16. Ethos Vegan Kitchen

Ethos Vegan Kitchen
Credits: Birame / Flickr
Ethos Vegan Kitchen

Whether you’re celebrating or just want to enjoy a delicious meal, visiting Ethos Vegan Kitchen is one of the best things to do in Winter Park.

Ethos Vegan Kitchen is a fantastic vegan restaurant and bar that offers a laid-back atmosphere with a beautiful interior.

The restaurant features a cozy outdoor courtyard, wooden beams, exposed brick walls, and wooden beams. Ethos Vegan Kitchen’s full service bar offers a wide variety of craft brews and an impressive selection of New World wines.

Ethos Vegan Kitchen offers a variety of gourmet sandwiches, Blackened Tempeh, Yo Mama’s Lasagna, meat-free shepherd’s pie, BBQ Pork Sandwiches, banana peppers, pecan-encrusted eggplants, Coconut Curry Wrap, pizza with broccoli, and more.

They offer drinks like North coast, pinot grigio, pinot noir, hot tea, milk, rowdy bush, carson Scott, latte, juice, boylan fountain drinks, cold brew, burnside, and more.

Address: 601-B S New York Ave, Winter Park, FL 32789, United States

17. Adjectives Market

Adjectives Market
Credits: Adisa / Shutterstock

Shopping at Adjectives Market should be added to your list of things to do in Winter Park, especially with your friends and family.

Adjectives Market is a 50, 000 sq ft facility and the number one spot to shop for beautiful items for your homes or offices.

The mall showcases a vast collection of contemporary and restored antique home decor and antique furniture.

Adjectives Market features accessories, gifts, jewelry, fashion, vintage records, handcrafted jewelry, unique gifts, historic memorabilia, vintage designer handbags, and more.

This is a perfect place to visit and increase your curiosity with exceptional ideas brought to life by artists who love stylish accessories, home decor, and furniture.

Address: 130 N Park Ave, Winter Park, FL 32789, United States

18. Rollins College

Rollins College
Credits: Rollins College / Facebook
Rollins College

Rollins College was founded in 1885 as a private liberal arts college that offers different graduate programs.

This college features one of the most beautiful campuses in the country, and it is a four-year, re-educational institution with sixty undergraduate and graduate majors and minors.

Rollins College offers special courses like The science of Sustenance, strategies for Changemakers, and Job Market Boot Camp.

When the President cancels classes due to the weather, the college hosts Fox Day every spring; students are allowed to go to the on-campus swimming pool or one of the many nearby lakes for relaxation.

Address: 1000 Holt Ave, Winter Park, FL 32789, United States

19. Albin Polasek Museum & Sculpture Gardens

Albin Polasek Museum & Sculpture Gardens
Credits: Meagan / Flickr
Albin Polasek Museum & Sculpture Gardens

Albin Polasek Museum & Sculpture Gardens should be on your list of top things to do in Winter Park, FL.

It occupies a three-acre land space on Osceola Avenue and was established in 1961 to showcase the works of Albin Polasek, the famous Czech Sculptor.

Albin Polasek spent almost all his life in Florida, and the museum was formerly his home & studio for over fifty years.

Albin Polasek Museum & Sculpture Gardens houses a fine art collection of American figurative sculptures consisting of more than two hundred works.

The museum is open for guided tours to everyone, both visitors and locals, as a historic residence and adjacent chapel which gives guests an insight into the sculptor’s life.

Albin Polasek Museum & Sculpture Gardens also features a beautiful outdoor sculpture garden where several cultural events are held throughout the year, such as the Winter Park Paint Out and a Chamber Concert Series.

Address: 633 Osceola Ave, Winter Park, FL 32789, United States

20. Alfond Inn

Alfond Inn
Credits: The Alfond Inn / Facebook
Alfond Inn

For a peaceful and memorable stay during your vacation, add Alfond Inn to your list of things to do in Winter Park.

Alfond Inn is a beautiful boutique hotel well designed and constructed with gorgeous artworks all over the hotel.

This hotel is an extension of the Cornell Museum of Fine Arts, consisting of charming luxury rooms with mind-blowing artworks.

Every room is well furnished with comfortable beds, soft sofas, large flat-screen Tv, microwave, coffee maker, air conditioner, and much more.

Alfond Inn features the renowned Hamilton’s Kitchen, which serves delicious and hearty meals to visitors during their stay.

The facility features several essential amenities such as a luxury rooftop pool, meeting & event space, lively courtyard, self-service bar, free wifi network, and more.

Address: 300 E New England Ave, Winter Park, FL 32789, United States

21. Kraft Azalea Gardens

Kraft Azalea Gardens
Credits: Jad Sobh / Shutterstock
Kraft Azalea Gardens

Kraft Azalea Gardens is a gorgeous public park in Winter Park established in 1938 by George and Maud Kraft.

The park consists of numerous shades of large cypress trees with a lovely grassy space that offers a tranquil and romantic ambiance.

Kraft Azalea Gardens features a scenic Greek exedra monument with a semicircle of white colonnades and cypress canopies.

There is a small nice dock for fishing on the lake; the park also consists of the northern-most banyan tree in the state.

Kraft Azalea Gardens is known for its bright and colorful display of blooming flowers, especially from January to March.

Several picnic spots are perfect for an intimate moment with your loved ones as you enjoy the dramatic environment.

Address: 1365 Alabama Dr, Winter Park, FL 32789, United States

22. Casa Feliz Historic Home Museum

Casa Feliz Historic Home Museum
Credits: Ebyabe [CC BY-SA 2.5], Wikimedia Commons
Casa Feliz Historic Home Museum
A visit to Casa Feliz Historic Home Museum is one of the top things to do in Winter Park with your travel companions.

Casa Feliz Historic Home Museum, a unique structure often referred to as the Robert Bruce Barbour House.

It is an incredibly refurbished Spanish farmhouse that overlooks the golf course in the center of Winter Park.

Casa Feliz Historic Home Museum was designed by James Gamble Rogers, a popular architect, and the house is one of the most beautiful architectural structures.

The building was erected using Mediterranean hues, a turret, a wide timber balcony, Spanish roof tiles, a bell tower with interiors made with arched doorways, a majolica-tiled interior courtyard, hand-carved European antiques, a spiral staircase, and more.

Casa Feliz Historic Home Museum is an excellent place for special occasions with the lush gardens surrounding it.

Address: 656 N Park Ave, Winter Park, FL 32789, United States

23. The Winter Park Golf Course

Winter Park Golf Course
Credits: EpicStockMedia / Shutterstock

Playing golf at the Winter Park Golf Course is one of the fun things to do in Winter Park and a perfect way to spend the day.

Winter Park Golf Course was officially opened in 1914, making it the second-oldest golf club in Central Florida.

It is a nine-hole public golf course of 2480 yards par 35, surrounded by the city’s neighborhood homes, the city’s streets, two churches, and a cemetery.

Winter Park Golf Course is great for players of different skill levels, offering them a fun and challenging game.

Address: 761 Old England Avenue Winter Park, Florida 32789 United States

24. Hunger Street Tacos

Hunger Street Tacos
Credits: Hunger Street Tacos / Facebook
Hunger Street Tacos

Hunger Street Tacos is a popular spot for foodies; they serve authentic Mexican street fare using special recipes.

The restaurant walls are adorned with artworks and murals by the Lapiztola Collective, founded by designers Rosario Mtz & Roberto Vega and local artists Liseth Amaya & architect Yankle Balderas.

Hunger Street Tacos consists of a lovely shaded patio with seating for outdoor dining in a clean and comfortable environment.

The restaurant offers vegetarian, vegan, and gluten-free options, ensuring that every meal is made with fresh and healthy ingredients.

They serve meals like quesadillas, enchiladas, tacos, burritos, chorizo, tacos stuffed with seared brisket, scrambled eggs, Campechano, Esquites, Birria Machete, Papas Aplastadas, Chips and Salsa, and more.

Address: 2103 W Fairbanks Ave, Winter Park, FL 32789, United States

25. Cornell Fine Arts Museum

Cornell Fine Arts Museum
Credits: Jess Buttery / Flickr
Cornell Fine Arts Museum

Cornell Fine Arts Museum is located on the campus of Rollins College, which overlooks the tranquil waters of Lake Virginia.

The Museum houses a distinct collection of more than five thousand artworks and is deemed one of the nation’s most innovative college art museums.

Cornell Fine Arts Museum’s extensive collection consists of centuries-old objects, starting with ancient art and artifacts.

The Museum also features an education gallery specifically for the young ones with hands-on activities to motivate creativity and logical skills.

Cornell Fine Arts Museum comprises a museum shop that sells art books and museum-published titles. In addition, the museum hosts different programs and other art related events.

Address: 1000 Holt Ave, Winter Park, FL 32789, United States

26. Shady Park

Shady Park
Credits: 407apartments.com/ Flickr
Shady Park

Shady Park is in historical Hannibal Square, close to the community center. The 3.28-acre Park has benches and a peaceful sidewalk pathway. 

The tranquility of this Park makes it perfect for reading a book or holding a special community event. 

Shady Park is also an excellent destination for taking your kids for a simple stroll in the afternoon. 

The playground equipment in this park will keep kids occupied. Their spray ground is another exciting feature. 

Address: 721 W New England Avenue, Winter Park, FL 32789, United States

27. Aloma Bowl

Aloma Bowl
Credits: Natnan Srisuwan / Shutterstock

Aloma Bowl Entertainment Center, in the center of Winter Park, has been in this community for over 40 years. 

Aloma Bowl is fun for the entire family, with high-quality services and numerous amenities.

Besides having the best bowling, you can play in their arcade, flex your skills around the billiard tables, or watch the game on their enormous screens. 

Aloma Bowl’s full-service grill offers all your best bites. They host thrilling events every week, such as live music, trivia, karaoke, and much more. 

Visit them or book their venue to host your party, team building, or corporate event. 

Address: 2530 Aloma Ave, Winter Park, FL 32792, United States

28. Peterbrooke Chocolatier of Winter Park

Peterbrooke Chocolatier of Winter Park
Credits: Brent Hofacker / Shutterstock

Peterbrooke Chocolatier of Winter Park is the deluxe confectioner in Florida. This chocolate store is locally owned by a couple, Kevin and Jami Wray. 

When you visit this chocolate shop, you will feel like a kid in a candy store. 

Within the shop, you will discover hand-dipped strawberries, chocolate-covered pretzel rods, chocolate-dipped cookies, and more mouth-watering chocolatey goodness. 

Other yummy goodness includes traditional favorites like hand-made caramel, decadent truffles, scratch-made marshmallows, cookies, and potato chips. 

Chocolate lovers should include sampling chocolate at Peterbrooke Chocolatier of Winter Park on their list of top things to do in Winter Park, FL.

Address: 300 S Park Ave, Winter Park, FL 32789, United States

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Plan a Trip to Winter Park

Winter Park will cater to all your adventures, offering you a chance to create new and unforgettable memories.

It is a vibrant city with countless attractions like parks, galleries, eateries, museums, lakes, markets, golf centers, distilleries, and much more.

There are lots of things to do in Winter Park, start planning your trip!