8 Best Things To Do In Winter Park, Florida

Winter Park, Florida, nestled just north of Orlando, is a charming city known for its scenic parks, historic architecture, and vibrant cultural scene. Whether you’re visiting for a weekend getaway or exploring the area, Winter Park offers a variety of activities that cater to every interest, from art and history enthusiasts to nature lovers and foodies. Here are eight of the best things to do in Winter Park to make the most of your visit.

1. Explore Park Avenue

 Explore Park Avenue

Park Avenue serves as the heart of Winter Park’s shopping and dining district, offering a picturesque setting lined with oak trees and historic buildings. Stroll along this charming thoroughfare to discover boutiques, art galleries, and specialty shops. Enjoy outdoor dining at sidewalk cafes or indulge in a culinary experience at one of the many restaurants offering diverse cuisines. Park Avenue also hosts various events throughout the year, including art festivals and holiday celebrations, adding to its vibrant atmosphere.

2. Visit the Charles Hosmer Morse Museum of American Art

The Charles Hosmer Morse Museum of American Art is a must-visit for art enthusiasts, showcasing the most comprehensive collection of works by Louis Comfort Tiffany. Located on Park Avenue, this museum houses Tiffany’s renowned stained glass windows, lamps, and decorative arts. Explore exhibits featuring American art from the late 19th and early 20th centuries, including pottery, paintings, and jewelry. The museum’s collection is a testament to Tiffany’s artistic legacy and offers insight into the Art Nouveau and Arts and Crafts movements.

3. Take a Scenic Boat Tour on Winter Park Chain of Lakes

Experience Winter Park’s natural beauty by taking a scenic boat tour on the Chain of Lakes. Departing from Lake Osceola, these guided tours offer panoramic views of lush landscapes, waterfront estates, and abundant wildlife. Learn about the area’s history and ecology from knowledgeable guides as you cruise through canals and under picturesque bridges. The boat tour provides a relaxing and informative way to appreciate Winter Park’s serene waterways and stunning waterfront properties.

4. Wander through Mead Botanical Garden

Mead Botanical Garden is a tranquil oasis spanning 48 acres, offering a peaceful retreat amidst lush gardens and scenic trails. Explore themed gardens featuring native plants, butterflies, and seasonal blooms. The garden’s expansive green spaces provide opportunities for picnicking, birdwatching, and photography. Attend seasonal events such as plant sales, nature walks, and outdoor concerts held in this natural sanctuary. Mead Botanical Garden is a favorite spot for nature enthusiasts and families seeking outdoor recreation in Winter Park.

5. Discover Rollins College and Cornell Fine Arts Museum

 Discover Rollins College and Cornell Fine Arts Museum

Rollins College, Florida’s oldest post-secondary institution, is located in Winter Park and is home to the Cornell Fine Arts Museum. Explore the museum’s diverse collection of over 5,000 works of art, ranging from ancient artifacts to contemporary pieces. Admission is free, allowing visitors to admire European paintings, American art, and decorative arts. Take a stroll through Rollins College’s picturesque campus, characterized by Spanish-Mediterranean architecture and beautiful gardens. The museum and campus offer a cultural and educational experience in the heart of Winter Park.

6. Shop at Winter Park Farmers’ Market

The Winter Park Farmers’ Market is a popular destination for locals and visitors alike, offering a vibrant atmosphere and fresh local produce. Held every Saturday morning in a historic train depot, the market features over 100 vendors selling fruits, vegetables, flowers, artisanal goods, and more. Sample gourmet treats, baked goods, and specialty items while enjoying live music and community events. The market’s lively ambiance and diverse offerings make it a delightful spot to shop, dine, and experience the local flavor of Winter Park.

7. Experience Albin Polasek Museum and Sculpture Gardens

The Albin Polasek Museum and Sculpture Gardens celebrates the life and work of Czech-American sculptor Albin Polasek. Located on the shore of Lake Osceola, this museum features a collection of Polasek’s sculptures, paintings, and decorative arts. Explore the museum’s galleries and outdoor gardens, which showcase over 200 sculptures set amidst lush landscapes and serene water features. Attend art workshops, lectures, and special events hosted in this cultural landmark, offering a unique blend of art, history, and natural beauty in Winter Park.

8. Enjoy Dining and Entertainment in Hannibal Square

 Enjoy Dining and Entertainment in Hannibal Square

Hannibal Square, located just west of Park Avenue, offers a vibrant dining and entertainment scene in Winter Park. Discover eclectic restaurants, cafes, and wine bars offering diverse cuisines and culinary experiences. Stroll through boutiques, art galleries, and specialty shops to find unique gifts and local treasures. Hannibal Square also hosts cultural events, live music performances, and community festivals throughout the year, making it a dynamic hub for dining, shopping, and entertainment in Winter Park.

Whether you’re exploring its historic landmarks, immersing yourself in art and culture, or enjoying outdoor activities, Winter Park, Florida, invites visitors to discover its unique charm and diverse attractions.