Things To Do
in Winter Park

Winter Park, located in central Florida, is a charming resort town known for its picturesque lakes, lush gardens, and vibrant arts scene. It offers a blend of outdoor recreation, cultural attractions, and a quaint downtown area filled with boutiques and cafes. The city's beautiful parks and scenic landscapes make it a perfect destination for nature lovers and those seeking relaxation.

With a rich history and a warm, welcoming community, Winter Park provides a unique Florida experience.

Day Trips

Spend a day exploring around

day 1
Day 1: Exploring the Heart of Winter Park
morning
:

Start your day with a delicious breakfast at The Breakfast Nook, famous for its hearty omelets and pancakes. After breakfast, stroll through Central Park, where you can enjoy the beautiful gardens and scenic views of Lake Osceola.

afternoon
:

Visit the Charles Hosmer Morse Museum of American Art, home to the world’s most comprehensive collection of Tiffany glass. Afterward, explore Park Avenue's charming shops and boutiques for some local souvenirs.

evening
:

Dine at the upscale Hillstone restaurant, featuring a diverse menu that includes fresh seafood and steaks. Finish your day with a leisurely walk along the lakefront as the sun sets.

day 2
Day 2: Outdoor Adventures and Cultural Sites
morning
:

Kickstart your day with a coffee and pastry at Croissant Gourmet, then rent a kayak or paddleboard from the Winter Park Boat Tour to explore the scenic lakes and canals.

afternoon
:

After your water adventure, head to the Winter Park Farmers' Market (open on Saturdays) for fresh produce and local goods. Enjoy a light lunch from one of the food vendors.

evening
:

For dinner, try The Ravenous Pig, a local gastropub known for its farm-to-table menu. Conclude your visit with a live performance at the Winter Park Playhouse, showcasing local talents.

Cost Guide

Prices

ItemPrice
🍽️Meal at a mid-range restaurant$20-$40
Coffee$3-$5
🍷Glass of wine$8-$15
🚌Public transportation fare$2-$5
🏨Hotel room per night$100-$250

Strengths and Weaknesses

  • Beautiful parks and outdoor spaces
  • Rich cultural and artistic offerings
  • Pleasant climate for most of the year
  • High humidity during summer months
  • Limited public transportation options
  • Tourist crowds during peak seasons

Places to Visit in Winter Park

Visit one of these nice places.

Central Park

This beautiful park is perfect for capturing scenic views of Lake Osceola, surrounded by lush greenery and picturesque walking paths.

Morse Museum

Home to stunning Tiffany glass artworks, the museum's architecture and gardens provide a unique backdrop for photography.

Park Avenue

A charming street lined with boutiques and cafes, ideal for capturing the essence of Winter Park's vibrant culture.

Culinary Guide

Food in Winter Park

Winter Park offers a delightful culinary landscape that reflects the region's unique flavors and local ingredients. From cozy cafes to fine dining restaurants, there is something for every palate.

Winter Park Famous Food

Signature dishes, delicacies and famous food

Cuban Sandwich

A delicious pressed sandwich made with Cuban bread, roasted pork, ham, Swiss cheese, pickles, and mustard.

Must-Try!

Florida Stone Crab

Freshly caught stone crab claws served with a tangy mustard sauce, a true Florida delicacy.

Food Markets

Explore local food markets

Winter Park Farmers' Market

A vibrant market held every Saturday featuring local produce, artisanal goods, and delicious street food options.

Climate Guide

Weather

Winter Park experiences a humid subtropical climate characterized by hot summers and mild winters. Summer temperatures often exceed 90°F (32°C) with high humidity, while winter temperatures average between 50°F (10°C) and 70°F (21°C). Rainfall is most common in the summer months, with occasional thunderstorms. Spring and fall offer pleasant weather, making them ideal for outdoor activities and events.

How to Behave

Tips on cultural norms and respectful behavior

Greeting Others

A friendly smile and a simple 'hello' are common when meeting locals. It's appreciated to engage in small talk.

Dress Code

While Winter Park is generally casual, dress codes can be more upscale at dinner and cultural events, so dress smartly.

Respecting Nature

As a community that values its natural beauty, it’s important to respect parks and wildlife by not littering and following park rules.

Safety Guide

Safety

Winter Park is generally considered a safe destination for visitors. However, it's important to remain vigilant, especially in crowded areas. Common precautions include securing personal belongings, avoiding poorly lit areas at night, and being aware of your surroundings. Emergency services can be reached easily, and local police maintain a visible presence in the community.

Tipping in Winter Park

Ensure a smooth experience

Tipping Customs

It is customary to tip service workers between 15-20% for good service in restaurants and bars.

Payment Methods

Most establishments accept credit and debit cards, and some may also accept mobile payment options like Apple Pay and Google Pay.

Best Time to Visit

And what to expect in different seasons...

Spring

Spring brings mild temperatures and blooming flowers, making it a perfect time for outdoor activities and flower festivals.

Summer

Summer is hot and humid, with occasional afternoon thunderstorms. Stay hydrated and plan indoor activities during peak heat.

Fall

Fall offers cooler temperatures and beautiful foliage. It's an excellent time for outdoor festivals and enjoying the natural scenery.

Winter

Winter is mild and pleasant, with temperatures averaging in the 60s. Ideal for exploring the outdoors without the summer heat.

Nightlife Guide

Winter Park at Night

Winter Park's nightlife scene is lively yet laid-back, with a mix of cozy bars, upscale lounges, and live music venues. Park Avenue is the central hub for nightlife, offering a variety of options ranging from craft beer pubs to fine wine bars. The Winter Park Playhouse also hosts theatrical performances and musical shows, providing entertainment for all ages. Many establishments have outdoor seating, allowing patrons to enjoy the pleasant Florida evenings.

Hiking in Winter Park

Immerse in an unforgettable hike.

Lake Apopka Loop Trail

A scenic 20-mile loop trail around Lake Apopka, perfect for hiking, biking, and birdwatching.

Tosohatchee Wildlife Management Area

Features several trails for hiking and nature walks, offering opportunities to see diverse wildlife and natural habitats.

Airports

How to reach Winter Park by plane.

Orlando International Airport (MCO)

Located about 20 miles from Winter Park, Orlando International Airport is the main airport serving the region, offering both domestic and international flights.

Getting Around

Walkability

Winter Park is highly walkable, especially in its downtown area along Park Avenue. Sidewalks are well-maintained, and many attractions, shops, and restaurants are within walking distance of each other. The city encourages walking and biking, with several trails and paths connecting parks and neighborhoods.

Demographics

Explore demographics in this area.

Retirees

Winter Park is home to a significant number of retirees who appreciate the warm climate and community amenities.

Families

Many families choose Winter Park for its excellent schools, parks, and family-friendly activities.

Popular Sports

Explore popular sports in region.

Golf

Golf is a popular sport in Winter Park, with numerous courses available, attracting both locals and tourists.

Water Sports

With its beautiful lakes, water sports such as kayaking, paddleboarding, and fishing are prevalent among residents and visitors.

Transportation

Traffic

Traffic in Winter Park is generally manageable, with peak congestion occurring during rush hours. Public transportation options include Lynx buses, which connect Winter Park to Orlando and surrounding areas. Biking is also a popular mode of transport, and many residents prefer walking to nearby destinations.

Accomodations

Find the best place to stay when visiting Winter Park.

Dietary Restrictions

Tips for restricted diets.

Gluten-Free Options

Many restaurants in Winter Park offer gluten-free options, making it easy for those with dietary restrictions to enjoy a meal.

Vegan and Vegetarian Choices

Several cafes and eateries serve vegan and vegetarian dishes, catering to plant-based diets.

Health & Medical

Healthcare

Winter Park offers access to a range of healthcare services, including primary care, urgent care, and specialty clinics. The area is served by reputable hospitals such as AdventHealth Winter Park and Orlando Health. In case of emergencies, local hospitals are equipped to handle various medical needs.

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Read more in our United States 2025 Travel Guide.

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