Winter Park Vacations from $367

Things to do in and around Winter Park

Winter Park, Florida, offers a delightful mix of family-friendly activities and entertainment. Enjoy a memorable ski vacation at the resort, featuring chairlift rides and thrilling adventures at the nearby adventure park. Explore the charming shopping areas and immerse yourself in the local culture, making it a perfect destination for all ages seeking fun and excitement.

Shopping

Winter Park Village offers a vibrant shopping experience with entertainment and unique shops. If you're up for a drive, check out Altamonte Mall, just 5 miles away, featuring a variety of stores and family-friendly options. Don't miss All Fired Up for personalized gifts and souvenirs.

Recreation

Experience the energetic atmosphere at the Kia Center, just 5 miles away, perfect for sports enthusiasts. Enjoy a romantic night or family fun at The Plaza Theatre, located 4 miles from Winter Park. Don't miss live music at The Social, also 5 miles away, offering vibrant entertainment.

Adventure

Experience the thrill at Boardwalk Bowl Entertainment Center, where you can enjoy arcade games and family fun, located 7 miles from Winter Park. For more excitement, head to Lil 500 Go-Karts, just 3 miles away, for exhilarating kart racing. Don’t miss the action at Paintball World Sports Complex, also 7 miles away.

Nightlife

In Winter Park, Florida, enjoy a vibrant nightlife with trendy bars and cozy lounges along Park Avenue. Check out the live music scene at local venues and savor craft cocktails at rooftop bars, all while soaking in the charming ambiance of this picturesque town.

Find the best attractions in and around Winter Park

Winter Park, Florida, is perfect for family-friendly and entertainment-themed vacations, offering a range of attractions such as urban parks, beautiful lakes, and art museums. Visitors can enjoy outdoor activities and cultural experiences at various points of interest. Be sure to explore options near the Winter Park Visitor Center for additional recommendations and things to do during your stay.

• Orlando Science Center: Located 3 miles from Winter Park, this interactive science museum offers engaging exhibits and hands-on activities perfect for families. Experience the wonders of science through live demonstrations and planetarium shows that inspire curiosity and learning.
• Rollins College: Situated in the heart of Winter Park, this modern university boasts stunning architecture and beautiful lakeside views. Explore the picturesque campus, rich in history and vibrant city vibes, while enjoying cultural events and art exhibitions throughout the year.
• Full Sail University: Also located within Winter Park, this historic university is known for its innovative programs in entertainment, media, and arts. Immerse yourself in a creative atmosphere that celebrates culture and fosters artistic expression among students and faculty.

Best time to go to Winter Park

The best time to visit Winter Park is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
February	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
September	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Average	Average
November	68.2°F (20.1°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	64.0°F (17.8°C)	No Rain	Mostly Sunny	Average	Slightly High

Tips to save on your trip to Winter Park

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling during the off-peak season (typically August to September and November) for more affordable package holidays to Winter Park.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.