COVID-19 Announcement: For more information about our current policies and procedures. Please Click Here
Property Management Services

Winter Park is a gorgeous, picturesque vacation destination to visit year-round, but the best times to come here will depend on what you’re looking to get out of your stay in our Winter Park homes. With that in mind, we’ve compiled a short guide to when you can experience the best of Winter Park. Read on below to learn more!

Enjoy Winter Park’s Greatest Seasons

There are different benefits to visiting during each of Winter Park’s seasons. January brings some of the coldest temperatures to Winter Park, as well as peak season rates during the New Year’s holiday and the weekend of Martin Luther King Jr. Day. The Winter Carnival is hosted annually during the third weekend of the month, which includes snow activities, a parade, and a fireworks show.

Similarly, President’s Day weekend in February is also quite popular, as is most of March. During these times, you’ll see higher rates, but also less bitterly cold weather. From March until mid-April is a great time to visit, as Winter Park still experiences plenty of snow, but with more tolerable temperatures.

April and May are when temperatures begin to rise, culminating in high temperatures in July. Late April through early June is considered a less ideal time to visit, as businesses close for the off-season and the weather isn’t as ideal for outdoor activities. May is one of the rainiest months of the year.

June and July are when visitors often come to go hiking, mountain biking, whitewater rafting, and wildlife watching.

July, and August are known for getting ample amounts of rain. In particular, the weather in July and August swings from intense dry heat to sudden afternoon thunderstorms.

September and October bring on a plethora of outdoor festivals and farmers markets, as well as a vibrant display of changing leaves. The autumn season is also ideal for hiking, as the weather is mild but lacking the rain of the summer season.

From late October through Thanksgiving is the second off-season of the year, with businesses closing temporarily and the season transitioning from fall to winter.

November and December mark the start of winter. The Christmas holiday period is another busy peak season, with cold temperatures and higher prices.

Let the Vacation Experts at Winter Park Escapes Help You Plan Your Stay!

Our reservation specialists are standing by with helpful information to make your time in Winter Park that much better. Find out more about what Winter Park has to offer when you contact our office by email or phone and ask about booking your stay with us today in one of our incredible Winter Park homes!