PopUp Bagels is bringing its viral ‘Grip, Rip and Dip’ concept to Orlando with a new Winter Park location opening May 29, 2026. Find opening details here.Read More →
For the 4th of July in Orlando, few places match the tradition of Winter Park. The city’s 31st Annual 4th of July Celebration spreads across Central Park and the West Meadow on July 4, 2026, from 8:30 to 11 a.m. — free and open to the public. Bring blankets andRead More →
Every July 4th morning, Winter Park‘s Park Avenue transforms into a race course for the AdventHealth July 4th Watermelon 5k, one of Central Florida’s most beloved Independence Day traditions. Organized by Track Shack, the race kicks off the city’s morning of patriotic celebration before the Winter Park Olde Fashioned 4thRead More →
Regal Cinemas is bringing back the Summer Movie Express for 2026, offering $1 tickets for all ages to select G and PG-rated movies every Tuesday and Wednesday at 11 AM throughout the summer. The 9-week program runs from June 10 through August 6, 2026 at participating Central Florida Regal locations.Read More →
Treat Mom to the perfect Orlando Sunday without the stress. Our guide to Mother’s Day 2026 features free garden admission, ‘Moms Eat Free’ deals, and local insider tips.Read More →
Celebrate Mom with our guide to Mother’s Day 2026 in Orlando, featuring the best brunches in Winter Park, free events at Leu Gardens, and Disney World highlights.Read More →
Experience the 2026 Kentucky Derby in Orlando with our guide to the best parties, including Derby Day at UCF, the Orlando Derby Soiree, and The Courtesy.Read More →
Experience a one-hour scenic boat tour through the canals and lakes of Winter Park, featuring history, mansions, and local wildlife.Read More →
On the second Thursday of every month, the Enzian Theater and the city of Winter Park transform Central Park into an open-air cinema, inviting residents and visitors alike to gather under the starry sky for a delightful cinematic experience that showcases an outdoor movie at Popcorn Flicks in the Park.Read More →
Similar to the Easter parade that the Winter Park Parks & Recreation Department hosted last year, the Easter bunny will once again hop on a different path. On Saturday, April 16th, 2022 beginning at 9 a.m., the bunny will visit neighborhoods throughout Winter Park on three trails and hop toRead More →
The City of Winter Park, in partnership with the Winter Park Chamber of Commerce, will again close portions of famed Park Avenue to allow restaurants and merchants to bring dining and shopping into the avenue. The additional space allows more social distancing and offers residents and visitors a chance toRead More →
Christmas Lights can be found all around Orlando in the city’s communities and neighborhoods. Some of the best displays can be found in some of the city’s oldest neighborhoods of Delaney Park, Conway, and Belle Isle (See scenic drive in map below). There are not as many planned communities orRead More →
St. Margaret Mary Catholic Church, situated on the north end of Winter Park’s famous Park Avenue, hosts its annual Fall Festival on Friday, October 19th, 2018. St. Margaret Mary Catholic Church Fall Festival After shopping and dining along Park Avenue, enjoy the fun of fall with this festival offering amusement ridesRead More →
Winter Park celebrates Halloween on Saturday, October 27th, 2018 along Park Avenue, Rollins College, and Shady Park at Hannibal Square with three separate Halloween events throughout the day and night. Winter Park Trick-or-Treating From 10 AM until 2 pm on Saturday, October 27th, 2018, children can dress up in their Halloween costumes andRead More →
Halloween is one of children’s favorite holidays to dress up and get candy with trick or treating and one of the most popular places to go trick or treating is at the mall. Fortunately, Orlando has several indoor and outdoor malls participating with Halloween trick or treating in 2018 where youRead More →
The 2018 Global Peace Film Festival will take place around several venues in Orlando, Winter Park, and Maitland on September 17th through September 23rd, 2018 to utilize film and media to help promote world peace. Global Peace Film Festival The Global Peace Film Festival describes itself as a celebratory event with aRead More →
Since 2008, the Winter Park Institute at Rollins College has brought in well-known and intellectual speakers to the campus to engage students, alumni, and the community through public lectures, readings, symposiums, seminars, master classes, interviews, and special-interest sessions that are all free and open to the public. Winter Park InstituteRead More →
September is Orlando’s Magical Dining Month where the best restaurants around the city are showcased with a featured three-course, prix fixe dinner menu for just $35 that includes an appetizer, entrée and dessert. Orlando Magical Dining Month Taking a look at the list of restaurants here, you really can’t go wrongRead More →
The 62nd annual Easter Egg Hunt hosted by the city of Winter Park is set for Saturday, March 26th. Children up to 10-years-old are invited to line-up at 9:30 am at Central Park. Promptly at 10:00 am the Easter Bunny himself, gives the signal to start the hunt. Winter ParkRead More →
Some of the best restaurants in the Orlando area will be showcasing their best dishes during the 31st Annual Taste of Winter Park on Wednesday, April 20th, 2016 from 5 PM – 8 PM. Taste of Winter Park 2016 The 2016 Taste of Winter Park will showcase some of WinterRead More →
Whether you are looking for Turkish cuisine, a restaurant on Lake Killarney, a restaurant by a movie theater, or a local gastropub, there is a restaurant for you to dine at this Valentine’s Day in Winter Park. We’ll let the Yelpers do the reviews for the restaraunts chosen. This isRead More →
The annual foot race that takes place at Showalter Field in Winter Park each year in the month of February changes from a 5k to a 4 mile race in 2016 with a new name previously called Run Around the Pines to a Valentine’s Day theme of Run 4 Love 4 MileRead More →
Orlando is very fortunate to have several premium art festivals throughout the year to attend and browse great art with the Festival of the Masters at Downtown Disney and the Fiesta in the Park Festival at Lake Eola in Downtown Orlando in the Fall. The Mount Dora Arts Festival isRead More →
Each year, the American Cancer Society hosts a relay race across 5,200 communities and 20 countries to help raise awareness and fundraising to help with searching for a cure for cancer. Across all of the Relay for Life events that are hosted, more than $400 million will be raised eachRead More →