Date: Sunday, February 7
Time: 1:30 p.m.
Place: Central Park Main Stage
251 N. Park Ave., Winter Park, FL 32789

Cost: The event is free and open to the public.

Each spring the Winter Park Chamber of Commerce and Park Avenue Merchants Association proudly host a Valentine Concert in Central Park. This afternoon of music and romance is the ideal place to bring a picnic basket, spread out a blanket and spend the afternoon with your sweetheart on Park Avenue.

The free event is held on the Sunday before Valentine’s Day at the Central Park Main Stage.

A FREE Bike Valet will be offered for the Valentine Concert. Don’t worry about parking your car, ride on down and have your bicycle parked and secured while you enjoy the music! Eyes will be on your bicycle for the duration of the concert. It works like a hat check. The bicycle valet will be located on the west side of the Main Stage.

2016 Event Details
Sunday, February 7, 2016
1:30 p.m.
Sunday in the Park with John Sinclair
featuring members of the Bach Festival Choir & Orchestra
presented by Art on the Green & The Bach Festival Society of Winter Park
2:30 p.m.
Michael Andrew & Swingherhead
presented by Park Avenue Merchants Association

Sunday, November 29, 2015 | 4:00 PM | Free

The City of Winter Park invites you to celebrate the spirit of the holiday season as the Orlando Philharmonic Orchestra presents its annual Holiday Pops concert in Winter Park’s charming Central Park. The Philharmonic will present a beautiful program of holiday favorites for all ages to enjoy. This free public concert is made possible by the Charlotte Julia Hollander Trust. Audience members are encouraged to bring non-perishable, canned or dry food items to help restock the pantries at Second Harvest Food Bank of Central Florida. Bring a blanket and a picnic and get ready for a concert program of holiday favorites that will be sure to put everyone in the spirit of the season.

Saturday, November 7, 2015, 8:00 am to 4:00 pm

The city’s Parks & Recreation Department is pleased to present, “Chalk the Walk” in Central Park. This event is similar to a street-painting festival, but unique in that the sidewalks of beautiful Central Park will become the canvas on which artists create their magnificent works of chalk art. The event is open to spectators all day.

Prizes for the show totaling $2,500 will be presented to winners from adult, high school and middle school categories. Winners will be announced from the main stage in Central Park at 5 p.m. To participate and chalk in the event is FREE and open to the public. However, space is limited and requires application in advance for all categories via email at chalkfestivalcoordinator@ymail.com.

Who has the most sole?

Find out at the most fun, friendly walk in Central Florida!

Bring your school, faith group, dog, kids, friends, non-profit organization or business for a heart-healthy walk through beautiful Maitland. The community groups with the most walkers WIN CASH – and individuals or businesses can WIN GREAT PRIZES too!

The event starts with a 7:30 a.m. breakfast registration and the walk begins at 8:30 a.m. After the walk is complete, festivities will continue with kids activities, the best DJ in Orlando, and appearances by Bo Outlaw and the Magic Dancers.

This event is FREE to the public, but advance registration is requested.

Date: Saturday, October 24, 2015
Time: 7:30 AM to 10:30 AM

Place: Quinn Strong Park
345 S. Maitland Ave.
Maitland, FL 32751 United States
Cost: FREE

The Winter Park Autumn Art Festival celebrates its 42nd anniversary on Saturday, October 10 and Sunday, October 11, 2015. At its permanent home in Central Park, located along beautiful Park Avenue, the Winter Park Autumn Art Festival is the only juried fine art show to showcase Florida artists exclusively.

From over 400 applications, more than 150 of Florida’s outstanding artists will display their works in eight different categories, including ceramics, drawings and graphics, fiber, fine crafts, jewelry, painting, photography and sculpture.

The event is free and open to the public both days from 9:00 a.m. – 5:00 p.m.

For more information, please visit www.autumnartfestival.org or call (407) 644-8281. The festival can also be found at www.facebook.com/autumnartfestival and on Twitter at @WPAutumnArtFest.

Over 150 Central Florida artists display their work at this weekend festival in downtown Winter Park, which includes entertainment, food, and children’s hands-on art workshops. Hosted by the Winter Park Chamber of Commerce; presented by Florida Blue and Subaru, and co-sponsored by the City of Winter Park. Parking is often at a premium during this busy weekend. To accommodate our visitors, complimentary valet parking is available at three locations in downtown Winter Park. Plus, a free shuttle service will be available from near the Winter Park Village. A bike valet will also be available for guests who wish to cycle to the event. A secure area will be available to valet park bicycles at the corner of West Park and New England avenues, near the railroad tracks. The bike valet is being organized by the City of Winter Park’s Pedestrian Bicycle Board.