- December 19, 2025
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JAN. 8
“America’s Exceptional Heritage: National Historic Landmarks” opens at noon on Thursday, Jan. 8, at A&H’s Maitland Historical Museum. Celebrate America’s exceptional landmarks at this exhibit featuring a selection of historic and architectural monuments. National Historic Landmark listing is the highest designation available for an historic site in the U.S. Only 2,500 American structures are listed, including Walden Pond (home to author Henry David Thoreau), the Empire State Building, and now the Maitland Art Center. The exhibit runs through May 10. For more information, call 407-539-2181.
Enjoy an outdoor screening of "To Have and Have Not" at Popcorn Flicks in the Park presented by Winter Park CRA and produced by Enzian Theater at 7 p.m. on Thursday, Jan. 8, in Winter Park’s Central Park. This film series features classic films for the whole family. We encourage you to bring a blanket, a picnic or snacks, and some family and friends. Free popcorn is available for everyone. For more information, please call 407-629-0054.
The greatest show on earth continues to amaze as Circus Xtreme turns audiences into adventure-seekers from Jan. 8 to 11 at the Amway Center. An all-female troupe of Mongolian riders, freestyle BMX riders and tumblers, and circus elephants are the headliners at the circus this season. The party begins an hour before the show at the pre-show (free with ticket purchase) as your family gets to meet the performers, get up close to the animals, and even try on circus costumes. Tickets are available at ringling.com or ticketmaster.com or by calling 800-745-3000 or 407-440-7900.
JAN. 10
The Casa Feliz Historic Home Museum will host an art exhibit in all mediums to celebrate Winter Park's historic architecture and to recognize the importance of historic preservation. “Evoking a sense of Winter Park’s historic architecture,” the artworks will be displayed from Jan. 10 to 18 with a free, public-invited opening reception held from 1 to 3 p.m. on Jan. 10. Call 407-628-8196 or visit casafeliz.us
JAN. 13
A popular evening of insider ballet offers wine and a little dance at The Abbey as Uncorked! presents “The Art of the Swan” on Jan. 13 beginning at 7 p.m. It’s the black swan versus the white swan as the Orlando Ballet dancers’ work and motivations are demonstrated and explained. Followed by a Q&A session, there is limited seating and advance reservations are recommended. Visit orlandoballet.org or call 407-426-1739.
JAN. 15
Frank, Dean and Sammy may be in heaven, but in the Florida premiere of a new musical at the Winter Park Playhouse it would seem they have some unfinished business back on earth and they’ve got one night to make it right. With over 30 hit songs including “My Way” and “Everybody Loves Somebody Sometime,” this melodic new musical – “The Rat Pack Lounge” – will transport you back to the days of highballs and high rollers. Call 407-645-0145 or visit winterparkplayhouse.org
JAN. 16
On Friday, Jan. 16, the Winter Park Chamber of Commerce and city of Winter Park will host the annual State of the City Luncheon presented by Waste Pro. The event will be held at The Alfond Inn beginning at 11:30 a.m. and will feature Mayor Ken Bradley’s final State of the City address, “The Best is Yet to Come.” In addition to the mayor’s address, the luncheon will feature the city of Winter Park Employee of the Year presentations. This event is sold out.
JAN. 18
Residents and local businesses will come together to celebrate the city of Winter Park’s 13th annual Unity Heritage Festival on Sunday, Jan. 18 from 1 to 5 p.m. and Monday, Jan. 19 from 10 a.m. to 5 p.m. at Shady Park in Hannibal Square. The annual festival will promote family history and raise funds for the Educational Fulfillment Fund for local economically disadvantaged youth. Activities will include children’s games, food and retail vendors, entertainment by various gospel artists, and the presentation of the annual Heritage Award. For more information, call 407-599-3275.
JAN. 21
Learn more about the collection at the Charles Hosmer Morse Museum of American Art in a series of free lectures this winter and spring at the Morse. In this season’s lectures, recognized scholars in the field of late-19th and early-20th century decorative art will address topics related to the Morse Museum’s new exhibition Revival and Reform—Eclecticism in the 19th-century Environment. The lectures take place on select Wednesdays in the Jeannette G. and Hugh F. McKean Pavilion, 161 W. Canton Ave. (just behind the Museum) and are followed by a reception. The first session on Jan. 21 at 2:30 p.m. will focus on the stained glass of the J. & R. Lamb Studios and its contemporaries of the 20th century. Admission is free.
ONGOING
This holiday season the city of Winter Park is hosting its sixth annual Winter in the Park Holiday Ice Skating Rink in Central Park now through Jan. 11. There’s a little bit of winter inside the tent – no matter the temperature outside. Join the Winter Park Chamber of Commerce and Park Avenue Merchants Association as they spread holiday cheer to skaters and spectators. Visit winterpark.org or call 407-644-8281.