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Sunday, December 14
2:30pm - 4:30pm
Nutcracker Afternoon Tea: A Timeless Melody – 12.14.25
$60
A tea service worth dancing about. Join us at HEW Parlor & Chophouse for a Nutcracker-inspired afternoon of festive flavors and timeless delight.
Sunday, December 14
10:00am - 2:00pm
Jeremy Carter: Jazzy Brunch! 12.14.25
Your Sunday soundtrack is set. Join us for live jazz and unforgettable brunch favorites at HEW Parlor & Chophouse!
Monday, December 15
6:30pm - 8:30pm
Winter Wonderland: Room 27’s Speakeasy Experience 12.15.25 – 6:30 PM
$10
Step through the hidden door into Winter Wonderland in Room 27, an intimate speakeasy cocktail experience.
Monday, December 15
9:00pm - 11:00pm
Winter Wonderland: Room 27’s Speakeasy Experience 12.15.25 – 9:00 PM
$10
Step through the hidden door into Winter Wonderland in Room 27, an intimate speakeasy cocktail experience.
Monday, December 15
6:00pm - 9:00pm
Peggy Morris: Live at Fenway! 12.15.25
Join us in the heart of Fenway for an evening of live jazz, soulful energy, and a captivating performance by Peggy Morris.
Tuesday, December 16
6:30pm - 8:30pm
Winter Wonderland: Room 27’s Speakeasy Experience 12.16.25 – 6:30 PM
$10
Step through the hidden door into Winter Wonderland in Room 27, an intimate speakeasy cocktail experience.
Tuesday, December 16
9:00pm - 11:00pm
Winter Wonderland: Room 27’s Speakeasy Experience 12.16.25 – 9:00 PM
$10
Step through the hidden door into Winter Wonderland in Room 27, an intimate speakeasy cocktail experience.
Tuesday, December 16
6:00pm - 9:00pm
Kyle Schroeder: Live at Fenway! 12.16.25
Experience the rhythm of the night as Tampa’s own Kyle Schroeder brings his signature saxophone sound to the Fenway stage.
Friday, December 19
Sweater & Spirits: National Ugly Christmas Sweater Day at Fenway
The holiday spirit is flowing at Hi-Fi Rooftop and Parlor Bar, wear your ugliest Christmas sweater and get 10% off your check!
Friday, December 19
6:30pm - 8:30pm
Winter Wonderland: Room 27’s Speakeasy Experience 12.19.25 – 6:30 PM
$20
Step through the hidden door into Winter Wonderland in Room 27, an intimate speakeasy cocktail experience.
Friday, December 19
9:00pm - 11:00pm
Winter Wonderland: Room 27’s Speakeasy Experience 12.19.25 – 9:00 PM
$20
Step through the hidden door into Winter Wonderland in Room 27, an intimate speakeasy cocktail experience.
Sunday, December 21
10:00am - 2:00pm
Jeremy Carter: Jazzy Brunch! 12.21.25
Your Sunday soundtrack is set. Join us for live jazz and unforgettable brunch favorites at HEW Parlor & Chophouse!
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Searching for Dunedin events with a different vibe? Inspired by its roots in live radio, Fenway continues to channel the energy of the past and keep the beat alive. Plug in to that enduring vibe with an ever-changing lineup of adventures below. Be sure to check back often as we’re always updating this playlist!