27December All Day Citrus Golf Trail Ladies Invitational Category Events and Event VenuesGolfSports & Recreation Location Sun 'N Lake Golf Club
28December All Day Citrus Golf Trail Ladies Invitational Category Events and Event VenuesGolfSports & Recreation Location Sun 'N Lake Golf Club
29December All Day Citrus Golf Trail Ladies Invitational Category Events and Event VenuesGolfSports & Recreation Location Sun 'N Lake Golf Club
30December All Day Citrus Golf Trail Ladies Invitational Category Events and Event VenuesGolfSports & Recreation Location Sun 'N Lake Golf Club
03January 1:30 pm Phil Dirt and The Dozers Category Arts & CultureArts & Culture Location Alan Jay Wildstein Center for Performing Arts
07January 6:00 am Weekend Bassers Bass Tournament, Day 1 Category Fishing Location Windy Boat Boat Ramp
07January 6:00 am Highlands Bass Anglers Tournament Trail Category Fishing Location Lake Josephine Public Boat Ramp
08January 7:00 pm Melton Mustafa Jr. Quartet Category Arts & CultureArts & CultureNightlife Location Alan Jay Wildstein Center for Performing Arts
10January 7:00 pm Manhattan Transfer – 50th Anniversary Tour! Category Arts & CultureArts & CultureNightlife Location Alan Jay Wildstein Center for Performing Arts
11January 12:30 pm - 2:30 pm Artist Reception for “We Live on Old Dixie HWY Too” Category Arts & CultureArts & Culture Location SFSC Museum of Florida Art and Culture
11January 12:30 pm - 2:30 pm Artist Reception for “Seasoned Observers” Category Arts & CultureArts & Culture Location SFSC Museum of Florida Art and Culture
13January 8:00 am Heartland Games Series – Pickleball Doubles Category Sports & Recreation Location Sun 'N Lake Golf Club
14January 8:00 am Heartland Games Series – Pickleball Mixed Doubles Category Sports & Recreation Location Sun 'N Lake Golf Club
15January 6:00 am Lee County Bass Anglers Category Fishing Location Lake June-in-Winter - H.L. Bishop Park
15January 6:00 am Weekend Bassers Bass Tournament, Day 2 Category Fishing Location Windy Boat Boat Ramp
17January 1:30 pm Salute to Glen Campbell with Jeff Dayton Category Arts & CultureArts & Culture Location Alan Jay Wildstein Center for Performing Arts
19January 7:00 pm LVIV National Philharmonic Orchestra of Ukraine Category Arts & CultureNightlife Location Alan Jay Wildstein Center for Performing Arts
21January 7:00 am Highlands County Anglers Category Fishing Location Lake Placid Public Ramp/Placid View Drive
21January 7:00 am Heartland Games Series – 5K (Walk & Run) Category Sports & Recreation Location Lakeshore Mall
21January LC5K Run & Walk (2023 AdventHealth Heartland Run Series) Category Sports & Recreation Location Union Congregational Church
21January 12:00 pm - 3:00 pm 11th Annual Crazy Pepper Chili Cookoff Category Dining (Local)Family-Friendly Location Circle in Downtown Sebring
21January 7:00 pm - 9:00 pm Music in the Park – JP Soars & The Red Hots Category AccommodationsArts & CultureAttractionsFamily-FriendlyNatureNightlifeRV & Campgrounds Location Highlands Hammock State Park
24January 1:30 pm Jeri Sager: This BroadsWay Category Arts & CultureArts & Culture Location Alan Jay Wildstein Center for Performing Arts
28January 10:00 am - 4:00 pm Art & Culture Fusion Fest Category Arts & CultureArts & CultureFamily-FriendlyFriends + Family Location Avon Park Community Center
29January 3:00 pm Vivacity Category Arts & CultureArts & CultureFamily-Friendly Location Alan Jay Wildstein Center for Performing Arts
31January 1:30 pm The Brothers Four with special guest the Limeliters Category Arts & CultureArts & CultureFamily-Friendly Location Alan Jay Wildstein Center for Performing Arts
03February 9:00 am Heartland Games Series – Euchre Category Sports & Recreation Location Highlands County YMCA
04February 6:00 am Highlands Bass Anglers Tournament Trail Category Fishing Location Windy Boat Boat Ramp
04February 6:00 am Poor Boys Bass Fishing Tournament Category Fish CampsFishingSports & Recreation Location Lake Josephine Public Boat Ramp
04February 7:00 pm Kathy Mattea Category Arts & CultureArts & CultureNightlife Location Alan Jay Wildstein Center for Performing Arts
04February 7:00 pm - 9:00 pm Music in the Park – Malachi Jaggers Category AccommodationsArts & CultureAttractionsFamily-FriendlyNatureNightlifeRV & Campgrounds Location Highlands Hammock State Park