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DIGGIN DOWNTOWN UPDATE - 2/20/26Date: February 20, 2026 Recent Weeks: Water Man Installation (Fillmore St) Pavement Removal (Fillmore St) Paving Preparation and Install...
DIGGIN DOWNTOWN UPDATE - 2/16/26Date: February 13, 2026 Recent Weeks: Water Main Installation (Fillmore St) Pavement Removal (Fillmore St) Paving Preparation and Instal...
Ribbon Cutting Celebration: Welcome Vic’s Wash HouseOn February 3, we were proud to welcome Vic’s Wash House to Osceola’s Main Street with a ribbon cutting celebration. It was a great oppo...
Osceola175 - Osceola's Historic DepotAs Osceola celebrates 175 years of community, progress, and connection, our Glimpses of the Past series highlights places and stories th...
DIGGIN DOWNTOWN UPDATE - 2/6/26Date: February 6, 2026 Recent Weeks: Sanitary Sewer Installation (Jefferson St) Pavement Removal (Fillmore St) Next Week: Phase 2A Jeffe...
Osceola175 - Honoring Community ServiceDid you know one of Osceola’s most meaningful traditions began more than 75 years ago? In 1950, the Community Service Award was establis...
Nominations Are Now Being Accepted for the Annual Commun... This prestigious award was initiated in 1950 by Osceola Rotary Chapter and Osceola Chamber - Main Street to recognize an individual with...
DIGGIN DOWNTOWN UPDATE - 1/30/26Date: January 30, 2026 Recent Weeks: Sanitary Sewer Installation (Jefferson St) Next Week: Phase 2A Jefferson Street. Monday 2/2 to Frid...
2025 By the Numbers: Ribbon CuttingsAs we look back on 2025, one thing is clear: it was a year of growth, momentum, and new beginnings for Osceola. Throughout the year, ent...
2025 By the Numbers: Placemaking in OsceolaIn 2025, placemaking in Osceola focused on creating color, ambiance, and joy throughout downtown and across the community. Through a ser...
DIGGIN DOWNTOWN UPDATE - 1/23/26Date: January 23, 2026 Recent Weeks: Sanitary Sewer Installation (Jefferson St) Pavement Preparation and Installation (Jefferson St) Str...
Osceola175 - Glimpses of the Past: Osceola Tourist Camp:... In the early days of automobile travel, roadside tourist camps were essential stops for travelers exploring America’s growing highway sy...
Osceola 175 – Glimpses Of The Past: Fire & Fortitude On ... A Downtown Forged by Fire Between 1874 and today, 45 major fires swept through downtown Osceola, repeatedly reshaping the square. Each b...
Osceola175- Honoring Osceola: The Warrior Behind Our Tow... 2026 marks Osceola’s 175th anniversary , and to celebrate this historic milestone, we’re launching a weekly history series highlighting ...
DIGGIN DOWNTOWN UPDATE - 1/9/26Date: January 9, 2026 Recent Weeks: Sanitary Sewer Installation (Jefferson St) Sidewalk Installation (Jefferson St) Next Week: Phase 2A ...
DIGGIN DOWNTOWN UPDATE - 12/19Date: December 19, 2025 Recent Weeks: Underground Utility Service installation (Jefferson St) Sidewalk Installation (Main St/East Jeffer...
DIGGIN DOWNTOWN UPDATE - 12/12/25Date: December 12, 2025 Recent Weeks: Underground Utility Service Installation (W. Jefferson St) Paving Operations (Main St/East Jeffers...
Christmas in the Park Brings Holiday Magic to Downtown O... Downtown Osceola came to life on Saturday, December 6, as families, friends, and visitors gathered to celebrate one of our favorite comm...
DIGGIN DOWNTOWN UPDATE - 12/5Date: December 5, 2025 Recent Weeks: Underground Utility Service Installation (Jefferson St) Paving Operations (Main St/Jefferson St) Ne...
Diggin' Downtown Update 11/26Date: November 26, 2025 Recent Weeks: Underground Utility Service Installation (West Jefferson St) Subgrade Compaction, Subbase, Subdrai...
Diggin Downtown Update 11/21Date: November 21, 2025 Recent Weeks: Underground Utility Service Installation (Jefferson St) Subgrade Compaction, Subbase, Subdrain Ins...
Shop Local This Holiday Season: Osceola Has Something fo... The holiday season is officially here, and as we inch closer to Shop Small Saturday on November 29 , our local businesses are buzzing wi...
Diggin Downtown Update - 11/14Date: November 14, 2025 Recent Weeks: Underground Utility Service Installation (W Jefferson St) Subgrade Compaction, Subbase and Subdrai...
DIGGIN DOWNTOWN UPDATE - 11/7Date: November 7, 2025 Recent Weeks: Underground Utility Service Installation (Jefferson St) Permeable Paver installation (Main St) Side...
DIGGIN DOWNTOWN UPDATE - 10/31Date: October 31, 2025 Recent Weeks: Underground Utility Service Installation (Main St/E Jefferson St) Permeable Paver Installation (Mai...
DIGGIN DOWNTOWN UPDATE - 10/24Date: October 24, 2025 Recent Weeks: Underground Utility Service Installation (Main St/Jefferson St) Curb and Gutter installation (Main ...
Diggin Downtown Update - 10/17Date: October 17, 2025 Recent Weeks: Underground Utility Service installation (Main St/Jefferson St) Curb and Gutter installation (Main ...
Halloween Happenings: Frights, Fun, and Festivities Await! Spooky season is creeping in… and Osceola is brewing up a fang-tastic lineup of Halloween fun for all ages! From family trick-or-treatin...
Diggin Downtown Update - 10/10Date: October 10, 2025 Recent Weeks: Underground Utility Service Installation (East Jefferson St) Lighting System Installation (Washingt...
A New Chapter Begins at The Velvet Nook & RoastDowntown Osceola is turning the page on something truly special! On Tuesday, September 30, we gathered to celebrate the ribbon cutting a...
Ribbon Cut & Doors Open at Urban LabelsDowntown Osceola just got a whole lot more stylish! On Tuesday, October 1, we celebrated the grand opening and ribbon cutting of Urban L...
Diggin' Downtown Update - 10/3Date: October 3, 2025 Recent Weeks: Underground Utility Service Installation (Main St/Jefferson St) Lighting System Installation (Washin...
Ribbon Cutting Celebration at Cuban FlavorFriday, September 26, Osceola Chamber Main Street celebrated a ribbon-cutting at Cuban Flavor! Guests enjoyed a festive atmosphere as we...
DIGGIN' DOWNTOWN UPDATE - 9/26Date: September 26, 2025 Recent Weeks: Underground Utility Service Installation (Main St/Jefferson St) Water Main Installation (E Jeffer...
DIGGIN DOWNTOWN UPDATE - 9/19Date: September 19, 2025 Recent Weeks: Underground Utility Service installation (Main) St/Jefferson St) Paving Operations (Main St/Washi...
September in Osceola: Food, Fun & Fall Vibes!As summer fades and the crispness of fall rolls in, Osceola comes alive with a calendar full of can’t-miss events. This September, the t...
DIGGIN DOWNTOWN UPDATE - 9/12Date: September 12, 2025 Recent Weeks: Underground Utility Service (Main St) Paving Operations (E Washington St, Washington & Main Stree...
DIGGIN DOWNTOWN UPDATE - 9/8Date: September 5, 2025 Recent Weeks: Underground Utility Service Installation (Main St) Paving Operations (East Washington St) Pavement...
Fall Flavor + Prizes = The Best Week Ever!Mark your calendars, food lovers,Restaurant Week is coming to Osceola from Monday, September 15 through Sunday, September 21!This is you...
DIGGIN DOWNTOWN UPDATE - 8/29Date: August 29, 2025 Recent Weeks: Underground Utility Service Installation (Main St) Paving Operations (East Washington St) Fillmore a...
DIGGIN DOWNTOWN UPDATE - 8/22Date: August 22, 2025 Recent Weeks: Pavement Removals (Jefferson & Main Intersection) Underground Utility Installation (Main St) Subgrad...
DIGGIN DOWNTOWN UPDATE - 8/15Date: August 15, 2025 Recent Weeks: Pavement Removals (Jefferson St & Main St) Underground Utility Installation (Main St) Next Week: Pha...
Osceola Chamber Main Street Lights Up Downtown with New ... Osceola Chamber Main Street has taken another bold step in transforming the heart of downtown into a vibrant, welcoming destination. The...
DIGGIN DOWNTOWN UPDATE - 8/8Date: August 8, 2025 Recent Weeks: Concrete Paving Operations (Washington & Main St) Underground Utility Installation (Washington Street...
DIGGIN DOWNTOWN UPDATE - 7/25Date: July 25, 2025 Recent Weeks: Concrete Paving Operations (Washington St) Permeable Paver Installation (Washington St) Storm Sewer in...
DIGGIN' DOWNTOWN CONSTRUCITON SCHEDULE OVERVIEWRemainder of July East Washington utility work Washington street pavers and concrete operations Subgrade prep on Main/Washington Interse...
DIGGIN' DOWNTOWN UPDATE - 7/18Date: July 18, 2025 Recent Weeks: (Washington Street/Main Street) Storm Sewer installation Permeable Paver Installation (Washington St) ...
DIGGIN' DOWNTOWN UPDATE - 7/11Date: July 11, 2025 Recent Weeks: Roadway Extended East to Intersection (Washington St) Permeable Paver Installation (Washington St) Wes...
DIGGIN' DOWNTOWN UPDATE - 7/3Recent Weeks: Concrete Paving Operations (Washington St) Permeable Paver Installation (Washington St) Storm Sewer installation (Washingt...
DIGGIN' DOWNTOWN UPDATE - 6/27Date: June 27, 2025 Recent Weeks: Concrete Paving Operations (Washington St) Permeable Paver Installation (Washington St) Storm Sewer in...