New plans released for Orange Avenue project in Winter Park Plan incudes hotels and new park Tags: WINTER PARK, Fla. – Winter Park is considering a new look for Orange Avenue. The Planning & Transportation Department held a virtual public forum on Monday night to show renderings for the Orange Avenue Overlay project. The Winter Park City Commission first approved, then rejected a different Orange Avenue Overlay plan last year. The overlay project is for parcels of land along Orange Avenue between Westchester Avenue and Fairbanks Avenue. [TRENDING: Ad The new plans call for a big park at Orange Avenue and Orlando Avenue, along with a five-story hotel and several other businesses.