Windermere blog | Windermere Living

Local stories, practical guides and what's on this weekend around Windermere, compiled from official sources.

This weekend · November 6, 2026

This weekend in Windermere: Nov 6 to Nov 12

6 things happening around Windermere from Friday, November 6 through Thursday, November 12, from the official calendars, with times and links.

Guide · November 4, 2026

Two Orange County dog parks serve the Windermere area: Summerport Park and West Orange Park, with addresses, Summerport hours and county rules.

Guide · November 2, 2026

How to start water service through Orange County Utilities, plus Windermere's Tuesday and Friday garbage pickup and bin rules.

This weekend · October 30, 2026

5 things happening around Windermere from Friday, October 30 through Thursday, November 5, from the official calendars, with times and links.

Guide · October 28, 2026

What the Town and Orange County say about Tuesday recycling pickup, the 7am curb deadline, and which plastics and items are accepted.

Local story · October 26, 2026

Windermere has put tennis and boat ramp pass renewals on hold until Tuesday, December 1, according to the Town's permits and passes page.

This weekend · October 16, 2026

5 things happening around Windermere from Friday, October 16 through Thursday, October 22, from the official calendars, with times and links.

This weekend · October 9, 2026

6 things happening around Windermere from Friday, October 9 through Thursday, October 15, from the official calendars, with times and links.