Experience Art In The Heart Of Downtown Windermere

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

If you're searching for art in Windermere Florida or researching Windermere events in 2026, the Annual Windermere Fine Art Show belongs on your calendar. Celebrating 11 years of art, this yearly event brings the community together for live art, music, and interactive experiences in historic downtown Windermere, with FREE admission.

2026 Windermere Fine Art Show Must-Know Info

This year's event will be held on Saturday, February 28, from 11 am - 5 pm and on Sunday, March 1, from 10 am - 5 pm in downtown Windermere at Town Hall (520 Main Street). Outdoor art vendors will line Main Street along with local food vendors.…

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From Windermere To Ocoee for Doughnuts?

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

Downtown Ocoee DG DoughnutsNot to discount any of the local bakeries in Windermere, there are some fantstic places to get a sweet treat, but there is a small shop in downtown Ocoee that makes the short drive worth it every time.

DG Doughnuts sits on McKey Street in downtown Ocoee, just 5.5 miles from downtown Windermere. What started in a home kitchen and later inside a gas station in Oakland has grown into a downtown staple.

DG Doughnuts built a following for its variety of specialty yeast doughnuts, known for rotating flavors that shift with the seasons and holidays. As demand grew, the show expanded into a larger space in downtown Ocoee, complete with…

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Your Go-To Orlando Event Guide to festivals, races, parades, and more

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty 

January in Central Florida feels like a collective exhale. Locals know it means cooler mornings, and so much to do around Orlando and its surrounding communities. It's one of our favorite months to get out and explore. From races and cultural festivals to neighborhood gatherings and outdoor celebrations, January offers a taste of day-to-day life here. Not rushed. Not sleepy. Just active in the right ways.

Below is a curated look at some of the top January 2026 events happening across Orlando, Winter Garden, Oakland, Celebration, Disney, and nearby areas. The kind of events locals plan weekends around,…

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