Windermere is a small, shady town on the Butler Chain of Lakes. The heart of town is Main Street and Town Square Park. It is quiet, it is friendly, and it has some of the best small-town events in West Orange.
Best things to do in Windermere
Friday morning at the Windermere Farmers Market. Most farmers markets are on the weekend, but this one is on Friday, from 9 AM to 1:30 PM at Town Square Park, 520 Main St. Leashed pets are welcome. It is a nice way to start a long weekend.
Hang out at Town Square Park. This is the town's main gathering spot. It is where you will find the Fourth of July Pancake Breakfast, the Run Among the Lakes 5K and 10K, the Halloween Hayride and Costume Parade, and Pet Fest.
Get out on the water. The town sits on the Butler Chain of Lakes, so a day on a boat or a paddle is never far away.
Where to eat in Windermere
Dixie Cream Cafe at 434 Main St. has been serving breakfast and lunch since 2010. Get the Bananas Foster French Toast, and save room for a slice of pie. It is open Tuesday to Sunday, 8 AM to 2:30 PM.
Toasted at 6506 Old Brick Rd. does grilled cheese every way you can imagine, with sandwiches from $5.99 to $7.59. It is open daily from 11 AM to 9:30 PM.
For dessert, head to Kelly's Homemade Ice Cream at 14387 Bridgewater Crossings Blvd. in the Summerport area. Just up the road in Gotha, Yellow Dog Eats is a local favorite for pulled pork sandwiches. Find more spots in our Hidden Gems guide and our Cheap Eats guide.
Seasonal events in Windermere
The big one this season is Light Up Windermere on Friday, Nov. 20, in Town Square Park. Expect food, live performances and plenty of holiday fun. Want more holiday plans nearby? Check our free Holiday Guide.
More from West Orange Bite
Free guides: This Weekend, Farmers Markets, Free Things to Do, Best Brunch, Holiday Guide, Cheap Eats, Hidden Gems.
Towns: Winter Garden, Ocoee, Horizon West.
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