Skip to content

Outdoor activities

in Windermere, FL

Discover outdoor activities in Windermere with Meetup. Whatever your interest, Meetup helps you connect with like-minded people.

Hiking

Lake Louisa Modified Nature Trail Loop

Sat, Jan 24 · 9:00 AM EST

Lake Louisa Modified Nature Trail Loop

by Central Florida Adventure Seekers

Orlando Ski and Travel Club January 2026 Social

Wed, Jan 14 · 6:00 PM EST

Orlando Ski and Travel Club January 2026 Social

by Orlando Ski and Travel Club Meetup Group

Survival 101 at REI Winter Park

Sun, Jan 4 · 2:00 PM EST

Survival 101 at REI Winter Park

by Wekiva Wilderness Trust - Family Hike & Outdoor Discovery

WALK around the Lake at Cranes Roost

Mon, Jan 5 · 6:30 PM EST

WALK around the Lake at Cranes Roost

by Trail Homies

Walking

Walk at Disney's Coronado Springs Resort

Mon, Jan 5 · 6:00 PM EST

Walk at Disney's Coronado Springs Resort

by Walking for Fun at Disney

✨🚶‍♀️ Theme Park Walking Club: Magical Monorail Loop Walk! 🚶‍♂️✨

Sat, Jan 10 · 3:00 PM EST

✨🚶‍♀️ Theme Park Walking Club: Magical Monorail Loop Walk! 🚶‍♂️✨

by Theme Park Walking Club

Walk at Port Orleans - Riverside

Wed, Jan 7 · 6:00 PM EST

Walk at Port Orleans - Riverside

by Walking for Fun at Disney

Let’s Enjoy a Morning Walk with Friends at Epcot 😊

Fri, Jan 9 · 10:00 AM EST

Let’s Enjoy a Morning Walk with Friends at Epcot 😊

by Walking for Fun at Disney

Running

☕🐒✨ Goddess Grind & Quirky Vibes at Drunken Monkey! 🌿💛

Sat, Jan 3 · 10:30 AM EST

☕🐒✨ Goddess Grind & Quirky Vibes at Drunken Monkey! 🌿💛

by Goddesses of Orlando

Sunday Long Runs

Sun, Jan 4 · 7:00 AM EST

Sunday Long Runs

by Orlando Runners Club (ORC)

Get Out of Bed Group Run

Wed, Jan 7 · 6:00 AM EST

Get Out of Bed Group Run

by Orlando Runners Club (ORC)

Salt & Strides Long Run (Lake Underhill Park)

Sat, Jan 3 · 8:00 AM EST

Salt & Strides Long Run (Lake Underhill Park)

by Salt & Strides Running Club

Cycling

Ride the beautiful, kinda hilly WOT from Winter Garden to Clermont (8:00 START!)

Sat, Jan 10 · 8:00 AM EST

Ride the beautiful, kinda hilly WOT from Winter Garden to Clermont (8:00 START!)

by Half Fast Social Cycling - Central Florida

Seminole-Wekiva Trail ( 14 - 35 miles options approx) [8:30 START]

Sun, Jan 4 · 8:30 AM EST

Seminole-Wekiva Trail ( 14 - 35 miles options approx) [8:30 START]

by Half Fast Social Cycling - Central Florida

Cady Way Trail and Beyond

Sun, Jan 11 · 8:00 AM EST

Cady Way Trail and Beyond

by Half Fast Social Cycling - Central Florida

Bike Ride on the Maitland Bike Trail

Sun, Jan 11 · 9:00 AM EST

Bike Ride on the Maitland Bike Trail

by Outdoors & Active Singles 50 Plus

Suggested groups

Looking for something more?

Meet new friends

Sports & Hobbies

All events in Windermere