213 Upcoming Races Near Windermere, FL

Medal Madness 5K & 10K at Ellis-Methvin Park, P...

Plant City, FL

Saturday, October 31st, 2026

10K

View details for race Medal Madness 5K & 10K at Ellis-Methvin Park, Plant City, FL (44S40)

Lake Scary 5K

Lake Mary, FL

Saturday, October 31st, 2026

View details for race Lake Scary 5K

The Rising

Oviedo, FL

Saturday, October 31st, 2026

1 Mile

10K

Trail

View details for race The Rising

United with the Blue 5k

Lake Mary, FL

Sunday, November 1st, 2026

View details for race United with the Blue 5k

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Jack and Allie Superhero 5K

Clermont, FL

Saturday, November 7th, 2026

View details for race Jack and Allie Superhero 5K

AdventHealth Lady Track Shack 5K

Winter Park, FL

Saturday, November 7th, 2026

View details for race AdventHealth Lady Track Shack 5K

Turkey Trails- Orlando

Orlando, FL

Saturday, November 7th, 2026

1 Mile

10K

View details for race Turkey Trails- Orlando

The Florida Run @ Lake Louisa State Park

Clermont, FL

Saturday, November 7th, 2026

Half

10K

Trail

View details for race The Florida Run @ Lake Louisa State Park

WGPAL Donut Dash 5K

Winter Garden, FL

Saturday, November 7th, 2026

View details for race WGPAL Donut Dash 5K

Gobbler 5K, 10K, & 13.1M at DeBary, FL (45)

DeBary, FL

Saturday, November 7th, 2026

10K

Half

View details for race Gobbler 5K, 10K, & 13.1M at DeBary, FL (45)

Run on Round Lake 5K & Youth 1 Mile

Mount Dora, FL

Saturday, November 7th, 2026

1 Mile

View details for race Run on Round Lake 5K & Youth 1 Mile

Run for the Gift

Winter Garden, FL

Saturday, November 7th, 2026

View details for race Run for the Gift

50th Lake to Lake 10k | Lakeland, FL

Lakeland, FL

Saturday, November 7th, 2026

10K

View details for race 50th Lake to Lake 10k | Lakeland, FL

11th Annual Umatilla Kiwanis 5K for the Kids

Umatilla, FL

Saturday, November 7th, 2026

View details for race 11th Annual Umatilla Kiwanis 5K for the Kids

BIGFOOT CHALLENGE 5k Veterans Day Run/Walk 5:00Pm

Clermont, FL

Wednesday, November 11th, 2026

1 Mile

View details for race BIGFOOT CHALLENGE 5k Veterans Day Run/Walk 5:00Pm

Tunnel to Towers 5K Run & Walk - The Villages, FL

The Villages, FL

Saturday, November 14th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - The Villages, FL

AdventHealth Presents the Central Florida Legen...

DeBary, FL

Saturday, November 14th, 2026

Marathon

Half

Fast

View details for race AdventHealth Presents the Central Florida Legends Marathon, Half Marathon and 5K

Gobbler 5K, 10K, & 13.1 at Lake Beresford Park,...

Deland, FL

Saturday, November 14th, 2026

10K

Half

View details for race Gobbler 5K, 10K, & 13.1 at Lake Beresford Park, Deland, FL (46S50)

Victoria Helping Veterans- First Annual Battle ...

Kissimmee, FL

Saturday, November 14th, 2026

View details for race Victoria Helping Veterans- First Annual Battle Buddy 5k

Save the Manatee 5K

Orange City, FL

Sunday, November 15th, 2026

Trail

View details for race Save the Manatee 5K

The Keri Anne DeMott Foundation's World Day of ...

Orlando, FL

Sunday, November 15th, 2026

10K

View details for race The Keri Anne DeMott Foundation's World Day of Remembrance 5K and 10K

Hunger Run 5K at the Waterfront

Clermont, FL

Friday, November 20th, 2026

View details for race Hunger Run 5K at the Waterfront

Gobbler 5K, 10K, & 13.1M at DeBary, FL (47)

DeBary, FL

Saturday, November 21st, 2026

10K

Half

View details for race Gobbler 5K, 10K, & 13.1M at DeBary, FL (47)

Celebration 10K & 5K Pancake Run and Walk prese...

Celebration, FL

Saturday, November 21st, 2026

10K

Fast

View details for race Celebration 10K & 5K Pancake Run and Walk presented by the Rotary Club of Celebration

5K with the 5-0

Oakland, FL

Saturday, November 21st, 2026

Trail

View details for race 5K with the 5-0

Space Coast Marathon & Half Marathon

Cocoa, FL

Sunday, November 22nd, 2026

Marathon

Half

View details for race Space Coast Marathon & Half Marathon

Formosa Wine Run Turkey Trot 5k

Kissimmee, FL

Sunday, November 22nd, 2026

1 Mile

View details for race Formosa Wine Run Turkey Trot 5k

Ultra Ultras Turkey Trot 5k

Lake Wales, FL

Thursday, November 26th, 2026

Trail

View details for race Ultra Ultras Turkey Trot 5k

Rise & Trot

Orlando, FL

Thursday, November 26th, 2026

View details for race Rise & Trot

CINNAMON ROLL 5K

Plant City, FL

Thursday, November 26th, 2026

View details for race CINNAMON ROLL 5K

Turkey Trot DeBary

Deland, FL

Thursday, November 26th, 2026

View details for race Turkey Trot DeBary

The Ritz-Carlton Gobbler 5K & Master Yoga Class

Orlando, FL

Thursday, November 26th, 2026

View details for race The Ritz-Carlton Gobbler 5K & Master Yoga Class

All Turkey Trots

Deland, FL

Thursday, November 26th, 2026

View details for race All Turkey Trots

AdventHealth Groveland Turkey Trot 5K & 10K pre...

Groveland, FL

Thursday, November 26th, 2026

10K

View details for race AdventHealth Groveland Turkey Trot 5K & 10K presented by LiveTrends Design Group

Turkey Day 5K Clermont

Clermont, FL

Thursday, November 26th, 2026

View details for race Turkey Day 5K Clermont

Turkey Trot Oviedo

Oviedo, FL

Thursday, November 26th, 2026

View details for race Turkey Trot Oviedo

NSB Thanksgiving Gobble Wobble 5k - 2026

New Smyrna Beach, FL

Thursday, November 26th, 2026

View details for race NSB Thanksgiving Gobble Wobble 5k - 2026

Gobbler 5K, 10K, & 13.1M at Deltona, FL (48)

Deltona, FL

Saturday, November 28th, 2026

10K

Half

View details for race Gobbler 5K, 10K, & 13.1M at Deltona, FL (48)

Holiday 5K, 10K, & 13.1M at DeBary, FL (49)

DeBary, FL

Saturday, December 5th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at DeBary, FL (49)

Your Next Step is the Cure 5K

Plant City, FL

Saturday, December 5th, 2026

View details for race Your Next Step is the Cure 5K

Mount Dora 1 Mile - Invitation Only

Mount Dora, FL

Saturday, December 5th, 2026

1 Mile

Fast

View details for race Mount Dora 1 Mile - Invitation Only

OUC Orlando Half Marathon Weekend

Orlando, FL

Saturday, December 5th, 2026

Half

View details for race OUC Orlando Half Marathon Weekend

Deltona Jingle Jog 5K

Deltona, FL

Saturday, December 12th, 2026

View details for race Deltona Jingle Jog 5K

AdventHealth Howey-in-the-Hills Reindeer Dash 5...

Howey-in-the-Hills, FL

Saturday, December 12th, 2026

Trail

View details for race AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group

Holiday 5K, 10K, & 13.1M at Deland, FL (50)

Deland, FL

Saturday, December 12th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at Deland, FL (50)

Keel Farms Christmas Wine Run 5k

Plant City, FL

Saturday, December 12th, 2026

1 Mile

View details for race Keel Farms Christmas Wine Run 5k

2026 Jingle Bell Run - Orlando, FL

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race 2026 Jingle Bell Run - Orlando, FL

Stuff Your Face Race

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race Stuff Your Face Race

ITMS Howl-iday Hustle, Run, Walk, and Play!

Winter Springs, FL

Saturday, December 12th, 2026

View details for race ITMS Howl-iday Hustle, Run, Walk, and Play!

AdventHealth Santa's Twilight 5K - Cocoa Village

Cocoa, FL

Saturday, December 12th, 2026

View details for race AdventHealth Santa's Twilight 5K - Cocoa Village

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