213 Upcoming Races Near Winter Garden, FL

Longwood Monster Dash

Longwood, FL

Saturday, October 31st, 2026

View details for race Longwood Monster Dash

Medal Madness 5K & 10K at Plant City, FL (44)

Plant City, FL

Saturday, October 31st, 2026

10K

Fast

View details for race Medal Madness 5K & 10K at Plant City, FL (44)

United with the Blue 5k

Lake Mary, FL

Sunday, November 1st, 2026

View details for race United with the Blue 5k

Run for the Gift

Winter Garden, FL

Saturday, November 7th, 2026

View details for race Run for the Gift

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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

Jack and Allie Superhero 5K

Clermont, FL

Saturday, November 7th, 2026

View details for race Jack and Allie Superhero 5K

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

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

DeBary, FL

Saturday, November 7th, 2026

10K

Half

Fast

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

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

BIGFOOT CHALLENGE 5k Veterans Day Sunset Run/Wa...

Clermont, FL

Wednesday, November 11th, 2026

1 Mile

View details for race BIGFOOT CHALLENGE 5k Veterans Day Sunset 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

Victoria Helping Veterans- First Annual Battle ...

Kissimmee, FL

Saturday, November 14th, 2026

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

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, & 13.1M at Deland, FL (46)

Deland, FL

Saturday, November 14th, 2026

10K

Half

Fast

View details for race Gobbler 5K, 10K, & 13.1M at Deland, FL (46)

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

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

Tunnel to Towers 5K Run & Walk - Brooksville, FL

Brooksville, FL

Saturday, November 21st, 2026

Fast

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

The Sand Hill Adventure Run

Brooksville, FL

Saturday, November 21st, 2026

Trail

View details for race The Sand Hill Adventure Run

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

DeBary, FL

Saturday, November 21st, 2026

10K

Half

Fast

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

Formosa Wine Run Turkey Trot 5k

Kissimmee, FL

Sunday, November 22nd, 2026

1 Mile

View details for race Formosa Wine Run Turkey Trot 5k

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

Ultra Ultras Turkey Trot 5k

Lake Wales, FL

Thursday, November 26th, 2026

Trail

View details for race Ultra Ultras Turkey Trot 5k

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

Rise & Trot

Orlando, FL

Thursday, November 26th, 2026

View details for race Rise & Trot

Turkey Day 5K Clermont

Clermont, FL

Thursday, November 26th, 2026

View details for race Turkey Day 5K Clermont

Wiregrass Turkey Trot

Wesley Chapel, FL

Thursday, November 26th, 2026

1 Mile

View details for race Wiregrass Turkey Trot

Kiwanis Brooksville Turkey Trot

Brooksville, FL

Thursday, November 26th, 2026

1 Mile

View details for race Kiwanis Brooksville Turkey Trot

Turkey Trot 5k DeBary

Deland, FL

Thursday, November 26th, 2026

View details for race Turkey Trot 5k DeBary

Turkey Trot Oviedo

Oviedo, FL

Thursday, November 26th, 2026

View details for race Turkey Trot Oviedo

CINNAMON ROLL 5K

Plant City, FL

Thursday, November 26th, 2026

View details for race CINNAMON ROLL 5K

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

Deltona, FL

Saturday, November 28th, 2026

10K

Half

Fast

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

OUC Orlando Half Marathon Weekend

Orlando, FL

Saturday, December 5th, 2026

Half

View details for race OUC Orlando Half Marathon Weekend

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

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

DeBary, FL

Saturday, December 5th, 2026

10K

Half

Fast

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

Stuff Your Face Race

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race Stuff Your Face Race

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

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

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!

2026 Jingle Bell Run - Orlando, FL

Orlando, FL

Saturday, December 12th, 2026

1 Mile

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

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

Deland, FL

Saturday, December 12th, 2026

10K

Half

Fast

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

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