Upcoming 5K Races Near Oakland, FL

Name: Midway CD5K | Run, Walk & Roll
Start: 2026-01-24
End: 2026-01-24
Location: Sanford

Chosen 4 Change 5K

Debary, FL

Saturday, December 13th, 2025

Featured

View details for race Chosen 4 Change 5K

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2025 Jingle Bell Run - Orlando, FL

Orlando, FL

Saturday, December 13th, 2025

View details for race 2025 Jingle Bell Run - Orlando, FL

Medal Madness 5K & 10K at Cypress Grove Park, O...

Orlando, FL

Saturday, December 13th, 2025

10K

View details for race Medal Madness 5K & 10K at Cypress Grove Park, Orlando, FL (50) 50

Keel Farms Christmas Wine Run 5k

Plant City, FL

Saturday, December 13th, 2025

1 Mile

View details for race Keel Farms Christmas Wine Run 5k

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

Winter Springs, FL

Saturday, December 13th, 2025

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

Medal Madness 5K, 10K, & Half Marathon at Lake ...

Deland, FL

Saturday, December 13th, 2025

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (50)

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

Howey-in-the-Hills, FL

Saturday, December 13th, 2025

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

Jingle Bell 5k Fun Run

Saint Cloud, FL

Saturday, December 13th, 2025

View details for race Jingle Bell 5k Fun Run

Jingle Bell 5K Run & 1 Mile Walk

Inverness, FL

Saturday, December 13th, 2025

1 Mile

View details for race Jingle Bell 5K Run & 1 Mile Walk

Candy Cane Course - Orlando

Clermont, FL

Sunday, December 14th, 2025

1 Mile

12K

View details for race Candy Cane Course - Orlando

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 14th, 2025

View details for race Naughty or Nice 5K - Lake Mary

Santa Hustle Orlando

Kissimmee, FL

Sunday, December 14th, 2025

10K

1 Mile

View details for race Santa Hustle Orlando

Windermere SDA Church 5K Run/Walk for Hope

Ocoee, FL

Sunday, December 14th, 2025

View details for race Windermere SDA Church 5K Run/Walk for Hope

2025 Packing District Jingle Jog 5K Fun Run & Walk

Orlando, FL

Sunday, December 14th, 2025

View details for race 2025 Packing District Jingle Jog 5K Fun Run & Walk

RaceDay Checkin Test Race for RaceDay Team

Orlando, FL

Thursday, December 18th, 2025

10K

View details for race RaceDay Checkin Test Race for RaceDay Team

Santa's Run Fest

Winter Haven, FL

Saturday, December 20th, 2025

15K

10K

View details for race Santa's Run Fest

AdventHealth Santa's Twilight 5K - Downtown Cle...

Clermont, FL

Saturday, December 20th, 2025

View details for race AdventHealth Santa's Twilight 5K - Downtown Clermont

Holiday 5K, 10K, 15K, & Half Marathon at Gemini...

DeBary, FL

Saturday, December 20th, 2025

10K

15K

View details for race Holiday 5K, 10K, 15K, & Half Marathon at Gemini Springs Park, DeBary, FL (51) 75

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 20th, 2025

10K

Half

View details for race Mount Dora Half Marathon & 5K

Lake Nona Jingle Bell 5k and fun run

Orlando, FL

Saturday, December 20th, 2025

View details for race Lake Nona Jingle Bell 5k and fun run

Dream Finders Homes 12Ks of Christmas, Christma...

Winter Garden, FL

Saturday, December 20th, 2025

12K

View details for race Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids Races

Jingle Jog 5K

Deltona, FL

Sunday, December 21st, 2025

View details for race Jingle Jog 5K

Holiday Stress Buster 5K - 13th Annual

Lake Helen, FL

Wednesday, December 24th, 2025

View details for race Holiday Stress Buster 5K - 13th Annual

Holiday Five

Winter Park, FL

Saturday, December 27th, 2025

Marathon

Half

10K

Trail

View details for race Holiday Five

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 27th, 2025

View details for race The Ritz-Carlton Winter GLO 5k

Holiday 5K, 10K, & Half Marathon at Green Sprin...

Deltona, FL

Saturday, December 27th, 2025

10K

Half

View details for race Holiday 5K, 10K, & Half Marathon at Green Springs Park, Deltona, FL (52) 60

New Year 5K, 10K, & 13.1M, DeBary, FL (01NY)

DeBary, FL

Thursday, January 1st, 2026

10K

Half

View details for race New Year 5K, 10K, & 13.1M, DeBary, FL (01NY)

Whispering Oaks Cheers to New Years

Oxford, FL

Saturday, January 3rd, 2026

1 Mile

View details for race Whispering Oaks Cheers to New Years

Whispering Oaks Cheers to New Years Wine Run 5k

Oxford, FL

Saturday, January 3rd, 2026

1 Mile

View details for race Whispering Oaks Cheers to New Years Wine Run 5k

2026 GYC 5K

Orlando, FL

Sunday, January 4th, 2026

View details for race 2026 GYC 5K

2026 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

Wednesday, January 7th, 2026

10K

Half

View details for race 2026 WALT DISNEY WORLD® Marathon Weekend presented by State Farm® With A Running Passion

2026 Walt Disney World® Marathon Weekend presen...

Orlando, FL

Thursday, January 8th, 2026

10K

Half

View details for race 2026 Walt Disney World® Marathon Weekend presented by State Farm

Teaching & Learning Collaborative Charity Group...

Kissimmee, FL

Thursday, January 8th, 2026

10K

View details for race Teaching & Learning Collaborative Charity Group Registration (2026 Walt Disney World® Marathon Weekend)

New Year 5K, 10K, & 13.M, Deland, FL (02)

Deland, FL

Saturday, January 10th, 2026

10K

Half

View details for race New Year 5K, 10K, & 13.M, Deland, FL (02)

New Year 5K & 10K, Orlando, FL (02)

Orlando, FL

Saturday, January 10th, 2026

10K

View details for race New Year 5K & 10K, Orlando, FL (02)

Running of the Squares Lake Sumter Landing

The Villages, FL

Saturday, January 10th, 2026

View details for race Running of the Squares Lake Sumter Landing

New Year New Me 5K - Orlando

Kissimmee, FL

Sunday, January 11th, 2026

View details for race New Year New Me 5K - Orlando

LRC 5k Training Program | Lakeland, FL

Lakeland, FL

Saturday, January 17th, 2026

View details for race LRC 5k Training Program | Lakeland, FL

Time Travel Half-Marathon (and 5k/10k) - Orlando

Orlando, FL

Saturday, January 17th, 2026

Half

10K

View details for race Time Travel Half-Marathon (and 5k/10k) - Orlando

Medal Madness 5K, 10K, & 13.M, DeBary, FL (03)

DeBary, FL

Saturday, January 17th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.M, DeBary, FL (03)

Park Ave 5K

Winter Park, FL

Saturday, January 17th, 2026

View details for race Park Ave 5K

Jurassic Jog 5k

Oviedo, FL

Sunday, January 18th, 2026

View details for race Jurassic Jog 5k

Elevate 5k Corporate Challenge

Clermont, FL

Saturday, January 24th, 2026

Trail

View details for race Elevate 5k Corporate Challenge

2nd Annual Kumquat Run

Dade City, FL

Saturday, January 24th, 2026

View details for race 2nd Annual Kumquat Run

Medal Madness 5K, 10K, & 13.1 at Green Springs ...

Deltona, FL

Saturday, January 24th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1 at Green Springs Park, Deltona, FL (04M60)

Goldsboro Unity 5k Run Ride Walk

Sanford, FL

Saturday, January 24th, 2026

View details for race Goldsboro Unity 5k Run Ride Walk

Freakin Freezin 5K - Lakeland

Lakeland, FL

Saturday, January 24th, 2026

View details for race Freakin Freezin 5K - Lakeland

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 24th, 2026

View details for race Patriot Pride 5k

Lake Mary's 9th Annual Run with a Hero 5K and K...

Lake Mary, FL

Saturday, January 24th, 2026

View details for race Lake Mary's 9th Annual Run with a Hero 5K and Kids Run Sponsored by Orlando Health

Midway CD5K | Run, Walk & Roll

Sanford, FL

Saturday, January 24th, 2026

Ultra

View details for race Midway CD5K | Run, Walk & Roll

Explore more in Oakland, FL

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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