39 Upcoming Races Near Glastonbury, CT - Matching: Trail Races

Organize a race? Get it in front of thousands of runners.

Add it free Feature it

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

Trail

View details for race Roxbury Road Race Series #18

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

10K

Trail

View details for race Smile Like Jack 5k/10k/Fun Run

Pirate's Beer Run! - A 0.5k Run For Cancer

Colchester, CT

Saturday, July 11th, 2026

Trail

View details for race Pirate's Beer Run! - A 0.5k Run For Cancer

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

View details for race Run the Vineyards - Pindar Vineyards 5K

The Hamden Combo

Hamden, CT

Saturday, August 1st, 2026

Trail

View details for race The Hamden Combo

Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 1st, 2026

Trail

View details for race Pete Hawley People's 7

The Perfect Ten & Five Mile Road Race

Hamden, CT

Saturday, August 1st, 2026

Trail

View details for race The Perfect Ten & Five Mile Road Race

2nd Annual Rocky Hill 2M Run & Kids Run

Rocky Hill, CT

Saturday, August 15th, 2026

Trail

View details for race 2nd Annual Rocky Hill 2M Run & Kids Run

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 21st, 2026

Trail

Fast

View details for race PATH TO THE PARADE 5K

Shore 2 The Pour Beach Run 2026

Stratford, CT

Saturday, August 22nd, 2026

Trail

View details for race Shore 2 The Pour Beach Run 2026

Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

View details for race Run for The Hills

2026 Gulf Beach Half Marathon

Milford, CT

Saturday, September 12th, 2026

Half

Trail

View details for race 2026 Gulf Beach Half Marathon

Miles for Music

Northampton, MA

Sunday, September 13th, 2026

Trail

View details for race Miles for Music

2nd Annual PCS Harvest Hustle 5K & Kids Run

Pomfret Center, CT

Saturday, September 19th, 2026

Trail

View details for race 2nd Annual PCS Harvest Hustle 5K & Kids Run

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

View details for race Cockaponsett Trails to a Cure

17th Annual Farmington River Run 5K Trail Race

Farmington, CT

Sunday, September 20th, 2026

Trail

View details for race 17th Annual Farmington River Run 5K Trail Race

No Sto Defeats MSA 5K and Fitness Walk

North Stonington, CT

Saturday, September 26th, 2026

1 Mile

Trail

View details for race No Sto Defeats MSA 5K and Fitness Walk

IronHike Mohawk Mountain Fall 2026

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Mohawk Mountain Fall 2026

2026 Rail Trail 10K Race

Hamden, CT

Saturday, October 3rd, 2026

10K

Trail

View details for race 2026 Rail Trail 10K Race

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

Trail

View details for race Run for the Pumpkins Trail Run

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Run Stanley

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

2026 Amherst ABC Cider Run/Walk (5K)

Amherst, MA

Saturday, October 17th, 2026

Trail

View details for race 2026 Amherst ABC Cider Run/Walk (5K)

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

View details for race Ivoryton Pumpkin Chase

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Mt. Tom Trail Race

Holyoke, MA

Saturday, October 24th, 2026

10K

Trail

View details for race Mt. Tom Trail Race

Grills Trail Run

Westerly, RI

Saturday, October 24th, 2026

10 Miles

10K

Trail

View details for race Grills Trail Run

Hamden Hall Middle School Invitational

Hamden, CT

Wednesday, October 28th, 2026

Trail

View details for race Hamden Hall Middle School Invitational

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

View details for race Collinsville Trick or Trot

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

View details for race Hamden Hall CISAC League Race

Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 8th, 2026

Trail

View details for race Stonington Vineyards Wine Run Turkey Trot 5k

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 8th, 2026

Trail

View details for race Centerville Bank Thompson Turkey Trot

Storybook Half Marathon

Stratford, CT

Saturday, November 21st, 2026

Half

Trail

View details for race Storybook Half Marathon

Roxbury Road Race Series #35

Roxbury, CT

Saturday, November 21st, 2026

Trail

View details for race Roxbury Road Race Series #35

Frosty Forest 5k

Stratford, CT

Saturday, December 19th, 2026

Trail

View details for race Frosty Forest 5k

2nd Annual Camp Mountain Laurel - Color Run & T...

Hamden, CT

Saturday, May 8th, 2027

Trail

View details for race 2nd Annual Camp Mountain Laurel - Color Run & Trail Run

Explore more in Glastonbury, CT

Jump straight to races by distance, month, or type.

Distance

5K 10K Half Marathon Marathon

Month

June July August

Race type

Trail Boston Qualifiers Fast Courses

Run clubs

Run clubs in Glastonbury

Nearby

Hartford Middletown Farmington Meriden Colchester Wallingford All Connecticut races