Upcoming Races Near Tolland, CT - Matching: Trail Races

Name: Stonington Vineyards Wine Run Turkey Trot 5k
Start: 2026-11-08
End: 2026-11-08
Location: Stonington

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

Featured

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Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

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Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

Trail

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

Trail

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IronHike Endurance Series - Spring 2026 - Mohaw...

Cornwall, CT

Wednesday, June 3rd, 2026

Ultra

Trail

View details for race IronHike Endurance Series - Spring 2026 - Mohawk Mtn, CT, USA

IronHike Series - Spring '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, June 4th, 2026

Ultra

Trail

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11th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 5th, 2026

Trail

View details for race 11th Annual Flanders Field & Forest 5K Trail Run/Walk

Iron Hike - Spring Kuwohi Trail Half Marathon P...

Cornwall, CT

Saturday, June 6th, 2026

Trail

View details for race Iron Hike - Spring Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 6th, 2026

Half

Trail

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Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 7th, 2026

Trail

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Solstice Sprint 5K

West Hartford, CT

Wednesday, June 17th, 2026

Trail

Fast

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TVFR Woodland Trail Series

Uxbridge, MA

Thursday, June 25th, 2026

Trail

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Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

10K

Trail

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

Colchester, CT

Saturday, July 11th, 2026

Trail

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Run for The Hills

Niantic, CT

Saturday, September 5th, 2026

Trail

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Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 20th, 2026

Trail

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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

Ocean State XC Invitational - Ocean State 5K Tr...

Warwick, RI

Saturday, September 26th, 2026

Trail

Fast

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IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

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Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 3rd, 2026

10K

Trail

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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

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

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Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

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Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

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Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

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Grills Trail Run

Westerly, RI

Saturday, October 24th, 2026

10 Miles

10K

Trail

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Hamden Hall Middle School Invitational

Hamden, CT

Wednesday, October 28th, 2026

Trail

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Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

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Pawtuxet River 5k: Run of the Mills

Coventry, RI

Saturday, November 7th, 2026

Trail

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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

Explore more in Tolland, CT

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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