Upcoming Races Near Tolland, CT - Matching: Trail Races

Name: Run for The Hills
Start: 2026-09-12
End: 2026-09-12
Location: Niantic

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 21st, 2025

Trail

View details for race Cockaponsett Trails to a Cure

La Bonita Vecindad 5K Run/Walk

Springfield, MA

Saturday, September 27th, 2025

1 Mile

Trail

View details for race La Bonita Vecindad 5K Run/Walk

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

Warwick, RI

Saturday, September 27th, 2025

Trail

Fast

View details for race Ocean State XC Invitational - Ocean State 5K Trail Run

IronHike Series - Fall '25

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Series - Fall '25

IronHike Endurance Series - Fall 2025 - Mohawk ...

Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Endurance Series - Fall 2025 - Mohawk Mtn, CT, USA

Run for the Pumpkins Trail Run

Westerly, RI

Saturday, October 4th, 2025

10K

Trail

View details for race Run for the Pumpkins Trail Run

Iron Hike - Fall Kuwohi Trail Half Marathon Plu...

Cornwall, CT

Saturday, October 4th, 2025

Trail

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

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

Together We Run for Education 5K Charity Road Race

East Hartford, CT

Saturday, October 4th, 2025

Trail

View details for race Together We Run for Education 5K Charity Road Race

Shrewsbury Trails 5K

Shrewsbury, MA

Saturday, October 4th, 2025

Trail

View details for race Shrewsbury Trails 5K

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 4th, 2025

Trail

Fast

View details for race Salmon River 5.5 Mile Run

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

Norfolk, CT

Sunday, October 5th, 2025

10K

Half

Trail

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

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

View details for race Ivoryton Pumpkin Chase

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

Trail

View details for race Collinsville Trick or Trot

Haunted Hustle

Waterford, CT

Sunday, October 26th, 2025

1 Mile

Trail

View details for race Haunted Hustle

Pawtuxet River 5k: Run of the Mills

Coventry, RI

Saturday, November 1st, 2025

Trail

View details for race Pawtuxet River 5k: Run of the Mills

Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 2nd, 2025

Trail

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

2025 Upton 10.5K and Half Marathon Trail Race

Upton, MA

Sunday, November 9th, 2025

10K

Trail

View details for race 2025 Upton 10.5K and Half Marathon Trail Race

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 9th, 2025

Trail

View details for race Centerville Bank Thompson Turkey Trot

Upton 10.5K and Half Marathon Trail Race

Upton, MA

Sunday, November 9th, 2025

Half

Trail

View details for race Upton 10.5K and Half Marathon Trail Race

Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

Easthampton, MA

Thursday, November 27th, 2025

Trail

View details for race Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

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

View details for race IronHike Series - Spring '26

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

Run for The Hills

Niantic, CT

Saturday, September 12th, 2026

Trail

View details for race Run for The Hills

Explore more in Tolland, CT

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

Don't see your race? Add it!

Add Your Race (Free)