Upcoming Races Near Brattleboro, VT

Name: Running of the Bears 5K
Start: 2026-07-05
End: 2026-07-05
Location: Stratton

Big Cheese 5K

Athol, MA

Saturday, April 11th, 2026

Featured

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Syrup Stampede

Florence, MA

Sunday, April 12th, 2026

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11th Annual F.O.R. 5K Trail Race Event

Wilbraham, MA

Sunday, April 12th, 2026

View details for race 11th Annual F.O.R. 5K Trail Race Event

11th Annual F.O.R 5k Trail Race

Wilbraham, MA

Sunday, April 12th, 2026

Trail

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Judy “Jutz” George 5k

Contoocook, NH

Sunday, April 12th, 2026

1 Mile

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Isaac's Run

New Ipswich, NH

Saturday, April 18th, 2026

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Shin Splints for Bryce 5K

Rindge, NH

Saturday, April 18th, 2026

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Walk, Run, Remember for Rick's Place

Wilbraham, MA

Saturday, April 25th, 2026

1 Mile

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The 14th Annual MacDuffie Run For Hope

Granby, MA

Saturday, April 25th, 2026

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Dover School Club's Mud Season 5k

West Dover, VT

Sunday, April 26th, 2026

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Healthy Kids Running Series Spring 2026 - Benni...

Bennington, VT

Sunday, April 26th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Bennington, VT

Tulip Trot 5K Run/Walk & Sprout Sprint

Brattleboro, VT

Saturday, May 2nd, 2026

1 Mile

Fast

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Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

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22nd Annual Bulldog 4 Fun Run/Walk

Westmoreland, NH

Saturday, May 2nd, 2026

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Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

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Orange Fire Department 5K

Orange, MA

Saturday, May 2nd, 2026

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Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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May Day 5K

Keene, NH

Sunday, May 3rd, 2026

1 Mile

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Healthy Kids Running Series Spring 2026 - Amher...

Amherst, NH

Sunday, May 3rd, 2026

View details for race Healthy Kids Running Series Spring 2026 - Amherst, NH

Baystate Health Nurses Week 5K Run/1K Walk

Holyoke, MA

Saturday, May 9th, 2026

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Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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Healthy Kids Running Series Spring 2026 - Peter...

Peterborough, NH

Sunday, May 10th, 2026

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Miles to Go for Morgan 5K

Newbury, NH

Saturday, May 16th, 2026

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District Dash 5K Fun Run & Walk

Langdon, NH

Saturday, May 16th, 2026

Trail

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Keene Runway 5K

Swanzey, NH

Sunday, May 17th, 2026

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Keene Airport 5K

Swanzey, NH

Sunday, May 17th, 2026

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Wachusett Mountain Race

Princeton, MA

Saturday, May 23rd, 2026

10K

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2nd Annual Memorial Day 5K

Ware, MA

Saturday, May 23rd, 2026

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Doggie and Me 5K

South Londonderry, VT

Monday, May 25th, 2026

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Ascutney Mountain Run

Windsor, VT

Saturday, May 30th, 2026

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Brookline Bolt 5K Run/Walk by Scribbles

Brookline, NH

Sunday, May 31st, 2026

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Run for Rice's 5k

Wilbraham, MA

Saturday, June 6th, 2026

Fast

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2026 New England Series - Day 3 (MA)

Holyoke, MA

Wednesday, June 10th, 2026

10K

Marathon

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2026 New England Series - Day 4 (VT)

Springfield, VT

Thursday, June 11th, 2026

Half

10K

Marathon

View details for race 2026 New England Series - Day 4 (VT)

2026 New England Series - Day 5 (NH)

Claremont, NH

Friday, June 12th, 2026

10K

Marathon

Half

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Fitzwilliam to Troy Depot Day Cheshire Rail Tra...

Fitzwilliam, NH

Saturday, June 13th, 2026

Trail

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Swanzey Gate to Gate 5-K "ish"

Swanzey, NH

Saturday, June 13th, 2026

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Holyoke Pride Rainbow Run 5K and 1 Mile Fun Walk

Holyoke, MA

Saturday, June 13th, 2026

1 Mile

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2025 Flutie 5K for Autism: Bernardston, MA

Bernardston, MA

Saturday, June 13th, 2026

1 Mile

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Scores Summer Series for Scholarships 8 Wednesdays

Keene, NH

Wednesday, June 17th, 2026

View details for race Scores Summer Series for Scholarships 8 Wednesdays

Vanessa T. Marcotte Foundation 5K Run/Walk

Princeton, MA

Saturday, June 20th, 2026

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The Grantham Old Home Day 5k

Grantham, NH

Saturday, June 20th, 2026

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38th Bradford 5k Road Race

Bradford, NH

Saturday, June 27th, 2026

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Marlborough Birthday Bash Mad Dash 5K

Marlborough, NH

Saturday, June 27th, 2026

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Lace Up for Laura 2026

Perkinsville, VT

Saturday, June 27th, 2026

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4 on the 4th Road Race

Keene, NH

Saturday, July 4th, 2026

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Greenfield Sparkler Sprint 5k

Greenfield, NH

Saturday, July 4th, 2026

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3rd ANNUAL FARM ROAD ESTATE 5K - Run for the Ro...

West Dover, VT

Sunday, July 5th, 2026

View details for race 3rd ANNUAL FARM ROAD ESTATE 5K - Run for the Rotary

Running of the Bears 5K

Stratton, VT

Sunday, July 5th, 2026

View details for race Running of the Bears 5K

Explore more in Brattleboro, VT

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Vermont races

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