Upcoming Races Near Pleasant Valley, NY

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8th Annual 5k Walk/Run for Overdose Awareness

Shelton, CT

Thursday, June 25th, 2026

View details for race 8th Annual 5k Walk/Run for Overdose Awareness

The Club 2nd Annual 5k!

Naugatuck, CT

Saturday, June 27th, 2026

View details for race The Club 2nd Annual 5k!

Roxbury Road Race Series #17

Roxbury, CT

Saturday, June 27th, 2026

View details for race Roxbury Road Race Series #17

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Saturday, June 27th, 2026

Trail

View details for race EDRRC - Pawling Moonlight Trail Run 5K

Westport Road Runners Summer Series

Westport, CT

Saturday, June 27th, 2026

1 Mile

15K

View details for race Westport Road Runners Summer Series

Fork In The Trail 5k Presented By Peace, Love, ...

Bedford, NY

Sunday, June 28th, 2026

Trail

View details for race Fork In The Trail 5k Presented By Peace, Love, Trails

Fleet Feet Poughkeepsie's 2026 Pride Fun Run to...

Poughkeepsie, NY

Sunday, June 28th, 2026

View details for race Fleet Feet Poughkeepsie's 2026 Pride Fun Run to Benefit Dutchess Pride Center

Tunnel to Towers 5K Run & Walk - Bethel, CT

Bethel, CT

Sunday, June 28th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Bethel, CT

Fleet Feet Poughkeepsie's 2026 Red, White & Bre...

Newburgh, NY

Friday, July 3rd, 2026

View details for race Fleet Feet Poughkeepsie's 2026 Red, White & Brew 5K Sponsored by ASICS

Four on the Fourth

New Canaan, CT

Saturday, July 4th, 2026

View details for race Four on the Fourth

Cornwall Mile

Cornwall, NY

Saturday, July 4th, 2026

1 Mile

Fast

View details for race Cornwall Mile

Putnam County Classic

Mahopac, NY

Saturday, July 4th, 2026

Fast

View details for race Putnam County Classic

2026 Great American Weekend 5k/10k Goshen Rotar...

Goshen, NY

Saturday, July 4th, 2026

10K

View details for race 2026 Great American Weekend 5k/10k Goshen Rotary Run

Saugerties Independence Day 5K

Saugerties , NY

Saturday, July 4th, 2026

View details for race Saugerties Independence Day 5K

EDRRC - Racing to Save Lives 5K/10K

Lagrangeville, NY

Sunday, July 5th, 2026

10K

Trail

View details for race EDRRC - Racing to Save Lives 5K/10K

52nd Summer XC Series

Gardiner, NY

Monday, July 6th, 2026

Trail

View details for race 52nd Summer XC Series

UNDERCLIFF/OVERCLIFF—52nd Summer Series Week One

Gardiner, NY

Monday, July 6th, 2026

View details for race UNDERCLIFF/OVERCLIFF—52nd Summer Series Week One

Shawangunk Runners Summer XC Series

New Paltz, NY

Monday, July 6th, 2026

View details for race Shawangunk Runners Summer XC Series

2026 MHRRC Summer Twilight Track Series

Lagrangeville, NY

Friday, July 10th, 2026

View details for race 2026 MHRRC Summer Twilight Track Series

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

View details for race Roxbury Road Race Series #18

The 39th Annual Women's Distance Festival 5K

Congers, NY

Sunday, July 12th, 2026

View details for race The 39th Annual Women's Distance Festival 5K

Petit Family Foundation 5K

Plainville, CT

Sunday, July 12th, 2026

View details for race Petit Family Foundation 5K

PATTERSONS PELLET—52nd Summer Series Week Two

Kerhonkson, NY

Monday, July 13th, 2026

Trail

View details for race PATTERSONS PELLET—52nd Summer Series Week Two

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Wednesday, July 15th, 2026

Trail

View details for race Bowdoin Bushwhack Presented by Peace, Love, Trails

Ambulance Driver 5K ...

Derby, CT

Wednesday, July 15th, 2026

View details for race Ambulance Driver 5K at BADSONS Brewery

Annual 5K Gardiner Classic Run/Walk

Gardiner, NY

Thursday, July 16th, 2026

Trail

View details for race Annual 5K Gardiner Classic Run/Walk

Roxbury Road Race Series #19

Roxbury, CT

Saturday, July 18th, 2026

10K

View details for race Roxbury Road Race Series #19

Fleet Feet Poughkeepsie's Ice Cream Fun Run

Poughkeepsie, NY

Monday, July 20th, 2026

View details for race Fleet Feet Poughkeepsie's Ice Cream Fun Run

BLUEBERRY RUN—53rd Summer Series Week Three

Kerhonkson, NY

Monday, July 20th, 2026

1 Mile

Trail

View details for race BLUEBERRY RUN—53rd Summer Series Week Three

New Milford Parks & Recreation Road Race

New Milford, CT

Saturday, July 25th, 2026

View details for race New Milford Parks & Recreation Road Race

Southwest Cafe Margarita 5K

Ridgefield, CT

Saturday, July 25th, 2026

View details for race Southwest Cafe Margarita 5K

LOU’S RUN—53rd Summer Series Week Four

High Falls, NY

Monday, July 27th, 2026

1 Mile

Trail

View details for race LOU’S RUN—53rd Summer Series Week Four

The Trumbull Rotary Sunset 5k Run & Walk

Trumbull, CT

Friday, July 31st, 2026

1 Mile

View details for race The Trumbull Rotary Sunset 5k Run & Walk

Roxbury Road Race Series #20

Roxbury, CT

Saturday, August 1st, 2026

View details for race Roxbury Road Race Series #20

It's All Downhill From Here 5K

Wilton, CT

Saturday, August 1st, 2026

Trail

View details for race It's All Downhill From Here 5K

Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 1st, 2026

Trail

View details for race Pete Hawley People's 7

Monster Classic 5K & 10K Road Races

Monticello, NY

Sunday, August 2nd, 2026

10K

View details for race Monster Classic 5K & 10K Road Races

Roxbury Road Race Series #21

Roxbury, CT

Saturday, August 8th, 2026

View details for race Roxbury Road Race Series #21

The Perogie Dash

Danbury, CT

Saturday, August 8th, 2026

View details for race The Perogie Dash

Torrington Road Race 2026

Torrington, CT

Sunday, August 9th, 2026

1 Mile

View details for race Torrington Road Race 2026

The Robert Van Tassel “Live the Dash” Memorial ...

Chelsea, NY

Sunday, August 9th, 2026

1 Mile

View details for race The Robert Van Tassel “Live the Dash” Memorial 5k sponsored by Chelsea Fire Company

Roxbury Road Race Series #22

Roxbury, CT

Saturday, August 15th, 2026

View details for race Roxbury Road Race Series #22

Jill's Race for MS

Beacon Falls, CT

Saturday, August 15th, 2026

View details for race Jill's Race for MS

Millbrook Vineyards Wine Run 5k

Millbrook, NY

Sunday, August 16th, 2026

1 Mile

View details for race Millbrook Vineyards Wine Run 5k

Guess Your Time 2.5 mile Race

Yorktown Heights, NY

Wednesday, August 19th, 2026

View details for race Guess Your Time 2.5 mile Race

Amber Room Run from the Sun 5K

Danbury, CT

Thursday, August 20th, 2026

View details for race Amber Room Run from the Sun 5K

Roxbury Road Race Series #23

Roxbury, CT

Saturday, August 22nd, 2026

View details for race Roxbury Road Race Series #23

Trot For Trauma

Montgomery, NY

Saturday, August 22nd, 2026

View details for race Trot For Trauma

Storm King Run 2026

Highland Falls, NY

Sunday, August 23rd, 2026

1 Mile

10K

View details for race Storm King Run 2026

Raptor Ridge Presented by Peace, Love, Trails (...

Mount Kisco, NY

Sunday, August 23rd, 2026

10K

Trail

View details for race Raptor Ridge Presented by Peace, Love, Trails (formerly the Sanctuary 6.5)

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