Upcoming 5K Races Near Rhinebeck, NY

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EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Saturday, June 27th, 2026

Trail

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

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 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

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

Saugerties Independence Day 5K

Saugerties , NY

Saturday, July 4th, 2026

View details for race Saugerties Independence Day 5K

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

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

Roxbury Road Race Series #18

Roxbury, CT

Saturday, July 11th, 2026

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

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

Annual 5K Gardiner Classic Run/Walk

Gardiner, NY

Thursday, July 16th, 2026

Trail

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

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

Southwest Cafe Margarita 5K

Ridgefield, CT

Saturday, July 25th, 2026

View details for race Southwest Cafe Margarita 5K

New Milford Parks & Recreation Road Race

New Milford, CT

Saturday, July 25th, 2026

View details for race New Milford Parks & Recreation Road Race

Monster Classic 5K & 10K Road Races

Monticello, NY

Sunday, August 2nd, 2026

10K

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

The Perogie Dash

Danbury, CT

Saturday, August 8th, 2026

View details for race The Perogie Dash

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

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

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

Newtown Community Running Event

Newtown, CT

Sunday, August 30th, 2026

10K

Half

View details for race Newtown Community Running Event

Book It for the Olive Free Library 5K Run/Walk

Olivebridge, NY

Saturday, September 5th, 2026

View details for race Book It for the Olive Free Library 5K Run/Walk