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Running Calendar near Old Saybrook 2026-2027

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Explore the top running races near Old Saybrook for 2026-2027! We've gathered 118 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
May 2027
May
8
Sa

Peconic Landing John May Mile & 5K

5 km
May
15
Sa

Reservoir Rush

5 km
May
22
Sa

Hamden Hills Half Marathon & Flat 5K

5 km Half Marathon
May
29
Sa

Greenport Athletic Booster Club Harbor Hustle 5K Run/Walk

5 km
May
30
Su

Marlborough Lions Club Round the Lake 5K

5 km
Monthly updates for Old Saybrook

Get new running races (and updates) in your inbox every month.
May
30
Su

Potatohampton 5K

5 km
June 2027
Jun
1-30
Tu - We

Rose Arts Road Races 10K

5 km 10 km
Jun
5
Sa

Alexandra's Rip Current Awareness 5K - Southampton

5 km
Jun
5
Sa

Woodland Ramble Trail Run

Trail Run 5 km
Jun
6
Su

Montauk Mile

Jun
19
Sa

Shelter Island 10K & 5K Run/Walk

5 km 10 km
July 2027
Jul
4
Su

Southampton Firecracker 8K & 3M

8 km
Jul
11
Su

Jamesport Triathlon

Triathlon INDIVIDUAL CHARITY SLOTS 500 m 25 km AquaBike 500 m 25 km Individual Adult Triathlo... 500 m 25 5 km Individual High School Tr... 500 m 25 5 km
Jul
25
Su

Jordan's Run Veterans' Memorial 5K

5 km
Jul
31
Sa

The Perfect Ten & Five Mile Road Race

5 mi 10 mi
August 2027
Aug
15
Su

Ellen's Run

5 km
Aug
21
Sa

Saybrook Point 5k Road Race

5 km
Aug
22
Su

Sound to Bay 5K & 10K Run/Walk

5 km 10 km
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