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Walking Events Calendar near Shelter Island Heights 2026-2027

Explore the top walking events near Shelter Island Heights for 2026-2027! We've gathered 50 great walks in the area. Check out our detailed list below to find your next local walk.

November 2026
Nov
26
Th

Turkey Trot - Madison, Connecticut

2 mi
Nov
26
Th

Montauk Turkey Trot Run for Fun

3 mi 6 mi
December 2026
Dec
6
Su

Stuff the Sleigh 5K Run/Walk

5 km
Dec
12
Sa

Niantic Jingle Bell 5K

5 km
Dec
12
Sa

Every Day's A Beach Day 5K

5 km
Monthly updates for Shelter Island Heights

Get new walking events (and updates) in your inbox every month.
January 2027
Jan
1
Fr

Frosty 5K - Guilford

2 mi
March 2027
Mar
20
Sa

Ospreys Dominion Wine Run 5K

Trail Run
April 2027
Apr
17
Sa

Katy's Courage 5K Run/Walk

5 km
Apr
25
Su

Deer Lake 5 Mile Trail Run & Kids 1 Mile Trail Run

Trail Run 5 mi
May 2027
May
1
Sa

Run for the Petals 5K Run/Walk

5 km
May
1
Sa

Unique Abilities 5K

5 km
May
2
Su

May Day 5K Run/Walk

5 km
May
8
Sa

Peconic Landing John May Mile & 5K

May
15
Sa

Mr. Long See You Out There 5K Run/Walk

5 km
May
29
Sa

Greenport Athletic Booster Club Harbor Hustle 5K Run/Walk

5 km
May
30
Su

Potatohampton 5K

5 km
May
30
Su

Run the Vineyards - Memorial Day at Pindar 5K

June 2027
Jun
5
Sa

Woodland Ramble Trail Run

Trail Run
Jun
19
Sa

Quogue Midsummer Run 5K

5 km
Jun
19
Sa

Shelter Island 10K & 5K Run/Walk

5 km 10 km
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