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Walking Events Calendar near North Haven 2026-2027

Monthly updates for North Haven

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Explore the top walking events near North Haven for 2026-2027! We've gathered 62 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
Oct
25
Su

Branford's Cider Donut 5K

Road Race Walk 5 km
Walkers can complete a 5K from 5 Indian Neck Avenue in Branford on a scenic route with water views alongside the running races, with cider donut and drink options at the finish.
November 2026
Nov
7
Sa

Folds of Honor Bethel Veteran's Day 5K

Road Race Walk 5 km
Walkers can complete a 5K course starting at 1 School St in Bethel, CT as part of the event's Run/Walk. Registration opens 3/2/2026 and fees apply, with a reduced rate for first responders, active duty military and veterans.
Nov
14
Sa

Hot COCO 5K

Road Race Walk
Walkers can enjoy a 1 Miles course starting at Norton School along the scenic Farmington Canal Line past the charming historic homes of Cheshire.
Nov
21
Sa

Storybook Half Marathon

Trail Run Walk
Walkers are welcome on the 13.1 miles trail at Roosevelt Forest, 700 Peters Lane, Stratford CT, consisting of eight 1.64 mile wooded loops on marked singletrack and doubletrack with roots, rocks and rolling hills. Aid station and porta potties ar..
Nov
26
Th

Shoreline Turkey Trot 5K

Road Race Walk
The event offers walkers a 5K along the flat Savin Rock boardwalk by the beach, with coastal breezes, no cars, rain or shine; tech shirts and free finish line photos.
Nov
26
Th

Soul N Body Thanksgiving Trail Run

Trail Run Walk 4 mi
Walkers follow a 3.5 Miles loop around Scoville Reservoir on the Mill Pond Way Trail near 201 Nichols Road, Wolcott. Free water, light snacks and a porta potty are provided and post race yoga is available for participants.
Nov
26
Th

Milford Turkey Trot

Road Race Walk 3 mi
Marked routes of 3+ miles, 2 miles and 1 mile run on sidewalks and welcome strollers and leashed pets. Routes start at Fowler Pavilion behind the library and go past Gulf Beach; roads stay open so walkers must follow street laws.
Nov
26
Th

Bethel Turkey Trot

Road Race Walk
Walkers follow the 5K road loop starting at Bethel Municipal Center in downtown Bethel, with a moderately uphill first half and a downhill second half on neighborhood streets.
Nov
26
Th

The Joyce Allen Great Turkey Escape

Road Race Walk 5 km
A road walk of 5K starting and finishing at Redding Community Center on Lonetown Rd (RT 107). This walking only event has a $35 registration fee and registration runs 5/1/2026 to 10/31/2026.
Nov
26
Th

Newtown Turkey Trot

Road Race Walk 3 km
Walkers can choose the dedicated 2.5K fitness walk starting and finishing at Newtown Middle School on routes introduced in 2019. Water and coffee are available; packet pickup is at C.H. Booth Library before the event.
Nov
26
Th

Branford Thanksgiving 5K

Road Race Walk 2 mi
A family friendly, flat 2 Mile walk starting and finishing at Walsh Intermediate School on a scenic course through Route 146 and Pine Orchard Golf Course, held alongside the 5K.
Nov
26
Th

Rotary Club of Orange Thanksgiving Turkey Trot 5K

Road Race Walk
The event features a 1 Mile untimed walk and a 5K run walk from Rotary Club of Orange, 525 Orange Center Rd, on a scenic certified course with one water stop and nearby bathrooms.
December 2026
Dec
5
Sa

Santa Made Me Do It

Road Race Walk 2 mi
The 2 Mile walk begins on the Bethlehem Town Green in front of Memorial Hall and follows the 5K course on rolling country roads, turning back at the one mile mark. Parking is at the Bethlehem Fair Grounds with shuttle buses to the Green, and the..
Dec
5
Sa

Jingle Bell Run - Connecticut

Road Race Walk 5 km
Walkers can join the 3.1 Miles course alongside the running races, starting at 370 Bassett Road, North Haven, CT. Walkers receive a shirt, jingle bells, and a medal.
Dec
13
Su

The Holiday Run & Walk for Toys

Road Race Walk
Walkers can complete the 5K out and back course starting at 10 Washington Parkway in Stratford along a flat scenic waterfront in the Lordship section. The family friendly route suits all abilities and collects new, unwrapped toy donations at bib..
Dec
19
Sa

Frosty Forest 5K

Trail Run Walk
Walkers can complete the 5K on forest trails at Roosevelt Forest, 700 Peters Lane, Stratford CT, following an off road wooded route that requires a little trail experience. The pavilion is the sole aid station; parking is limited and larger vehic..
January 2027
Jan
31
Su

Winter Wonderland 5 Miler

Road Race Walk 2 mi
The event includes a 2 Miles walk in Milford, CT, held alongside the 5 Mile race. Route and terrain details will be announced later.
March 2027
Mar
20
Sa

Enchanted Forest Ultra Run

Trail Run Walk
Walkers have up to 6 hours on the 2.3 miles loop at Roosevelt Forest, Stratford CT, on roots, rocks and rolling hills with a pavilion aid station, lap chip and food.
April 2027
Apr
24
Sa

Lake Mohegan Women's Trail Race

Trail Run Walk 5 km
Walkers can choose 5K, 10K, or a 4 hour walk on runnable mixed trails at Lake Mohegan, 960 Morehouse Hwy, Fairfield CT, with water at start and finish for 10K and 4 hour.
May 2027
May
8
Sa

Path of Hope Run/Walk

Road Race Walk 5 km
Walkers can take part in the 5K in Hartford, following the first loop with the option to complete the second loop alongside the running race. Event offers live online results and free video and same day finish line photos for participants.
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