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Where the Pavement Ends Single & Double Loop

Where the Pavement Ends Single & Double Loop is a trail running and running race on September 20, 2026 in Ridgefield, CT, with entry fees from $50 to $57.

Date
September 20, 2026 (59 days to go)
Price
$50–$57
Sports
Trail RunningRunning
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From the Organizer

                          Where the Pavement Ends Trail Races are set for Sunday, September 20, 2026

 

                          You can do one loop of the course or do two loops for a “Pavement Double”!

 
The race starts and ends at Lake Windwing ballfields in Ridgefield, CT. The 4.25-mile course (single loop) begins at 7:30 AM, and the 8-miler (approximate double loop) begins at 7:00 AM. The course runs through the Hemlock Hills/Pine Mountain open space areas. It's technical, rocky, and sublime. If you are not an experienced trail runner, we recommend choosing the 4.25-mile course.
 
This race is part of the Trail Mix Series—Westchester-Fairfield Trail Mix Series: a series of seven trail races. The results from all the races are combined to determine a series winner and award special prizes.

 

Events

Where the Pavement Events - The Double (two loops)$57
Where the Pavement Ends - Single Loop$50

Weather

Typical Conditions

It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.

Typical High

72°

Typical Low

51°

Chance of Rain

46%

Based on US Climate Normals data from Danbury Muni Ap, 5 mi from the venue.

Sunrise 6:39 AMSunset 6:54 PMDaylight 12h 15m

Host City

About Ridgefield, CT

City Elevation

651 ft

Nearest Airport

HPN

Westchester County Airport · 19 mi

Major Hub

LGA

LaGuardia Airport · 40 mi

Time Zone

Eastern Time

From Endurance Grid

Line up lodging and travel early to lock in your race weekend.

Race Location

Your Next Start Line

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Where the Pavement Ends Single & Double Loop, put it on the calendar, and turn “someday” into a start date.

59

Days to train

Race
Where the Pavement Ends Single & Double Loop
Date
September 20, 2026

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From Endurance Grid

About These Sports

This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.

Trail Running

Running off-road — dirt, singletrack, and mountain paths — from 5Ks to ultras. The terrain makes for an exciting twist and adventure in your running journey.

Running

From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Plan your trip

Make it a Racecation

Coming from out of town? There's more to Ridgefield than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.

Plan your trip to Ridgefield
Lodging
Flights
Rental Car
Activities

Frequently Asked Questions (FAQs)

What is the Where the Pavement Ends Single & Double Loop?+
Where the Pavement Ends Single & Double Loop is a trail running and running race held in Ridgefield, Connecticut on September 20, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more trail running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Where the Pavement Ends Single & Double Loop?+
Sunday, September 20, 2026 in Ridgefield, Connecticut at South Shore Drive/Lake Windwing. Check the event page for exact start times and wave schedules.
How do I register for the Where the Pavement Ends Single & Double Loop?+
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Where the Pavement Ends Single & Double Loop

Sep 20, 2026

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