Where the Pavement Ends Single & Double Loop Logo

Where the Pavement Ends Single & Double Loop

Sun, Sep 12, 2027
In 304 days
Ridgefield, CT
South Shore Drive/Lake Windwing
58–65°F, rain likely
90% chance of rain, wind up to 10 mph

On this date: rain 0 of the last 10 years

2025

53–72°F

dry

2024

61–77°F

dry

2023

53–69°F

dry

2022

61–74°F

dry

2021

55–71°F

dry

2020

44–61°F

dry

2019

51–74°F

dry

2018

60–68°F

dry

2017

66–74°F

dry

2016

67–79°F

dry

Best months to race in Connecticut →

Countdown and forecast for this race in the appGet app ›
QR code for the Find The Run iPhone app
Take this race with you
Scan to get the iPhone app: countdown, forecast and your saved races.

About this race

                          Where the Pavement Ends Trail Races are set for Sunday, September 12, 2027

 

                          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.

 

Course map

Your race? Show it first to runners in your state, $1 a day →

Suggested Races

2027 Gulf Beach Half Marathon logo

2027 Gulf Beach Half Marathon

Milford, CT

Saturday, September 18th, 2027

Half
Trail
View details for race 2027 Gulf Beach Half Marathon
2026-27 MRHS Color Run logo

2026-27 MRHS Color Run

Hartsdale, NY

Saturday, June 5th, 2027

View details for race 2026-27 MRHS Color Run
Bethel Turkey Trot logo

Bethel Turkey Trot

Bethel, CT

Thursday, November 26th, 2026

5K
View details for race Bethel Turkey Trot
35th Annual Halloween 5K and Kids Fun Run logo

35th Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 17th, 2027

5K
View details for race 35th Annual Halloween 5K and Kids Fun Run
Brookfield Lions Strides to Cure Diabetes 5-Miler logo

Brookfield Lions Strides to Cure Diabetes 5-Miler

Brookfield, CT

Sunday, June 6th, 2027

Fast
View details for race Brookfield Lions Strides to Cure Diabetes 5-Miler
Brookfield Lions Run for Sight 4-Miler logo

Brookfield Lions Run for Sight 4-Miler

Brookfield, CT

Friday, January 1st, 2027

Fast
View details for race Brookfield Lions Run for Sight 4-Miler
Run for Max logo

Run for Max

Danbury, CT

Saturday, November 21st, 2026

5K
View details for race Run for Max
Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run logo

Darien Depot Overstuffed Turkey Trot 5K and 1 M...

Darien, CT

Friday, November 27th, 2026

5K
1 Mile
Trail
View details for race Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run
Ambulance Driver 5K                                 at BADSONS Brewery logo

Ambulance Driver 5K ...

Derby, CT

Wednesday, June 9th, 2027

5K
Fast
View details for race Ambulance Driver 5K at BADSONS Brewery
2027 Colony Grill 'Hot Oil' 5K logo

2027 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 14th, 2027

5K
View details for race 2027 Colony Grill 'Hot Oil' 5K
Athletic Brewing Company Fairfield Road Races logo

Athletic Brewing Company Fairfield Road Races

Fairfield, CT

Saturday, June 5th, 2027

Half
5K
10K
View details for race Athletic Brewing Company Fairfield Road Races

Jennings Jaguar 5k and Fun Run Supporting Kevin...

Fairfield, CT

Saturday, November 14th, 2026

5K
View details for race Jennings Jaguar 5k and Fun Run Supporting Kevin's Afterglow
Move With MADD: 5K Run & 2 Mile Walk logo

Move With MADD: 5K Run & 2 Mile Walk

Fairfield, CT

Sunday, January 10th, 2027

5K
View details for race Move With MADD: 5K Run & 2 Mile Walk
Step Up for the Brave logo

Step Up for the Brave

Fairfield, CT

Monday, August 9th, 2027

View details for race Step Up for the Brave
Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot logo

Greenwich Alliance Turkey Trot 5K, 1 Mile & Min...

Greenwich, CT

Saturday, November 28th, 2026

5K
1 Mile
View details for race Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot
Winter Wonderland 5 Miler logo

Winter Wonderland 5 Miler

Milford, CT

Sunday, January 31st, 2027

View details for race Winter Wonderland 5 Miler
New Canaan Santa Run logo

New Canaan Santa Run

New Canaan, CT

Saturday, December 19th, 2026

5K
1 Mile
Trail
View details for race New Canaan Santa Run
New Canaan Turkey Trot logo

New Canaan Turkey Trot

New Canaan, CT

Sunday, November 22nd, 2026

5K
View details for race New Canaan Turkey Trot
Run for the Turkeys 5K Road Race logo

Run for the Turkeys 5K Road Race

New Fairfield, CT

Sunday, November 22nd, 2026

5K
View details for race Run for the Turkeys 5K Road Race
Moonlight 5K logo

Moonlight 5K

New Milford, CT

Friday, May 21st, 2027

5K
Fast
View details for race Moonlight 5K

Organize this race?

Claim it free to manage your listing. Want it first in every search? Boost it for $1 a day.

Find The Run Newsletter