What is the weather usually like on race day for the The Great Josh Billings Runaground?

Based on the last 10 years of weather data for Lenox, MA, September race mornings typically start near 51°F and warm to around 68°F. On this calendar date it has rained in 1 of the last 10 years.

The Great Josh Billings Runaground

Lenox, MA

Sun, Sep 20, 2026

In 55 days · Sun, Sep 20, 2026

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When

Sunday, September 20th, 2026

Where

297 West St, Lenox MA

Distances

See race page

Typical weather

51–68°F · some rain risk

See last 10 years

On this date: rain 1 of the last 10 years

2025

42–63°F

dry

2024

54–70°F

dry

2023

47–62°F

dry

2022

55–65°F

rain

2021

49–68°F

dry

2020

35–54°F

dry

2019

43–68°F

dry

2018

56–64°F

dry

2017

62–71°F

dry

2016

62–76°F

dry

Best months to race in Massachusetts →

About this race

Race Overview

“To finish is to win." - Josh Billings

The 49th Great Josh Billings RunAground will be held on Sunday, September 20, 2026.

Start time: 8:30 AM at the Barrington Plaza (located at 333 Stockbridge Rd/Route 7, Great Barrington, MA).

The 2026 Josh Billings triathlon route will return to one familiar to faithful participants and spectators.

Race Details

Bicycle Leg: The 27 mile bicycle leg will begin in Great Barrington and continue through Alford, West Stockbridge and Stockbridge, concluding at the Stockbridge boat ramp on Route 183.
Paddle Leg: The paddle leg, which includes the use of canoes, kayaks, surf skis and stand up paddle boards, will launch from the Stockbridge boat ramp, circle Lake Mah-kee-nac/Stockbridge Bowl for 5 miles and transition to the running leg at the shores of Camp Mah-Kee-Nac.
Running Leg: Runners will finish their 10k leg of the triathlon at the Main Gate of Tanglewood in Lenox.
After Party: The after party and awards ceremony, referred to as "The Bash," as well as the Kids Race will be hosted at Tanglewood, in close proximity to the finish line.

Schedule of Events

Friday, September 18, 2026

5:00 PM: Online Registration Closes

Saturday, September 19, 2026

12:00 PM - 5:30 PM: In-Person Registration & Packet Pickup (at Arcadian Shop, 91 Pittsfield Rd./Routes 7&20, Lenox)

Sunday, September 20, 2026

7:00 AM - 8:00 AM: Last Minute Packet Pickup (Barrington Plaza, Route 7, Great Barrington)
7:30 AM: Reporting Time for Bicyclists (Barrington Plaza, Route 7, Great Barrington)
8:30 AM: Race Starts (Barrington Plaza, Route 7, Great Barrington)
11:00 AM - 3:30 PM: The Bash at Tanglewood (297 West St., Lenox)
2:00 PM: Awards Presentation & Live Band
1:00 PM: Free Kid's ½ Mile Fun Run at Tanglewood (297 West St., Lenox)