Middletown
Trail Running Calendar near Middletown 2026-2027
Explore the top trail runs near Middletown for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
The 33rd annual Phil Widener Empire Open is a 3.4 miles PA/USATF cross country race at Spring Lake Regional Park featuring rugged trails and a $1500 prize purse.
October 2026
A multi distance trail event at Lake Sonoma on October 17-18, 2026 featuring 100 mile, 50 mile, marathon and four person relays with aid stations and free camping.
November 2026
Trail races at Brassfield Estate Winery with 5K, 10K and 10 mile options through vineyards and post-race wine, food and live music.
March 2027
Trail races in Middletown CA on March 7 2027 with half marathon, 10K and 5K plus camping, awards and proceeds to The Totally RAD Foundation.
April 2027
A spring Lake Sonoma trail weekend featuring a Western States qualifying 100K, a 50K with a bridge crossing, and a women only Trail Sisters half marathon.
Trail race on April 17, 2027 featuring a hilly half marathon, a 10K, and a 5K through Spring Lake and Annadel State Park.
May 2027
Timed half marathon through Napa vineyards from Quintessa Winery to Yountville with winery aid stations, a Finish Line Wine Village, shuttle service, and a finisher medal.