Trail landscape for Run Woodstock — 100 Miles

Run Woodstock

5 Miles / Half Marathon / Marathon / 50K / 50 Miles / 100K / 100 Miles·Pinckney, Michigan·September 11, 2026
7 distances

Photo by Krystal Fuller on Unsplash

About This Event

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Choose Your Distance

Trail landscape for Run Woodstock — 5 Miles

5 Miles

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Trail landscape for Run Woodstock — Half Marathon

Half Marathon

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Trail landscape for Run Woodstock — Marathon

Marathon

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Trail landscape for Run Woodstock — 50K

50K

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Trail landscape for Run Woodstock — 50 Miles

50 Miles

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Trail landscape for Run Woodstock — 100K

100K

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.

Trail landscape for Run Woodstock — 100 Miles

100 Miles

Run Woodstock stands apart as one of the most distinctive trail running festivals in the Midwest, blending serious ultrarunning with the counterculture spirit of the original 1969 Woodstock. This multi-day event in Gregory, Michigan, offers distances from 5 miles to 100 miles on rolling forest trails, but the racing is only part of the experience. The festival atmosphere includes on-site camping, live music performances, yoga sessions, and a "commune code" that encourages participants to embrace peace, love, and community alongside their running goals. What makes Run Woodstock unique is its commitment to the full festival experience. Runners camp together in designated areas, share meals and stories, and participate in evening activities like the Bohemian Beverage Mile and various musical performances. The event explicitly encourages a relaxed, inclusive vibe where personal achievement matters more than competition. Every finisher receives a peace sign medal, with 100-mile finishers earning a commemorative belt buckle. The race attracts runners seeking both physical challenge and cultural immersion. The longer distances provide serious ultrarunning credentials, while the festival atmosphere offers something rarely found in traditional trail races. The event's emphasis on community, environmental consciousness, and personal expression creates an experience that extends well beyond the typical race weekend.