
Shrewsbury Fall Fest & Run is a running race on November 14, 2026 in Kennedyville, MD, with entry fees from $25 to $40.
Celebrate the season and our community at the Annual Shrewsbury Fall Fest & Run.
Hosted by Shrewsbury Church, this event welcomes runners, walkers, and supporters of all ages for a memorable morning of fitness, fellowship, and fun.
The 5K & 10K Run/Walk: Choose your challenge with either our 5K or 10K course through the peaceful rural roads of Kennedyville. Both routes showcase the vibrant colors of fall, scenic farmland, and the charm of Maryland's Eastern Shore. Whether you're striving for a personal best, training for your next race, or simply enjoying an active morning outdoors, these events offer something for participants of all abilities. The courses are mobility accessible and welcoming to adaptive athletes.
Fun Walk: Looking for a more relaxed way to participate? Join our Fun Walk and enjoy the beauty of the season at your own pace. Gather friends, family, and neighbors for a leisurely walk filled with fellowship, fresh air, and community spirit.
Kids Fun Run: Following the main events, children are invited to participate in a special Kids Fun Run on the church grounds. This short, exciting event gives young participants a chance to experience the thrill of crossing their own finish line.
Advanced Packet Pickup: Friday, November 13, 2026, at Shrewsbury from 3:00 PM to 6:00 PM.
Race Day Pickup: Saturday | 7:30 AM - 8:30 AM. Race packets will be available for pickup before the event begins.
Register Early: Register early to secure your preferred shirt size. Event shirts are available on a first-come, first-served basis while supplies last.
Light refreshments and a warm sense of community energy await at the finish.
After the race, stay to enjoy Kent County hospitality at the Shrewsbury Fall Festival. Sample Eastern Shore Cuisine, shop for the holidays with our Arts and Crafts vendors, learn about our Historical Church and Cemetery on one of our tours, and enjoy our fun and educational events for the kids! Proceeds from this event will support Shrewsbury's various ministries in the support of the residents of Kent County and the Eastern Shore.
Come run, walk, or cheer; there’s a place for everyone!
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
56°
Typical Low
38°
Chance of Rain
29%
Based on US Climate Normals data from Chestertown, 9 mi from the venue.
Nearest Airport
DOV
Dover Civil Air Terminal/Dover Air Force Base · 30 mi
Major Hub
BWI
Baltimore/Washington International Thurgood Marshall Airport · 39 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Every finish line starts with a single decision. Claim your spot at Shrewsbury Fall Fest & Run, put it on the calendar, and turn “someday” into a start date.
28
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Shrewsbury Fall Fest & Run
Nov 14, 2026