Annual Events

Buffalo Trails Multisport Races

The Buffalo Trails Multisport Races are held each Memorial Day weekend and include three events. The Duathlon — a 2.45 mile run, 25 mile bike, followed by a 3.1 mile run;  The Triathlon is a 0.5 mile swim, 25 mile bike, and 3.1 mile run; The Sprint Triathlon is a 0.3 mile swim, 12 mile bike and 1.5 mile run.

The course winds it way through downtown Maysville as well as western Mason County producing a challenging, scenic course.

For more information on the races, visit buffalotrailsraces.com.

For further information, contact Vicki Steigleder, Executive Director Maysville-Mason Co. Area Chamber of Commerce (606) 564-5534 or chamber@maysvilleky.net.

Maysville Uncorked! Wine and Art Festival

Middle Market Street downtown Maysville, the second Saturday of June. Wine tasting showcases Kentucky’s vineyards, art, food, and music. Free street party 7 p.m. featuring live music, sponsored by The Maysville Players. Call 606-759-4856 or visit maysvilleplayers.com.

Pig Out In Maysville

Presented by Interstate Equipment Sales & Rental and benefiting Shriners Transportation Fund.

Annual BBQ contest, mid-September, Market Street, downtown Maysville. BBQ contest with cash prizes, street party, live music, Cornhole tournament. Contact Norbert: 606- 564-3933 or e-mail: ngallenstein@maysvilleky.net.

Car Show, McDonald Parkway, downtown Maysville. Noon to 6 p.m., followed by a free picnic for exhibitors and family members. Contact Allen Porter at 606-882-2486.

Simon Kenton Harvest Festival

In mid-September in Old Washington Historic District of Maysville. Demonstrations of frontier life, pioneer reenactors, arts & crafts. Kenton descendants gather for reunion. For more information, click here. Contact Suzie Pratt at 606-564-9419, ext. 308.

Twilight Christmas Parade

First Friday in December in downtown Maysville. Spectacular floats, marching bands and Santa make this event a family favorite. Parade begins at 6 p.m. on East Second Street at Bridge Street. It proceeds west on Second Street, to Wall Street, north to Third Street, and back east to Bridge Street.

Parade Line-up at 5:30 p.m. on East Second street east of the CSX viaduct. No permit required. Call 606-564-9419.

Washington Opera Theatre Christmas Play

Downtown Maysville. Children can meet Santa Claus, enjoy hot chocolate and cookies, and be entertained by a fun performance.

Kentucky Gateway Museum Center Open House

Downtown Maysville. Begins after the parade; refreshments, each child receives a gift. Call 606-564-5865.

Frontier Christmas Festival

In Old Washington on first weekend of December. Scenic 1780s pioneer village with seven museums, strolling costumed carolers, dulcimer, banjo and fiddle playing; learn the art of candle making, period craft demonstrations. Call 606-759-7411.