5 Fall Festivals Around The Chesapeake Bay In October

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Odenton Fall Harvest Festival

Oct. 2-4, 5-9 p.m. Friday, 10 a.m.-5 p.m. Saturday, 1-5 p.m. Sunday | Odenton

The Odenton Volunteer Fire Company hosts a fall festival with carnival rides, live entertainment and other fun activities as part of Odenton Day, as well as a fire prevention open house.

Free | ovfc28.org

ARToberfest

Oct. 3, 11 a.m.-3 p.m. | Stevensville

Discover Queen Anne’s County’s vibrant arts community at this annual art festival in Historic Stevensville featuring a vendor fair hosted by local artisans, live music and lots of fun children’s activities!

Free | qac.org

Rock Hall Fall Fest

Oct. 10, 10 a.m.-4 p.m. | Rock Hall

Rock Hall’s annual fall festival has been a community tradition for nearly 30 years. This year’s event includes a 5K run, craft show and plenty of oysters to enjoy.

Free | rockhallfallfest.org

Tractor Treat 2026

Oct. 15, 4-7 p.m. | Davidsonville

Homestead Gardens – Davidsonville is putting a rural twist on a trunk-or-treat, using tractors and agricultural vehicles from local farms. Families can also meet farm animals and take a ride on the Pumpkin Express.

$3 | homesteadgardens.com

Waugh Chapel Towne Centre’s Fall Festival

Oct. 24, Noon-2 p.m. | Gambrills

Waugh Chapel Towne Centre’s annual fall festival is a great opportunity to explore the Centre’s businesses, with pumpkin painting, balloon art and other fun activities for all ages.

Free | visitwaughchapel.com