
October 2026 Events
Crisfield Arts & Entertainment District
Rhythms of the Heart Poetry Workshop with Marcus Colasurdo
Thursday Evenings, October 1st, 8th, 15th, and 22nd
5:30 – 7 PM
Corbin Studio & Gallery
4 E. Main St., Crisfield, MD
Join us at the Corbin Studio & Gallery for Poetry Workshops! Four consecutive Thursdays in October - Starting October 1st, we will examine poetry from all cultures, eras, and types (some poems will be familiar, and some will not be). Poetry is also a vital part of the humanities because it helps us explore language, history, culture, identity, memory, and the shared human experiences that connect communities across time. Our guest and host is Marcus Colasurdo. Workshop attendees will be encouraged (but not required) to bring their own original poems (8 copies, please) to share with each person in the class. We will be discussing each poem, sharing suggestions, constructive criticism, questions, praise, and offering other insights that relate to the presented work. Everything is open to exploration of poetic craft! Each class is $10 or $30 if signing up for all 4 workshops. Signup at: crisfieldarts.org/corbinworkshops. “Poetry is the news that never gets old”
Somerset County Health Department: Walktober Events
October 1, 2026, 10 – 11 AM
Janes Island State Park
October 7, 2026, 3 – 5 PM
Terrapin Run Trailhead
The Somerset County Health Department is celebrating Walktober by encouraging Somerset County residents to get active, enjoy the outdoors, and discover local walking trails. Residents are invited to participate on October 1 from 10–11 am at Janes Island State Park and October 7th from 3–5 p.m. at the Terrapin Run Trailhead. Participants will have the opportunity to enjoy a fun, family-friendly walk while participating in a pumpkin scavenger hunt. These events are designed to promote physical activity, healthy lifestyles, and the many outdoor recreation opportunities available throughout Somerset County. Residents are encouraged to wear comfortable clothing and walking shoes, and bring water. And everyone is invited. For more information, contact the Somerset County Health Department at 443-523-1700.
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October Disability Awareness Month Events
Mixed Media Art Viewing
October 1, 2026, 10 – 11:30 AM
Somerset County Community Services Center
5574 Tulls Corner Rd, Marion Station, MD
and
October 2, 2026, 6-8 PM
Corbin Studio & Gallery
4 E Main St, Crisfield, MD
To celebrate October Disability Awareness Month and the theme “No Art Without Us,” Crisfield Arts & Entertainment District and local artists from the Corbin Gallery CO-OP hosted a free mixed-media workshop for clients of the Somerset County Community Services Center in Marion Station on September 24th. All supplies were provided at no cost to participants or the center. The public will have two opportunities to see the Center’s art: An art exhibit of their works will be held Oct 1st, 10-11:30 am at the Center and then again on October 2 at Corbin Gallery and Studio from 6- 8 p.m. Celebrate the art contributions of that are nothing "without us". CAED, Corbin, and the artists of the Eastern Shore community support their mission.
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Corbin Studio & Gallery Featured Artist: Bunky Sterling
Special Showing of Bunky Sterling Art
Friday, October 2nd, from 6 – 8 PM
Corbin Studio & Gallery
4 E Main St, Crisfield, MD
This benefit is in support of Bunky, who is a local Crisfield resident and artist. All proceeds from the sale of his art will go directly to Bunky and his family. The hope is to raise awareness of Guillain-Barré Syndrome, which is the cause of Bunky’s recent paralysis. Your support can make a difference for Bunky and his family. Artwork will be available for purchase, and monetary donations are gratefully accepted.
Shrimp Night at the Legion
Friday, October 2, 2026
American Legion
126 Lorrie Quinn Drive, Crisfield, MD
Open to the Public! Join us every first Friday of the month for hot steamed shrimp, clams and hush puppies! Support our veterans and families!
2026 Jazz on the Waterfront
Saturday, October 3, 2026, 4 – 8 PM
City Dock
1200 W Main St, Crisfield, MD
Mistress of Ceremonies: Vaneisa.
2026 Jazz on the Waterfront Oct 3, 4- 8 PM. Get your tickets in advance for the 4th Annual Jazz on the Waterfront, Saturday, October 3, 4- 8 PM, featuring the return of blues bassist Elwood Bishop and the Baltimore Connection - guitarist Kevin Jackson, saxophonist Phillip “Doc” Martin, and songstress Karen Linette. Get your tickets in advance. Avoid the line and higher pricing at the gate.
https://buy.stripe.com/eVq3cw2eDb8CgIwfwg5AQ04
Event: 5th Annual Crisfield Heritage Festival
Date: Saturday, October 10, 2026
Time: 10:00 am - 3:00 pm
NEW Location: 1012 W. Main Street, Crisfield (at the Custom House)
Description: A festival with activities, entertainment, food, arts and crafts vendors, and live demonstrations showcasing the heritage of Crisfield. Demonstrations include crab picking, oyster shucking, decoy carving, seafood cooking, fish cleaning, net making & repair, baking a Smith Island cake, and more. Exhibits from the Pocomoke Indian Nation, the Chesapeake Bay Foundation, Janes Island State Park, the Coast Guard, and others will be there. Bring a Chair and enjoy local entertainment all day. Food will be available, including the Crisfield Lion’s famous Crab Cakes, local BBQ, and desserts. This is an event for the whole family, and Admission is FREE.
Crisfield Uncorked Waterfront Wine Festival
Saturday, October 17, 2026, 12 – 5 PM
Somers Cove Marina
715 Broadway, Crisfield, MD
UNCORK THE GOOD NEWS!
The Crisfield Uncorked Wine Festival is officially back for Year 2, and we are ready to pour for a purpose! Live Music, Wineries, Art & Craft Vendors, Food trucks, oysters & Champagne, Beer & Cocktails, Tickets 4#5
Join us October 17th for another incredible day of local wine tastings, delicious food, live music, and amazing community vibes.
But the best part? Every single sip helps local students soar, with proceeds funding college scholarships for Somerset County high school students. It’s a total win-win!
3rd Annual Sportsman Bash
October 17, 2026, 12-5 PM
Crisfield Fire Department
600 W Main St, Crisfield, MD
Crisfield Volunteer Fire Department 3rd Annual Sportsman Bash, Saturday, October 17th, from 12-5. Tickets available www.crisfieldvfd.org. Featuring all-you-can-eat and drink, including soft crabs and single fried oysters, and many other food items. A great lineup of prizes with a Polaris Sportsman 450 ATV as the grand prize. Ticket $50 each, or 3 tickets for $120
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The Somerset County Health Department: Drive-thru Rabies Clinic
October 21, 2026, 3 – 5:30 PM
Sign Post Road, Westover, MD
The fall drive-thru rabies clinic for cats, dogs, and ferrets will be held on Wednesday, October 21st, from 3– 5:30 PM at the health department on Sign Post Road in Westover. The fee per animal is $8, cash only. Pre-registration is encouraged to cut down on clinic wait times. Call 443-523-1700 by 5 pm Monday, October 19 to register your pets. Maryland law requires that all dogs, cats, and ferrets be vaccinated against rabies by four months of age. Vaccinating your domestic animal not only provides protection for the animal, but vaccinated pets act as a barrier to keep the rabies virus from spreading between wild animals and people. For more information on rabies, call 443-523-1700 or visit their website at somersethealth.org
Annual Halloween Parade & Trick-or-Treat
Saturday, October 31st, from 3:00–4:30 PM
Children of all ages are invited to dress up in their favorite costumes and take part in the parade, following the CHS Band and Majorettes along the route while collecting candy and goodies from local businesses and community organizations.
Local businesses and organizations will be set up along both sides of the route from 9th Street to City Dock. This is a great opportunity to connect with local families and be part of a fun, safe, and family-friendly Halloween celebration in downtown Crisfield.
Businesses and organizations interested in participating:
Please contact the Crisfield Chamber of Commerce at 410-968-2500 or office@crisfieldchamberofcommerce.com.
Participating businesses and organizations are asked to bring their own table, chairs, decorations, candy, and other supplies needed for the event.
We look forward to another great Halloween celebration and hope to see you there!
Witches & Warlocks Renaissance Faire
Saturday, October 31, 2026, 10 AM – 6 PM
31140 Peggy Neck Rd
Princess Anne, MD
Local Vendors Indoors and Outdoors. Live local music. Family-friendly fun and more. Dressing up is optional but encouraged….Trick-or-treat at Vendor tables





MARK YOUR CALENDARS...
Our popular ANNUAL EVENTS!
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Start getting excited for the 2026 Summer by planning your stay in Crisfield for our upcoming annual events:
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Hangin' Out Art Show: May 13th - 23rd
Janes Island State Park Paddlefest: June 6th
Tangier Sound Music Festival: June 13th, 2-10 PM
Stars and Stripes Fest: July 5th
Wheels on the Waterfront: July 25th
National Hard Crab Derby: Labor Day Weekend - Sept 4-6th​​​
Tawes Crab and Clam Bake: September 23th​
Jazz on the Waterfront Fest: October 3, 2026
Crisfield Heritage Festival and Ward Foundation Chesapeake
Challenge Decoy Contest: October 10, 2026
Uncorked Wine Festival: October 17, 2026
Kids Halloween Parade: October 31, 2026
Christmas Parade: December 4, 2026
