The air is getting a little cooler and the leaves are just starting to turn and, while you may not be thinking about the beach or hanging out by the bay, Delmarva has plenty of fun for foodies, beer and wine lovers and art fans. Check out all of our October events.

Weekend of October 4-6

Opening Exhibition: Rise
October 4, 5-9pm, Ocean City Center for the Arts
Meet the artists, enjoy complimentary hors d’oeuvres, and see the gallery-wide multi-media exhibition dedicated to empowering women through art.
Free and open to the public.

Crisfield Community Fall Yard Sale and YarT Sale
October 5, 7:30am – 12pm, Crisfield, MD
A traditional city-wide yard sale will be combined with a yART sale. yART sale = Yard sale + art sale! More information on Crisfield Arts & Entertainment events is available at

Piku & Pie, a Sweet Little Poetry Workshop 
October 5, 10am-12:30pm, Corbin Studio & Gallery, Crisfield, MD
$10 includes pie and poetry materials

First Saturday Guided Walk
October 5th, 10am – 11am
Explore Adkins Arboretum’s diverse plant communities on a guided walk led by a docent naturalist. Guided walks are free for members and free with admission for the general public. Tours begin at the Visitor’s Center and last approximately one hour.
Adkins Arboretum, 12610 Eveland Road, Ridgely
Contact: or 410.634.2847 ext. 0

Free Concert at Riverwalk Ampitheater
October 5, 5-8pm, Salisbury
The City of Salisbury and the Salisbury Arts and Entertainment District is pleased to announce a free concert to be hosted at the Pohanka Riverwalk Amphitheater. The concert will feature The Larks – a local funk, jazz and fusion band sure to please the masses.  The concert will be free, and open to the public, with beer, wine and water available for purchase outside. Bring your own lawn chair, sit on the amphitheater steps or dance the night away.

Post Ride Party Graphic

Artober Fest in Historic Stevensville, MD
October 5, 11am-4pm
Celebrate art, culture, and the beginning of fall in Historic Stevensville Art & Entertainment District. Enjoy food trucks, live music, a variety of artisan’s work- from woodwork, to canvas art and everything in between. Pours from local breweries and wineries will also be available. More info:

ArtoberFest Flyer

October 6, 6pm, Ocean City Performing Arts Center
Catapult is a theatrical art form about the human body and its ability to transform, an imaginative combination of dance, story-telling, and sculpture. The Catapult dancers work behind a screen to create dancing shadow silhouettes of shapes from the world around us. ​ The dancers morph into a mountain, a full size elephant, a helicopter, a house with a window and people inside. Catapult’s show is packed with hundreds of shape transformations and is full of humor, emotion, and engaging stories. Get tickets here.

Performance, The Doo Wop Project
October 10, OC Performing Arts Center
Featuring current and former stars of Broadway’s smash hits Jersey Boys and Motown: The Musical, the Doo Wop Project brings unparalleled authenticity of sound and vocal excellence to recreate—and in some cases entirely reimagine—some of the greatest music in American pop and rock history! 8pm.

Weekend of October 11-13

Opening Exhibition – Worcester County Arts Council
October 11, 5-8pm, Berlin, MD
During the month of October, the Worcester County Arts Council is pleased to present an exhibit showcasing two talented members of our Gallery:  JIM COLTELLINO and MARCY SNYDER.  For more information, visit

2nd Friday Art Stroll & Makers Market
October 11, 5pm-8pm, Berlin, MD
Local artists line Jefferson Street and downtown shops are open later! Event by Berlin Arts & Entertainment.

Wicomico County’s Good Beer Festival 
October 11 & 12, Pemberton Park, Salisbury
There will be 100 craft brews, including those in the Local Beer Garden; live music; food and craft vendors; Carni Beer Games; and oversized games. Tasting tickets include a 3 oz. glass and as many samples as one can responsibly consume. For information and the latest festival updates, visit

Fairyfest at Adkins Aboretum
October 12th, 11am – 3 pm
Bring your wings for a day of magic! Follow a trail of fairy houses along enchanted forest paths, hunt for gnomes in the Funshine Garden, and join in a meadow maypole dance. Natural materials will be on hand for making an array of magical crafts. Shimmering face painting, archery, a dragon tram, and games are part of the fun. Live entertainment includes performances by Shore Shakespeare and the Sammati Dance Troupe. Unicorn rides by Snapdragon Stables, fairy accessories, and refreshments—including ice cream from Nice Farms Creamery—will be available for an additional fee. $10/person. Children ages 2 and under are free.
Adkins Arboretum, 12610 Eveland Road, Ridgely
Contact: or 410.634.2847 ext. 0

Chesapeake Wildfowl Expo & Fall Festival
October 12, 8am -4pm
Ward Museum, Salisbury ∙ Chesapeake Wildfowl Expo pays tribute to decoys from the past while encouraging the carving of new ones. Pumpkin carving, crafts, and a quack-or-treat throughout the museum. Costumes encouraged.

Event, FiberFest!
October 12, 10am – 4pm
Julia Purnell Museum ∙ Annual festival of fiber arts & crafts! Gifts to buy, fiber art supplies, and live animals! Free museum admission. 10am-4pm.

Second Saturday Open Air Market at the Artsway
Saturday, October 12th, 10am – 3pm
Don’t miss the last Second Saturday Open Air Market of the season, featuring vendors, fresh produce, music, and fun for the whole family! The Caroline County Council of Arts will also be hosting free pumpkin painting with Foundry artist Barbara Donnon from 2-4pm. FREE!
The Denton Artsway, Fourth Street, Denton
Contact: [email protected]

Weekend of October 18-20

3rd Friday in Downtown Salisbury
October 18th
Art and Crafts in Downtown Salisbury, with live music and a super hero theme! 

30th Annual Rehoboth Beach Jazz Festival
October 17-20
Established in 1989, our unique group has been orchestrating events bringing national and international Grammy Award winning artists to Coastal Southern Delaware…Our festival is local and our artists are global. The Delaware Celebration of Jazz, producer of the Rehoboth Beach Jazz Festival, is a 501[c][3] non-profit corporation with our headquarters for 29 years only in Sussex County, Delaware. Our goal throughout the years has been to raise money to help the Beebe Medical Foundation fund the Tunnell Cancer Center.

Jazz Festival Logo

Berlin Oktoberfest & Sidewalk Sale
October 19, 12 – 5pm
Come enjoy 2 Stages of free live music in downtown Berlin!

  • Burley Oak Stage: The Edelweiss Band who perform at the O’s games! Located near the Atlantic Hotel.
  • Fins stage: The Dunehounds with Kasey Briggs, Sean Loomis, Adam Bilenki & Troy Mawyer.

Also offering  Berlin’s Annual Fall Sidewalk Sale, Food, Burley Oak Beer, Kids crafts, Burley Inn Tavern Cornhole Tournament & more! Event parking at Stephen Decatur Park, The Berlin Fire Company or take the Free shuttle from Berlin Intermediate School provided by the Ocean Downs Casino.

Berlin Oktoberfest Poster

Wicomico County’s Autumn Wine Festival
October 19-20, 11am – 5pm, Pemberton Historical Park, Salisbury
Taste samples from different Maryland wineries. Hours are 11 a.m.-5 p.m. each day. The Autumn Wine Festival has also partnered with Women Supporting Women, a local nonprofit that strives to provide awareness, education and support to those affected by breast cancer. Women Supporting Women will be on-site all weekend hosting a variety of fundraisers under the Pink Party Tent. The festival also features live music, regional cuisine, vendors and a Sports Zone. Purchase tickets online at or at the Wicomico Youth & Civic Center box office, located at 500 Glen Ave. in Salisbury (Monday-Friday, 9 a.m.-6 p.m.). The box office can be reached at 410-548-4911.

Denton Artsway Public Art Walk
Saturday, October 19th, 10am 
Explore the public art of the Denton Artsway on this guided walk! Discover larger-than-life murals, inspiring sculptures, exquisite mosaics and more. All are welcome! FREE!
Meet at the Wharves of Choptank Visitor & Heritage Center,
3 Crouse Park Lane, Denton

Saturday, October 19th, 12pm – 6pm
Love macaroni and cheese? This event is for you! Mactoberfest is a festival and mac & cheese competition hosted by Caroline County Chamber of Commerce. Attendees will taste mac and cheese samples from all competitors and vote for their favorite. The winner will get a trophy and $500 prize! Other festival activities include music, Cornhole, lots of kids’ activities, vendors, and a biergarten! Tickets are $10 for adults ($15 at the door); $5 for kids 12 and under.
Caroline County 4-H Park, 8230 Detour Road, Denton
Contact: [email protected], 410.479.4638 or

$5 Film Night: The Spookiest Night of Your Life III
October 19 @ 7:00 pm – 8:30 pm Cost: $5, Ocean City Center for the Arts
Join us for another screening brought to you by the Ocean City Film Festival. This month, our annual Halloween fundraiser! Come see horror selections from the 2019 Ocean City Film Festival, enjoy refreshments, and enter our costume contest for a chance to win festival passes. Content not rated by MPAA, admission costs support the Art League of Ocean City.

CAMP Rehoboth Block Party – Rehoboth Beach
October 20, 11:00am – 4:00pm, Second Block of Baltimore Avenue Dozens of local restaurants, caterers, businesses, non-profits, and other organizations participate.

Weekend of October 25-27

Sea Witch Festival – 30th Anniversary
October 25-27, Rehoboth Beach SEA WITCH PROGRAM
Halloween Festival in downtown Rehoboth Beach!! (hometown parade, fun family activities, shopping, dining, boardwalk)  

Shorecraft Beerfest Octoberfest
October 26, 12:30pm- 4:30pm Sunset Park, Downtown Ocean City
Delmarva craft beer, food trucks and vendors, live music-ticketed event

Shorecraft Beerfest in Ocean City

Autumn Home and Condo Art & Craft Fair
October 26 -27
Ocean City Convention Center ∙ Artists and Crafters will complement the “Home Show” with unique and creative handmade gifts

Originals Only
October 30, 7:00 pm – 9:00 pm, Ocean City Center for the Arts
Free! Live music and stand-up comedy by local up-and-coming artists in an alcohol-free, coffeehouse setting. Free coffee!

Slide Permalink

Leave a Reply