September is Still Summer Here on Delmarva

We like to say September is the local’s secret. There still is plenty of warm sunshine to enjoy and local, fresh seafood and produce to savor. The scenery takes a peaceful tone as summer vacationers disperse back to school and work.

While this September may look a little different while we still adhere to the safety measures to protect ourselves and others during the pandemic, there are many ways you can enjoy our beaches, bays and waterways through food, art, shopping and taking in the sights.

Live Music & Entertainment

The Freeman Stage at Bayside near Fenwick Island, DE is featuring live musical performances through mid-September including the Amish Outlaws, a Tom Petty tribute band, a comedy show, Jimi Smooth & Hittime and so much more. For the schedule, tickets and venue policies, visit

The Milton Theatre features a fall lineup with rock, cabaret, jazz, blues and comedy. Located in historic downtown Milton, Delaware, the theatre has had an illustrious history in its more than 100 year existence. Erected circa 1910, the two-story building served, at one time or another, as the town’s movie theatre, basketball hall, fire station, social center & community stage. Various retail businesses & restaurants also thrived there. It has survived 3 major fires, countless “nor’easters”, and decades of neglect. But now, it proudly stands as a hub of artistic culture, not just to the town of Milton, but to the Delmarva Peninsula. View shows and ticket information.

Autumn Arts

Southern Delaware’s Arts Around Our Towns
Immerse yourself in our arts! Soak up Southern Delaware’s arts and entertainment scene this autumn. Visit galleries, attend studio tours, arts festivals, plays, performances, concerts, exhibits, and so much more. The motto is “Life is definitely more inspired here…” Find out more »

Art League of Ocean City
September events are happening online and in the Center for the Arts including exhibitions, classes, lectures and a virtual film night. View the Art League’s September lineup.

Shopping & Events

Head out to the Labor Day Sidewalk Sale in Downtown Cambridge and stock up on unique gifts and apparel at end of season rates all weekend long!

Artist Sidney Moore
Artist Sidney Moore

First Friday in Dover on September 4th features “Words & Music: An Evening of Poetic Fusion,” 12-7pm, with musical and poetry buskers at 4-7 p.m at 101 W. Loockerman St. Shop and be serenaded by street buskers as local musicians and poets alternate performing in downtown Dover shops from 4-7 p.m.  And from noon to 7 p.m. on Friday through Saturday, and even into next week, kids of all ages can enjoy a no-touch scavenger hunt that brings them through shops in search of poetry clues, with the help of their smartphones and QR codes.  Clues will lead them to famous poets re-imagined by artist Sidney Moore – not as robots, but as “Po-bots.” Each clue gives participants points that will add up to earn them a free poetry “swag bag” full of fun to take home. (Spoiler alert: magnetic poetry included!) 

September 11th is 2nd Friday in Berlin and features live music, sidewalk sales, shops open late, wine tasting, featured artists and lots of outdoor dining. Find out more »

Plein Air

Join Foundry Artist Barbara Donnon on Saturday, September 12th, 2020, 1-3 pm as she facilitates a Plein Air painting event in Denton, MD. She will be there to answer questions and give feedback.  This event is free, but registration is required to save your spot! NOTE:  Face masks and social distancing will be required! This event will be canceled in the event of inclement weather.

Farmers Markets

Area farmers markets are still going strong as the end of summer watermelons are at their peak and local apples and fall squash begin to appear. Oyster season starts up again this month and fresh, local oysters can be found in some local markets. Find small batch, artisan made candies, baked goods, cheeses and local eggs, meat and seafood. Check out the complete list of local farmers markets »

For Food Lovers

Downtown Denton Main Street invites you to dine in the company of your friends and neighbors at Supper at Sunset on September 26th! Rain Date September 27th. The dinner will be 4 courses paired with wine from Triple Creek.  Triple Creek will be discussing each wine as they are served with the course. Get more information and tickets.

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