Need a fall getaway? Plan a trip to the beaches or our bay shores to take advantage of all of the off-season benefits like fewer crowds, less humid but warm days in the fall sun, lower hotel rates, restaurant specials and picture perfect sunsets.
Fall for Events
October 1st-15th
Virtual Sand Castle Home Tour
All new. All virtual. All Delmarva.The 2020 Virtual Sand Castle Home Tour is a new way for you to tour Delmarva’s most fabulous resort homes, never before open to the public – completely online! Take the tour at your leisure over two weeks. Come back daily for your chance to win prizes. All from wherever you happen to be! www.sandcastlehometour.com
October 1st-31st
VISION: All Female Exhibition
Art league of Ocean CityA building-wide multimedia exhibition empowering women through art. Curated by Deborah Rolig, this exhibit focuses on the RISE, GROWTH and PROGRESS of women during the last 100 years. www.artleagueofoceancity.org
October 2
First Friday: Snow Hill Arts on the River
Downtown Snow Hill, MD, 5p.m. – 8p.m.
Live bands, vendors, grab and go at downtown eateries
October 2-4
Fall Sidewalk Sale, Rehoboth Beach
Fall Sidewalk Sale is still happening the first weekend of October. Come shop sales and dine in downtown Rehoboth while staying safe outdoors all weekend long!
October 6
VISION: Spoken Word Performance by Ash’izOctober
Watch on our Facebook page, Tuesday Oct 6 at 7pm. In conjunction with October’s building-wide multimedia exhibition “VISION”, empowering women through art. https://www.facebook.com/artleagueofoceancity
October 9th
2nd Friday in Berlin
Live music outside! Remember to mask-up & stay safe!
- Stevenson’s Crossroads on Commerce Street
- Zander Jett at The Atlantic Hotel
- Honey Shine Blues Trio at Harvest Guitar Shop
- Live music and wine tasting at Sisters Wine Bar
- Lots of shops open late & our restaurants offer outdoor dining options!
October 9
Worcester County Arts Council 2nd Friday Meet the Artists
Visit the Gallery on 5 pm – 8 pm to meet October’s featured artists and enjoy live music entertainment by Matt Felch. The Gallery is open on weekends, from 10 am – 2 pm to see this exhibit on display.
Every Wednesday through October 28
Random Jammin’
Windmill Creek Vineyard & Winery, Berlin, MD
Bring your favorite instrument to Windmill Creek for some Random Jammin’! John O’Dell will be hosting the picking group every Wednesday at 5 PM. We will have separate spaces spread across the lawn for different genres of music. +Bluegrass + Folk + Rock + Country + Americana + Slow Jam. Reservations required.
October 10
Second Saturday and Outdoor Movie Nights in Cambridge
Check out the movie “Some Like It Hot” and sip on RAR’s Marylan brew, due out this fall. Get more information.
October 10
Second Saturday in Caroline County
1p.m. – 3p.m.
Join us at the Foundry on Saturday, October 10th, 2020, 1-3 pm and try your hand at making a wickedly wonderful painted pumpkin. This is an easy but fun fall art project that will make your porch the talk of the town!
October 16-18
Rehoboth Beach Jazz Festival
Six performances with limited seating available. For tickets and information, visit rehobothjazz.com.
October 17th
Streaming: October Film Night
7-8pm
Join the Art League of Ocean City for a special streaming-edition of our monthly film night, brought to you by the Ocean City Film Festival. Watch with us via Facebook Live on the Ocean City Film Festival page Saturday Oct 17, 7pm. Featuring horror films by female filmmakers, in conjunction with October’s building-wide multimedia exhibition “VISION”, empowering women through art. https://www.facebook.com/OceanCityFilmFestival
October 21- October 25
The Quiet Resorts Restaurant Week
The Bethany-Fenwick Area Chamber of Commerce, in partnership with Coastal Point and Visit Delaware, is excited to announce the first-ever Local Cuisine DE Restaurant Week is coming to The Quiet Resorts! The event, taking place from Wednesday, October 21 through Sunday, 25, will include dining specials, lodging, and Eat + Stay packages. Follow The Quiet Resorts on social media to see videos and updates on the event!

October 27
Berlin Oktoberfest
Celebrate Oktoberfest in Berlin, Maryland with our ‘modified’ annual celebration of traditional Oktoberfest food & treats, the annual Fall Sidewalk Sale & beer!
- Baked dessert cafe tent: Pretzels, Strudel & German Chocolate Cake
- The Atlantic Hotel: Brats on a pretzel roll with homemade mustard & beer
- J&M Meat Market & Grille will have a tent serving Knockwurst, Sausage & Sauerkraut, Beer Brats, Pulled chicken BBQ sandwiches & more!
- Gilberts Provisions: Brats!
- The Buzz Meadery: Apple Cysers (cyser = apple cider made with honey), one will be traditional and one will be spiced.
- Island Creamery: Special Oktoberfest Ice Cream Flavor
- Artisans Green: Artist booths (Located next to Health Freedom & HOUSE, behind FINS)
- Outdoor Bars: The Atlantic Hotel & Fins
Changes for this Year:
To keep ourselves safe things will be spread out all over town!
October 31st
Streaming: Halloween Horror Film Night
7pm
Join us for a special streaming-edition of our Halloween Horror film night, brought to you by the Ocean City Film Festival. Watch with us via Facebook Live on the Ocean City Film Festival page Saturday Oct 31, 7pm. Featuring horror films by local filmmakers.
https://www.facebook.com/OceanCityFilmFestival.
Fall for Art
Check out area galleries all along the Delmarva Peninsula for fall exhibitions.
Island Life and Times featuring Laura Hickman and Steve Rogers
Peninsula Gallery, Lewes, DE
October 3 – November 1
In their upcoming exhibition, “Island Life and Times”, the Peninsula Gallery will bring together two artists who are Southern Delaware favorites. Laura Hickman, of Bethany Beach, and Steve Rogers, of Lewes, share a love for Tangier Island and have based the entire show on its scenic beauty.

Fall for Fresh, Local Fare
Enjoy local restaurant deals in the off-season and check out all of the seasonal produce offerings at our local farmers markets. From pumpkins and apples, to oysters and late season tomatoes and cucumbers, a feast awaits! Local tip: crabs are the sweetest in the fall!