2025 September Events in Rehoboth Beach
September is one of the best times to visit Rehoboth Beach. The summer crowds begin to fade, the weather is perfect for beach days, outdoor activities, and the local calendar is packed with events, festivals, and live entertainment. Whether you’re a foodie, music lover, art enthusiast, or just looking for some seaside fun, there’s something for everyone this month.
Event Highlights
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September 6 – Bethany Beach Boardwalk Arts Fest
Discover local and regional artists as you stroll the Bethany Beach boardwalk. From fine art to unique crafts, this is a perfect day to take home something special. -
September 17–21 – Rehoboth Bear Weekend
A lively celebration of the Bear community featuring events, parties, and gatherings across town. -
September 18 – Lewes Canalfront Concert Series
Enjoy live music on the waterfront in Lewes, just a short drive from Rehoboth. -
September 18–28 – POTUS at Clear Space Theatre
Don’t miss this sharp and witty Broadway comedy during its limited run in downtown Rehoboth Beach. -
September 20 – Mrs. Roper Romp
Dress in your best Three’s Company–inspired outfit and join the colorful crowd for this one-of-a-kind romp. -
September 20 – Delaware Seafood Festival
A must for seafood lovers! Sample fresh catches and coastal favorites while enjoying live music and family activities. -
September 26–28 – Foodees Food & Culture Festival
Celebrate international cuisine and cultural performances during this delicious weekend festival.
Save The Date
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October 1 – Dogs Allowed on the Beach & Boardwalk
One of fall’s favorite traditions! Starting October 1, dogs are once again welcome to enjoy the sand and surf.
Weekly & Ongoing Events
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Every Tuesday – Rehoboth Farmers Market
Fresh produce, baked goods, flowers, and local specialties. -
Every Monday & Friday – West Side Creative Market
A great spot to shop handmade goods, art, and crafts from local makers. -
Every Friday & Saturday – Piano Bar at The Pines
Cozy up with cocktails and sing along to live piano performances. -
Every Monday, Thursday, & Friday – Karaoke at Purple Parrot
Belt out your favorite tunes at one of Rehoboth’s most iconic karaoke nights. -
Every Saturday – Decade 80 Band at Nalu Dewey
Dance the night away with live music from the ultimate 80s throwback band.
Plan Your September Getaway
From food and arts festivals to concerts, theatre, and nightlife, Rehoboth Beach shines in September. Add in cooler evenings, stunning sunsets, and fewer crowds, and you’ve got the perfect recipe for a fall getaway.
Make your trip even more memorable by staying at The Homestead. Our welcoming atmosphere, comfortable accommodations, and convenient location make us the perfect home base for exploring all that Rehoboth Beach has to offer this fall.
