Live Music

Discover great events happening at the Pelham House Resort

Pelham House Resort is a seaside gem with a diverse array of fun events occurring just about every day. From poolside entertainment to seasonal festivities and holiday celebrations to live music, and more, we offer events for everyone. Be sure to check out our event calendar to find out what’s going on during your Cape Cod getaway at the Pelham House Resort.

 

SUNDAYS: STEEL DRUM & RUM PUNCH BRUNCH!

Sundays from 11:00am-2:00pm on The Rooftop!

June 1st - September 28th (Excluding September 21st, 2025)

Take in the views over Rooftop brunch while listening to live Steel Drums and sippin' on a variety of special Rum cocktails! Make your reservations for Sunday brunch on The Rooftop to take part in the fun!

RESERVE A TABLE

SUNDAYS: JACK & ORIANA

Every Sunday at The Poolhouse from 3PM-6PM

(June 15th- August 31st)

Soak up the sun at The Poolhouse while Jack & Oriana (aka Accent Band) set the vibe with live tunes! Sip and sample refreshing drinks from our rotating beverage sponsors—each week brings something new to try. Don’t miss this Sunday Funday by the pool!

RESERVE A TABLE

MONDAYS: NATE RAMOS

Every Monday at the Poolhouse from 4PM-7PM

(June 30th-September 1st)

Mondays just got better! Join us at The Poolhouse for live music by Nate Ramos, every Monday afternoon. It’s the perfect excuse to lounge by the pool, sip something refreshing, and start your week on a high note.

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TUESDAYS: Derek Dibbern

Every Tuesday at the Poolhouse from 4PM-7PM

(June 24th- August 26th)

The only thing better than a sunny Tuesday at The Poolhouse? Adding live music from Derek Dibbern. Join us for mellow acoustic vibes and your favorite poolside cocktails.

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WEDNESDAYS: Michael Gabriel Steel Drums

Every Wednesday at the Poolhouse from 4PM-7PM

(June 25th- August 27th)

Steel drums, sunshine, and signature sips—Michael Gabriel sets the tone every Wednesday afternoon at The Poolhouse. It’s the tropical break your week needs.

RESERVE A TABLE

THURSDAYS: Ted Wyman

Every Thursday at the Poolhouse from 4PM-7PM

(June 19th- August 28th)

Unwind under the sun with live music from Ted Wyman every Thursday at The Poolhouse. It’s the perfect pre-weekend ritual, complete with cocktails and Cape Cod views.

RESERVE A TABLE

 

Interested in performing? Email frontdesk@pelhamhouseresort.com and a member of our team will get in touch with you!