Ocean City MD Maryland Calendar of Events and Special Events in Ocean City

row of classic cars driving on a wooden boardwalk

October 10 `24 - October 12 `24

Endless Summer Cruisin' Boardwalk Parade

Hugh T. Cropper Inlet Parking Lot

Bring your camera and come see the cool cars Cruisin' down the Ocean City, Maryland boardwalk! With over 2,000 unique vehicles including Hot Rods, Customs, Classics and Trick Trucks!

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October 10 `24 - October 13 `24

Endless Summer Cruisin'
Classic Car Show

Roland E. Powell Convention Center and Inlet Parking Lot

Locations:

- Inlet Parking Lot (809 South Atlantic Ave)

- Convention Center (4001 Coastal Highway) *Convention Center show hours are Thursday, Friday, Saturday and Sunday.

Cruise on down to Ocean City Maryland for the Annual Endless Summer Cruisin. With over 2,000 Rods, Customs, Classics and Trick Trucks cruisin the streets.

This is an event you won't want to miss!

So many things to see and do, so make sure you cruise down to Ocean City MD for the Annual Endless Summer Cruisin!

General One Day Admission:

$15 a day Thursday, Friday and Saturday

$10 on Sunday

Children under 14 are free with a paid adult

(Tickets are good at all locations)

Show Hours:
Thursday - Saturday 9:00 am - 5:00 pm

Sunday (Inlet Only) 9:00 am - 3:00 pm

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hand holding playing cards in a poker game

October 10 `24

Blackjack Tournament Thursday

Ocean Downs Casino

There is a Blackjack Tournament every Thursday at the Casino at Ocean Downs that you do not want to miss out on. Registration is free; and runs from 5 pm to 7 pm with the Tournament beginning at 7 pm for the first 48 registrants (tournament is limited to 48). Come out to play for your share of $1,000 Cash!

Prizes:

1st Place: $500 • 2nd Place: $350 • 3rd Place: $150

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October 11 `24 - October 12 `24

Phil Perdue - "The Piano Man"

Enjoy Phil Perdue "The Piano Man" on the grand piano at the Captain's Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil's smooth sounds on the grand piano are a local's favorite on Friday and Saturday nights.

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October 11 `24 - October 12 `24

Party Fowl Band

Seacrets

Party Fowl Band is heading to the Tiki Stage at Seacrets to Rock with you Friday night! This Delaware cover band

plays many top 40 hits from many genres from rock to old school rap, from county to hip-hop! Anything and Everything to make the party lively and to keep you dancing and singing along!!

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classic cas on a street filled with brick buildings

October 12 `24

Berlin Fall Cruisers
Live Music & Trivia by DJ Papopdoowop

Main Street, Berlin

Cruise to America's Coolest Small Town for Fall Cruisin' Classic Cars Show where you will find the streets of downtown Berlin lined with classic cars. Music in the streets, shopping at boutique and antique stores, a wine bar, brewery and great restaurants too! Thousands of visitors come to see these amazing classic cars, browse the shops and eat fabulous food. 10 am - 2 pm.

For more information, call 410-641-4775, email info@berlinchamber.org or visit www.berlinchamber.org

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man plays a brown acoustic guitar at a 45 degree angle

October 12 `24

Rick & Lennon La Ricci

It is rare to find a father-son musician duo performing in the Ocean City and Delaware Beaches area. Ricky and Lennon LaRicci are one very popular duo.

Rick and Lennon play at venues all over the Ocean City area as well as “back home” in Baltimore. Here’s a unique quote from Lennon’s website: “Along the way bandmates have come and gone, but what still remains is Rick and his son Lennon doing what they love everyday…playing music.”

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white car with hood up at coffee beanery coffee shot

October 13 `24

Cars and Coffee OCMD

Coffee Beanery Ocean City 94th St

Grab a great cup of coffee at the Coffee Beanery then check out all of the cool rides in the parking lot. Cars and Coffee is every Sunday morning from 8am to 11 am at the Coffee Beanery on 94th Street.

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wooden blocks that spell out the word trivia

October 14 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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October 16 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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October 17 `24

Blackjack Tournament Thursday

Ocean Downs Casino

There is a Blackjack Tournament every Thursday at the Casino at Ocean Downs that you do not want to miss out on. Registration is free; and runs from 5 pm to 7 pm with the Tournament beginning at 7 pm for the first 48 registrants (tournament is limited to 48). Come out to play for your share of $1,000 Cash!

Prizes:

1st Place: $500 • 2nd Place: $350 • 3rd Place: $150

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October 18 `24 - October 19 `24

Phil Perdue - "The Piano Man"

Enjoy Phil Perdue "The Piano Man" on the grand piano at the Captain's Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil's smooth sounds on the grand piano are a local's favorite on Friday and Saturday nights.

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band concert with red fog lights on a stage

October 18 `24 - October 19 `24

Vertigo Red

Purple Moose Saloon

VERTIGO RED is an Annapolis-based party-rock cover band, playing retro to modern rock. A dual-guitar driven song list features both female and male lead vocals. Briana Marcantoni's red hot vocals complimented by Ken Leclercq’s smooth melodies. Together, this vocal duo and the band’s high energy show will have you spiraling out of control on the dance floor!

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October 19 `24

Carley Twigg

High Stakes Bar & Grill

Talented, local singer and guitarist, Carley Twigg plays all of your favorite Pop, Country, Rock and Blues live tonight at High Stakes in Fenwick Island. Stop in for a great show and dinner with your friends!

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October 20 `24

Cars and Coffee OCMD

Coffee Beanery Ocean City 94th St

Grab a great cup of coffee at the Coffee Beanery then check out all of the cool rides in the parking lot. Cars and Coffee is every Sunday morning from 8am to 11 am at the Coffee Beanery on 94th Street.

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October 21 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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October 23 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

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inlet parking lot with flags and people at festival

October 24 `24 - October 27 `24

Sunfest Festival
Ocean City's Most Popular Festival

Inlet Parking Area

Sunfest 2024 celebrates its 50th year as Ocean City's biggest and best festival! Sunfest artists will delight your senses with their art and craft creations. Demonstrating artists will amaze you with their unique talents. Over 30 food vendors will awaken your taste buds with delicious foods from famous Eastern Shore delicacies to pit beef, gyros, Asian cuisine and many more. Enjoy free live entertainment on two stages all day long. Children will enjoy hayrides and inflatables on the beach. Sunfest 2024 has something for everyone.

Admission to the four-day event is free! All entertainment is free with the exception of the headline acts. Headlines acts TBA. Tickets will be on sale at the Roland E. Powell Convention Center Box Office Monday through Friday 9:00 a.m. to 4:00 p.m. or by contacting TicketMaster at 800-551-SEAT or www.ticketmaster.com.

Festival hours

Thursday to Saturday 10am to 7pm;
Sunday 10am to 6pm.

For more information, call 800-626-2326.

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October 24 `24

Blackjack Tournament Thursday

Ocean Downs Casino

There is a Blackjack Tournament every Thursday at the Casino at Ocean Downs that you do not want to miss out on. Registration is free; and runs from 5 pm to 7 pm with the Tournament beginning at 7 pm for the first 48 registrants (tournament is limited to 48). Come out to play for your share of $1,000 Cash!

Prizes:

1st Place: $500 • 2nd Place: $350 • 3rd Place: $150

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October 25 `24 - October 26 `24

Phil Perdue - "The Piano Man"

Enjoy Phil Perdue "The Piano Man" on the grand piano at the Captain's Table in Ocean City, Maryland. Enjoy fine dining at its best with South African lobster tails, delicious crab cakes, certified angus beef steaks and great selection from the bar. Phil's smooth sounds on the grand piano are a local's favorite on Friday and Saturday nights.

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October 25 `24 - October 26 `24

Alter Ego

Purple Moose Saloon

Catch Alter Ego at The Purple Moose, Ocean City Boardwalk's most popular rock bar. The bar serves refreshing cocktails and drinks all day and you are sure to have fun and be entertained.

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October 26 `24

Endless Ember Duo

Arrive a little early and enjoy Happy Hour food and drink special from 11 am to 7pm, or enjoy a great dinner then enjoy the Endless Ember Band as they play a live set at High Stakes Bar & Grill. Singer and songwriter, Sarah and her guitarist combines vocals, flute and energy to each and every performance. They cover a wide range of songs and genres to keep you entertained.

Happy Hour Drink Specials:

$3 Domestic Drafts
$3 Bud, Bud Light, Coors and Miller Lite Bottles

$4.25 Rail Drinks
$6.25 Wines

Happy Hour Food Specials:

$9 1/2 lb. Steamed Shrimp

$8 Chicken Salad Sandwich

$8 Buffalo Chicken Wrap
$8 Mini Club Sub

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October 27 `24

Cars and Coffee OCMD

Coffee Beanery Ocean City 94th St

Grab a great cup of coffee at the Coffee Beanery then check out all of the cool rides in the parking lot. Cars and Coffee is every Sunday morning from 8am to 11 am at the Coffee Beanery on 94th Street.

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October 28 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

View Details & Share Event Book Lodging During This Event

October 30 `24

Trivia Night
Win Free Play

Poseidon's Pub at Ocean Downs Casino

Trivia at Poseidon's Pub is the place to be everyMonday and Wednesday night! Trivia starts at 7pm and you have chances to win free play. Winners are announced at the end of each event where the top 3 teams receive their share of FREE PLAY!

We have a showdown of knowledge every Wednesday evening at Poseidon’s Pub!

We kick start the quiz at 7pm and winners are announced at the end of each event.

1st wins $250 FREE Play, 2nd $100 FREE PLAY, and 3rd $75 FREE PLAY. Last place gets $25 Free Play!

View Details & Share Event Book Lodging During This Event

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