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Events and Things to do in Chesapeake Beach, MD

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Next Stop Comedy at Coopers Tavern! - Edgewater, MD
Sat, Dec 5, 8:00 PM + 3 more
Edgewater · Coopers Tavern
Next Stop Comedy at Coopers Tavern! - Edgewater, MD
Sat, Dec 5, 8:00 PM + 3 more
Edgewater · Coopers Tavern
Comedy Extravaganzza Weekend
Fri, Dec 4, 9:00 PM + 1 more
Owings · Thursdays Bar and Grill
Comedy Extravaganzza Weekend
Fri, Dec 4, 9:00 PM + 1 more
Owings · Thursdays Bar and Grill
2026 Twilight: Taste & Sip at Homestead Gardens
Friday at 6:00 PM
Davidsonville · Homestead Gardens
2026 Twilight: Taste & Sip at Homestead Gardens
Friday at 6:00 PM
Davidsonville · Homestead Gardens
WHAT BAND FRIDAY LIVE @ Piano Keys Lounge - 1st & 3rd Friday
Friday at 9:30 PM + 8 more
Brandywine · Piano Keys Restaurant and Lounge
WHAT BAND FRIDAY LIVE @ Piano Keys Lounge - 1st & 3rd Friday
Friday at 9:30 PM + 8 more
Brandywine · Piano Keys Restaurant and Lounge
Going fast
Project ReCy-Clothe FREE SHOPPING EXPERIENCE
Today at 12:00 PM
Upper Marlboro · Westphalia Community Center
Going fast
Project ReCy-Clothe FREE SHOPPING EXPERIENCE
Today at 12:00 PM
Upper Marlboro · Westphalia Community Center
Going fast
DCVYBE X FRANKIE
Fri, Nov 27, 8:00 PM
Upper Marlboro · Lake Presidential Golf Club
Going fast
DCVYBE X FRANKIE
Fri, Nov 27, 8:00 PM
Upper Marlboro · Lake Presidential Golf Club
Almost full
2026 Childbirth Class
Sat, Dec 19, 9:00 AM
Prince Frederick · CalvertHealth Medical Center Classrooms-Basement Level
Almost full
2026 Childbirth Class
Sat, Dec 19, 9:00 AM
Prince Frederick · CalvertHealth Medical Center Classrooms-Basement Level
Ballet Theatre of Maryland presents "The Nutcracker"
Sat, Dec 19, 1:00 PM
Annapolis · Maryland Hall
Ballet Theatre of Maryland presents "The Nutcracker"
Sat, Dec 19, 1:00 PM
Annapolis · Maryland Hall
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Fridays
Fri, Nov 27, 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Fridays
Fri, Nov 27, 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
Friday After Work w/ Secret Society @ Piano Keys Lounge - 1st & 3rd Friday
Friday at 5:00 PM + 7 more
Brandywine · Piano Keys Restaurant and Lounge
Friday After Work w/ Secret Society @ Piano Keys Lounge - 1st & 3rd Friday
Friday at 5:00 PM + 7 more
Brandywine · Piano Keys Restaurant and Lounge
HOLIDAY POP-UP & VENDOR MARKETPLACE
Sat, Dec 5, 9:00 AM
Upper Marlboro · Releve Coworking & Events
HOLIDAY POP-UP & VENDOR MARKETPLACE
Sat, Dec 5, 9:00 AM
Upper Marlboro · Releve Coworking & Events
Almost full
CRAFTING CLASS WREATH MAKING
Sat, Dec 5, 2:00 PM
Upper Marlboro · Girlfit
Almost full
CRAFTING CLASS WREATH MAKING
Sat, Dec 5, 2:00 PM
Upper Marlboro · Girlfit
Mini Performance of The Nutcracker by Ballet Theatre of Maryland
Wed, Dec 9, 9:30 AM + 3 more
Annapolis · Maryland Hall
Mini Performance of The Nutcracker by Ballet Theatre of Maryland
Wed, Dec 9, 9:30 AM + 3 more
Annapolis · Maryland Hall
SECRET SOCIETY LIVE BAND KARAOKE 2nd & 4th Tuesday
Tue, Nov 24, 6:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
SECRET SOCIETY LIVE BAND KARAOKE 2nd & 4th Tuesday
Tue, Nov 24, 6:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
Encore ROCKS Annapolis Concert
Sun, Dec 6, 7:00 PM
Annapolis · Maryland Hall
Encore ROCKS Annapolis Concert
Sun, Dec 6, 7:00 PM
Annapolis · Maryland Hall
Sales end soon
TOB Sunday I Just Wanna Dance @ Piano Keys Lounge Sun. November 15th
Today at 8:00 PM
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
TOB Sunday I Just Wanna Dance @ Piano Keys Lounge Sun. November 15th
Today at 8:00 PM
Brandywine · Piano Keys Restaurant and Lounge
Almost full
PlanetTyrus Tour Jan. 24th Annapolis, MD
Sun, Jan 24, 7:30 PM
Annapolis · DoubleTree by Hilton Hotel Annapolis
Almost full
PlanetTyrus Tour Jan. 24th Annapolis, MD
Sun, Jan 24, 7:30 PM
Annapolis · DoubleTree by Hilton Hotel Annapolis
Almost full
Wreaths & Wine
Sun, Dec 6, 10:00 AM
Brandywine · Robin Hill Farm and Vineyards
Almost full
Wreaths & Wine
Sun, Dec 6, 10:00 AM
Brandywine · Robin Hill Farm and Vineyards
Going fast
Encore Chorale Annapolis Concert
Sun, Dec 6, 4:00 PM
Annapolis · Maryland Hall
Going fast
Encore Chorale Annapolis Concert
Sun, Dec 6, 4:00 PM
Annapolis · Maryland Hall
Tiles & Tinsel Holiday Mahjong Party & Bazaar
Sun, Dec 6, 2:00 PM
Upper Marlboro · Marlboro Ridge Community Clubhouse
Tiles & Tinsel Holiday Mahjong Party & Bazaar
Sun, Dec 6, 2:00 PM
Upper Marlboro · Marlboro Ridge Community Clubhouse

Trends in Chesapeake Beach

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Explore more trends

Frequently asked questions about Chesapeake Beach

What are the best events to attend?

According to Eventbrite, the best events are:

Next Stop Comedy at Coopers Tavern! - Edgewater, MD

Comedy Extravaganzza Weekend

WHAT BAND FRIDAY LIVE @ Piano Keys Lounge - 1st & 3rd Friday

DCVYBE X FRANKIE

Which events are currently trending in Chesapeake Beach?

The trending searches this month in Chesapeake Beach are:

dc inclusionary zoning orientation

halloween events

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Project ReCy-Clothe FREE SHOPPING EXPERIENCE

TOB Sunday I Just Wanna Dance @ Piano Keys Lounge Sun. November 15th

Friday After Work w/ Secret Society @ Piano Keys Lounge - 1st & 3rd Friday

2026 Twilight: Taste & Sip at Homestead Gardens