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find holiday events for everyone on your list.

# events in Chesapeake Beach, MD

Sales end soon
Sunday Football @ Piano Keys Lounge Every Sundays
Sunday at 11:00 AM + 6 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Sunday Football @ Piano Keys Lounge Every Sundays
Sunday at 11:00 AM + 6 more
Brandywine · Piano Keys Restaurant and Lounge
Nearly full
VISION BOARD BRUNCH
Sat, Dec 13, 1:00 PM
Forestville · 2972 Kaverton Rd
Nearly full
VISION BOARD BRUNCH
Sat, Dec 13, 1:00 PM
Forestville · 2972 Kaverton Rd
CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit
Fri, Dec 12, 6:00 PM
Bowie · Aspen at Melford Town Center
CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit
Fri, Dec 12, 6:00 PM
Bowie · Aspen at Melford Town Center
Selling quickly
Gingerbread Buddies: A Toddler Baking & Decorating Experience
Sat, Dec 13, 11:00 AM
Waldorf · 11850 Park Waldorf Ln suite 109
Selling quickly
Gingerbread Buddies: A Toddler Baking & Decorating Experience
Sat, Dec 13, 11:00 AM
Waldorf · 11850 Park Waldorf Ln suite 109
Maryland Yuletide Celebrations 2026
Fri, Jan 9, 6:00 PM
Annapolis · DoubleTree by Hilton Hotel Annapolis
Maryland Yuletide Celebrations 2026
Fri, Jan 9, 6:00 PM
Annapolis · DoubleTree by Hilton Hotel Annapolis
Live Arts Maryland presents Bluegrass Nutcracker
Fri, Dec 5, 7:30 PM
Annapolis · Annapolis Mall
Live Arts Maryland presents Bluegrass Nutcracker
Fri, Dec 5, 7:30 PM
Annapolis · Annapolis Mall
TOY DRIVE AT SHARKBAR
Sat, Dec 6, 3:00 PM
Waldorf · Shark Bar And Seafood House
TOY DRIVE AT SHARKBAR
Sat, Dec 6, 3:00 PM
Waldorf · Shark Bar And Seafood House
Sales end soon
Tailgate -Smokehouse Sunday Brunch
Sunday at 7:00 PM
Waldorf · Graces Event Center
Sales end soon
Tailgate -Smokehouse Sunday Brunch
Sunday at 7:00 PM
Waldorf · Graces Event Center
Annapolis Holiday of Lights Boat Parade
Sat, Dec 13, 5:00 PM
Annapolis · 680 Americana Dr
Annapolis Holiday of Lights Boat Parade
Sat, Dec 13, 5:00 PM
Annapolis · 680 Americana Dr
5th Annapolis Santa Stroll from Peake Social!
Sat, Dec 6, 12:30 PM
Annapolis · Annapolis
5th Annapolis Santa Stroll from Peake Social!
Sat, Dec 6, 12:30 PM
Annapolis · Annapolis
Sales end soon
WHAT BAND Performing Live @ Piano Keys Lounge - 1st & 3rd Friday
Tomorrow at 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
WHAT BAND Performing Live @ Piano Keys Lounge - 1st & 3rd Friday
Tomorrow at 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
WHAT BAND LIVE @ Piano Keys Lounge every Sunday, NOV 16 & 30
Sun, Nov 30, 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
WHAT BAND LIVE @ Piano Keys Lounge every Sunday, NOV 16 & 30
Sun, Nov 30, 5:00 PM + 2 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Autumn Harvest Brunch in Annapolis
Sunday at 11:30 AM
Annapolis · 172 Green St
Sales end soon
Autumn Harvest Brunch in Annapolis
Sunday at 11:30 AM
Annapolis · 172 Green St
2026 Mountain Maryland PACE
Thu, Jan 22, 5:00 PM
Annapolis · The Westin Annapolis
2026 Mountain Maryland PACE
Thu, Jan 22, 5:00 PM
Annapolis · The Westin Annapolis
TOP-5 @ Piano Keys Restaurant & Lounge Cool-Down Thursday
Fri, Nov 28, 5:00 PM + 4 more
Brandywine · Piano Keys Restaurant and Lounge
TOP-5 @ Piano Keys Restaurant & Lounge Cool-Down Thursday
Fri, Nov 28, 5:00 PM + 4 more
Brandywine · Piano Keys Restaurant and Lounge
Vendor Opportunity | 6th Annual Leadership Empowerment Summit | Waldorf, MD
Fri, Dec 12, 9:00 AM
Waldorf · 3825 Leonardtown Rd
Vendor Opportunity | 6th Annual Leadership Empowerment Summit | Waldorf, MD
Fri, Dec 12, 9:00 AM
Waldorf · 3825 Leonardtown Rd
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Fridays
Fri, Nov 28, 5:00 PM
Brandywine · Piano Keys Restaurant and Lounge
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Fridays
Fri, Nov 28, 5:00 PM
Brandywine · Piano Keys Restaurant and Lounge
Exquisite pasta come and learn together
Sat, Feb 28, 10:00 AM
Edgewater · 1521 Warfield Rd
Exquisite pasta come and learn together
Sat, Feb 28, 10:00 AM
Edgewater · 1521 Warfield Rd
Nearly full
3 week birth class series (AAMC) -IN PERSON
Tue, Dec 2, 4:30 PM
Annapolis · AAMC Belcher Pavilion
Nearly full
3 week birth class series (AAMC) -IN PERSON
Tue, Dec 2, 4:30 PM
Annapolis · AAMC Belcher Pavilion
Just added!
Grounding in Grace: A Cacao Ceremony with Sound Therapy
Sun, Dec 14, 12:00 PM
Annapolis · Quiet Waters Park
Just added!
Grounding in Grace: A Cacao Ceremony with Sound Therapy
Sun, Dec 14, 12:00 PM
Annapolis · Quiet Waters Park

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