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This holiday, we’ve got just the thing. 🎄

Holiday events in Annapolis, MD

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Santa is Coming to Town at sweetFrog Rosedale! primary image

Santa is Coming to Town at sweetFrog Rosedale!

Sat, Dec 7, 4:00 PM + 1 more

sweetFrog Rosedale

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Santa is Coming to Town at sweetFrog Catonsville! primary image

Santa is Coming to Town at sweetFrog Catonsville!

Sat, Dec 7, 4:00 PM + 1 more

sweetFrog Catonsville

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Holiday Book Festival & Closeout Sale! primary image

Holiday Book Festival & Closeout Sale!

Fri, Dec 6, 9:30 AM

Carriage House

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Haunted Holiday Lunch with Author Alex Matsuo primary image

Haunted Holiday Lunch with Author Alex Matsuo

Sun, Dec 15, 12:00 PM

Elaine's

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2024 Cherrydale Volunteer Fire Department Santa at the Station primary image

2024 Cherrydale Volunteer Fire Department Santa at the Station

Sat, Dec 14, 9:00 AM

Cherrydale Volunteer Fire Department

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Photos with Santa @ JPAR Professionals primary image

Photos with Santa @ JPAR Professionals

Sat, Dec 7, 11:00 AM

8303 Old Leonardtown Rd

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Santa is Coming to Town at sweetFrog Timonium! primary image

Santa is Coming to Town at sweetFrog Timonium!

Sun, Dec 8, 4:00 PM + 1 more

sweetFrog Timonium

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Saturday with Santa - Maryland primary image

Saturday with Santa - Maryland

Sat, Nov 30, 3:00 PM

1201 Seven Locks Rd suite 360

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MEET SANTA primary image

MEET SANTA

Wed, Dec 18, 4:00 PM

Aquia Harbour Inn

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Pictures with Santa! primary image

Pictures with Santa!

Sun, Dec 15, 1:00 PM

Solace Outpost

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Pancakes at the North Pole -Main Event Newark primary image

Pancakes at the North Pole -Main Event Newark

Sun, Dec 1, 11:00 AM

Main Event Newark

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Free Photos with Santa - NVO One Loudoun primary image

Free Photos with Santa - NVO One Loudoun

Sat, Dec 7, 3:00 PM

Northern Virginia Orthodontics Invisalign Studio

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Breakfast with Santa primary image

Breakfast with Santa

Sat, Dec 7, 9:00 AM + 11 more

6809 Airlie Rd

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2024 Santa Paws at Airlie primary image

2024 Santa Paws at Airlie

Sat, Dec 7, 6:00 PM

6809 Airlie Rd

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Pictures with Santa! primary image

Pictures with Santa!

Sun, Dec 1, 1:00 PM

Solace Brewing Company

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Meet the Grinch! primary image

Meet the Grinch!

Sat, Nov 30, 1:00 PM

Nerdtopia

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Santa Visit in Elizabethtown primary image

Santa Visit in Elizabethtown

Mon, Dec 9, 4:30 PM

The Fancy Unicorn

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Santa at The Heartfelt History Gettysburg Gift Shop! primary image

Santa at The Heartfelt History Gettysburg Gift Shop!

Sat, Dec 7, 12:00 PM

Heartfelt History Gettysburg Gift Shop

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Christmas with Santa in the park primary image

Christmas with Santa in the park

Sat, Dec 14, 10:00 AM

Lititz Springs Park

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Santa arrives at The Vineyard & Brewery at Hershey! primary image

Santa arrives at The Vineyard & Brewery at Hershey!

Sun, Dec 1, 12:00 PM

The Vineyard at Hershey

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