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Make it an unforgettable NYE —

to find events near you. 🪩 ✨

Holiday events in Shady Side, MD

Search for something you love or check out popular events in your area.

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Ugly Sweater Day & Contest
Friday at 12:00 PM
Baltimore · Christmas Village in Baltimore
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Ugly Sweater Day & Contest
Friday at 12:00 PM
Baltimore · Christmas Village in Baltimore
Almost full
12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience
Saturday at 7:00 PM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Almost full
12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience
Saturday at 7:00 PM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Sales end soon
Christmas on the Square
Saturday at 5:00 PM
Baltimore · 1500 W Lombard St
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Christmas on the Square
Saturday at 5:00 PM
Baltimore · 1500 W Lombard St
Christmas Village in Baltimore
Today at 12:00 PM + 8 more
Baltimore · 501 Light St
Christmas Village in Baltimore
Today at 12:00 PM + 8 more
Baltimore · 501 Light St
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Holly Jolly Shopping Event Series with Santa!
Saturday at 12:00 PM
Chevy Chase · The Shops at Wisconsin Place, Western Avenue Northwest, Chevy Chase, MD, USA
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Holly Jolly Shopping Event Series with Santa!
Saturday at 12:00 PM
Chevy Chase · The Shops at Wisconsin Place, Western Avenue Northwest, Chevy Chase, MD, USA
Sales end soon
Winter Solstice Artist's and Maker's Market 2025
Saturday at 1:00 PM
Baltimore · Peabody Heights Brewery
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Winter Solstice Artist's and Maker's Market 2025
Saturday at 1:00 PM
Baltimore · Peabody Heights Brewery
Sales end soon
Holiday Sing-a-Long & Wine Tasting
Saturday at 1:00 PM
Baltimore · Chesapeake Wine Company
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Holiday Sing-a-Long & Wine Tasting
Saturday at 1:00 PM
Baltimore · Chesapeake Wine Company
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Hampden Holiday Market ; Winter Solstice Edition
Saturday at 11:00 AM
Baltimore · St. Luke's Church on the Avenue
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Hampden Holiday Market ; Winter Solstice Edition
Saturday at 11:00 AM
Baltimore · St. Luke's Church on the Avenue
Noon Years Eve
Wed, Dec 31, 11:00 AM
Falls Church · 201 W Falls Station Blvd
Noon Years Eve
Wed, Dec 31, 11:00 AM
Falls Church · 201 W Falls Station Blvd
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Holidays on Harford
Saturday at 4:00 PM + 1 more
Baltimore · 4500 Harford Rd
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Holidays on Harford
Saturday at 4:00 PM + 1 more
Baltimore · 4500 Harford Rd
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Santa, Mrs. Claus, and the Grinch Host Kids and Family Festival
Sunday at 12:00 PM
Mclean · Shipgarten
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Santa, Mrs. Claus, and the Grinch Host Kids and Family Festival
Sunday at 12:00 PM
Mclean · Shipgarten
Christmas Affair
Wed, Dec 24, 9:00 PM
Salisbury · 416 N Fruitland Blvd
Christmas Affair
Wed, Dec 24, 9:00 PM
Salisbury · 416 N Fruitland Blvd
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Winter Holiday Market at the Pikesville Armory
Friday at 4:00 PM + 1 more
Pikesville · 640 Reisterstown Rd
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Winter Holiday Market at the Pikesville Armory
Friday at 4:00 PM + 1 more
Pikesville · 640 Reisterstown Rd
2nd Annual North Pole-tomac Winter Fest
Saturday at 10:00 AM
Rockville · Celebree School of North Potomac
2nd Annual North Pole-tomac Winter Fest
Saturday at 10:00 AM
Rockville · Celebree School of North Potomac
2026 Independence Day the Hillsboro Way! Needs YOUR Support
Sun, Jun 28, 3:00 PM
Hillsboro · Hillsboro Old Stone School
2026 Independence Day the Hillsboro Way! Needs YOUR Support
Sun, Jun 28, 3:00 PM
Hillsboro · Hillsboro Old Stone School
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Boost Mobile Christmas Event
Saturday at 11:00 AM
Manassas · 10346 Festival Ln
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Boost Mobile Christmas Event
Saturday at 11:00 AM
Manassas · 10346 Festival Ln
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Holiday Market at Club Pilates
Saturday at 1:30 PM
Frederick · 4959 Westview Dr
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Holiday Market at Club Pilates
Saturday at 1:30 PM
Frederick · 4959 Westview Dr
Frederick Valentine’s Craft & Vendor Market
Fri, Feb 6, 11:00 AM
Frederick · Francis Scott Key Mall
Frederick Valentine’s Craft & Vendor Market
Fri, Feb 6, 11:00 AM
Frederick · Francis Scott Key Mall
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Reserved Private Photo Sessions with Santa at Delaware Park
Friday at 4:00 PM + 1 more
Wilmington · Delaware Park Casino
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Reserved Private Photo Sessions with Santa at Delaware Park
Friday at 4:00 PM + 1 more
Wilmington · Delaware Park Casino
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Last Minute Market
Sunday at 1:00 PM
Frederick · ATTABOY BARREL HOUSE
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Last Minute Market
Sunday at 1:00 PM
Frederick · ATTABOY BARREL HOUSE

Trends in Shady Side

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Frequently asked questions about Shady Side

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience

Christmas on the Square

Holly Jolly Shopping Event Series with Santa!

Winter Solstice Artist's and Maker's Market 2025

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

wig install classes

visit annapolis

Which festival events are coming up?

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

Christmas Village in Baltimore

Ugly Sweater Day & Contest

Winter Holiday Market at the Pikesville Armory

Reserved Private Photo Sessions with Santa at Delaware Park