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Winter holiday events in Cumberland, MD

Sip and Craft: Holiday Jewelry Art Frame
Thu, Dec 11, 6:00 PM
Strasburg · Blue Wing Frog
Sip and Craft: Holiday Jewelry Art Frame
Thu, Dec 11, 6:00 PM
Strasburg · Blue Wing Frog
Norwin Littles Holiday Party: Winter Wonderland Playdate
Sat, Dec 20, 2:00 PM
Irwin · 100 Billott Ave
Norwin Littles Holiday Party: Winter Wonderland Playdate
Sat, Dec 20, 2:00 PM
Irwin · 100 Billott Ave
Christmas Ornament Terrarium Workshop
Sat, Dec 6, 6:00 PM
Mount Pleasant · 701 W Main St
Christmas Ornament Terrarium Workshop
Sat, Dec 6, 6:00 PM
Mount Pleasant · 701 W Main St
Nearly full
2025 Holiday Workshops - Wreath Making at Blandy!
Sat, Dec 6, 9:30 AM + 5 more
Boyce · Blandy Experimental Farm/State Arboretum of Virginia
Nearly full
2025 Holiday Workshops - Wreath Making at Blandy!
Sat, Dec 6, 9:30 AM + 5 more
Boyce · Blandy Experimental Farm/State Arboretum of Virginia
Countdown Cocktails: 3-2-1 Cheers! – Wine Cocktail Mixing Class
Sat, Dec 27, 2:00 PM
Champion · SanaView Farms
Countdown Cocktails: 3-2-1 Cheers! – Wine Cocktail Mixing Class
Sat, Dec 27, 2:00 PM
Champion · SanaView Farms
Winter Botanical Art Intensive
Sat, Jan 24, 10:00 AM
Boyce · Blandy Experimental Farm
Winter Botanical Art Intensive
Sat, Jan 24, 10:00 AM
Boyce · Blandy Experimental Farm
Four Seasons Books Annual Book Club Yuletide Exchange
Sat, Dec 13, 7:00 PM
Shepherdstown · Four Seasons Books
Four Seasons Books Annual Book Club Yuletide Exchange
Sat, Dec 13, 7:00 PM
Shepherdstown · Four Seasons Books
Santa's Slay Ball
Fri, Dec 19, 6:00 PM + 1 more
Altoona · Jaffa Shrine
Santa's Slay Ball
Fri, Dec 19, 6:00 PM + 1 more
Altoona · Jaffa Shrine
New Year's Eve in Tuscany
Wed, Dec 31, 4:00 PM
Middletown · Backroom Brewery
New Year's Eve in Tuscany
Wed, Dec 31, 4:00 PM
Middletown · Backroom Brewery
Breakfast with Santa
Sun, Dec 21, 9:30 AM
Stahlstown · Oak Lodge
Breakfast with Santa
Sun, Dec 21, 9:30 AM
Stahlstown · Oak Lodge
Obsidian Hearts: Holiday Edition
Sat, Dec 6, 6:00 PM
Shepherdstown · Four Seasons Books
Obsidian Hearts: Holiday Edition
Sat, Dec 6, 6:00 PM
Shepherdstown · Four Seasons Books
The Grinch Pop-Up Bar
Fri, Dec 12, 5:30 PM + 1 more
Ligonier · 221 W Main St
The Grinch Pop-Up Bar
Fri, Dec 12, 5:30 PM + 1 more
Ligonier · 221 W Main St
Sales end soon
Toast to the Trees
Fri, Dec 5, 6:30 PM
Ligonier · Ligonier Town Hall
Sales end soon
Toast to the Trees
Fri, Dec 5, 6:30 PM
Ligonier · Ligonier Town Hall
Nearly full
2025 Christmas in Williamsport Carriage Rides
Sun, Dec 7, 6:30 PM + 34 more
Williamsport · 15 N Artizan St
Nearly full
2025 Christmas in Williamsport Carriage Rides
Sun, Dec 7, 6:30 PM + 34 more
Williamsport · 15 N Artizan St
Cookies & Cocoa with Santa
Fri, Dec 12, 6:00 PM
Morgantown · The Onyx Room
Cookies & Cocoa with Santa
Fri, Dec 12, 6:00 PM
Morgantown · The Onyx Room
Sip and Paint - Holiday Highland Cow
Thu, Dec 18, 6:00 PM
White Post · Twisted Oak Farm Brewery
Sip and Paint - Holiday Highland Cow
Thu, Dec 18, 6:00 PM
White Post · Twisted Oak Farm Brewery
Nearly full
Faith, Love and Laughter Fundraising Concert - Christmas Edition
Sat, Dec 6, 4:30 PM
Stephens City · Valley Bible Church
Nearly full
Faith, Love and Laughter Fundraising Concert - Christmas Edition
Sat, Dec 6, 4:30 PM
Stephens City · Valley Bible Church
Nearly full
Holiday Cookie Decorating
Saturday at 1:00 PM
Thurmont · Mountain Memories at ThorpeWood
Nearly full
Holiday Cookie Decorating
Saturday at 1:00 PM
Thurmont · Mountain Memories at ThorpeWood
A Unicorn Christmas Class with Santa, his reindeer, Anna & Intro to Riding
Sat, Dec 20, 10:00 AM
Strasburg · 502 Indian Rock Rd
A Unicorn Christmas Class with Santa, his reindeer, Anna & Intro to Riding
Sat, Dec 20, 10:00 AM
Strasburg · 502 Indian Rock Rd
Williamsport Christkindlmarkt 2025
Sat, Dec 6, 10:00 AM + 1 more
Williamsport · Kelly Moore Sheds & Marketplace
Williamsport Christkindlmarkt 2025
Sat, Dec 6, 10:00 AM + 1 more
Williamsport · Kelly Moore Sheds & Marketplace

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