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

Santa events in Pittsfield, MA

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Photos with Santa Event
Sunday at 12:00 PM
29 S Main St
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Photos with Santa Event
Sunday at 12:00 PM
29 S Main St
Strangehouse Presents: Seasons Shimmies! A Holiday Burlesque & Cabaret Show
Sat, Dec 21, 10:00 PM
Colony
Strangehouse Presents: Seasons Shimmies! A Holiday Burlesque & Cabaret Show
Sat, Dec 21, 10:00 PM
Colony
Sensory-Friendly Christmas Service
Sat, Dec 21, 4:00 PM
Bethlehem Lutheran Church
Sensory-Friendly Christmas Service
Sat, Dec 21, 4:00 PM
Bethlehem Lutheran Church
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Brunch with Santa Claus at the Storyteller!
Sunday at 11:00 AM
Inn at Bellefield / Hyde Park
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Brunch with Santa Claus at the Storyteller!
Sunday at 11:00 AM
Inn at Bellefield / Hyde Park
Just added
Thrifting the Nite Away with Free pictures with Santa while shopping
Fri, Dec 20, 4:00 PM
Something at Aileen's Consignments
Just added
Thrifting the Nite Away with Free pictures with Santa while shopping
Fri, Dec 20, 4:00 PM
Something at Aileen's Consignments
Storytime with Santa @ Kilwins West Hartford (Blue Back Square)
Sun, Dec 22, 2:00 PM
38 Isham Road, West Hartford, CT, USA
Storytime with Santa @ Kilwins West Hartford (Blue Back Square)
Sun, Dec 22, 2:00 PM
38 Isham Road, West Hartford, CT, USA
Going fast
Bad Santa Con
Saturday at 12:00 PM
Bad Seed Cider Co.
Going fast
Bad Santa Con
Saturday at 12:00 PM
Bad Seed Cider Co.
Tea with Santa
Saturday at 10:30 AM
The Inn at Saratoga
Tea with Santa
Saturday at 10:30 AM
The Inn at Saratoga
Blue Christmas
Sat, Dec 21, 4:00 PM
Bethlehem Lutheran Church
Blue Christmas
Sat, Dec 21, 4:00 PM
Bethlehem Lutheran Church
Twin Leaf Farms Pancake Breakfast
Sat, Dec 21, 8:00 AM + 3 more
99 Hyspot Rd
Twin Leaf Farms Pancake Breakfast
Sat, Dec 21, 8:00 AM + 3 more
99 Hyspot Rd
Going fast
Gettings Home Team Friends and Family Event
Sunday at 11:00 AM
Indulgence Bakery
Going fast
Gettings Home Team Friends and Family Event
Sunday at 11:00 AM
Indulgence Bakery
Almost full
Breakfast with Santa and Stew’s Costumed Characters
Sunday at 10:30 AM
Stew Leonard's of Newington
Almost full
Breakfast with Santa and Stew’s Costumed Characters
Sunday at 10:30 AM
Stew Leonard's of Newington
New Year's Eve at Deer Mountain Inn: "Woodlands Masquerade"
Tue, Dec 31, 9:00 PM
Deer Mountain Inn
New Year's Eve at Deer Mountain Inn: "Woodlands Masquerade"
Tue, Dec 31, 9:00 PM
Deer Mountain Inn
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Meet & Greet with Santa!
Saturday at 11:00 AM + 1 more
Kent Countryside Nursery & Landscaping
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Meet & Greet with Santa!
Saturday at 11:00 AM + 1 more
Kent Countryside Nursery & Landscaping
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Christmas on a New England Whaler
Saturday at 1:00 PM
Stanley-Whitman House
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Christmas on a New England Whaler
Saturday at 1:00 PM
Stanley-Whitman House
BREAKFAST WITH SANTA at THE AQUA TURF
Sun, Dec 22, 10:00 AM
Aqua Turf Club
BREAKFAST WITH SANTA at THE AQUA TURF
Sun, Dec 22, 10:00 AM
Aqua Turf Club
Good Santa vs. Bad Santa Teen Party
Fri, Dec 20, 7:00 PM
The Party Room
Good Santa vs. Bad Santa Teen Party
Fri, Dec 20, 7:00 PM
The Party Room
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A Walk Through Bethlehem
Sunday at 1:30 PM
Resurrection Lutheran Church
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A Walk Through Bethlehem
Sunday at 1:30 PM
Resurrection Lutheran Church
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Flumie Workshop with Simon Morris
Sunday at 2:00 PM
33 Rock City Rd
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Flumie Workshop with Simon Morris
Sunday at 2:00 PM
33 Rock City Rd
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Santa's Little Workshop
Saturday at 10:00 AM + 3 more
Little Things Farm
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Santa's Little Workshop
Saturday at 10:00 AM + 3 more
Little Things Farm

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