The holiday magic is back, and {Town} is your go-to destination for family-friendly holiday fun this season! From festive events to spectacular light displays and Santa visits, Macaroni KID {Town} has your ultimate guide to the best local holiday events. Explore our curated list of activities and make your holidays unforgettable.
Must-See Holiday Attraction in Southern Dutchess County
Discover the best holiday attractions and festive experiences that will bring cheer and winter magic all season long:
Holiday Spirit Festival
- Location: 38 Sheafe Rd, Wappingers Falls
Kevin McCurdy's Holiday Spirit Festival is the Hudson Valley's original, one-of-a-kind, family holiday event. Celebrating its 20th anniversary, the Holiday Spirit Festival is like no other event, offering your family a place to make new memories and relive old ones. From it's inception, The Holiday Spirit Festival was designed to take you back to those days of yesteryear, with holiday tunnels and twinkling light displays, while adding a new twist. Enter to win tickets, here.
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Upcoming Holiday and Winter Events in Southern Dutchess County and beyond!
Looking to find holiday events in and around Southern Dutchess County? Want to know where to meet Santa? Stay updated with the best seasonal events happening throughout Southern Dutchess. From tree lightings to Santa visits and holiday craft fairs, there’s something for everyone.
We’ll update this list frequently as more events are announced, so make sure to check back often as well as the events calendar for more!
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November 16
- November Book Sale, Beekman
- Gnome Holiday Ornament Workshop, Beacon
- Turkey Madness, Fishkill
- Lulu Cracks the Case Tea & Storytime, Beacon
- Cat Art Show, Beacon
November 22
November 23
November 26
November 30
December 1
December 6
December 7
- Annual Christmas Fair, Beacon
- Santa Day at RVAC, Wappingers Falls
- Free Photo with Santa, Fishkill
- Pet Photos with Santa, Wappingers Falls
- Light Up Beekman
- Tree Lighting, Wappingers Falls
December 8
- Pancake Breakfast with Santa, Hopewell Junction
- Annual Christmas Fair, Beacon
- Breakfast with Santa, Hopewell
- Santa is Coming! Pawling
December 10
December 12
December 13
December 14
- Annual Santa Run, Wappingers
- East Fishkill Historical Society Annual Holiday Tea, Hopewell Junction
- FurEver Friends Howliday Spectacular
December 15
December 20
December 21
Parent tip: Event details can change! Always confirm event details before heading out.
More Holiday Fun in Southern Dutchess County!
Check out our seasonal lists and articles:
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- Shop Local Holiday Gift Guide + WIN the entire list, $1,000+ value!
- Free Personalized Santa Letter sponsored by River Valley Arts Center!
- Local Experience Gift Ideas in and around Southern Dutchess County sponsored by The Wolf's Den Barbershop!
- Southern Dutchess Holiday Lights Map sponsored by Sensory Stepping Stones!
- Holiday Craft Fairs in and around Southern Dutchess County
- Santa Sightings in and around Southern Dutchess County
Bookmark this page, as we’ll be adding even more Southern Dutchess holiday events and family-friendly activities throughout the season!
Have a holiday or winter event you'd like us to add? Submit the event HERE.
We make every effort to ensure the accuracy of event information. However, we recommend checking with the venue to make sure an event is not changed or canceled. Get a FREE kid-friendly calendar for Southern Dutchess County full of festivals, activities, and events delivered right to your inbox when you sign up at
