❄️ Winter in Moore County

Written By Kiley Stromberg

A Season of Magic, Memories & Community

There’s something extra special about winter in Moore County — the twinkling lights downtown, the sound of carolers in the distance, and that first sip of cocoa while the kids run off to see Santa. Whether you’re here for the holidays or a local soaking in every small-town moment, the season is full of events, traditions, and cozy gatherings that make life in the Sandhills feel truly magical.

From tree lightings and Christmas markets to holiday concerts, craft fairs, and carriage rides, there’s something happening nearly every weekend — and we’ve gathered all the best of it here for you.

Quick links to seasonal highlights

From garden strolls and cider houses to cozy photo sessions at local farms, Santa’s making plenty of stops this year! Link coming soon!

Full Seasonal Calendar

See what’s happening all winter long — from parades and plays to cookie workshops and carriage rides.

Featured
Family Winter Ball
Nov 16

The evening will include dinner, dancing, a hot chocolate bar, Santa’s grotto with a visit from Santa himself of course, winter crafts, and special guests; Elsa, Ana, Prince Charming, Cinderella & some winter fairies!

‘Letters to Santa’ drop-off begins @ Aberdeen Lake Park
Nov 17

THIS WEEK: Send your letter to Santa by dropping it off at the Aberdeen Parks and Recreation Office! Be sure to turn in your letter by December 1st so Santa has time to reply!

Wintersville @ Discovery Place Rockingham
Nov 18

Experience the chill and charm of Wintersville at Discovery Place Kids–Rockingham! From November 18 through December 29, families are invited to explore a magical winter wonderland packed with hands-on fun and seasonal adventures.

Opening day- ‘Festival of Trees’ by Sandhills Children’s Center @ Pinehurst Resort
Nov 19

Celebrate the 29th Annual Festival of Trees in support of Sandhills Children’s Center! This beloved holiday tradition offers something for everyone, featuring a dazzling display of decorated trees, wreaths, and festive greenery.

Opening day- ‘Festival of Trees’ by Sandhills Children’s Center @ Pinehurst Resort
Nov 20

Celebrate the 29th Annual Festival of Trees in support of Sandhills Children’s Center! This beloved holiday tradition offers something for everyone, featuring a dazzling display of decorated trees, wreaths, and festive greenery.

Opening day- ‘Festival of Trees’ by Sandhills Children’s Center @ Pinehurst Resort
Nov 21

Celebrate the 29th Annual Festival of Trees in support of Sandhills Children’s Center! This beloved holiday tradition offers something for everyone, featuring a dazzling display of decorated trees, wreaths, and festive greenery.

Pies & Plants
Nov 21
First Health Pinehurst Presents the Annual “Turkey Trot & Little Gobbler” Fun Runs
Nov 22
Opening day- ‘Festival of Trees’ by Sandhills Children’s Center @ Pinehurst Resort
Nov 22

Celebrate the 29th Annual Festival of Trees in support of Sandhills Children’s Center! This beloved holiday tradition offers something for everyone, featuring a dazzling display of decorated trees, wreaths, and festive greenery.

‘Letters to Santa’ drop-off @ Aberdeen Lake Park
Nov 24

LAST WEEK: Send your letter to Santa by dropping it off at the Aberdeen Parks and Recreation Office! Be sure to turn in your letter by December 1st so Santa has time to reply!

Blessing of the Hounds
Nov 27
Christmas Carousel Holiday Gift Market
Nov 28

The 38th Annual Christmas Carousel Holiday Gift Market returns to Raleigh Thanksgiving Weekend! Over 200 exhibitors showcasing arts, crafts, holiday foods, gifts, floral, holiday and home decor! Santa will be there all three days! Bring your children for pictures with Santa! Admission is good for all three days with a Return Pass!

Opening Day @ Doby Christmas Tree Farm
Nov 28

Opening Day @ Doby Christmas Tree Farm!

Festive in Flight: Pinehurst Resorts Annual Holiday Drone Celebration
Nov 28

Come experience the spirit of the holidays in the heart of Pinehurst—where tradition meets high-flying technology in a breathtaking seasonal showcase!

Santa in the Gardens
Nov 30
Wreath Making Workshop at the Garden Center by AOS
Nov 30

Our Holiday Wreath Workshop is back! 🎄

We’re making spirits bright… and doors beautiful! 🎅🏼

Join us for the Holiday Wreath Workshop on Sunday, November 30, 2–4 PM.

🎟️Space is limited, register now!

🔗https://www.eventcreate.com/e/holiday-wreath-making-works

A Village Christmas - Open House
Dec 5
Cocoa Patrol with Sanford Police Department
Dec 6
Sensory Santa with Moore County Public Safety
Dec 6

🎅Save the Date🎅 5th Annual Sensory Santa is back from the North Pole

Sensory Santa is coming to town. Family registration will open November 1st, vendor registration is open now.

Weymouth Wonderland
Dec 6
Scandinavian Christmas Fair
Dec 6

The Scandinavian Christmas Fair in Raleigh is an authentic celebration of the traditions of Sweden, Norway, Denmark, Finland and Iceland! The fair features homemade Scandinavian food, an array of quality vendors that offer Nordic imports and crafts, live onstage entertainment all day, and a heartwarming traditional Lucia procession!

December 6th Swap and Snap with Santa
Dec 6

It’s a classic gift swap — bring a small gift for our Dirty Santa exchange (nothing fancy, just fun!). Santa Max will be on-site for beautiful holiday photos and festive memories. Drop off the kiddos (ages 2.5–10 years) for two hours of holiday fun — crafts, games, giggles, and all the Christmas cheer! Space is limited, so save your spot early! 3 hours @ $20.00

Carolina Cookie Exchange
Dec 7

The tradition continues with a night of Holiday Celebration. Guests will have the opportunity to make their own keepsakes such as candle making or a jewelry dish with local MoCo artisans.

Christmas @ Kalawi
Dec 12

Christmas at Kalawi Farm 2025

December 13th Holiday Dough & Pajamas
Dec 13

Holiday Cookie Painting (in Your Pajamas!) Drop off the kiddos (ages 2.5–10 years) for two hours of holiday fun — cookie painting, festive tunes, and cozy pajama vibes all around! Yes, there will be food in the space. We’ve slightly increased the rate to help offset cookie and supply costs for this extra-sweet event.

Workshop Night @ High Octane: Holiday Wreath
Dec 19
Mini North Pole @ The NAV
Dec 19

Experience the enchanting Mini North Pole at the NAV, where a festive atmosphere awaits. Delight in the twinkling Christmas lights, indulge in s'mores, and enjoy family-friendly games. Immerse yourself in the joy of the season with an event that will entertain all ages. Make unforgettable memories at this magical holiday event!

Handcrafted Holiday Market
Dec 20
 
Kiley Stromberg https://kileyloesch.com
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🚂✨ All Aboard the Magical Christmas Train