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Holiday Fun on Whidbey Island: Your 2025 Family Guide

Santa sightings, craft fairs, seasonal attractions, and more!

By Courtnie Deckwa November 20, 2025

The holiday season on Whidbey Island (and Anacortes, too!) is pure magic — twinkling lights, cozy cocoa, and family traditions that make memories to last all year. Macaroni KID Whidbey Island is your go-to guide for everything merry and bright — from festive events and dazzling light displays to Santa visits and local holiday fun. Explore our list below and make this a season your family will never forget.

Bookmark this guide and check back often — we’ll keep adding new events and activities all season long!


Tim Mossholder | Canva


❄️ Winter Wonderland is back, and it’s bigger & better than EVER ❄️

Mark your calendars for FREE Family Fun at the Children's Museum of Skagit County, Dec 5th-7th at Burlington Plaza (432 Fashion Way, Burlington, WA).



Join the Facebook event for updates & reminders: https://www.facebook.com/events/1218347965919652


❄️ Highlights include ❄️

SNOW fun: sledding, snowshoeing, live reindeer 🦌 and sled dogs 🐶

Festive crafts, snow science, & snowboarding simulations 🏂

Live performances, local vendors, & food trucks 🍔

Meet Santa, Elsa, Anna, and Spider-Man! 📸

Polar Plunge high slide & more surprises! 🎉


Parents can confirm that this is the holiday event you won’t want to miss! We’ll be having ❄️ SNOW MUCH FUN! See you there! 🥳

For the most updated information, please check the website: https://www.skagitchildrensmuseum.net/events/winter-wonderland-2/



Good Boy Farms Christmas Tree Farm is a beloved family-owned and operated tradition in Oak Harbor, opening each year the day after Thanksgiving! Families can choose from fresh pre-cut trees or grab a hand saw and enjoy the classic U-cut experience. Cozy up by the fire pit with free hot cider, or treat yourself to a s’mores kit to roast on the spot. Their charming merch shop is stocked with fresh handmade wreaths, garland, centerpieces, ornaments, home décor, gift items, and clothing—perfect for holiday gifting. And don’t miss the iconic big red sleigh, a farm favorite for over four decades! Enjoy Christmas Caroling on Saturday, December 6 at 10am, plus delicious visits from local vendors: Gumbo Guy food truck on November 29 and December 6, and Sons of Neptune Espresso on November 30, December 4–5, 7, and 13–14. Make Good Boy Farms part of your holiday tradition!

Plan you visit here:

www.goodboyfarms.com





Must-See Holiday Attractions on Whidbey Island

Discover the best holiday attractions and light displays that make Whidbey shine this season.

Hastie Lake Christmas House

Location: End of Hastie Lake rd - West Beach 

Highlights: Best holiday light display in Oak Harbor, with walkable paths, Santa and Grinch visits, reindeer, and photo opps. We LOVE Hastie Lake house, perfect holiday tradition. 

"We're just one family with a big Christmas Light problem! We spend all year planning and many weeks setting up but we love every second of it!We created this space for you to ask questions, get directions, share information about the display and (PLEASE) share your stories, memories and pictures here.

We are located on both sides of the street at 2379 Hastie Lake Rd

We absolutely LOVE hearing stories and seeing pictures from people’s visits to see our lights. Please feel free to share either on our page or by using #Hastielakechristmashouse"

THANK YOU HASTIE LAKE CHRISTMAS HOUSE - THIS YEAR IS INSANE!!!!! - MKWI


 Raven GS | Canva

Upcoming Holiday Events on Whidbey Island

Looking for parades, tree lightings, Santa photo ops, and holiday markets? We’ve got you covered! These family-friendly holiday events are the perfect way to celebrate the season.

Thursday, November 27th, 2025 (Thanksgiving 🧡)

Friday, November 28th, 2025

Saturday, November 29th, 2025

Sunday, November 30th, 2025

Thursday, December 4th, 2025

Friday, December 5th, 2025

Saturday, December 6th, 2025

Sunday, December 7th, 2025

Tuesday, December 9th, 2025

Wednesday, December 10th, 2025

Thursday, December 11th, 2025

Friday, December 12th, 2025

Saturday, December 13th, 2025

Sunday, December 14th, 2025

Thursday, December 18th, 2025

Friday, December 19th, 2025

Saturday, December 20th, 2025

Sunday, December 21st, 2025 (Happy Solstice! ❄️)

Wednesday, December 24th, 2025 💚 (Christmas Eve)

Saturday, December 27th, 2025

Monday, December 29th, 2025

Wednesday, December 31st, 2025 (New Years Eve!)

We do our best to verify event details, but always double-check before heading out as organizers may change plans without notifying us.


Jill Wellington | Canva


Share the Holiday Spirit

Hosting a family-friendly holiday event on Whidbey or beyond? Submit it to our calendar so we can share it with local families!

Never miss local events, giveaways, or guides — subscribe to Macaroni KID Whidbey Island (it’s free!).

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