Whidbey Island Events Calendar

Find things to do by checking out our Whidbey Island Events Calendar.

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If you follow us on Instagram, then you know that we love our community here on Whidbey Island and we are always sharing what events are coming up so that people can find things to do. So many people have told me that there’s nothing to do here – until I prove them wrong by showing them just how many exciting events and activities Whidbey Island has for its residents and tourists alike.

Below we will share the current Whidbey Island events calendar and if you want to add something to our list, make sure to send an email to us at [email protected].

Related Post: Things to do on Whidbey Island

Whidbey Island Events Calendar

December 2023

Monday, December 11

Tuesday, December 12

Tuesday Trivia at Wicked Teuton Brewing, Oak Harbor – Wear your favorite ugly sweater – 6 PM

Wednesday, December 13

Pizza Nights Wednesday in the Woods at Seabiscuit Bakery, 5-7 PM, Pre-order whole pizzas, get a la carte slices, salads, sweets, and sips night of. Enjoy live music, fire pits, and more.

Thursday, December 14

Friday, December 15

Oak Harbor Starbucks presents Hot Cocoa with Santa, Santa readse holiday stories, grab photos with Santa, coloring sheets, and hot cocoa. 5 PM. RSVP: 360-279-8327,

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 4-7 PM

Ugly Sweater Party, Thirsty Crab Brewery, Clinton. All day and all ages. $1 off all beer and wine if you wear an ugly sweater or Christmas attire. Competition at 7 PM – best dressed wins gift card.

Whidbey Island Orchestra presents A Merry Little Christmas. Donations encouraged. 7 PM at Trinity Lutheran Church, Freeland

Saturday, December 16

Come get your photo taken with Santa at Petco. All pets and people are welcome with a $10 donation to help local shelters. They will also be handing out dog treats samples. 31179 state route 20, Oak Harbor, from 1-3pm.

Whidbey Secrets playing at Bailey’s Corner Store, Clinton, 6-8 PM

A Very Merry Whidbey Christmas, with a telling of the classic Peter and the Wolf plus 3 sing-along choruses from the Messiah. Special guests include The Shifty Sailors, Django jazz trio, The Hot Club of Troy, Coupeville High School Commons – 2 PM

Santa’s Workshop and Holiday Market at Greenbank Farm, Greenbank. Holiday Market 10 AM – 4PM, Farm Holiday Lights daily through December, Santa’s Workshop 10:30 AM – 12:30 PM and 1:30 PM – 3:30 PM,

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 12-7 PM

Christmas themed Open Mic at Wicked Teuton Brewing, Oak Harbor at 7-10:30 PM

Oak Harbor Main Street Holiday Market, 890 SE Bayshore Drive #2, 11 AM – 4PM

Sunday, December 17

Santa’s Workshop and Holiday Market at Greenbank Farm, Greenbank. Holiday Market 10 AM – 4PM, Farm Holiday Lights daily through December, Santa’s Workshop 10:30 AM – 12:30 PM and 1:30 PM – 3:30 PM, Carolers and Live music – 11 AM – 1 PM

Seabiscuit Bakery and Co.’s Holiday Market in the Woods, Langley, 10 AM – 4 PM,

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 12-7 PM

Oak Harbor Main Street Holiday Market, 890 SE Bayshore Drive #2, 11 AM – 4PM

Whidbey Island Orchestra presents A Merry Little Christmas. Donations encouraged. 3 PM at Island Church, Langley

Monday, December 18

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 4-7 PM

Tuesday, December 19

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 4-7 PM

Wednesday, December 20

Santa and the Rein-Goats, at The Blackberry Moon Farm Soap Studio, 88898 SR-525, Clinton, 2-4 PM

Pizza Nights Wednesday in the Woods at Seabiscuit Bakery, Langley, 5-7 PM, Pre-order whole pizzas, get a la carte slices, salads, sweets, and sips night of. Enjoy live music, fire pits, and more.

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 4-7 PM

Thursday, December 21

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 4-7 PM

The Whidbey Island Fairgrounds and Port of South Whidbey present “Bring the Light – Winter Solstice Gathering” – 4 pm until 8 pm, in and around the Turner Building at the Fairgrounds. “This free community event invites everyone to come together on the longest night of the year to celebrate and bring light to the darkness. Attendees are encouraged to wear illuminated costumes, LEDs, glowsticks, headlamps, and any other light source to add to the festive atmosphere. The evening will feature live music from the community group SOUND MACHINE HONK! BAND, as well as original and creative tunes from Puff n’ Scrubb. Whidbey Ren Faire will bring two real live mermaids for attendees to meet, and Lady Klinkerbell, Krampus of Whidbey Island will be here for you to have your photo taken with her in her lair. Chef in the Black Bandana will provide hot food and attendees are welcome to bring their drums to join in the drum circle. “Bring the Light – Winter Solstice Gathering” is a family-friendly and alcohol-free event, and all are welcome to attend. While a suggested donation of $10 will be accepted at the door, no one will be turned away for a lack of funds.”

Friday, December 22

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 4-7 PM

Sounds of the Season: Live Mariachi at El Cazador, Oak Harbor from 5-8 PM. Seasonal food and drink specials.

Saturday, December 23

Christmas Village at the Blue Fox Drive-In, Oak Harbor. Fresh cut Christmas trees, free pictures with Santa, free hay rides, light displays, photo opportunities, arcade, free coffee and hot chocolate, animals, food, free smores, and more! 12-7 PM

Sunday, December 24

Monday, December 25

Merry Christmas!

Tuesday, December 26

Wednesday, December 27

Thursday, December 28

Friday, December 29

Saturday, December 30

Sunday, December 31

New Year’s Eve Dinner Party at Saltwater Fish House and Oyster Bar, Langley. $145 per person + optional wine pairings. Seatings at 5:30 and 8:30. Each ticket includes pre-meal mingle (apps and bubbles), five course seafood dinner, bar or table dining. To reserve your spot, call 360-221-5474

New Year’s Eve Bash at Wicked Teuton Brewing, Oak Harbor, 8 PM

Recurring Christmas events on Whidbey Island

Hastie Lake Christmas Lights – 2379 Hastie Lake Road, Oak Harbor

Sunday Storytime followed by arts and crafts, Coupeville – Kingfisher Bookstore, Sundays at 10 AM