Gifts of Connection for Seniors

The Gift of Connection is a partnership program between City of Oak Harbor Parks & Recreation and the Oak Harbor Senior Center Foundation and its purpose is to acknowledge older adults who would like to be remembered during this holiday season. Older adults in need on ......More

The Gift of Connection is a partnership program between City of Oak Harbor Parks & Recreation and the Oak Harbor Senior Center Foundation and its purpose is to acknowledge older adults who would like to be remembered during this holiday season. Older adults in need on North Whidbey are invited to list three items they would like to receive this holiday season. Then, generous community members shop for the desired items, wrap them, and deliver them back to The Center in Oak Harbor for distribution.   The wish list can be viewed by visiting https://signup.com/go/QQybFzz and more information about the program can be found on ours and the foundations websites https://oakharbor.gov/378/Gifts-of-Connection / https://www.ohscfoundation.org/programs-services

The Center in Oak Harbor | 51 SE Jerome St.

Extravaganza: The Playhouse Christmas Spectacular

Step into the magic of the season with Extravaganza: The Playhouse Christmas Spectacular! This dazzling holiday revue brings together the best of Christmas music, laughter, and heartwarming moments in one unforgettable show. Filled with festive performances that capture......More

Step into the magic of the season with Extravaganza: The Playhouse Christmas Spectacular! This dazzling holiday revue brings together the best of Christmas music, laughter, and heartwarming moments in one unforgettable show. Filled with festive performances that capture the joy and wonder of the holidays, this production is a celebration for audiences of all ages. Celebrate the season with Whidbey Playhouse—where every sparkle, song, and story shines bright with Christmas cheer!

The Whidbey Playhouse 730 SE Midway Blvd. Oak Harbor, WA

Festive Holiday Art Workshop for kids (AGES 6-10)

Holiday magic is in the making for children ages 6-10 Give your child a warm, joy-filled start to the season in our Holiday Art Workshop with the always-amazing Teacher Rachel Joseph! Over two creative mornings, kids will dive into festive, hands-on projects that......More

Holiday magic is in the making for children ages 6-10 Give your child a warm, joy-filled start to the season in our Holiday Art Workshop with the always-amazing Teacher Rachel Joseph! Over two creative mornings, kids will dive into festive, hands-on projects that spark imagination and celebrate the spirit of giving: Craft adorable fabric dolls & puppets with yarn, textiles, and recycled materials Paint & decorate a Scandinavian-inspired Christmas horse Create personalized holiday décor to treasure or gift Transform recycled paper into beautiful handmade ornaments This workshop blends creativity and guidance—kids get structure and the freedom to explore, design, and make meaningful artwork that’s uniquely theirs. Spots are limited! Sign up today and let your child step into the wonder of the season.  Sign up on our website at www.wilasc.com or a direct link at www.hisawyer.com/whidbey-island-language-art-and-stem-center/schedules/activity-set/1684803

Sylvan Learning Center 380 SE Pioneer Way, Suite 101 Oak Harbor, WA 98277

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Food Drive For The Holidays: Oak Harbor Main Street Association

Holiday Market

Discover one-of-a-kind treasures, festive handmade creations, and high-quality gifts from talented local vendors. From unique holiday décor to thoughtful presents you won’t find anywhere else, it’s the perfect place to kick off your holiday shopping and support our crea......More

Discover one-of-a-kind treasures, festive handmade creations, and high-quality gifts from talented local vendors. From unique holiday décor to thoughtful presents you won’t find anywhere else, it’s the perfect place to kick off your holiday shopping and support our creative community! Baked goods and lunch available for purchase.

The Center in Oak Harbor 51 SE Jerome St, Oak Harbor 98277

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Open Swim-John Vanderzicht Memorial Pool

Come and join us for open swim!

Oak Harbor Community Pool

Santa Parade & Tree Lighting

Celebrate the magic of the season in downtown Oak Harbor! The festivities begin at 4:00 PM with Cookies & Cocoa at The Collective — generously sponsored by Haggen and Whidbey Coffee. Enjoy live carolers strolling along Pioneer Way while the Lighted Boat Parade sparkles......More

Celebrate the magic of the season in downtown Oak Harbor! The festivities begin at 4:00 PM with Cookies & Cocoa at The Collective — generously sponsored by Haggen and Whidbey Coffee. Enjoy live carolers strolling along Pioneer Way while the Lighted Boat Parade sparkles across the bay from 4:00–4:30 PM. Then, gather for the Home for the Holidays Santa Parade, proudly supported by parade sponsor Edward Jones – Eric Schelling. Starting at 4:30 PM, the parade travels along SE Pioneer Way from SE Ely Street to SE Midway Boulevard, filling downtown with twinkling lights, festive floats, and holiday joy. As the Title Sponsor of Home for the Holidays, Puget Sound Energy helps make this entire day of celebration possible — from the parade to the tree lighting, Santa visit, and more. We also want to recognize Whidbey Weekly for their generous media support and partnership as a Home for the Holidays sponsor. After the parade, stay for the Christmas Tree Lighting Ceremony, sponsored by Astound, and enjoy a special visit from Santa himself, who will be ready to hear children’s holiday wishes. ✨ Want to share your festive spirit? Participation in the parade is completely free — sign up below and help make this year’s celebration shine even brighter! For questions or more information, please contact Cheryl Grehan at [email protected] or call 360.279.8995. Come for the cookies, stay for the lights, and make memories to last all season long! 🎁

Downtown Oak Harbor. Pioneer Way Tree Lighting at Dock & Pioneer Way

Carols By Candlelight

Featuring Bells of Whidbey, “A Night of Wonder” is a magical evening of music and community spirit benefiting our local food banks — Gifts from the Heart and North Whidbey Help House. Join us in spreading joy while supporting neighbors in need. ......More

Featuring Bells of Whidbey, “A Night of Wonder” is a magical evening of music and community spirit benefiting our local food banks — Gifts from the Heart and North Whidbey Help House. Join us in spreading joy while supporting neighbors in need.    

St. Stephen Episcopal Church | 555 SE Regatta Dr. Oak Harbor WA

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Open Swim-John Vanderzicht Memorial Pool

Come and join us for open swim!

Oak Harbor Community Pool

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Wicked Run Club

Join Wicked Runners at Wicked Teuton @ 6 p.m. Mondays. Runners start at Wicked Teuton and the routes are out and back.

1341 SW Barlow Street, Oak Harbor

Kristo's Karaoke

Join us at Wicked Teuton for Kristo's Karaoke - Fun for the whole family!

Wicked Teuton 1341 SW Barlow St Oak Harbor

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Quiz Nite | Wicked Teuton

Join in an evening of fun, laughter, and brain teasers with your host Quiz Nite (@quiz_nite) Bring your friends, grab a beer, and get ready to put your knowledge to the test.

Wicked Teuton 1341 SW Barlow St Oak Harbor

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Kristo's Karaoke

Join us at Wicked Teuton for Kristo's Karaoke - Fun for the whole family!

Wicked Teuton 1341 SW Barlow St Oak Harbor

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Business Builder "Build a Kick-ass Business Plan"

Join us on the Second Thursday of each month as we join Steve McCaslin for a seminar on business and leadership development. Discover the specifics of how to build a business plan that kicks ass and that you will use. 

Oak Harbor Chamber of Commerce 32630 SR 20 Oak Harbor, WA 98277

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

A Very Merry Whidbey Christmas with Saratoga Orchestra

Join Whidbey's professional orchestra for an afternoon of family friendly fun. 1pm-2pm - Instrument Petting Zoo for kids of all ages. Come try out your favorite instrument! 2:30pm - 4pm - A telling of the ever popular story of "Peter and the Wolf" followed Christmas tun......More

Join Whidbey's professional orchestra for an afternoon of family friendly fun. 1pm-2pm - Instrument Petting Zoo for kids of all ages. Come try out your favorite instrument! 2:30pm - 4pm - A telling of the ever popular story of "Peter and the Wolf" followed Christmas tunes to get you in the Holiday spirit.

Coupeville High School Commons 501 S. Main Street

Open Swim-John Vanderzicht Memorial Pool

Come and join us for open swim!

Oak Harbor Community Pool

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor

Open Swim-John Vanderzicht Memorial Pool

Come and join us for open swim!

Oak Harbor Community Pool

Green Ticket Cash Giveaway

November 1 - December 19 Earn a green ticket for every $20 purchase at participating merchants and be entered to win up to $3000 dollars in cash prizes. 

Historic Downtown Oak Harbor