Fall Events and Halloween on Whidbey Island 2025

Let Fall Events and Halloween Begin for 2025

To add your event, please email text and photo to info@whidbeylocal.com

OAK HARBOR

OCTOBER 31ST 4-6PM

Join us for a fang-tastic evening of Halloween fun! Dress up in your favorite costume, hop from trunk to trunk, and enjoy a safe, exciting way to celebrate the season.

Want to volunteer your trunk? Call the office to sign up and help make this event a success!

Victory Terrace Parking LotBe sure to use #WhidbeyIslandTrunkOrTreat to share photos from the event! You can comment them below with the hashtag

or send them via direct message to be featured on our page!*Current residents only. Minors must be accompanied by a parent or guardian.

OCTOBER 24-26, + 31ST, 2025

Whidbey Farm & Market Haunted Maze: Enter if you dare…

October 24, 25 & 26 from 6:00-10:00pm and October 31 from 6:00 -11:00pm

Shadows shift, whispers echo, and every corner hides a chilling secret. This year’s maze will twist your senses and test your courage like never before. Are you ready to face what lurks within?

This is not your ordinary maze.

• Best suited for brave wanderers and thrill-seekers ages 13+

• Not recommended for children under 12.

• Bring a flashlight… and maybe a friend. Or two.

Tickets: $20
For additional details and to Purchase Tickets Click HERE

OCTOBER 31ST, 2025

No Tricks Safe Treats

Save the date for the 2025 No Tricks Safe Treats event in Historic Downtown Oak Harbor!

If you’d like to be a sponsor contact director@oakharbormainstreet.com. If you’d like to be a participant contact ameina18@gmail.com

OCTOBER 31, 2025

SKARAOKE at Lava Louie’s! 
This Halloween, the mic is yours—if you dare… Costume contest + prizes
 Spooky cocktails & creepy eats
 Scary-good karaoke and your favorite dance music all night! Friday, October 31st|  9:00pm |  Lava Louie’s

Masquerade Bowl - Halloween Night - Friday, Oct 31st - 6pm to 11pm -

Come in Costume or Come in Mask - Bowl or hang in our bar or arcade.

Red Head Pin Prizes - Costume Contest -

Reserve an open bowling lane here https://secure.meriq.com/oakbowl/

COUPEVILLE

OCTOBER 18TH, 2025

Walk, Eat, Drink, Shop. Street Dance, Costume Contest, Discounts and More.

$15 per ticket which includes a tote bag, a drawing to win a night at the Captain Whidbey Inn and a special pin for the first 100 entries.

Call the Coupeville Chamber 360-678-5434 or email info@coupevillechamber.com to get your ticket to the Witches Walk from the Wharf. It will be wickedly fun.

OCTOBER 19TH, 2025

Come join us for a fun family event. “Paint Your Pumpkin” at Beaver Tales Coffee on the Wharf in Coupeville.
$25.00/family - cider, hot chocolate, coffee and yummy treats. Pumpkins and paint will be provided.
Brought to you by Beaver Tales Coffee/sʷədəbš Cultural Center & Creative Hub, Pacific Northwest Art School and the Coupeville Creative District.

OCTOBER 23-26

Torchlight Parade & Street Dance: A Nostalgic Halloween Celebration

Get ready to step into a Halloween wonderland with the Torchlight Parade & Street Dance on Saturday, October 25th!

This family-friendly event is the perfect way to celebrate the spooky season with your community in the charming and historic town of Coupeville, famously featured in the movie Practical Magic.

Come early to shop and explore all that Coupeville has to offer before the festivities begin. This torchlight parade will make you feel like you’ve stepped right into a heartwarming Halloween movie from your childhood. Don’t miss out on this magical evening of costumes, candy, and community spirit!

Event Highlights:

Ales and Apothecary – Brew Garden | 2:00pm-6:00pm | Front & Coveland Streets, Coupeville, Washington 98239

Parade Line-Up 5:00pm | Gather at Cook’s Corner Park (corner of 9th and N Main Streets) at 5:00 PM. The parade kicks off at 5:30 PM, so be sure to arrive in costume and ready for fun!


Torchlight Parade | Walk down historic Front Street in your Halloween best, with candy handed out by local businesses and organizations along the way. This parade will transport you to a nostalgic Halloween movie scene, perfect for creating lasting memories.


Street Dance until 7:00pm | The parade concludes in front of the iconic Coupeville Wharf, where DJ Moose will keep the party going with a lively street dance until 7:00 PM. Get ready to dance the night away with friends, family, and fellow Halloween enthusiasts!


Town of Coupeville

•Practically Magic Movie Nights

•Ales & Apothecary Brew Garden

•Torchlight Parade & Street Dance

• Great Coupeville Pumpkin Race

• Witch Scavenger Hunt

GET MORE INFORMATION HERE

OCTOBER 31ST, 2025

Mark your calendar for this years Murder Mystery on the Wharf!!!  

Murder on the Wharf: Voices of Our Ancestors 
The Wharf has stood for 120 years. Our Ancestors since time immemorial.On Halloween night, celebration collides with shadows as a masquerade ball turns deadly. A murder is committed, secrets unravel, and the Ancestors will not be silent.Your ticket includes a complimentary 3-course appetizer menu and non-alcoholic beverages to enjoy as the mystery unfolds.

Join us for an unforgettable evening of mystery, masks, and revelations on the Coupeville Wharf.

GREENBANK

OCTOBER 17TH, 2025

bust out your tie dye and dance your skeleton off to Whidbey Island’s own Grateful Dead tribute band, The Dead Guise.

Join the band as they dig deep into the Dead's repertoire to build the grooves to get you up on your feet!

The band is comprised of local Whidbey residents who share a passion for the sound and feel that made this band so remarkable.

The Dead Guise Band includes Mike Hopkins, Larry Fields, Bruce Towne, Ashley Ericksson, and John “JD” Dietrich.Both alcoholic and non-alcoholic beverages and snacks will be available for sale

.**Only purchase tickets from link provided - https://greenbank-farm-wine-shop.square.site/The link provided is a safe and secure site.

OCTOBER 25-27, 2025

Whidbey Ren Faire is back for its second season!

Harvest Moon Market is sponsored by Port of Coupeville this year and will feature a haunted barn, trick-or-treating in the marketplace for littles, beer garden, live entertainment, and so much more!

Your support contributes to Whidbey Ren Faire 2025, which will be next Spring on Whidbey Island in Washington. And the best part is that kids age 12 and under get in absolutely FREE!

Tickets are now on sale for $12 online and $15 at the gate. As always, costumes are highly encouraged!

-From 5-10pm
-3 days to join the fun! 
-Haunted Barn
-Beer Garden
-Artisan Vendors
-Food Trucks
-Live Music and Entertainment
-Kids Activities
-Carnival Games

We can’t wait to see you there! Buy your tickets now, to beat the line and save some moolah for pumpkin spice and something nice.

Location: Greenbank Farm, 765 Wonn Road,Greenbank,98253,US

FREELAND

LANGLEY

Cowboys Are My Weakness @ WICA October 9-25

Whidbey Island Center for the Arts (WICA) is thrilled to support Seattle’s Book-It Repertory Theatre in their comeback by presenting a Book-It show here on Whidbey, directed by Book-It’s Artistic Director Myra Platt.

Cowboys Are My Weakness became a hit theater production in Seattle in 1999 where it was originally produced by Book-It Repertory Theatre and performed at the Seattle Rep’s Poncho Theater. Myra Platt’s “pitch perfect” (The Seattle Times) adaptation includes four of Pam Houston’s short stories tied together with a live music score (originally composed and performed by the music duo Edd Key and Theresa Holmes). “How to Talk to a Hunter” offers advice on loving a man who shares more intimacies with his stuffed deer head than his girlfriend. “Selway” is a white-knuckle river raft ride through the dangerous waters of both the Selway River and a new romance. “For Bo” is a light-hearted look at the author’s greatest love: dogs.

The title story, “Cowboys Are My Weakness” explores life with and without those mythical men of the west. Tied together with music directed by the original music duo, Edd Key and Theresa Holmes.
Tickets: www.wicaonline.org

Island Shakespeare Fest Presents Spooky Season Events!
The Turn of the Screw and Tea & True Crime, a Living Podcast

OCTOBER 23-28

Island Shakes presents "The Turn of the Screw" by Henry James and adapted for the stage by Jeffrey Hatcher at various locations in Coupeville, Oak Harbor and Langley Oct. 23-28. Running time: 1 hour 35 minutes

Two children and a governess alone in a remote English estate, but things that go bump in the night might be more than the wind. Who is in danger, the children or the governess, and what did their uncle know before he sent them there? The predator might be prey, but who is the mastermind? A tour de force by two actors, this adaption of Henry James’ story will send shivers down your spine!

Based on the 1898 provocative tale of suspense, horror and repressed sexuality, this adaptation gives the famous story yet another turn of its own. A young governess journeys to a lonely English manor house to care for two recently orphaned children. But she is not their first governess. Her predecessor, Miss Jessel, drowned herself when she became pregnant by the sadistic valet, Peter Quint, who was himself found dead soon after under mysterious circumstances. Now the new governess has begun to see the specters of Quint and Jessel haunting the children, and she must find a way to stop the fiends before it is too late. But one frightening question tortures the would-be heroine: Are the ghosts real, or are they the product of her own fevered imagination?

Ticket price: $40, $25, $15; Pay What You Will at the door, though we do expect to sell out.
Get tickets here: https://www.ticketsource.com/island-shakespeare-festival

Turn of the Screw Performances:

Beaver Tales Coffee, Coupeville Wharf, 6 PM, Thurs. Oct.23

The Tipsy Jellyfish, Oak Harbor, 7 PM, Friday, Oct. 24

The Whidbey Playhouse, Oak Harbor, 7:30 PM, Sat. Oct. 25

Kingfisher Books Salon, Coupeville, 5 PM, Sunday, Oct. 26

Ott & Hunter Winery, Langley, 1 PM, Monday, Oct. 27

Ott & Hunter Winery, Langley, 7 PM, Monday, Oct. 27

Ott & Hunter Winery, Langley, 7 PM, Tuesday, Oct. 28

Companion Piece

Tea & True Crime: “Famous Women of Historic Crimes”

6 p.m. Wednesday, OCT. 29, Soundview Center in Langley

Join ISF for a special presentation that is sure to get your pulse racing and mind whirling. Podcast host and dark historian, Kim Douthit, will compare and contrast the infamous cases of Lizzie Borden, and Belle Gunness.

This one-night-only event is the ideal companion to The Turn of the Screw or enjoyed as a thought-provoking evening on its own!

Get tickets here: https://www.ticketsource.com/island-shakespeare-festival

CLINTON

OCTOBER 31ST FROM 9-2AM

The Top Restaurant & Lounge

Come to the best South end Halloween Party for 2025!

DJ, drink specials, costume contest, drink specials and much more!

Costume contest prizes, dance, door and raffle prizes! Tarot readings by Jo 

ANACORTES

OCTOBER 18TH, 2025

Get into the Halloween spirit with a sweet and spooky sugar cookie decorating class!Just bring yourself - we’ll provide everything you need to create deliciously festive cookies featuring three fun Halloween designs.We’ll start the class by walking through the first three designs together, step by step. Then, in the second half, it’s your time to shine- use your creativity to decorate the remaining cookies however you’d like!No baking no stress just pure decorating fun. Perfect for beginners and cookie lovers age 8 and up !

tickets here

Creative hub & coffee house 501 commercial Ave, Anacortes, WA 98221501 Commercial Ave, Anacortes, WA

You're Invited: Mt. Erie Harvest Festival!
Thursday, Oct. 17, 2025
6 to 8 p.m.
Mt. Erie Elementary SchoolGet ready for a night of fall fun at the Mt. Erie Harvest Festival! We’re bringing the fall magic with games, pumpkins, treats and more — all we need is YOU and your family there to help make it a sweet and spooky night to remember! Costumes encouraged
Cupcake walk, activity booths, trunk-or-treat and more!

OCTOBER 25 1-5PM

Come by any time between 1pm and 5pm to party with the Best Vet Med Team out there! There will be snacks, games and tons of PRIZES. Costumes for people and pets STRONGLY encouraged.