Whidbey Island Festivals and Major Events Calendar – 2016

Whidbey Island hosts many festivals and celebrations throughout the year. Here is a brief list of major Whidbey Island festivals and events. If you want an event added, add it to the comments at the bottom of the article.

Whidbey Island Festival

Whidbey Island Marathon – April 16th

Usually in April, a full and Half Marathon on Whidbey Island. Info>>>

Holland Happening April 28th thru May 1st

Oak Harbor proudly presents Holland Happening, an annual three-day celebration, usually held in May that honors the unique Dutch Heritage of Oak Harbor. Info>>>

South Whidbey Acoustic Music Festival (No Date Set)

Past performers include Gloria Ferry-Brennan, Joann Quintana Band, Siri Bardarson, and Beverly Graham. More info can be found on their facebook page here.

Freeland – 3rd of July Fireworks and Fair

South Whidbey’s traditional All American 3rd of July features fireworks, food, live music, and fun for all ages.

Oak Harbor 4th OH July Fireworks, Fair, and Parade

Held annually in on the Oak Harbor waterfront, features rides, amusement park games, music, food, and fun for all ages. Info>>>

Maxwelton Beach Fourth of July Parade and Fireworks Show

Choochokam Arts Festival – July 9th and 10th

The annual arts festival held every summer in the Village of Langley. Info>>>

Island Shakespeare Festival

July thru September – Island Shakespeare Festival is about people. Well, and Shakespeare. But also, artists, community, learning, connections, collaborations, music, art, life, the Pacific Northwest, and, oh, yeah, they truly believe that everyone should be able to see quality theatre. For free. Info>>>

Whidbey Island Race Week – July 10th Thru July 11th

Late July. A week long sailing regatta every summer based out of Oak Harbor with daily racing in Penn Cove and/or Saratoga Passage (depending on wind conditions). Usually held third week of July, varies slightly due to tidal conditions. Info>>>

Renaissance Faire at Greenbank Farm (No Date Set)

Late July. Demonstrations, theatrics, music, dance, equestrian, costumes, and more. Held at historic Greenbank Farm.

Whidbey Island FestivalsCoupeville Arts Festival – August 13th and 14th

Early August. This Coupeville, Whidbey Island Festival attracts a variety of artists from across the US and Canada. Info>>>

Whidbey Island Area Fair – August 4th thru 7th

Early August includes rides, food, and animal shows. Info>>>

Highland Games (No Date yet)

Mid August. Held at the Greenbank Farm. A traditional celebration of Scottish and Irish culture, including music, dancing, and athletics.

Wag’n’Walk (No Date Yet)

Mid August. is Western Washington’s premier celebration of dogs and things dog-related. It includes vendors, games, competition, demonstrations and the Wag’n’Walk itself.

Jets Over Whidbey (No Date Yet)

Late August – Whidbey Island Radio Control Society invites the public to their 25th annual Jets Over Whidbey. This is the Pacific Northwest’s premier RC radio controlled jet aircraft event. Held annually on Whidbey Island, Washington. See pilots from all over the USA and Canada flying their scale jet powered aircraft. Located just a short drive north of the Seattle area in central Whidbey on HWY 20. There are plenty of local amenities and spectators are more than welcome. Free entry, Free parking, Dry camping for participants. See RC Jets from all over the country. Runs all weekend starting Friday at 2:00PM

Oak Harbor Music Festival – September 2nd thru 4th

Early September – There are two main stages with 30 bands playing throughout this Whidbey Island Festival, featuring all musical genres. This is a major music festival that attracts people from all over the country. Things are only looking to get even bigger next year with more than 30 bands scheduled to perform. Info>>>

Tour de Whidbey – August 20th

Mid September – A bike race spanning the length of Whidbey Island.

Riders of the Tour de Whidbey will have multiple courses to pick from, each one having a hospitality station every at regular intervals.

    • 100 mile route that is a figure-8 course, beginning and ending at Greenbank Farm. It is considered one of the more challenging century rides in the state.
    • Two 50 mile routes, which offer riders a choice of enjoying Central/North or Central/South Whidbey Island sights and scenes. Either will give intermediate riders a workout.
    • 40 mile and 30 mile South Whidbey routes that provide the same gorgeous scenery but with less elevation change.
    • An easy, virtually flat 10 mile route winds through historic prairie, beach and farm lands west of the town of Coupeville.
    • Info>>>

Whidbey Island Kite Festival (No Date Yet)

Mid September – at the Historic Fort Casey State Park.

Djangofest NW (No Date Yet)

Late September – The 16th Annual DjangoFest Northwest welcomes a billing of master gypsy jazz artists.

Ten  top acts will be performing over the five-day event,  which includes numerous guitar and violin workshops that allow attendees to interact with the artists on a more intimate level.

DjangoFest Northwest is the premier showcase of gypsy jazz music in North America. Check out the full lineup on their website.

Autumn on Whidbey Wine, Spirits and Art Tour

November 7-8 11am to 5pm | Website: http://www.whidbeyislandvintners.org

Participating venues: Comforts of Whidbey, Spoiled Dog Winery, Blooms Winery Tasting Room, Whidbey Island Distillery and Holmes Harbor Cellars.

Celebrate another fine harvest season with the vintners and distillers enjoy both excellent hand crafted wines and spirits made here on Whidbey, and wonderful hand crafted art by local artisans as well! The harvests have been coming in for several weeks, with lots of grapes being crushed and pressed for some wonderful wines to come. The weather is changing and things will soon settle back for the fall and winter months.
The annual harvest event takes place November 7th and 8th this year, and tasting rooms are open for the tour from 11am-5pm each day, all with local art to show and several with artists in action to view along with the tastings. Some tasting rooms offer food and live music as well.

Tickets for the tour are $20 in advance or $25 days of and are available at the participating venues. For more information call 360-321-0515 or visit the association website at www.whidbeyislandvintners.org.

Annual Events that already happened in 2015 are below.

  • Langley’s Mystery Weekend in March or February 2016. For the weekend the Town of Langley turns into the setting of a fictional murder mystery.
  • Penn Cove Mussel Festival, which takes place every March, celebrates the bounty of the sea, especially the mussel.

Have another Whidbey Island Festival or Major Event to add to this list? Click Here.