Pumpkin Patches and Historic Adventures: A Fall Guide to Whidbey Island

As a city girl who grew up in a small town I was really excited when we were planning our trip to Oak Harbor in the fall. But I don’t think I was truly prepared for the charm and complete hold this little town would have on my heart. This might be one of the only places that I have ever seriously considered leaving LA for. Oak Harbor is about a two hour drive from the Seattle Airport, located on Whidbey Island. The drive from Seattle to Whidbey Island was beautiful. We drove past the city lights of Seattle, past farms, harbors, and lush green trees the whole way there. I’m telling you, this place enamored me like no other. We visited Whidbey Island in the fall and then again during the tail end of winter and both times were perfect. Here are six things to do in Whidbey Island during the fall. 

Visit the Pumpkin Patch at “The Farm Stand”

Before our visit to Whidbey Island, I had only ever visited pumpkin patches in the city. Cute and activity filled, but I always wanted to experience the real deal. You know, a pumpkin patch in a local farm where there’s a corn maze and rows of pumpkins to pick from. And that is exactly what we experienced at The Farm Stand. We were there at the end of the season, so pumpkins were running low, but we scored some giant pumpkins perfect for carving. I loved the whole experience. Strolling through the pumpkins while drinking hot cider, and being surrounded by beautiful trees and farm land. Oh and the weather, just feeling the cool crisp air on my face made it even more memorable. Especially since here at home October can still be pretty warm even at night. 

“Whidbey Farm & Market” Pumpkin Patch 

The Whidbey Farm & Market was one of my favorite experiences while we were there. First of all, the farm was beautiful. It had a cute little coffee shop where you could buy hot cider, cappuccinos, and cocoa. They also had an ice cream shop with flavors from a local creamery, and which was of course where all the kids stopped by while I got my coffee fix at the other counter. On the other side of the room, there was a small boutique style shop where you can buy anything from candles to fresh salmon filets. 

Fun Fall Activities on the Farm

In the fall The Whidbey Farm & Market also had some fun fall activities for the entire family. We grabbed some hot cocoa and stopped at each one of the activities. There were games throughout and at the very end a huge corn maze. The corn maze was pirate themed during our visit, so we posed on the boat, and walked the plank while trying to find our way out of there. They also hold a night time event for those who love a good thrill. I did not attend but Marty, my brother in law, & our nephews did and they enjoyed it. They said it wasn’t too scary, but overall they had a good time. 

Visiting Fort Casey County Park

We love visiting state and national parks and historical places. But as a military family visiting Fort Casey was a must on our list. Fort Casey was built in the 1800’s in anticipation of WWI. The purpose of the fort was to protect the shipping yard & ships as they approached the harbor. Fort Casey has been closed since WWII, but its strong walls and rich history still stands. 

The Big Guns

You can find two 10 inch disappearing guns along with  two 3 inch mounted guns on display all in their original location. You are allowed to walk through the structures and climb the ladders at your own risk, we did, and it was a lot of fun. From the top of the fort, you can soak in breathtaking ocean views and can follow the stairs down to the beach and relax.

Exploring The Rooms Under the Big Guns

As beautiful as the views were from above, it also gave off a strange eerie feeling under the big guns. Though the big guns are the main attraction at Fort Casey, you can also explore the rooms underneath. And I’m unsure if it was the history of the place or the architectural structure, but it was creepy. There are some rooms that were strategically built  so they’re invisible  to any ships or aircraft above. The inside of some of the buildings are so dark that you can’t even see your hands in front of you. And to make it even creepier the hallways are so narrow only one person can walk through it. So, no holding hands with your kids or spouse for comfort. 

If you’re visiting Whidbey Island in the Fall and like scary activities, Fort Casey holds an annual Halloween event, “Haunted Fort Casey”. We didn’t get to go, but one of the rangers told us about it while we were in the gift shop, and it sounds like it could be fun!

Take a Ride on The Ferry

Regardless of the time of year, whether you visit Whidbey Island in the fall or summer, you should ride the Ferry. I had only ever seen ferry’s in movies, most of them taking place in New York, so when we found out there was a ferry here, we had to take a ride! It was so cool! The ferry is massive, it’s like a giant floating parking structure. While you’re on the Ferry you can leave your car and hang out on the main deck or the café. The café is like your local quick mart, where you can get coffee, snacks, and even burgers. Pretty cool experience even if it’s just a short ride.

Visit Deception Pass State Park for Stunning Waterfront Views

Deception Pass State Park Hike

If you’re on Whidbey Island in the fall you have to stop at Deception Pass State park. Deception Pass State Park has the hiking trail of my dreams. I mean driving into the parking area was beautiful, you’re surrounded by trees and ferns and if you stop to listen you can hear sounds of the ocean coming through the trees. When you arrive at the parking lot you can either access the beach or hike up the trail to Deception Pass Bridge. We did both, but first, we took the trail leading up to Deception Pass Bridge. As you hike up the path you can see the vivid blue waters peeking at you through the trees. Truly a sight to remember, especially as a city girl like me. The trail is a little on the steep side, but not too challenging, maybe because the gorgeous views are too distracting for you to even realize how out of breath you really are. 

Definitely not stroller friendly so leave that bad boy in the car and opt for the baby carrier.

Walk on Deception Pass Bridge

Deception Pass State Park is the home to one of the most incredible pieces of architecture I’ve ever seen, the Deception Pass Bridge. Deception Pass bridge sits about 180 feet above the water and spans over 1,487 feet connecting Fidalgo Island & Whidbey Island. There are two car lanes and two sidewalks, allowing you to walk the entirety of the bridge. Deception pass offers the most jaw dropping views of the ocean and forest trees. If you’re lucky you can also catch a glimpse of wildlife like seals, whales, and bald eagles. We were lucky enough to spot a bald eagle flying above us and some seals on the shore. I hope to one day catch the sunset on this bridge, I bet it’s incredible.

Take a Walk in Historic Downtown Oak Harbor

Though beautiful hikes and the coast are Oak Harbor’s main attraction, be sure to carve some time to visit the downtown area. Historic Downtown Oak Harbor is a quaint little strip where you get to enjoy some shopping while also enjoying some beautiful views of the ocean. There are cute coffee shops, art galleries, and thrift stores you can visit. We stopped at The Mad Batter Bakehouse, a fun and delicious coffee & pastry shop. They have different themes throughout the year and we were fortunate to visit during their Harry Potter event. We were a large group and got to try most of the menu & everything was delicious. I am excitedly looking forward to visiting again next year. 

Conclusion

Whether you’re seeking a tranquil escape or an adventure-filled getaway, Whidbey Island offers something for everyone. There are plenty of farms where you can go pumpkin picking & fall activities to do in Oak Harbor and Whidbey Island. So, pack your bags, grab your loved ones, and experience the magic of fall on this enchanting little island.

Planning to visit Washington? Check out my guide on things to do on your daytrip to Seattle here!