Oak Harbor Vacations from $717
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Your Oak Harbor Vacation
Reserve a Oak Harbor vacation package that has everything you need and no unnecessary extras. Good for walking, watersports and coastal beaches, think about basing yourself in the neighborhood of Fidalgo Island. Joseph Whidbey State Park, Windjammer Park and Lavender Wind Farm are just some of the sights worth visiting during your trip to Oak Harbor. That dream Oak Harbor vacation is only clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored to suit your style.
The Latest Oak Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.
Penn Cove Overlook by Avantstay Cabin w/ Views
$717
per person
Oct 30 - Nov 4
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Bellingham (BLI)
10/10 Exceptional! (4 reviews)
Our 2 night stay at Penn Cove cabin was magical! We saw bunnies, hummingbirds & eagles all from the front porch meadow area. And hearing the frogs in the pond as you drift off to sleep was so peaceful. The cozy little cabin is tucked away in the woods yet so close to anything you need. Deception Pass state park, Oak Harbor for morning coffee or groceries, Fort Casey/lighthouse & Coupeville are a must. The hosts are super helpful & quick to respond with any suggestions or questions you have. The interior was clean and beds were comfy also. It was the perfect place to come back to recharge after a day of exploring the island.
Reviewed on May 16, 2026
VI at Homestead
$771
per person
Oct 30 - Nov 4
just found
Roundtrip non-stop flight included
Dallas (DFW) to Bellingham (BLI)
8.6/10 Excellent! (275 reviews)
Quite little town. If you like to get away for a solitude, this place is awesome. Clean. Rustic and the receptionist was so nice. Waited for me 5 til 6 pm so I could check in.
I hardly seen people around.
The room is nice. Mini couch, full kitchen. Fridge is good size.
I slept really good. Tired from a hike from Mt. Baker area.
Reviewed on Sep 24, 2026
Stay near popular Oak Harbor attractions
Lavender Wind Farm
8.6/10 (42 reviews)
Wander through fragrant lavender fields against the backdrop of Olympic Mountains and Strait of Juan de Fuca. Visit during peak bloom (mid-June through August) to shop artisanal products in the farm's historic Coupeville store.
Flintstone Park
8.6/10 (64 reviews)
This waterfront park features a full-size concrete replica of Fred Flintstone's car from the classic cartoon. Bring a picnic to enjoy harbor views while snapping photos with this whimsical roadside attraction.
Windjammer Park
8.8/10 (114 reviews)
This waterfront park offers stunning Puget Sound views alongside a splash park and swimming lagoon. Enjoy the scenic trail or relax in picnic areas while watching boats sail Oak Harbor's waters.
Whidbey Playhouse
8.4/10 (22 reviews)
This community theater has delighted audiences with quality productions since 1966. Enjoy an intimate evening of local talent performing everything from heartfelt dramas to spirited musicals in a welcoming atmosphere.
Dugualla State Park
8.8/10 (20 reviews)
Explore forest trails leading to a secluded beach with views of Mount Baker at this tranquil Whidbey Island retreat. Nature enthusiasts will appreciate the diverse ecosystems and mile-long shoreline along Skagit Bay.
Garry Oak Gallery
8.4/10 (16 reviews)
You can spend time browsing the exhibits at Garry Oak Gallery during your travels in Oak Harbor. While you're in the area, stroll along the waterfront.
PBY Memorial Foundation PBY-Naval Air Museum
9.0/10 (58 reviews)
You can spend an afternoon studying the exhibits at PBY Memorial Foundation PBY-Naval Air Museum during your travels in Oak Harbor. Wander the waterfront in this family-friendly area.
North Beach
9.2/10 (58 reviews)
Why not spend a lazy afternoon at North Beach during your trip to Oak Harbor? While you're in the area, stroll along the waterfront.
What to do in Oak Harbor
Anacortes Whale Watching Adventure Tour - Zodiac Boat
$149
per adult
100% of travellers recommend
Whidbey Island Deception Pass Private SUV Tour
$353
per adult
Oak Harbor Hotel Deals
Coachman Inn & Suites
32959 Highway 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
$130 nightly
$145 total
Oct 6 - Oct 7
Total with taxes and fees
Auld Holland Inn
33575 State Route 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
$87 nightly
$97 total
Oct 14 - Oct 15
Total with taxes and fees
Best Western Plus Oak Harbor Hotel & Conference Center
33175 State Route 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
$145 nightly
$162 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"Thanks for an easy stay & nice breakfast."
Reviewed on Sep 29, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Oak Harbor Vacation Packages
Oak Harbor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Friday Harbor, WA (FRD) |
Population | 22,700 |
Max Temp Winter | 45ºF |
Max Temp Summer | 65ºF |
Top Sights | Cama Beach State Park, Joseph Whidbey State Park and Dugualla State Park |
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Frequently asked questions
How much does an Oak Harbor vacation package cost?
You can snap up a vacation package to this popular destination from $717 on Expedia. However, how much your vacation to Oak Harbor costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Oak Harbor?
You can typically find lower prices and greater availability in November, December and January. Browse our cheap Oak Harbor vacation packages and you could score some great off-season discounts.
How many days is enough for Oak Harbor?
You can easily see all the main sights in Oak Harbor in a few days, including the popular Dugualla State Park. If you're looking for a longer Oak Harbor vacation, check out what sort of day trips and activities are available close by.
Is it worth booking a vacation package to Oak Harbor?
Oak Harbor offers everything you need for an unforgettable escape. Begin your Oak Harbor vacation on a high note by checking out major attractions like Windjammer Park.
How to find the best Oak Harbor package deals?
Use Expedia's filters to find some unbeatable Oak Harbor package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Oak Harbor package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book an Oak Harbor vacation as a package?
You can enjoy significant savings on your next Oak Harbor break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Oak Harbor?
If you have your Oak Harbor vacation dates finalized, book early to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Oak Harbor?
- Choose your dates: The things you want to do in Oak Harbor and your favorite season will help you decide when to go.
- Plan your budget wisely: As well as the price of your hotel, you should factor in other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Oak Harbor.
- Discover Oak Harbor using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Oak Harbor. You can also save your favorite locations, collaborate with your group and manage your plans in one place.
- Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Oak Harbor. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Oak Harbor vacation package.
- Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the best Oak Harbor has to offer. Find all the exciting things to do in Oak Harbor with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Oak Harbor vacation packages?
Set off on your ideal getaway to Oak Harbor with help from our Book Now, Pay Later vacations. No need to save up or wait until payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snag great deals before they disappear.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
