Oak Harbor Vacations from $350
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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.
Nantucket Inn
$478
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Bellingham (BLI)
9.8/10 Exceptional! (557 reviews)
What a special place! We wanted a jumping off point for a San Juan Island sailing trip. Anacortes was ideal given the ferry being there, and downtown was nice to explore. The inn keepers were great and very attentive and helpful answering questions. The cooked breakfasts were wonderful. The room, building and grounds were charming and impeccable. Overall it was a great experience!
Reviewed on Aug 27, 2026
Penn Cove Overlook by Avantstay Cabin w/ Views
$403
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
San Diego (SAN) 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
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.
Photo by Robert Majure
Libbey Beach County Park
This serene county park offers a rocky shoreline with expansive views of the Strait of Juan de Fuca. Explore over eight miles of public tidelands where you can discover tide pools teeming with fascinating marine life.
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.
Joseph Whidbey State Park
9.0/10 (78 reviews)
This coastal sanctuary offers expansive views of Victoria, the Strait of Juan de Fuca, and Lopez Island. Explore forest trails, stroll the half-mile shoreline, or witness spectacular sunsets from the picnic areas.
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.
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.
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
$159
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
$176 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Our first room had our neighbor’s TV noise coming through the adjoining door, so we asked for a switch. They graciously gave us a new room. Apparently they are in the process of “walling over” all the adjoining doors for sound-proofing. The new room had already been remodeled and was cozy, clean, ..."
Reviewed on Aug 29, 2026
Auld Holland Inn
33575 State Route 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
$122 nightly
$135 total
Sep 7 - Sep 8
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
$154 nightly
$171 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"Very nice room, great pillows, 4 good size ones on each of queen beds in our double room. Love lighted makeup mirror in bathroom, a nice perk many rooms at this price point dont have. Coffee was great too."
Reviewed on Aug 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 $350 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.
Explore a world of travel with Expedia
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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.
