Oak Harbor Vacations from $419

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Raintree's Sandcastle

Raintree's Sandcastle

3.5 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 9
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Bellingham (BLI)
9.4/10 Exceptional! (513 reviews)
Please update this property!

Reviewed on Aug 10, 2025

@ Marbella Lane Wave HS W/ev Charger, Oceanfront!

@ Marbella Lane Wave HS W/ev Charger, Oceanfront!

3 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Bellingham (BLI)
No reviews
@ Marbella Lane - Seas the Bay Sanctuary

@ Marbella Lane - Seas the Bay Sanctuary

3 out of 5
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Bellingham (BLI)
No reviews
Chic Whidbey Island Waterfront Home w/ Hot Tub, Firepits + Views

Chic Whidbey Island Waterfront Home w/ Hot Tub, Firepits + Views

3 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Bellingham (BLI)
No reviews
Orca Ridge on Resort Road by Avantstay A+ Views

Orca Ridge on Resort Road by Avantstay A+ Views

3 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Bellingham (BLI)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Oak Harbor
View all trips

Discover the most popular places to visit in Oak Harbor

Lavender Wind Farm

Enjoy an outing to Lavender Wind Farm during your stay in Oak Harbor. While you're in the area, stroll along the waterfront.

Lavender Wind Farm

Whidbey Playhouse

You can make plans for a show at Whidbey Playhouse on your trip to Oak Harbor. Wander the waterfront in this romantic area.

Whidbey Playhouse

Windjammer Park

Explore the great outdoors at Windjammer Park, a lovely green space in Oak Harbor. Wander the waterfront in this family-friendly area.

Windjammer Park

What to do in Oak Harbor

Bellingham to Deception Pass Tour

Bellingham to Deception Pass Tour

$325
per adult
Bellingham to Deception Pass Tour
Whidbey Island Deception Pass Private SUV Tour

Whidbey Island Deception Pass Private SUV Tour

$352
per adult
Whidbey Island Deception Pass Private SUV Tour
Ebeys Landing Nat Hist Reserve took this

Guided Island Trail and Beach Day

$297
per adult
Guided Island Trail and Beach Day
See all activities in Oak Harbor

Oak Harbor Hotel Deals

Auld Holland Inn

Auld Holland Inn

2.5 out of 5
33575 State Route 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $145 total per night from Aug 19 to Aug 20
$145 total
Aug 19 - Aug 20
Total includes taxes and fees
8/10 Very Good! (1,002 reviews)
"Property is old but clean and charming decor. Loved the windmill outside the office."

Reviewed on Aug 15, 2025

Auld Holland Inn
Coachman Inn & Suites

Coachman Inn & Suites

2.5 out of 5
32959 Highway 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $187 total per night from Aug 19 to Aug 20
$187 total
Aug 19 - Aug 20
Total includes taxes and fees
9/10 Wonderful! (1,006 reviews)
"Staff was great location is a good center point for other activities"

Reviewed on Aug 13, 2025

Coachman Inn & Suites
Acorn Motor Inn

Acorn Motor Inn

2.5 out of 5
31530 State Route 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $110 total per night from Aug 19 to Aug 20
$110 total
Aug 19 - Aug 20
Total includes taxes and fees
7.8/10 Good! (616 reviews)
"Bed was older place was older tv was smaller only coffee was in room via package"

Reviewed on Aug 13, 2025

Acorn Motor Inn
See all 1,478 properties in Oak Harbor
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oak Harbor vacation package cost?
You can snap up a vacation package to this popular destination from $419 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?

  1. Choose your dates: The things you want to do in Oak Harbor and your favorite season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.