Oak Harbor Holidays

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Oak Harbor Holiday

Our pick of the best Oak Harbor Hotel Deals

Coachman Inn & Suites

Coachman Inn & Suites

32959 Highway 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
NZ$255
11 Oct - 12 Oct
includes taxes & fees
Coachman Inn & Suites
Auld Holland Inn

Auld Holland Inn

33575 State Route 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
NZ$183
13 Oct - 14 Oct
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
"Hospitality is tested not when everything goes perfectly, but when travel plans go awry. Arriving in Oak Harbor, Washington at 1:00 a.m. usually guarantees a groggy reception, but at The Auld Holland Inn, it brought out the absolute best in Whidbey Island lodging. The owner/manager, Eric, accommodated ..."

Reviewed on 29 Sept 2026

Auld Holland Inn
Best Western Plus Oak Harbor Hotel & Conference Center

Best Western Plus Oak Harbor Hotel & Conference Center

33175 State Route 20 Oak Harbor WA
Fully refundableReserve now, pay when you stay
NZ$285
11 Oct - 12 Oct
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Thanks for an easy stay & nice breakfast."

Reviewed on 29 Sept 2026

Best Western Plus Oak Harbor Hotel & Conference Center
See all 1,524 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.

Stay near popular Oak Harbor attractions

A wind turbine in a field of purple flowers.

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.
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A sunset over a calm harbor with wooden posts and sailboats.

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 harbour views while snapping photos with this whimsical roadside attraction.
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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.
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Whidbey Playhouse

8.4/10 (22 reviews)
This community theatre 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.
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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.
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Garry Oak Gallery

8.4/10 (16 reviews)
You can spend time exploring the galleries in Garry Oak Gallery during your trip to Oak Harbor. While you're in the area, stroll along the waterfront.
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PBY Memorial Foundation PBY-Naval Air Museum

9.0/10 (58 reviews)
You can spend an afternoon browsing the exhibits at PBY Memorial Foundation PBY-Naval Air Museum during your trip to Oak Harbor. Wander the waterfront in this family-friendly area.
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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.
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What to do in Oak Harbor

Port Townsend Wildlife Watching Cruise

Port Townsend Wildlife Watching Boat Cruise

NZ$243
per adult
Port Townsend Wildlife Watching Boat Cruise
See all activities in Oak Harbor

Frequently asked questions

How much does an Oak Harbour holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday to Oak Harbour costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Oak Harbour?
If you'd like to book a cheap Oak Harbour holiday package, consider planning a trip in December, January and February. You'll typically find lower rates on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Oak Harbour?
Usually, a handful of days is great for an Oak Harbour holiday. With a carefully crafted itinerary, you can visit all the best attractions including Dugualla State Park, as well as explore some hidden gems along the way.
Is it worth booking a holiday package to Oak Harbour?
Oak Harbour is a good holiday destination with attractions like Windjammer Park among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, an Oak Harbour holiday promises fun for everyone.
How to find the best Oak Harbour package deals?
Use Expedia's filters to find some unbeatable Oak Harbour 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 Harbour 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 holiday package as soon as possible.
Is it cheaper to book an Oak Harbour holiday as a package?
You can enjoy significant savings on your next Oak Harbour break by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Oak Harbour?
If you have your Oak Harbour holiday 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 Harbour?
  1. Choose your travel dates: What you plan to do in Oak Harbour and your favourite season can help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodation will likely be the largest expense during your trip to Oak Harbour.
  3. Set the duration of your trip: Start by listing all the sights and activities you want to experience in Oak Harbour. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your trip dates and duration, lock in the ideal Oak Harbour holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.