Title: Book the Best Whidbey Island WINERY Hotels in 2026 | Expedia.ca [Whidbey Island Travel Guide](https://expedia.ca/Whidbey-Island.dx500782)[Hotels in Whidbey Island](https://expedia.ca/Whidbey-Island-Hotels.d500782.Travel-Guide-Hotels)[Vacation Rentals in Whidbey Island](https://expedia.ca/Whidbey-Island-Vacation-Rentals.d500782.Travel-Guide-VacationRentals)[Flights to Whidbey Island](https://expedia.ca/Cheap-Flights-To-Whidbey-Island.d500782.Travel-Guide-Flights)[Whidbey Island Car Rentals](https://expedia.ca/Car-Rentals-In-Whidbey-Island.d500782.Car-Rental-Guide)[Whidbey Island Vacation Packages](https://expedia.ca/Whidbey-Island.d500782.Destination-Travel-Guides) ![Deception State Park featuring sailing and a river or creek](https://images.trvl-media.com/place/6093329/c4cee0e7-a89c-4e55-88ce-1c913b65924a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Whidbey Island, WA from CA $205 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Whidbey Island Winery Hotels Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=500782&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=500782&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=500782&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=500782&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Whidbey Island hotels with winery ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778184/e58a6268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778184/94082a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778184/a86d5778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778184/4e4bc5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Oak Harbor by IHG [](https://www.expedia.ca/Oak-Harbor-Hotels-Candlewood-Suites-Oak-Harbor.h1778184.Hotel-Information) Oak Harbor 9.2/10 Wonderful (610) "Spotless room, friendly & helpful front desk, well stocked kitchenette" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $185 CA $205 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Oak-Harbor-Hotels-Candlewood-Suites-Oak-Harbor.h1778184.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44930000/44923800/44923778/25ac9f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/45000000/44930000/44923800/44923778/f723aef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/45000000/44930000/44923800/44923778/0277e92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44930000/44923800/44923778/49153dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Whidbey Island cottage with woodland views, firepit & kitchenette [](https://www.expedia.ca/Freeland-Hotels-New-Listing-Secluded-Cottage-W-Kitchenette.h44923778.Hotel-Information) Freeland 9.2/10 Wonderful (72) "Beautiful property with great central location. Perfect getaway-style spot. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. CA $136 CA $409 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Freeland-Hotels-New-Listing-Secluded-Cottage-W-Kitchenette.h44923778.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/79000000/78510000/78504900/78504817/15ba9f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78510000/78504900/78504817/ca73c891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/79000000/78510000/78504900/78504817/5b813748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78510000/78504900/78504817/b027addd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7 [](https://www.expedia.ca/Freeland-Hotels-Whidey-House-3BR-Freeland-Retreat-Sleeps-6-To-9.h78504817.Hotel-Information) Freeland 9.8/10 Exceptional (66) "Beautiful house, large rooms, very nice furnishings, great kitchen. An excellent and very comfortable property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine D. CA $152 CA $442 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Freeland-Hotels-Whidey-House-3BR-Freeland-Retreat-Sleeps-6-To-9.h78504817.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22400000/22395400/22395373/f2093b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/23000000/22400000/22395400/22395373/6042333e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22400000/22395400/22395373/3d879e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22400000/22395400/22395373/299c5ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Restorative tiny home with amazing outdoor space, central location, and free Wif [](https://www.expedia.ca/Langley-Hotels-Restorative-Tiny-Home-With-Amazing-Outdoor-Space.h22395373.Hotel-Information) Langley 9.6/10 Exceptional (119) "Great location for us going between Langley and Freeland. Very nice piece of property and lovely home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suellen S. CA $96 CA $355 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Langley-Hotels-Restorative-Tiny-Home-With-Amazing-Outdoor-Space.h22395373.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30230000/30223500/30223467/95afa7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30230000/30223500/30223467/b277427a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30230000/30223500/30223467/84c368cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30230000/30223500/30223467/4effb770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 2 Bedroom/2 Bath A-frame Retreat - The Coolest Place On Whidbey Island! [](https://www.expedia.ca/Clinton-Hotels-Fabulous-2-Bedroom2-Bath-A-Frame-Retreat-The-Coolest-Place-On-Whidbey-Island.h30223467.Hotel-Information) Clinton 10/10 Exceptional (153) "Very cozy and clean property. Perfect for a relaxing getaway. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colin M. CA $255 CA $461 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Clinton-Hotels-Fabulous-2-Bedroom2-Bath-A-Frame-Retreat-The-Coolest-Place-On-Whidbey-Island.h30223467.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95960000/95959800/95959751/ecb188b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95960000/95959800/95959751/2468ed25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95960000/95959800/95959751/4560ebcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95960000/95959800/95959751/5410192a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Coastal Retreat & Hot Tub [](https://www.expedia.ca/Oak-Harbor-Hotels-Lux-Coastal-Retreat-Hot-Tub.h95959751.Hotel-Information) Oak Harbor 9.8/10 Exceptional (12) "Beautifully appointed house for two. Luxury accommodations right on the beach with views for miles. Fire pit, hot tub and grill steps away outside. Quiet, cozy, and wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Will S. CA $344 CA $680 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Oak-Harbor-Hotels-Lux-Coastal-Retreat-Hot-Tub.h95959751.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70548100/70548018/d865449f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70550000/70548100/70548018/0001aa86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/71000000/70550000/70548100/70548018/6f23c5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70550000/70548100/70548018/5eadaace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Home with High-Speed WiFi, Water View, W/D, and Enclosed Yard [](https://www.expedia.ca/Freeland-Hotels-Family-Friendly-Home-With-Wifi.h70548018.Hotel-Information) Freeland 8.8/10 Excellent (24) "Some dated features, but the location was wonderful. Enjoyed our island sightseeing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily C. CA $158 CA $596 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Freeland-Hotels-Family-Friendly-Home-With-Wifi.h70548018.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33260000/33250200/33250184/432c7909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33260000/33250200/33250184/4daf63c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33260000/33250200/33250184/952da534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33260000/33250200/33250184/19c0f4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whidbey Island Mid-Century Modern Waterfront Escape - JAW DROPPING VIEWS!! [](https://www.expedia.ca/Freeland-Hotels-Whidbey-Island-Mid-Century-Modern-Waterfront-Escape-JAW-DROPPING-VIEWS.h33250184.Hotel-Information) Freeland 10/10 Exceptional (74) "Great view!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) A K. CA $341 CA $736 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Freeland-Hotels-Whidbey-Island-Mid-Century-Modern-Waterfront-Escape-JAW-DROPPING-VIEWS.h33250184.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882386/0cf53749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882386/0c4b09ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882386/f0f5d2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112890000/112882400/112882386/w1348h900x0y0-6437320b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Cabin on Lagoon Lake [](https://www.expedia.ca/Greenbank-Hotels-Beachside-Cabin-With-Water-Views-Of-Lagoon-Lake-The-Ocean.h112882386.Hotel-Information) Lagoon Point CA $164 CA $621 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Greenbank-Hotels-Beachside-Cabin-With-Water-Views-Of-Lagoon-Lake-The-Ocean.h112882386.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100420000/100413100/100413099/0abbbd3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/101000000/100420000/100413100/100413099/c5f404f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100420000/100413100/100413099/3b740f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100420000/100413100/100413099/ba45ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pirates Perch I Whidbey I Hot Tub I King Bed [](https://www.expedia.ca/Freeland-Hotels-Pirates-Perch-I-Whidbey-I-Hot-Tub.h100413099.Hotel-Information) Freeland 10/10 Exceptional (9) "We stayed here for a weekend and had a great, relaxing time! The hosts were very attentive and we had everything we needed. Would definitely stay again, we love whidbey" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel L. CA $289 CA $746 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Freeland-Hotels-Pirates-Perch-I-Whidbey-I-Hot-Tub.h100413099.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31®ionId=500782&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Whidbey Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with a Pool in Austin ](https://www.expedia.ca/Austin-Hotels-Hotel-With-Pool.0-0-d553248635975867755-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bellevue ](https://www.expedia.ca/Bellevue-Hotels-Couples-Resorts-Hotels.0-0-d6434-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Bellevue ](https://www.expedia.ca/Bellevue-Hotels-Honeymoon-Hotels.0-0-d6434-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Bellevue ](https://www.expedia.ca/Bellevue-Hotels-Hotel-With-Early-Check-In.0-0-d6434-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Bellevue ](https://www.expedia.ca/Bellevue-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6434-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - 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