Title: Book the Best Friday Harbor WINERY Hotels in 2025 | Expedia.ca [Friday Harbor Travel Guide](https://expedia.ca/Friday-Harbor.dx1248)[Hotels in Friday Harbor](https://expedia.ca/Friday-Harbor-Hotels.d1248.Travel-Guide-Hotels)[Vacation Rentals in Friday Harbor](https://expedia.ca/Friday-Harbor-Vacation-Rentals.d1248.Travel-Guide-VacationRentals)[Flights to Friday Harbor](https://expedia.ca/Cheap-Flights-To-Friday-Harbor.d1248.Travel-Guide-Flights)[Things to do in Friday Harbor](https://expedia.ca/Things-To-Do-In-Friday-Harbor.d1248.Travel-Guide-Activities)[Friday Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Friday-Harbor.d1248.Car-Rental-Guide)[Friday Harbor Vacation Packages](https://expedia.ca/Friday-Harbor.d1248.Destination-Travel-Guides) ![San Juan Island featuring boating, general coastal views and aircraft](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/47000/47904-San-Juan-Islands.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Friday Harbor, WA from CA $180 ![](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 Friday Harbor Winery Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=1248&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=1248&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=1248&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=1248&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Friday Harbor Winery Hotels ![Front of property](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/4322486e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/a1fca5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/b805211e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/ce853ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Friday Harbor Suites Friday Harbor 8.4/10 Very good (1000) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $241 CA $267 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Friday-Harbor-Hotels-Friday-Harbor-Suites.h1189744.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/2aa3eb52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/34bbd966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/9f8458ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/5624e8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bird Rock Hotel Friday Harbor 8.8/10 Excellent (362) "Having stayed at Bird Rock and Earthbox I'd choose Earthbox for my next visit to Friday Harbor. Both properties are well decorated and maintained but, despite Bird Rock's convenience, for those who are walking from the ferry, Earthbox has the advantage of being a quiet location who's rooms ( or at least my room ) have sleeping areas that are not flooded with light ( during typical sleeping hours). The staff are very helpful and welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara CA $231 CA $256 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Friday-Harbor-Hotels-Bird-Rock-Hotel.h913611.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22120000/22119500/22119448/a5575aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22120000/22119500/22119448/859fff60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22120000/22119500/22119448/d95a8a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22120000/22119500/22119448/0b19fda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington Friday Harbor 9.8/10 Exceptional (40) "Perfect place in the perfect location. This is the second time we have stayed here and it was wonderful again. I especially appreciate the quick communication with the host. Thank you!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex S. CA $392 CA $488 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Friday-Harbor-Hotels-1-Bedroom.h22119448.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/0a2d5e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ROOM TEN](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/d1a1b275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ROOM FOUR](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/d6db59a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ROOM SIX | View from room](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/02c6a41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Edenwild Boutique Inn Lopez Island 9.4/10 Exceptional (258) "This place is cute and quaint, and the location is perfect - walkable to everything in the main "village" area. The rooms are unique (I peaked inside a few) and homey, and there are many lovely common areas such as outdoor seating and a wraparound porch. It was calm and quiet despite being fully booked, and when we did run into other guests it felt like we were all friends staying together. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hadassah CA $163 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lopez-Island-Hotels-The-Edenwild-Boutique-Inn.h11945851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778184/f15428c1.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/c6ac3083.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778184/fc54fab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Oak Harbor by IHG Oak Harbor 9.2/10 Wonderful (605) "Great checkin and excellent room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $162 CA $180 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Oak-Harbor-Hotels-Candlewood-Suites-Oak-Harbor.h1778184.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388863/eb9d51de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388863/b122008c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388863/27dfd407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388863/w1537h1046x23y0-6cccf977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Ocean View Farmhouse - 1 min walk to prime west-facing beach! Eastsound CA $374 CA $526 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Eastsound-Hotels-3BR-Ocean-View-Farmhouse-1-Min-Walk-To-Prime-West-Facing-Beach.h109388863.Hotel-Information) ![TV, books, stereo](https://images.trvl-media.com/lodging/61000000/60530000/60528300/60528238/ce3f51a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/61000000/60530000/60528300/60528238/2f78e17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60530000/60528300/60528238/c0129d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/61000000/60530000/60528300/60528238/f82fd3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light-filled home with fenced yard - two dogs welcome - walk everywhere Anacortes 9.2/10 Wonderful (61) "The house was perfect for our family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice M. CA $174 CA $550 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Anacortes-Hotels-Light-Filled-Home-With-Fenced-Yard-Two-Dogs-Welcome-Walk-Everywhere.h60528238.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/9f0db9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/7acf5b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/499b3ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/6694a9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly wood cabin with full kitchen & free WiFi near the water Eastsound 7.6/10 Good (50) "I only utilized the downstairs bed and it was comfortable. I cooked most of my meals. The location, for me, was wonderful: in an old forest. Lovely! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. Susan CA $110 CA $351 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Eastsound-Hotels-Dog-Friendly-Wood-Cabin-With-Full-Kitchen-Free-WiFi-Near-The-Water.h75221819.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/74b9780c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books, offices](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/564faf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/827baf22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/9e3e5cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views Eastsound 9.4/10 Exceptional (68) "We loved the forest views and the home was very clean and comfortable. The location was very convenient, close to town and water. Highly recommend for a stay on Orcas." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annie T. CA $112 CA $497 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Eastsound-Hotels-Modern.h59957124.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/96000000/95960000/95959800/95959751/2468ed25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95960000/95959800/95959751/bade1f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Coastal Retreat & Hot Tub Oak Harbor 9.8/10 Exceptional (12) "Beautiful views, cozy place & close to local shopping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelley R. CA $349 CA $689 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Oak-Harbor-Hotels-Lux-Coastal-Retreat-Hot-Tub.h95959751.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. 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[Lgbt Friendly Hotels in San Juan Island](https://www.expedia.ca/San-Juan-Island-Hotels-LGBT-Friendly-Hotel.0-0-d6054490-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in San Juan Island](https://www.expedia.ca/San-Juan-Island-Hotels-Lake-Hotels.0-0-d6054490-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in San Juan Island](https://www.expedia.ca/San-Juan-Island-Hotels-Luxury-Hotel.0-0-d6054490-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in San Juan Island](https://www.expedia.ca/San-Juan-Island-Hotels-Pet-Friendly-Hotel.0-0-d6054490-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in San Juan Island](https://www.expedia.ca/San-Juan-Island-Hotels-Spa-Hotel.0-0-d6054490-tSpaHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in San Juan Islands](https://www.expedia.ca/San-Juan-Islands-Hotels-Beach-Hotel.0-0-d6023373-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in San Juan Islands](https://www.expedia.ca/San-Juan-Islands-Hotels-Cheap-Hotels.0-0-d6023373-tCheapHotels.Travel-Guide-Filter-Hotels) - 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