Title: Book the Best San Juan Islands WINERY Hotels in 2026 | Expedia.ca [San Juan Islands Travel Guide](https://expedia.ca/San-Juan-Islands.dx6023373)[Hotels in San Juan Islands](https://expedia.ca/San-Juan-Islands-Hotels.d6023373.Travel-Guide-Hotels)[Vacation Rentals in San Juan Islands](https://expedia.ca/San-Juan-Islands-Vacation-Rentals.d6023373.Travel-Guide-VacationRentals)[Flights to San Juan Islands](https://expedia.ca/Cheap-Flights-To-San-Juan-Islands.d6023373.Travel-Guide-Flights)[Things to do in San Juan Islands](https://expedia.ca/Things-To-Do-In-San-Juan-Islands.d6023373.Travel-Guide-Activities)[San Juan Islands Car Rentals](https://expedia.ca/Car-Rentals-In-San-Juan-Islands.d6023373.Car-Rental-Guide)[San Juan Islands Vacation Packages](https://expedia.ca/San-Juan-Islands.d6023373.Destination-Travel-Guides) ![Lime Kiln Point State Park featuring heritage architecture, rocky coastline and a lighthouse](https://images.trvl-media.com/place/6093339/c613e107-9515-40ee-9d4b-6d612f3c900c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6093339/c613e107-9515-40ee-9d4b-6d612f3c900c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 San Juan Islands Winery Hotels Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for San Juan Islands hotels with winery ![Cafe](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/ce853ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/98210912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/2ccf926d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/7166daf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Friday Harbor Suites [](https://www.expedia.ca/Friday-Harbor-Hotels-Friday-Harbor-Suites.h1189744.Hotel-Information) Friday Harbor 8.4/10 Very good (1,001 reviews) "Great room, great staff, love the hotel. This will be our go to for visits here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathaniel CA $245 CA $271 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Friday-Harbor-Hotels-Friday-Harbor-Suites.h1189744.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/09bdf350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/a153a2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/2aa3eb52.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) ### Bird Rock Hotel [](https://www.expedia.ca/Friday-Harbor-Hotels-Bird-Rock-Hotel.h913611.Hotel-Information) Friday Harbor 8.8/10 Excellent (362 reviews) "The electronic check-in went smoothly and the location was great. Room was comfortable and the area was quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret CA $197 CA $218 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Friday-Harbor-Hotels-Bird-Rock-Hotel.h913611.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/5743edf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/d0308765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![COTTAGE ONE | Garden view](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/9bd8f176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ROOM FIVE | View from room](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/012ea966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Edenwild Boutique Inn [](https://www.expedia.ca/Lopez-Island-Hotels-The-Edenwild-Boutique-Inn.h11945851.Hotel-Information) Lopez Island 9.4/10 Exceptional (258 reviews) "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 $159 CA $175 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Lopez-Island-Hotels-The-Edenwild-Boutique-Inn.h11945851.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595417/7f487dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595417/f789c5fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595417/9548716c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595417/f4b33f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Beachfront Cabin on west-facing beach with sunsets! [](https://www.expedia.ca/Eastsound-Hotels-2BR-Beachfront-Cabin-On-West-Facing-Beach-With-Sunsets.h109595417.Hotel-Information) Eastsound 10/10 Exceptional (1 review) CA $284 CA $422 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Eastsound-Hotels-2BR-Beachfront-Cabin-On-West-Facing-Beach-With-Sunsets.h109595417.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462152/2d858264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462152/feb3cc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462152/0b4033d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462152/96bd1412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Classic+ Beachfront Cabin on world class west-facing beach! [](https://www.expedia.ca/2BR-Classic-Beachfront-Cabin-On-World-Class-West-Facing-Beach.h109462152.Hotel-Information) Eastsound 10/10 Exceptional (1 review) "The setting was peaceful and the cabin was well-maintained. The staff is incredibly friendly and it was so nice to have some food options available on site. Would love to come stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen H. CA $326 CA $476 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/2BR-Classic-Beachfront-Cabin-On-World-Class-West-Facing-Beach.h109462152.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388859/a811f2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388859/3f1d85ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388859/a36e71d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388859/db41a01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR 2BA Ocean View Cabin - 1 min walk to world class beach! [](https://www.expedia.ca/Eastsound-Hotels-2BR-2BA-Ocean-View-Cabin-1-Min-Walk-To-World-Class-Beach.h109388859.Hotel-Information) Eastsound 10/10 Exceptional (2 reviews) "Cabin was cozy and the view was amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa V. CA $341 CA $493 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Eastsound-Hotels-2BR-2BA-Ocean-View-Cabin-1-Min-Walk-To-World-Class-Beach.h109388859.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/9e3e5cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/827baf22.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/60000000/59960000/59957200/59957124/b494b5a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views [](https://www.expedia.ca/Eastsound-Hotels-Modern.h59957124.Hotel-Information) Eastsound 9.4/10 Exceptional (70 reviews) "We enjoyed our stay here very much and would recommend this place to anyone looking for a clean and convenient option near Eastsound." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chester I. CA $109 CA $526 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Eastsound-Hotels-Modern.h59957124.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462154/d9009488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462154/13c7fc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462154/4e45da08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462154/47a86d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets! [](https://www.expedia.ca/1BR-Ocean-View-Cabin-30-Second-Walk-To-West-Facing-Beach-And-Sunsets.h109462154.Hotel-Information) Eastsound 10/10 Exceptional (2 reviews) "Cabin was so cute and very clean. The views were amazing. Loved the hot tub. Definitely gonna be coming back !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) franz o. CA $256 CA $387 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/1BR-Ocean-View-Cabin-30-Second-Walk-To-West-Facing-Beach-And-Sunsets.h109462154.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/6694a9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/9f0db9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/cc071298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/950e6061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly wood cabin with full kitchen & free WiFi near the water [](https://www.expedia.ca/Eastsound-Hotels-Dog-Friendly-Wood-Cabin-With-Full-Kitchen-Free-WiFi-Near-The-Water.h75221819.Hotel-Information) Eastsound 7.6/10 Good (52 reviews) "Clean, private, good views, great amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelbie CA $107 CA $352 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Eastsound-Hotels-Dog-Friendly-Wood-Cabin-With-Full-Kitchen-Free-WiFi-Near-The-Water.h75221819.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106306100/106306032/02e5eded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/107000000/106310000/106306100/106306032/0c847c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106306100/106306032/2029be29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/107000000/106310000/106306100/106306032/bff6ad5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean/mountain view condo with balcony & lovely location near Moran SP [](https://www.expedia.ca/Eastsound-Hotels-Oceanmountain-View-Condo-With-Balcony-Lovely-Location-Near-Moran-SP.h106306032.Hotel-Information) Eastsound 9.2/10 Wonderful (5 reviews) "Good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa P. CA $238 CA $588 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Eastsound-Hotels-Oceanmountain-View-Condo-With-Balcony-Lovely-Location-Near-Moran-SP.h106306032.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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