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) # Find Winery Hotels in San Juan Islands, WA from CA $182 - ![](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 [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for San Juan Islands hotels with winery ![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) ![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/b805211e.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 (1000) "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 $261 CA $289 total includes taxes & fees Jan 20 - Jan 21, 2026 [](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) ![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) ![Single Room](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/34bbd966.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 [](https://www.expedia.ca/Friday-Harbor-Hotels-Bird-Rock-Hotel.h913611.Hotel-Information) Friday Harbor 8.8/10 Excellent (362) "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 $198 CA $220 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Friday-Harbor-Hotels-Bird-Rock-Hotel.h913611.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 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) ![COTTAGE ONE](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/9bd8f176.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) ### 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) "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 $165 CA $182 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Lopez-Island-Hotels-The-Edenwild-Boutique-Inn.h11945851.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) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/827baf22.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59960000/59957200/59957124/7ff48104.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) "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 $110 CA $529 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Eastsound-Hotels-Modern.h59957124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595429/7523cfe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595429/0ea44190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595429/b306ae3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109600000/109595500/109595429/6043d886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Beachfront Cabin on epic west-facing sand and pebble beach! [](https://www.expedia.ca/Eastsound-Hotels-2BR-Beachfront-Cabin-On-Epic-West-Facing-Sand-And-Pebble-Beach.h109595429.Hotel-Information) Eastsound 10/10 Exceptional (2) "My family had a great stay at West Beach resort. Cabin was great with all we need, right on the beach. It was amazing to spend evenings around fire place and to hear t waves. Very relaxing. It was nice to have convince store at resort to buy coffee or other basics. Everyone was very friendly. We loved it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ivana f. CA $286 CA $417 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastsound-Hotels-2BR-Beachfront-Cabin-On-Epic-West-Facing-Sand-And-Pebble-Beach.h109595429.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462152/59ba6141.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) ![Dining](https://images.trvl-media.com/lodging/110000000/109470000/109462200/109462152/65a8e2f9.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) "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 $329 CA $469 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/2BR-Classic-Beachfront-Cabin-On-World-Class-West-Facing-Beach.h109462152.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388859/d2fe9b5b.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) ![Children's area](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388859/164a4f2a.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) "Cabin was cozy and the view was amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa V. CA $344 CA $468 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastsound-Hotels-2BR-2BA-Ocean-View-Cabin-1-Min-Walk-To-World-Class-Beach.h109388859.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388863/71e4c0a0.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) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388863/27dfd407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Ocean View Farmhouse - 1 min walk to prime west-facing beach! [](https://www.expedia.ca/Eastsound-Hotels-3BR-Ocean-View-Farmhouse-1-Min-Walk-To-Prime-West-Facing-Beach.h109388863.Hotel-Information) Eastsound CA $372 CA $531 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastsound-Hotels-3BR-Ocean-View-Farmhouse-1-Min-Walk-To-Prime-West-Facing-Beach.h109388863.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714810/b2c2ffef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714810/39c26cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714810/8ff1f563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714810/1bd7534b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy & Quiet Cabin w/ Natural beauty - Prime Locale on Southern Lopez Island [](https://www.expedia.ca/Lopez-Island-Hotels-Cozy-Quiet-Cabin-W-Natural-Beauty-Prime-Locale-On-Southern-Lopez-Island.h21714810.Hotel-Information) Lopez Island 8.4/10 Very good (62) "It was a great homebase for us while we explored the island. We ate out most of the time so we didn't use the kitchen. It appeared to be stocked with anything you might need though. It was clean and comfortable. I'd stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cecalie B. CA $216 CA $672 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lopez-Island-Hotels-Cozy-Quiet-Cabin-W-Natural-Beauty-Prime-Locale-On-Southern-Lopez-Island.h21714810.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) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/499b3ad8.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) ![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) "Clean, private, good views, great amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelbie CA $108 CA $340 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastsound-Hotels-Dog-Friendly-Wood-Cabin-With-Full-Kitchen-Free-WiFi-Near-The-Water.h75221819.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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