Title: Book the Best San Juan Islands WINERY Hotels in 2025 | 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) ![Orcas Island which includes mist or fog, mountains and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/47000/47915-San-Juan-Islands.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in San Juan Islands, WA ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6023373&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top San Juan Islands 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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/98210912.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) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/a1fca5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Friday Harbor Suites Friday Harbor 8.4/10 Very good (1002) "Great place to stay. " CA $265 CA $294 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Friday-Harbor-Hotels-Friday-Harbor-Suites.h1189744.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/580000/577600/577568/ff6efc18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Premier Bay View Suite) | Living area](https://images.trvl-media.com/lodging/1000000/580000/577600/577568/w4000h2655x0y6-39a13406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/580000/577600/577568/0c344376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Premier Bay View Suite) | Bathroom](https://images.trvl-media.com/lodging/1000000/580000/577600/577568/f23cb852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Bellwether Bellingham City Center 9.6/10 Exceptional (696) "Went there to celebrate a 60th wedding anniversary wonderful location and stY" CA $361 CA $424 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Bellingham-Hotels-Hotel-Bellwether.h577568.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/14000000/13340000/13334000/13333912/f53af5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single King](https://images.trvl-media.com/lodging/14000000/13340000/13334000/13333912/5949fa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/14000000/13340000/13334000/13333912/625cb77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single King](https://images.trvl-media.com/lodging/14000000/13340000/13334000/13333912/d6480500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The La Conner Inn La Conner 9.2/10 Wonderful (679) "Great customer service at the front desk and staff, enjoyed our visit " CA $246 CA $278 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Mount-Vernon-Hotels-La-Conner-Country-Inn.h13333912.Hotel-Information) ![Room, 1 Queen Bed, Courtyard View | Courtyard view](https://images.trvl-media.com/lodging/12000000/11840000/11837800/11837796/78ce11e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed | Bathroom](https://images.trvl-media.com/lodging/12000000/11840000/11837800/11837796/41853b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11840000/11837800/11837796/7c46b27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11840000/11837800/11837796/38e93045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Planter La Conner 9.2/10 Wonderful (334) "We loved the antiques all around. Fun to stay in a refurbished old hotel! " CA $197 CA $218 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Mount-Vernon-Hotels-Hotel-Planter.h11837796.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388851/2e78a16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388851/f971a112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388851/5078d3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388851/cf820080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Beachfront Cabin directly on world class west-facing beach! Eastsound CA $329 CA $473 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Eastsound-Hotels-1BR-Beachfront-Cabin-Directly-On-World-Class-West-Facing-Beach.h109388851.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) ![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 FOUR](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945851/d6db59a2.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 Lopez Island 9.4/10 Exceptional (255) "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. " CA $230 CA $254 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lopez-Island-Hotels-The-Edenwild-Boutique-Inn.h11945851.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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/5624e8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/920000/913700/913611/f2fc8111.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 Friday Harbor 8.8/10 Excellent (357) "Room is a little small but very clean. " CA $270 CA $299 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Friday-Harbor-Hotels-Bird-Rock-Hotel.h913611.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388865/bb8ddc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388865/1ffc976e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388865/6417f063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388865/15ab2662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach! Eastsound CA $403 CA $566 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Eastsound-Hotels-Partial-View-Cabin-W-Hot-Tub-2-Min-Walk-To-West-Facing-Beach.h109388865.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 $417 CA $579 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Eastsound-Hotels-3BR-Ocean-View-Farmhouse-1-Min-Walk-To-Prime-West-Facing-Beach.h109388863.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388857/3bf7d8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388857/4f481c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388857/24dc2025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109390000/109388900/109388857/f860db48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Ocean View Cabin - 1 min walk to world class beach! Eastsound CA $373 CA $526 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Eastsound-Hotels-2BR-Ocean-View-Cabin-1-Min-Walk-To-World-Class-Beach.h109388857.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=2025-10-12&endDate=2025-10-13®ionId=6023373&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top San Juan Islands Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels & Resorts for Couples in Bellevue](https://www.expedia.ca/Bellevue-Hotels-Couples-Resorts-Hotels.0-0-d6434-tCouplesResortsHotels.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) - [Winery Hotels in Bellevue](https://www.expedia.ca/Bellevue-Hotels-Winery-Hotel.0-0-d6434-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bellingham City Center](https://www.expedia.ca/Bellingham-City-Center-Bellingham-Hotels-Adults-Only-Resorts.0-n553248635976396545-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Bellingham City Center](https://www.expedia.ca/Bellingham-City-Center-Bellingham-Hotels-All-Inclusive-Hotel.0-n553248635976396545-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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