Title: Book the Best Lake Oswego WINERY Hotels in 2026 | Expedia.ca [Lake Oswego Travel Guide](https://expedia.ca/Lake-Oswego.dx8512)[Hotels in Lake Oswego](https://expedia.ca/Lake-Oswego-Hotels.d8512.Travel-Guide-Hotels)[Vacation Rentals in Lake Oswego](https://expedia.ca/Lake-Oswego-Vacation-Rentals.d8512.Travel-Guide-VacationRentals)[Flights to Lake Oswego](https://expedia.ca/Cheap-Flights-To-Lake-Oswego.d8512.Travel-Guide-Flights)[Things to do in Lake Oswego](https://expedia.ca/Things-To-Do-In-Lake-Oswego.d8512.Travel-Guide-Activities)[Lake Oswego Car Rentals](https://expedia.ca/Car-Rentals-In-Lake-Oswego.d8512.Car-Rental-Guide)[Lake Oswego Vacation Packages](https://expedia.ca/Lake-Oswego.d8512.Destination-Travel-Guides) ![A tangle of trees and understory vegetation thrive in Tryon State Park, Lake Oswego, Oregon. This part of the country is home to temperate rainforests which serve as habitats for many species.](https://images.trvl-media.com/place/8512/4fbde8ea-639e-4dcf-8a7d-5e640cded489.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8512/4fbde8ea-639e-4dcf-8a7d-5e640cded489.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 Lake Oswego Winery Hotels Tonight [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=8512&startDate=2026-01-23&endDate=2026-01-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8512&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8512&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8512&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lake Oswego hotels with winery ![Sundeck](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135564/782d62ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135564/eff9f574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135564/b96bc3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135564/4cc420f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeshore Inn [](https://www.expedia.ca/Portland-Hotels-Lakeshore-Inn.h1135564.Hotel-Information) Lakewood 8.4/10 Very good (392 reviews) "Walking distance to nice restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Azita CA $156 CA $178 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portland-Hotels-Lakeshore-Inn.h1135564.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37970000/37965900/37965836/5a89240a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37970000/37965900/37965836/17c73687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/38000000/37970000/37965900/37965836/3095bee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37970000/37965900/37965836/6f66a244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casa with Luxury Amenities -hot tub and massage chair [](https://www.expedia.ca/Portland-Hotels-La-Casa-With-Luxury-Amenities-Hot-Tub-And-Massage-Chair.h37965836.Hotel-Information) Oak Creek 9.8/10 Exceptional (116 reviews) "We had a wonderful stay here. 5 nights, 2 small children and 4 adults. The property was perfect for kids. The house was clean and had everything we needed. The hot tub was a plus. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda K. CA $301 CA $473 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Portland-Hotels-La-Casa-With-Luxury-Amenities-Hot-Tub-And-Massage-Chair.h37965836.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/001f8236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/a51783ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/dde6cdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Paramount Hotel [](https://www.expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) Downtown Portland 9.2/10 Wonderful (3,160 reviews) "Clean hotel and great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $132 CA $154 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/117000000/116860000/116853800/116853726/4e11abbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116860000/116853800/116853726/f7b46cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116860000/116853800/116853726/f3d6a826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/117000000/116860000/116853800/116853726/66387703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Portland - Pearl District [](https://www.expedia.ca/Portland-Hotels-Comfort-Aparthotel-Lourdes-LAcacia.h116853726.Hotel-Information) Pearl District 9.8/10 Exceptional (245 reviews) "Clean room, great staff, great food in restaurant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $141 CA $163 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Portland-Hotels-Comfort-Aparthotel-Lourdes-LAcacia.h116853726.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/a907ef2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/2a295850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/15d9891f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Benson Portland, Curio Collection by Hilton [](https://www.expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1,175 reviews) "Very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $149 CA $173 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![Luxury Suite, 1 Bedroom (Hospitality Suite) | In-room dining](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/e8cf5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/6b0c4581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/a582c5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom (Hospitality Suite) | View from room](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/3446549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mark Spencer Hotel [](https://www.expedia.ca/Portland-Hotels-Mark-Spencer-Hotel.h19921.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1,970 reviews) "Really loved staying here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maira CA $108 CA $125 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Portland-Hotels-Mark-Spencer-Hotel.h19921.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/b0d3e02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/56ede831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/9b61c751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/45776432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Lucia [](https://www.expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1,302 reviews) "Staff was great and loved the room ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $102 CA $165 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25600/25551/cfab52b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/30000/25600/25551/60f9b27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![65-inch LCD TV with digital channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/30000/25600/25551/05ec1f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25600/25551/9d947bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Portland Downtown [](https://www.expedia.ca/Portland-Hotels-Hilton-Portland-Downtown.h25551.Hotel-Information) Downtown Portland 8.0/10 Very good (1,002 reviews) "Didn’t have breakfast but the fitness center was very nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $145 CA $168 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Portland-Hotels-Hilton-Portland-Downtown.h25551.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/132a7008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/5fe734d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/84465907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/338bfdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moxy Portland Downtown [](https://www.expedia.ca/Portland-Hotels-Moxy-Portland-Downtown.h61340845.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1,388 reviews) "Awesome place to stayed for any holiday or events " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $136 CA $158 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portland-Hotels-Moxy-Portland-Downtown.h61340845.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/ad5f1204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/776f251f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/f2b80f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/b030acab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heathman Hotel [](https://www.expedia.ca/Portland-Hotels-The-Heathman-Hotel.h3096.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1,002 reviews) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $111 CA $181 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Portland-Hotels-The-Heathman-Hotel.h3096.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=2026-02-07&endDate=2026-02-08®ionId=8512&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Lake Oswego Hotel Reviews ![The Benson Portland, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef_y.jpg) ### The Benson Portland, Curio Collection by Hilton 10/10 Excellent "Clean room courteous and attentive staff." [](https://expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![Radisson Hotel Portland Airport](https://images.trvl-media.com/lodging/1000000/50000/40700/40663/6c6ccb81_y.jpg) ### Radisson Hotel Portland Airport 10/10 Excellent "There needs to be more soap." [](https://expedia.ca/Portland-Hotels-Radisson-Hotel-Portland-Airport.h40663.Hotel-Information) ![The Paramount Hotel](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b_y.jpg) ### The Paramount Hotel 10/10 Excellent "Great location. Large quiet room. Easy check-in. " [](https://expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Park Lane Suites and Inn](https://images.trvl-media.com/lodging/1000000/30000/26100/26052/cb7e437c_y.jpg) ### Park Lane Suites and Inn 10/10 Excellent "Hotel staff was very accommodating and provided a $12 Expedia VIP credit" [](https://expedia.ca/Portland-Hotels-Park-Lane-Suites-And-Inn.h26052.Hotel-Information) ![Courtyard by Marriott Portland City Center](https://images.trvl-media.com/lodging/3000000/2470000/2469100/2469036/80554e02_y.jpg) ### Courtyard by Marriott Portland City Center 10/10 Excellent "The staff were friendly and helpful! The room was clean. I would recommend this hotel to anyone visiting Portland. " [](https://expedia.ca/Portland-Hotels-Courtyard-By-Marriott-Portland-City-Center.h2469036.Hotel-Information) ![Embassy Suites by Hilton Portland Downtown](https://images.trvl-media.com/lodging/1000000/80000/74700/74615/d07bd195_y.jpg) ### Embassy Suites by Hilton Portland Downtown 10/10 Excellent "Clean, very good breakfast and super nice staff." [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Downtown.h74615.Hotel-Information) ![Hilton Garden Inn Portland/Lake Oswego](https://images.trvl-media.com/lodging/1000000/460000/456100/456023/81db253d_y.jpg) ### Hilton Garden Inn Portland/Lake Oswego 10/10 Excellent "Great customer service and amazing property. " [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Lake-Oswego.h456023.Hotel-Information) ![Hotel Eastlund, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/17200/17129/ee27e091_y.jpg) ### Hotel Eastlund, BW Premier Collection 10/10 Excellent "Stayed for three nights. The staff helped me switching to a quieter room after the first night. Overall a great choice. " [](https://expedia.ca/Portland-Hotels-Hotel-Eastlund.h17129.Hotel-Information) ![Mark Spencer Hotel](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/e8cf5bcf_y.jpg) ### Mark Spencer Hotel 10/10 Excellent "Shower tile needs cleaning " [](https://expedia.ca/Portland-Hotels-Mark-Spencer-Hotel.h19921.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Lake Oswego cost? ### Which area of Lake Oswego is best to stay in for vineyards and wineries? > For couples seeking a romantic escape, the charming neighbourhood of Lake Grove is particularly enticing. Here, you can enjoy intimate wine-tasting experiences at local vineyards while soaking in the serene atmosphere. After a day of exploring, consider dining at one of the area's upscale restaurants, where you can pair exquisite local wines with delicious cuisine. > > > Families, on the other hand, might appreciate the convenience of staying in the heart of Lake Oswego. This area boasts family-friendly amenities, including parks and recreational activities. While the adults indulge in wine tastings, children can enjoy the scenic parks, such as George Rogers Park, which features trails and playgrounds. ### Are there hotels in Lake Oswego near winery tours? > The 3-star Lakeshore Inn, rated 8.4 by our travellers, is perfectly located for those looking to explore the nearby wineries. Guests love its quiet atmosphere and comfortable, clean rooms, making it an ideal retreat after a day of wine tasting. Plus, it offers free breakfast options, including to-go breakfasts, and has complimentary Wi-Fi, ensuring a convenient stay. ### What winery activities should we do in Lake Oswego? > Start your wine adventure with a visit to the nearby Elk Cove Vineyards, where you can enjoy guided tastings amidst breathtaking views of the vineyards. The knowledgeable staff are always eager to share insights about their winemaking process. For those who appreciate a more intimate experience, consider booking a private tour at Stoller Family Estate, where you can explore the grounds and learn about sustainable farming practices while sipping on award-winning wines. > > > For couples looking to make their experience extra special, don't miss the chance to enjoy a sunset picnic at one of the local wineries. Many vineyards, such as A to Z Wineworks, offer picturesque spots where you can relax with a bottle of wine and delicious local cheeses, creating a romantic atmosphere that's simply unforgettable. > > > Families will also find plenty to enjoy in Lake Oswego's wine scene. Some wineries host family-friendly events, including grape stomping and vineyard tours that engage visitors of all ages. It's a fantastic way to introduce children to the agricultural roots of wine production while enjoying a day out in the fresh air. ### How can I save on a winery hotel in Lake Oswego with Expedia? ### Is it cheaper to book flights and a winery hotel in Lake Oswego as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Multnomah ](https://www.expedia.ca/5Star-Multnomah-Portland-Hotels.s50-n553248635976396543-0.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Blue Heron ](https://www.expedia.ca/Blue-Heron-Portland-Hotels-Wedding-Hotels.0-n553248635976473548-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Plaza Mall ](https://www.expedia.ca/Bridgeport-Plaza-Mall-Hotels.0-l6249693-0.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Village ](https://www.expedia.ca/Bridgeport-Village-Hotels.0-l6180355-0.Travel-Guide-Filter-Hotels) - 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