Title: Windsor Oaks Vineyards in Windsor - Tours and Activities | Expedia.ca [Windsor Oaks Vineyards Hotels](https://expedia.ca/Windsor-Oaks-Vineyards-Hotels.0-l6327443-0.Travel-Guide-Filter-Hotels)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d9542.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Windsor Oaks Vineyards Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor-Oaks-Vineyards.d6327443.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d9542.Destination-Travel-Guides) # Windsor Oaks Vineyards Tours and Activities ## Visit Windsor Oaks Vineyards Activities [Windsor travel guide](https://expedia.ca/Windsor.dx9542) * * * * * * ## Plan a trip to see Windsor Oaks Vineyards Price found within the past 48 hours. Click for updated prices. ![Bel Abri Napa Valley Inn](https://images.trvl-media.com/lodging/1000000/920000/911000/910902/2b5d1dab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bel Abri Napa Valley Inn Central Napa CA $652 per person Jan 20 - Jan 24 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Oakland (OAK) 19.2/10 Exceptional! (1,005 reviews) Amazing staff and service. Nice location. Overall great experience. Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-24/?FromAirport=YVR&Destination=OAK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=910902&paandie=true&dealMarker=94ZQ2BC52cDJo7rzJ1uGra7kjibDU1DwcH2hZpZLMQ0MVcIz6RQkVG-d4JKnimpp) ![the cottages of napa valley ](https://images.trvl-media.com/lodging/119000000/118750000/118741700/118741619/0333fefb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### the cottages of napa valley CA $879 per person Jan 20 - Jan 24 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Oakland (OAK) 20/10 Exceptional! (7 reviews) Staff/owner were very welcoming and efficient. Great cottage and location. Reviewed on Nov 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-24/?FromAirport=YVR&Destination=OAK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=118741619&paandie=true&dealMarker=Pe-oCpYo9mPWD9je0Uoj1_0VakRBlGXHlJtquKacGbQUnqiLoHIv_UFhFxmJSH0Z) ![DoubleTree by Hilton Hotel Berkeley Marina](https://images.trvl-media.com/lodging/1000000/30000/23800/23800/ba0da8d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Berkeley Marina Berkeley Marina CA $1,284 per person Feb 3 - Feb 8 found 7 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Oakland (OAK) 16.4/10 Exceptional! (3,745 reviews) Old and expensive. The area was ok. The views were fantastic! Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-03/2026-02-08/?FromAirport=YEG&Destination=OAK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23800&paandie=true&dealMarker=IuIzHP9lL14kDRnkIuemGA2JafYXL1XraO_Hmwg92OIAJ5pTPlsoJeVBd0a1ArfW) ### Popular places to visit #### Powell's Sweet Shoppe - Windsor Enjoy an outing to Powell's Sweet Shoppe - Windsor during your stay in Windsor. Stroll along the area's riverfront, or simply savor its wineries. [](https://expedia.ca/Powells-Sweet-Shoppe-Windsor-Windsor.d553248621532640709.Vacation-Attraction) #### Chalk Hill Estate Vineyard You can enjoy a tasting or tour at Chalk Hill Estate Vineyard during your travels to Healdsburg. Stroll along the area's riverfront, or simply savor its wineries. [](https://expedia.ca/Chalk-Hill-Estate-Vineyard-Healdsburg.d6240787.Vacation-Attraction) #### Dom Whitney Tasting Lounge Enjoy an outing to Dom Whitney Tasting Lounge during your stay in Windsor. Wander the area's riverfront or simply enjoy one of its top-notch restaurants. [](https://expedia.ca/Dom-Whitney-Tasting-Lounge-Windsor.d553248621532640707.Vacation-Attraction) #### Badger Dog Park After visiting Badger Dog Park, make a plan to see the other sights and activities in Healdsburg. Check out the shops and wineries in this walkable area. [](https://expedia.ca/Badger-Dog-Park-Healdsburg.d906162134464167936.Vacation-Attraction) #### Tayman Park Golf Course Enjoy a round of golf in Healdsburg at Tayman Park Golf Course. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Tayman-Park-Golf-Course-Healdsburg.d553248621532640713.Vacation-Attraction) #### Pezzi King Winery You can enjoy a tasting or tour at Pezzi King Winery during your travels to Healdsburg. Amble around this family-friendly area's riverfront and enjoy its lively bars. [](https://expedia.ca/Pezzi-King-Winery-Healdsburg.d6324664.Vacation-Attraction) * * * ## Best Lodging Options Near Windsor Oaks Vineyards ## Check availability on hotels close to Windsor Oaks Vineyards [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-20&endDate=2025-11-21) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-20&endDate=2025-11-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-20&endDate=2025-11-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-20&endDate=2025-11-21)[Nov 20 - Nov 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-20&endDate=2025-11-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-21&endDate=2025-11-22) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-21&endDate=2025-11-22) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-21&endDate=2025-11-22) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-21&endDate=2025-11-22)[Nov 21 - Nov 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=2025-11-21&endDate=2025-11-22) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=21%2F11%2F2025&endDate=23%2F11%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=21%2F11%2F2025&endDate=23%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=21%2F11%2F2025&endDate=23%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=21%2F11%2F2025&endDate=23%2F11%2F2025)[Nov 21 - Nov 23](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=21%2F11%2F2025&endDate=23%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=28%2F11%2F2025&endDate=30%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=28%2F11%2F2025&endDate=30%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=28%2F11%2F2025&endDate=30%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=28%2F11%2F2025&endDate=30%2F11%2F2025)[Nov 28 - Nov 30](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6327443&startDate=28%2F11%2F2025&endDate=30%2F11%2F2025) ![Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg](https://images.trvl-media.com/lodging/91000000/90930000/90927800/90927788/b6dff04e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-Vineyard-Living-Close-To-Charming-Downtown-Healdsburg.h90927788.Hotel-Information) ![Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining](https://images.trvl-media.com/lodging/102000000/101950000/101943500/101943444/1f4e16a2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-Charming-Retreat-Near-Healdsburg-3-BD-Den.h101943444.Hotel-Information) ![Charming house in Healdsburg with Pool and Hot Tub](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586159/w1194h880x0y0-ba6ecd35_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming house in Healdsburg with Pool and Hot Tub Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-Charming-3-Bedroom-House-In-Healdsburg-With-Pool-And-Hot-Tub.h113586159.Hotel-Information) ![Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg](https://images.trvl-media.com/lodging/68000000/67550000/67543500/67543442/a6b02e37_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-Spectacular-Views.h67543442.Hotel-Information) ![Xanadu Healdsburg | A Wine Country Escape](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558491/56b67b48_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Xanadu Healdsburg | A Wine Country Escape Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-XANADU-HEALDSBURG.h70558491.Hotel-Information) ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 8865 Conde Lane Windsor CA [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Renovated farmhouse with vineyard views, bocce ball court, Ping-Pong, basketball](https://images.trvl-media.com/lodging/100000000/99240000/99231100/99231051/74984cae_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Renovated farmhouse with vineyard views, bocce ball court, Ping-Pong, basketball Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-Renovated-Farmhouse-With-Vineyard-Views.h99231051.Hotel-Information) ![Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg](https://images.trvl-media.com/lodging/19000000/18770000/18767200/18767186/5a4f30ee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg Healdsburg CA [](https://expedia.ca/Windsor-Hotels-Modern-Farmhouse-2021-Remodel.h18767186.Hotel-Information) ![Hampton Inn & Suites Windsor - 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Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_6327443) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [4 Star Hotels in Chalk Hill](https://www.expedia.ca/4Star-Chalk-Hill-Hotels.s40-0-d736342871657291776.Travel-Guide-Filter-Hotels) - [Aparthotels in Healdsburg](https://www.expedia.ca/Healdsburg-Apart-Hotels.d8322-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Healdsburg](https://www.expedia.ca/Healdsburg-Bed-And-Breakfast.d8322-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Healdsburg](https://www.expedia.ca/Healdsburg-Guest-Houses.d8322-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in Healdsburg](https://www.expedia.ca/Healdsburg-Hotels-Boutique-Hotel.0-0-d8322-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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[Safari Tentalow in Windsor](https://www.expedia.ca/Windsor-Safari-Tentalow.d9542-aaSafariTentalow.Travel-Guide-Accommodation) - [Flights to Healdsburg](https://www.expedia.ca/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights) - [Flights from Healdsburg](https://www.expedia.ca/lp/flights/8322/flights-from-healdsburg) - [Flights from Windsor](https://www.expedia.ca/lp/flights/9542/flights-from-windsor) - [Armstrong Redwoods State Park](https://www.expedia.ca/Armstrong-Redwoods-State-Park-Guerneville.d6087093.Vacation-Attraction) - [Beaver Creek Vineyards](https://www.expedia.ca/Beaver-Creek-Vineyards-Middletown.d6335693.Vacation-Attraction) - [Bennett Valley Vacations](https://www.expedia.ca/Bennett-Valley.d736344695855443968.Destination-Travel-Guides) - [Bohemian Grove](https://www.expedia.ca/Bohemian-Grove-Sebastopol.d6087095.Vacation-Attraction) - [Calistoga Hot Springs](https://www.expedia.ca/Calistoga-Hot-Springs-Calistoga.d6065815.Vacation-Attraction) - [Calistoga Vacations](https://www.expedia.ca/Calistoga.d6668.Destination-Travel-Guides) - [Castello di Amorosa](https://www.expedia.ca/Castello-Di-Amorosa-Calistoga.d6208243.Vacation-Attraction) - [Charles Krug Winery](https://www.expedia.ca/Charles-Krug-Winery-St-Helena.d6065835.Vacation-Attraction) - [Chateau Montelena Winery](https://www.expedia.ca/Chateau-Montelena-Winery-Calistoga.d6239667.Vacation-Attraction) - [Chateau St. Jean Winery](https://www.expedia.ca/Chateau-St-Jean-Winery-Kenwood.d6128072.Vacation-Attraction) - [Cloverdale Vacations](https://www.expedia.ca/Cloverdale.d177480.Destination-Travel-Guides) - [Dry Creek Vineyard](https://www.expedia.ca/Dry-Creek-Vineyard-Healdsburg.d6240812.Vacation-Attraction) - [Francis Ford Coppola Winery](https://www.expedia.ca/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction) - [Jenner Vacations](https://www.expedia.ca/Jenner.d182983.Destination-Travel-Guides) - [Johnson's Beach](https://www.expedia.ca/Johnsons-Beach-Guerneville.d6327098.Vacation-Attraction) - [Ledson Winery and Vineyards](https://www.expedia.ca/Ledson-Winery-And-Vineyards-Kenwood.d6128106.Vacation-Attraction) - [Mazzocco Winery](https://www.expedia.ca/Mazzocco-Winery-Healdsburg.d6324652.Vacation-Attraction) - [Middletown Vacations](https://www.expedia.ca/Middletown.d180934.Destination-Travel-Guides) - [Occidental Vacations](https://www.expedia.ca/Occidental.d500727.Destination-Travel-Guides) - [Old Faithful Geyser of California](https://www.expedia.ca/Old-Faithful-Geyser-Of-California-Calistoga.d6065829.Vacation-Attraction) - [Osmosis Day Spa Sanctuary](https://www.expedia.ca/Osmosis-Day-Spa-Sanctuary-Sebastopol.d553248621532640642.Vacation-Attraction) - [River Rock Casino](https://www.expedia.ca/River-Rock-Casino-Geyserville.d6327089.Vacation-Attraction) - [Santa Rosa Vacations](https://www.expedia.ca/Santa-Rosa.d3288.Destination-Travel-Guides) - [Sharpsteen Museum](https://www.expedia.ca/Sharpsteen-Museum-Calistoga.d6065819.Vacation-Attraction) - [Soda Rock Winery](https://www.expedia.ca/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction) - [Sonoma Coast State Park](https://www.expedia.ca/Sonoma-Coast-State-Park-California.d6326892.Vacation-Attraction) - [Sonoma County Vacations](https://www.expedia.ca/Sonoma-County.d553248621593965866.Destination-Travel-Guides) - [Spring Lake Park](https://www.expedia.ca/Spring-Lake-Park-Santa-Rosa.d6327420.Vacation-Attraction) - [Villa Grande Vacations](https://www.expedia.ca/Villa-Grande.d3000428920.Destination-Travel-Guides) - [Windsor Vacations](https://www.expedia.ca/Windsor.d9542.Destination-Travel-Guides) - [Visit Windsor](https://www.expedia.ca/Windsor.dx9542) - [Car rental Healdsburg](https://www.expedia.ca/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide) - [Car rental Windsor](https://www.expedia.ca/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide) - [Car rentals in Thrifty Car Rental 100 World Parkway](https://www.expedia.ca/Thrifty-Car-Rental-at-100-World-Parkway-St-Johns-Newfoundland-And-Labrador-CAN.v9542.Car-Rental-Guide-Location) - [Things to do in Windsor](https://www.expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)