Title: Chalk Hill Estate Vineyard in Healdsburg - Tours and Activities | Expedia.ca [Chalk Hill Estate Vineyard Hotels](https://expedia.ca/Chalk-Hill-Estate-Vineyard-Hotels.0-l6240787-0.Travel-Guide-Filter-Hotels)[Flights to Healdsburg](https://expedia.ca/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Things to do in Healdsburg](https://expedia.ca/Things-To-Do-In-Healdsburg.d8322.Travel-Guide-Activities)[Chalk Hill Estate Vineyard Car Rentals](https://expedia.ca/Car-Rentals-In-Chalk-Hill-Estate-Vineyard.d6240787.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.ca/Healdsburg.d8322.Destination-Travel-Guides) # Chalk Hill Estate Vineyard Tours and Activities ## Visit Chalk Hill Estate Vineyard Activities [Healdsburg travel guide](https://expedia.ca/Healdsburg.dx8322) --- --- ## Plan a trip to see Chalk Hill Estate Vineyard Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Fisherman's Wharf](https://images.trvl-media.com/lodging/1000000/30000/24700/24625/6fb55356_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Fisherman's Wharf Fisherman's Wharf CA $686 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Edmonton (YEG) to San Francisco (SFO) 9/10 Wonderful! (7,092 reviews) Great hotel, close to shops and restaurants, friendly staff and accommodating, walkable to Fisherman’s Wharf, excellent food in the breakfast Reviewed on Feb 10, 2026 ![Treehouse Hotel Silicon Valley](https://images.trvl-media.com/lodging/1000000/30000/22600/22537/7b11e84d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Treehouse Hotel Silicon Valley CA $1,506 per person Apr 2 - Apr 7 found 1 day ago Roundtrip flight included Vancouver (YVR) to San Francisco (SFO) 9.6/10 Exceptional! (59 reviews) Great spot. Great service. I will be staying here again. Reviewed on Feb 5, 2026 ![Beacon Grand, A Union Square Hotel ](https://images.trvl-media.com/lodging/1000000/20000/15300/15254/6f8c6b2f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beacon Grand, A Union Square Hotel Union Square CA $865 per person Apr 22 - Apr 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to San Francisco (SFO) 9.2/10 Wonderful! (1,799 reviews) Fantastic stay in a perfect Union Square location. The hotel was spotless, beautifully maintained, and had a warm, welcoming atmosphere. The staff was attentive, courteous, and made the entire experience feel effortless. The room was comfortable and quiet, allowing for a great night’s sleep right in the heart of the city. Everything exceeded expectations, and I would gladly return on my next visit. Highly recommended. Reviewed on Feb 10, 2026 ### Popular places to visit ![You should flamin-go to Safari West and check out their #wildlife ](https://images.trvl-media.com/place/6208250/a162c7bd-d8e3-43ec-8ee2-36d0b6276ad3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Safari West Explore the lovely green spaces of Safari West and also enjoy the biking trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its wineries. [](https://expedia.ca/Safari-West-Santa-Rosa.d6208250.Vacation-Attraction) ![SantaRosa_WellsFargoCenterfortheArts_6327428_01](https://images.trvl-media.com/place/6327428/1118353a-ab30-4b8d-9bcc-cf2b591e5d29.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Luther Burbank Center for the Arts Catch an event at Luther Burbank Center for the Arts during your trip to Santa Rosa. Attend a sporting event or simply enjoy the wineries while you're in the area. [](https://expedia.ca/Luther-Burbank-Center-For-The-Arts-Santa-Rosa.d6327428.Vacation-Attraction) #### Windsor Oaks Vineyards You can enjoy a tasting or tour at Windsor Oaks Vineyards during your travels to Windsor. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants. [](https://expedia.ca/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction) #### 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) #### Guerro Fernandez You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Check out the top-notch restaurants or wineries in this family-friendly area. [](https://expedia.ca/Guerro-Fernandez-Windsor.d873861854588559360.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) --- ## Best Lodging Options Near Chalk Hill Estate Vineyard ## Check availability on hotels close to Chalk Hill Estate Vineyard [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-02-12&endDate=2026-02-13)[Feb 12 - Feb 13](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-02-12&endDate=2026-02-13) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-02-13&endDate=2026-02-14)[Feb 13 - Feb 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-02-13&endDate=2026-02-14) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) ![Chalk Hill Cottage Close to Wineries](https://images.trvl-media.com/lodging/92000000/91820000/91810400/91810397/c881e4f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chalk Hill Cottage Close to Wineries Healdsburg CA [](https://expedia.ca/Healdsburg-Hotels-Chalk-Hill-Cottage-Close-To-Wineries.h91810397.Hotel-Information) ![Exceptional Estate Vineyards in Healdsburg Sonoma County](https://images.trvl-media.com/lodging/103000000/102560000/102555400/102555352/aa953302_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Exceptional Estate Vineyards in Healdsburg Sonoma County Healdsburg CA [](https://expedia.ca/Windsor-Hotels-Exceptional-Estate-Vineyards-In-Healdsburg-Sonoma-County.h102555352.Hotel-Information) ![Wine Country Get Away](https://images.trvl-media.com/lodging/84000000/83530000/83525500/83525479/9bd6ca93_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wine Country Get Away Windsor CA [](https://expedia.ca/Windsor-Hotels-Comfortable-Home-Get-Away-Minutes-From-The-Wine-Country-And-Adventure.h83525479.Hotel-Information) ![Hampton Inn & Suites Windsor - Sonoma Wine Country](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Windsor - Sonoma Wine Country 8937 Brooks Road South Windsor CA [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Vineyard Oasis: Luxury Home in the Heart of Sonoma.](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/68f52a9d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vineyard Oasis: Luxury Home in the Heart of Sonoma. Healdsburg CA [](https://expedia.ca/Santa-Rosa-Hotels-Vineyard-Oasis-Luxury-Home-In-The-Heart-Of-Sonoma.h111903019.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) ![Holiday Inn Windsor Wine Country by IHG](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Windsor Wine Country by IHG 8755 Old Redwood Hwy Windsor CA [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Peaceful Windsor Retreat w/ Private Hot Tub!](https://images.trvl-media.com/lodging/91000000/90010000/90007200/90007110/20f7c9f9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Peaceful Windsor Retreat w/ Private Hot Tub! Windsor CA [](https://expedia.ca/Santa-Rosa-Hotels-Peaceful-Windsor-Retreat-W-Private-Hot-Tub.h90007110.Hotel-Information) ![WorldMark Windsor](https://images.trvl-media.com/lodging/2000000/1160000/1151600/1151532/2d4fbda5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### WorldMark Windsor 1251 Shilo Rd Windsor CA [](https://expedia.ca/Windsor-Hotels-WorldMark-Windsor.h1151532.Hotel-Information) [See all 991 properties in Chalk Hill Estate Vineyard](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6240787) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 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