Title: Chalk Hill Estate Vineyard Tours - Book Now | Expedia.com [Chalk Hill Estate Vineyard Hotels](https://expedia.com/Chalk-Hill-Estate-Vineyard-Hotels.0-l6240787-0.Travel-Guide-Filter-Hotels)[Flights to Healdsburg](https://expedia.com/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Things to do in Healdsburg](https://expedia.com/Things-To-Do-In-Healdsburg.d8322.Travel-Guide-Activities)[Car Rentals in Chalk Hill Estate Vineyard](https://expedia.com/Car-Rentals-In-Chalk-Hill-Estate-Vineyard.d6240787.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.com/Healdsburg.d8322.Destination-Travel-Guides) # Chalk Hill Estate Vineyard Tours ## Visit Chalk Hill Estate Vineyard Activities [Healdsburg Travel Guide](https://expedia.com/Healdsburg.dx8322) --- --- There's always time for a sip of wine, so sample a couple of the delicious sorts available at Chalk Hill Estate Vineyard. Allow some time to learn about the winemaking process, from harvesting and fermentation to the aging and bottling of the product. This wine-making establishment is located in [Healdsburg](https://www.expedia.com/Healdsburg.dx8322). Once you've seen everything you can at Chalk Hill Estate Vineyard, have a look at nearby Kendall-Jackson Wine Estate and Gardens, Safari West, and Healdsburg Plaza. ## Plan a trip to see Chalk Hill Estate Vineyard Price found within the past 48 hours. Click for updated prices. ![Bay Bridge Inn](https://images.trvl-media.com/lodging/2000000/1350000/1345200/1345121/4150dc88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Bridge Inn Downtown San Francisco Save 100% on your flight $489 per person May 14 - May 19 found 23 hours ago Roundtrip flight included Dallas (DFW) to San Francisco (SFO) 7.6/10 Good! (1,006 reviews) Close to where I needed to go. Rooms are clean and basic. Not the nicest area, a bit dark, but doesn’t feel unsafe. Reviewed on Feb 18, 2026 ![The Grove Inn](https://images.trvl-media.com/lodging/1000000/1000000/994200/994146/3470583f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Grove Inn Western Addition Save 100% on your flight $1,033 per person May 14 - May 19 found 23 hours ago Roundtrip flight included Dallas (DFW) to San Francisco (SFO) 9.2/10 Wonderful! (693 reviews) Cute boutique style lodge. Rooms were nice, great area, and easy to check in and out. Provided list of local restaurants and amenities around the area. Reviewed on Mar 7, 2026 ![Hilton San Francisco Union Square](https://images.trvl-media.com/lodging/1000000/30000/25700/25622/8fb5ec03_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton San Francisco Union Square Union Square Save 100% on your flight $929 per person May 14 - May 19 found 23 hours ago Roundtrip flight included Dallas (DFW) to San Francisco (SFO) 8.4/10 Very Good! (1,223 reviews) Great property. Convenient location and close to so many restaurants. Reviewed on Mar 9, 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 4.5/5(67 reviews) 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.com/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 Enjoy an outing to Luther Burbank Center for the Arts during your stay in Santa Rosa. Attend a sporting event or simply enjoy the wineries while you're in the area. [](https://expedia.com/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 wineries. [](https://expedia.com/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 top-notch restaurants. [](https://expedia.com/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.com/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 wineries. [](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-03-13&endDate=2026-03-14)[Mar 13 - Mar 14](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-03-13&endDate=2026-03-14) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-03-14&endDate=2026-03-15)[Mar 14 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=2026-03-14&endDate=2026-03-15) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026)[Mar 13 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6240787&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026) ![Chalk Hill Cottage Close to Wineries](https://images.trvl-media.com/lodging/92000000/91820000/91810400/91810397/a43bc074_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chalk Hill Cottage Close to Wineries Healdsburg CA [](https://expedia.com/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/a57e9655_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Exceptional Estate Vineyards in Healdsburg Sonoma County Healdsburg CA [](https://expedia.com/Windsor-Hotels-Exceptional-Estate-Vineyards-In-Healdsburg-Sonoma-County.h102555352.Hotel-Information) ![Wine Country Get Away](https://images.trvl-media.com/lodging/84000000/83530000/83525500/83525479/62635fa6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wine Country Get Away Windsor CA [](https://expedia.com/Windsor-Hotels-Comfortable-Home-Get-Away-Minutes-From-The-Wine-Country-And-Adventure.h83525479.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.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Hampton Inn & Suites Windsor - Sonoma Wine Country](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Windsor - Sonoma Wine Country 8937 Brooks Road South Windsor CA [](https://expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Holiday Inn Windsor Wine Country by IHG](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/38785765_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Windsor Wine Country by IHG 8755 Old Redwood Hwy Windsor CA [](https://expedia.com/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/1cf57cd4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Vineyard-View Retreat, EV Charger, Near Healdsburg Healdsburg CA [](https://expedia.com/Santa-Rosa-Hotels-Vineyard-Oasis-Luxury-Home-In-The-Heart-Of-Sonoma.h111903019.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.com/Santa-Rosa-Hotels-Peaceful-Windsor-Retreat-W-Private-Hot-Tub.h90007110.Hotel-Information) ![WorldMark Windsor](https://images.trvl-media.com/lodging/2000000/1160000/1151600/1151532/17173fa3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### WorldMark Windsor 1251 Shilo Rd Windsor CA [](https://expedia.com/Windsor-Hotels-WorldMark-Windsor.h1151532.Hotel-Information) [See all 1,010 properties in Chalk Hill Estate Vineyard](https://expedia.com/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. [Book now](https://expedia.com/deals?rfrr=DX_POI_Spring_PROMO_6240787) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Windsor Hotels ](https://www.expedia.com/Windsor-Hotels.d9542.Travel-Guide-Hotels) - [Hotels near Windsor Oaks Vineyards ](https://www.expedia.com/Windsor-Oaks-Vineyards-Hotels.0-l6327443-0.Travel-Guide-Filter-Hotels) - [Hotels near Powell's Sweet Shoppe - Windsor ](https://www.expedia.com/Powells-Sweet-Shoppe-Windsor-Hotels.0-l553248621532640709-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Cheap-Hotels.0-0-d9542-tCheapHotels.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Windsor ](https://www.expedia.com/4Star-Windsor-Hotels.s40-0-d9542.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Pet-Friendly-Hotel.0-0-d9542-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Condo Rentals in Windsor ](https://www.expedia.com/Windsor-Condos.d9542-aaCondos.Travel-Guide-Accommodation) - [Romantic Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Romantic-Hotel.0-0-d9542-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Windsor ](https://www.expedia.com/Windsor-Hotels-Spa-Hotel.0-0-d9542-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Winery-Hotel.0-0-d9542-tWineryHotel.Travel-Guide-Filter-Hotels) - [Resorts in Windsor ](https://www.expedia.com/Windsor-Resorts.d9542-aaResorts.Travel-Guide-Accommodation) - [Best Western Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Best-Western.0-0-d9542--bBestWestern.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Motel-6.0-0-d9542--bMotel6.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Restaurants.0-0-d9542-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Casino Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Casino-Hotel.0-0-d9542-tCasinoHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Windsor ](https://www.expedia.com/3Star-Windsor-Hotels.s30-0-d9542.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Windsor ](https://www.expedia.com/Windsor-Hotels-Marriott-Hotels-Resorts.0-0-d9542--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Kitchens.0-0-d9542-tHotelswithKitchens.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d9542-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Extended-Stay-Hotels.0-0-d9542-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Windsor ](https://www.expedia.com/5Star-Windsor-Hotels.s50-0-d9542.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Wedding-Hotels.0-0-d9542-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Luxury-Hotel.0-0-d9542-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-LGBT-Welcoming-Hotel.0-0-d9542-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [All-Inclusive Resorts in Windsor ](https://www.expedia.com/Windsor-Hotels-All-Inclusive-Hotel.0-0-d9542-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Outdoor-Pool.0-0-d9542-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Family Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Family-Hotel.0-0-d9542-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Laundry-Facilities.0-0-d9542-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Hotels with Fireplaces in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Fireplaces.0-0-d9542-tHotelswithFireplaces.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotel-Suites.0-0-d9542-tHotelSuites.Travel-Guide-Filter-Hotels) - [B&B in Windsor ](https://www.expedia.com/Windsor-Bed-And-Breakfast.d9542-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Golf Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Golf-Hotel.0-0-d9542-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Balconies.0-0-d9542-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Historic Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Historic-Hotel.0-0-d9542-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Hot-Tubs.0-0-d9542-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Extended Stay America Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Extended-Stay-America.0-0-d9542--bExtendedStayAmerica.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Windsor ](https://www.expedia.com/Windsor-Cabins.d9542-aaCabins.Travel-Guide-Accommodation) - [Hotels with a Pool in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotel-With-Pool.0-0-d9542-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Motels in Windsor ](https://www.expedia.com/Windsor-Motels.d9542-aaMotels.Travel-Guide-Accommodation) - [Hotels with Free Parking in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Free-Parking.0-0-d9542-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Windsor ](https://www.expedia.com/Windsor-Hotels-Hotels-With-Tennis-Courts.0-0-d9542-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Condo Resorts in Windsor ](https://www.expedia.com/Windsor-Condominium-Resort.d9542-aaCondominiumResort.Travel-Guide-Accommodation) - [Beach Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Beach-Hotel.0-0-d9542-tBeachHotel.Travel-Guide-Filter-Hotels) - [Vacation Homes in Windsor ](https://www.expedia.com/Windsor-Private-Vacation-Homes.d9542-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Castles in Windsor ](https://www.expedia.com/Windsor-Castles.d9542-aaCastles.Travel-Guide-Accommodation) - [Business Hotels in Windsor ](https://www.expedia.com/Windsor-Hotels-Business-Hotel.0-0-d9542-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts & in Windsor ](https://www.expedia.com/Windsor-Hotels-Honeymoon-Hotels.0-0-d9542-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Villas in Windsor ](https://www.expedia.com/Windsor-Villas.d9542-aaVillas.Travel-Guide-Accommodation) - [Hotels near Dom Whitney Tasting Lounge ](https://www.expedia.com/Dom-Whitney-Tasting-Lounge-Hotels.0-l553248621532640707-0.Travel-Guide-Filter-Hotels) - [Hotels near Windsor Golf Club ](https://www.expedia.com/Windsor-Golf-Club-Hotels.0-l6327439-0.Travel-Guide-Filter-Hotels) - [Larkfield-Wikiup Hotels ](https://www.expedia.com/Larkfield-Wikiup-Hotels.d553248635975865550.Travel-Guide-Hotels) - [Flights to Windsor ](https://www.expedia.com/Cheap-Flights-To-Windsor.d9542.Travel-Guide-Flights) - [Flights from Windsor ](https://www.expedia.com/lp/flights/9542/flights-from-windsor) - [Phoenix to Windsor ](https://www.expedia.com/lp/flights/178298/9542/phoenix-to-windsor) - [Flights from Larkfield-Wikiup ](https://www.expedia.com/lp/flights/553248635975865550/flights-from-larkfield-wikiup) - [Flights from Los Angeles (LAX) to Santa Rosa (STS) ](https://www.expedia.com/lp/flights/lax/sts/los-angeles-to-santa-rosa) - [Windsor Oaks Vineyards ](https://www.expedia.com/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction) - [Powell's Sweet Shoppe - Windsor ](https://www.expedia.com/Powells-Sweet-Shoppe-Windsor-Windsor.d553248621532640709.Vacation-Attraction) - [Windsor Vacations ](https://www.expedia.com/Windsor.d9542.Destination-Travel-Guides) - [Dom Whitney Tasting Lounge ](https://www.expedia.com/Dom-Whitney-Tasting-Lounge-Windsor.d553248621532640707.Vacation-Attraction) - [Visit Windsor ](https://www.expedia.com/Windsor.dx9542) - [Windsor Golf Club ](https://www.expedia.com/Windsor-Golf-Club-Windsor.d6327439.Vacation-Attraction) - [Visit Mark West Springs ](https://www.expedia.com/Mark-West-Springs.dx553248635975868985) - [Safari West ](https://www.expedia.com/Safari-West-Santa-Rosa.d6208250.Vacation-Attraction) - [Kendall-Jackson Wine Estate and Gardens ](https://www.expedia.com/Kendall-Jackson-Wine-Estate-And-Gardens-Fulton.d6068461.Vacation-Attraction) - [Car rentals near Windsor ](https://www.expedia.com/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide) - [Suv Car Rentals in Windsor ](https://www.expedia.com/SUV-Car-Rentals-In-Windsor.d9542-tSUV.Car-Rental-Guide-Class) - [Car rentals near Mark West Springs ](https://www.expedia.com/Car-Rentals-In-Mark-West-Springs.d553248635975868985.Car-Rental-Guide) - [Car rentals near Larkfield-Wikiup ](https://www.expedia.com/Car-Rentals-In-Larkfield-Wikiup.d553248635975865550.Car-Rental-Guide) - [Windsor Vacation Rentals ](https://www.expedia.com/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals) - [Things to do in Windsor ](https://www.expedia.com/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)