Title: The 10 Best Hotels Near Chalk Hill Estate Vineyard, Healdsburg from CA $147 | Expedia.ca [Vacation Rentals in Healdsburg](https://expedia.ca/Healdsburg-Vacation-Rentals.d8322.Travel-Guide-VacationRentals)[Flights to Healdsburg](https://expedia.ca/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Chalk Hill Estate Vineyard Car Rentals](https://expedia.ca/Car-Rentals-In-Chalk-Hill-Estate-Vineyard.d6240787.Car-Rental-Guide)[Chalk Hill Estate Vineyard Vacations](https://expedia.ca/Chalk-Hill-Estate-Vineyard-Healdsburg.d6240787.Vacation-Attraction) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near Chalk Hill Estate Vineyard, Healdsburg from CA $147 ![](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 prices for these dates Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6240787&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6240787&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6240787&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6240787&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Hotels Close to Chalk Hill Estate Vineyard ![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/739126e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/e43ebe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 4.1 km from Chalk Hill Estate Vineyard 9.2/10 Wonderful (1202) "perfect for us while passing through" CA $155 CA $177 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/c52eb6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/4ee5159b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/c47d7bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Windsor Wine Country by IHG 3.9 km from Chalk Hill Estate Vineyard 9.0/10 Wonderful (1012) "Good location, just off the highway" CA $139 CA $158 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/7d2b416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country 3.8 km from Chalk Hill Estate Vineyard 9.2/10 Wonderful (1001) "Great location in webster, close to all attractions." CA $177 CA $202 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/96c44de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/c1fa54a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/962a32d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/dc1b4807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Sonoma County Airport 6.2 km from Chalk Hill Estate Vineyard 9.2/10 Wonderful (981) "Nice hotel with awesome friendly staff. " CA $160 CA $182 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Santa-Rosa-Hotels-Hilton-Garden-Inn-Sonoma-County-Airport.h1865821.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/ebb56a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/06ac7d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b4ed7111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Santa Rosa Sonoma Wine Country 9.9 km from Chalk Hill Estate Vineyard 9.6/10 Exceptional (412) "We enjoyed the stay. " CA $171 CA $199 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a7b54eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/faa875df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/e1efe5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinarosa Resort & Spa 8.1 km from Chalk Hill Estate Vineyard 9.4/10 Exceptional (781) "This is a beautiful property with great pool & restaurant. Our family had a great weekend getaway, highly recommend this hotel." CA $588 CA $752 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Santa-Rosa-Hotels-Vintners-Resort.h12628578.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/5872ccb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/7e067917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/1d6a8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10.9 km from Chalk Hill Estate Vineyard 8.4/10 Very good (1987) "Nice and family place to stay" CA $128 CA $148 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/a10603d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/484d4b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Tent, 2 Queen Beds](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/32b7eca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/709bb11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildhaven Sonoma Glamping 11.4 km from Chalk Hill Estate Vineyard 9.0/10 Wonderful (77) "Very unique " CA $129 CA $147 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/53dcce2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/96f5eb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Trio Healdsburg 11.1 km from Chalk Hill Estate Vineyard 9.4/10 Exceptional (846) "Staff was very welcoming!" CA $226 CA $291 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/5b83d9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite | Living area](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/45262bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/623b3ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/beedda04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ruse 10.5 km from Chalk Hill Estate Vineyard 9.6/10 Exceptional (101) "Comfortable, friendly, great breakfast food, nice pool" CA $406 CA $472 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Multiple Beds, City View (Eco Suite) | View from room](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/3547a324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/4645d3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/3c890403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### H2Hotel 9.7 km from Chalk Hill Estate Vineyard 9.4/10 Exceptional (691) "Perfect location if you are trying to get away for the weekend and doing some wine tasting dining a little bit of shopping. Everything is walking distance from this location and hotel itself is really nice. " CA $357 CA $472 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/101ffcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/672f109d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d3e1f564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairview Inn and Suites 9.2 km from Chalk Hill Estate Vineyard 7.8/10 Good (1004) "Very Clean and Modern. Would definitely stay again." CA $156 CA $181 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/78673764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/59a6d98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/ed378df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/9508fcb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Santa Rosa North by IHG 12.3 km from Chalk Hill Estate Vineyard 8.4/10 Very good (394) "Staff friendly, quiet, comfortable. " CA $154 CA $178 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Santa-Rosa-Hotels-Holiday-Inn-Express-Santa-Rosa-North.h522532.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/a3467580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/81a03092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Healdsburg, Tapestry Collection by Hilton 11.1 km from Chalk Hill Estate Vineyard 9.0/10 Wonderful (356) "A wonderful property! Staff friendly, food options. Coffee options, walkable to the town center. Will visit again! " CA $237 CA $275 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/1000000/996100/996100/2c4b9166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/1000000/996100/996100/be5a7243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/996100/996100/7b0b4f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/1000000/996100/996100/7a7407e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 – Santa Rosa, CA - South 12.2 km from Chalk Hill Estate Vineyard 6.6/10 (1001) "Excellent location." CA $119 CA $138 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Santa-Rosa-Hotels-Motel-6-Santa-Rosa.h996100.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/7f59241d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/f9f5ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/613645ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/d1a36e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Wine Country Inn & Suites 10.4 km from Chalk Hill Estate Vineyard 7.8/10 Good (1007) "Great place, food was good " CA $167 CA $195 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santa-Rosa-Hotels-Best-Western-Plus-Wine-Country-Inn-Suites.h15656.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/87bbcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/8960dd80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/a1c66ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel E 15.1 km from Chalk Hill Estate Vineyard 9.6/10 Exceptional (1007) "Nice and clean hotel, professional and friendly staff. Highly recommend this hotel." [](https://www.expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/fc5798a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/c2b1d9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, free cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/9c85b129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/00f774ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harmon Guest House 9.8 km from Chalk Hill Estate Vineyard 9.4/10 Exceptional (432) "Very nice property. Dog friendly. Dog friendly tasting room and restaurants nearby. " CA $489 CA $625 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information) ![Suite | Balcony](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ee043234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/62b85698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast (USD 25 per person)](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4e36bccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room | Living area](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/8f6a5cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grape Leaf Inn 10 km from Chalk Hill Estate Vineyard 9.4/10 Exceptional (161) "I can’t say enough amazing things about Ve and the Grape Leaf Inn. Best hostess ever! She truly went above and beyond. " CA $373 CA $432 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, free minibar items, in-room safe](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/63034631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; alfresco dining](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/22bb25b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/w1497h2000x3y0-290c2ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madrona 10.8 km from Chalk Hill Estate Vineyard 9.6/10 Exceptional (36) "Wonderful stay at this beautiful old Manor House beautifully appointed with antique furniture. Our second time there and would definitely return." CA $492 CA $621 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.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=2025-10-26&endDate=2025-10-27®ionId=6240787&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChalk-Hill-Estate-Vineyard-Hotels.0-l6240787-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChalk-Hill-Estate-Vineyard-Hotels.0-l6240787-0.Travel-Guide-Filter-Hotels) ## Top Chalk Hill Estate Vineyard Hotel Reviews ![Hilton Garden Inn Sonoma County Airport](//images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/96c44de3_y.jpg) ### Hilton Garden Inn Sonoma County Airport 10/10 Excellent "I love this hotel. It is clean, quality and the staff is very welcoming. Restaurant and bar are on-site, room service available both very convenient." [](https://expedia.ca/Santa-Rosa-Hotels-Hilton-Garden-Inn-Sonoma-County-Airport.h1865821.Hotel-Information) ![4BD/4BA Heated Pool+Spa+BBQ: 11min Healdsburg & Alexander Valley](//images.trvl-media.com/lodging/91000000/90770000/90765600/90765529/9158f3b0_y.jpg) ### 4BD/4BA Heated Pool+Spa+BBQ: 11min Healdsburg & Alexander Valley 10/10 Excellent "Fantastic house with plenty of space and a great outdoor area. Newly renovated within the last few years. Host was almost over communicative! Booked this for my parents 35th anniversary for the entire family and everyone had a great time and raved about the property. Highly recommend and if we come back, we’d stay here again!Just note, there are quiet hours as the host has outlined in the description. While we followed them and had no issues, he messaged multiple times to remind us as hours got close, even if we weren’t outside or home. Unfortunately, seems like a group previously may have caused this which is a bummer for a terrific host." [](https://expedia.ca/Santa-Rosa-Hotels-Spacious.h90765529.Hotel-Information) ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](//images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "perfect for us while passing through" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Holiday Inn Windsor Wine Country by IHG](//images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836_y.jpg) ### Holiday Inn Windsor Wine Country by IHG 10/10 Excellent "Good location, just off the highway" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![WorldMark Windsor](//images.trvl-media.com/lodging/2000000/1160000/1151600/1151532/70ea9ea2_y.jpg) ### WorldMark Windsor 10/10 Excellent "Very nice and quiet location. It’s close to stores and all of the wineries. Will be back. " [](https://expedia.ca/Windsor-Hotels-WorldMark-Windsor.h1151532.Hotel-Information) ### Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining 10/10 Excellent "We enjoyed the peace and quiet of being in the country, but not far from town & wineries. Great outdoor Firepit and comfortable beds’" [](https://expedia.ca/Healdsburg-Hotels-Charming-Retreat-Near-Healdsburg-3-BD-Den.h101943444.Hotel-Information) ![Hampton Inn & Suites Windsor - Sonoma Wine Country](//images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637_y.jpg) ### Hampton Inn & Suites Windsor - Sonoma Wine Country 10/10 Excellent "Shane was incredibly helpful, ensuring our late night check in was smooth and that our room was to our liking. " [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Chalk Hill Cottage Close to Wineries](//images.trvl-media.com/lodging/92000000/91820000/91810400/91810397/265af37b_y.jpg) ### Chalk Hill Cottage Close to Wineries 10/10 Excellent "We had a wonderful stay. The home was clean, comfortable, and well stocked with everything we needed. The location was perfect. Communication was smooth and responsive. We would absolutely stay here again and highly recommend it.”" [](https://expedia.ca/Healdsburg-Hotels-Chalk-Hill-Cottage-Close-To-Wineries.h91810397.Hotel-Information) ![Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA](//images.trvl-media.com/lodging/101000000/100010000/100004000/100003946/e257c1ce_y.jpg) ### Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA 10/10 Excellent "We enjoyed our stay so much! The house was very clean and had plenty of space for everyone. The host also responded quickly whenever we had questions. " [](https://expedia.ca/Windsor-Hotels-Casa-De-La-Esperanza-1890s-Historic-Gem-6BD4BA.h100003946.Hotel-Information) ## Hotels near other Chalk Hill Estate Vineyard attractions [](https://www.expedia.ca/Safari-West-Hotels.0-l6208250-0.Travel-Guide-Filter-Hotels) ### Safari West 4.5/5 (125 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 top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6208250) [](https://www.expedia.ca/Windsor-Oaks-Vineyards-Hotels.0-l6327443-0.Travel-Guide-Filter-Hotels) ### Windsor Oaks Vineyards 5.0/5 (2 reviews) 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327443) [](https://www.expedia.ca/Powells-Sweet-Shoppe-Windsor-Hotels.0-l553248621532640709-0.Travel-Guide-Filter-Hotels) ### Powell's Sweet Shoppe - Windsor 5.0/5 (6 reviews) 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532640709) [](https://www.expedia.ca/Guerro-Fernandez-Hotels.0-l873861854588559360-0.Travel-Guide-Filter-Hotels) ### Guerro Fernandez You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Check out the wineries or top-notch restaurants in this family-friendly area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=873861854588559360) [](https://www.expedia.ca/Dom-Whitney-Tasting-Lounge-Hotels.0-l553248621532640707-0.Travel-Guide-Filter-Hotels) ### Dom Whitney Tasting Lounge 4.0/5 (3 reviews) 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532640707) [](https://www.expedia.ca/Windsor-Golf-Club-Hotels.0-l6327439-0.Travel-Guide-Filter-Hotels) ### Windsor Golf Club 4.4/5 (10 reviews) Enjoy a round of golf in Windsor at Windsor Golf Club. Stroll along the area's riverfront, or simply savor its wineries. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327439) [](https://www.expedia.ca/Kendall-Jackson-Winery-Hotels.0-l553248621532640712-0.Travel-Guide-Filter-Hotels) ### Kendall-Jackson Winery You can enjoy a tasting or tour at Kendall-Jackson Winery during your travels to Fulton. Attend a sporting event or simply enjoy the wineries while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532640712) [](https://www.expedia.ca/Kendall-Jackson-Wine-Estate-And-Gardens-Hotels.0-l6068461-0.Travel-Guide-Filter-Hotels) ### Kendall-Jackson Wine Estate and Gardens You can enjoy a tasting or tour at Kendall-Jackson Wine Estate and Gardens during your travels to Fulton. Attend a sporting event or simply enjoy the wineries while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6068461) ## Frequently asked questions ### What's the area like around Chalk Hill Estate Vineyard? > Chalk Hill Estate Vineyard is located in a welcoming area of Healdsburg known for its selection of wineries and camping. You'll find 218 hotels and other accommodations within a few miles for a convenient home base. ### What's the best hotel to stay near Chalk Hill Estate Vineyard? > [Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. It's located 2.5 mi (4.1 km) from Chalk Hill Estate Vineyard. Other good choices within 5 miles include [Holiday Inn Windsor Wine Country by IHG](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) and [Hampton Inn & Suites Windsor - Sonoma Wine Country](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information). ### How many hotels will I be able to find near Chalk Hill Estate Vineyard? > Expedia has 218 hotels and other accommodations a few miles from Chalk Hill Estate Vineyard. ### If I need to cancel the hotel reservation for my stay near Chalk Hill Estate Vineyard, will I receive a refund? > Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view top deals close to Chalk Hill Estate Vineyard. ### What can I see and do near Chalk Hill Estate Vineyard? > You might spend a leisurely day outdoors at Safari West and Kendall-Jackson Wine Estate and Gardens. Create some family memories at Powell's Sweet Shoppe - Windsor and Dom Whitney Tasting Lounge. If you have some time to wander around the area, you might stop by Windsor Golf Club, Kendall-Jackson Winery, or Windsor Oaks Vineyards. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in Chalk Hill](https://www.expedia.ca/4Star-Chalk-Hill-Hotels.s40-0-d736342871657291776.Travel-Guide-Filter-Hotels) - [Alexander Valley Hotels](https://www.expedia.ca/Alexander-Valley-Hotels.d736344212904407040.Travel-Guide-Hotels) - [Hotels near Charles M. 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