Title: Healdsburg Vacation Packages & Trips 2026 from CA $1,192 | Expedia.ca [Hotels in Healdsburg](https://expedia.ca/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[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)[Healdsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6240812/7d3229da-8c2e-4c15-a6d3-0f4f4dbedfd3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Healdsburg Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Healdsburg Vacation When a getaway to the city is calling, answer it with a Healdsburg vacation package. The neighborhood of Forest Hills, which is great for nature, hiking and views, makes a terrific base for your adventures. If your trip to Healdsburg includes some sightseeing, hit up major attractions such as [Healdsburg Plaza](https://www.expedia.ca/Healdsburg-Plaza-Healdsburg.d6327106.Vacation-Attraction), [Russian River](https://www.expedia.ca/Russian-River-California.d683246582900371456.Vacation-Attraction) and [Francis Ford Coppola Winery](https://www.expedia.ca/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction). Whoever you're escaping with and whatever your budget, your ultimate Healdsburg vacation is just a few clicks away with Expedia. ## Top Healdsburg Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 CA $1,192 per person Jun 4 - Jun 8 found 14 hours ago Roundtrip flight included Montreal (YUL) to San Francisco (SFO) 9.2/10 Wonderful! (695 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 ![Hotel Riu Plaza Fisherman's Wharf](https://images.trvl-media.com/lodging/1000000/30000/24700/24625/75f20517_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Fisherman's Wharf Fisherman's Wharf CA $2,285 per person Jun 14 - Jun 20 found 14 hours ago Roundtrip non-stop flight included Edmonton (YEG) to San Francisco (SFO) 9/10 Wonderful! (7,413 reviews) Well appointed rooms and very clean and tidy. Excellent breakfast. Good location right at Fisherman's Wharf. Views were limited, but the rooms were light and airy. Reviewed on Mar 24, 2026 ![ The Huntington Hotel](https://images.trvl-media.com/lodging/1000000/10000/900/864/25ea6e9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Huntington Hotel Downtown San Francisco CA $3,322 per person May 2 - May 9 found 13 hours ago Roundtrip flight included Toronto (YYZ) to San Francisco (SFO) No reviews ![Fairmont Heritage Place, Ghirardelli Square](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853240/9ae8226d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Heritage Place, Ghirardelli Square Fisherman's Wharf CA $3,275 per person May 4 - May 9 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to San Francisco (SFO) 9.4/10 Exceptional! (389 reviews) My family absolutely enjoyed our stay. Wonderful customer service and a great luxury room. Would definitely stay hear again! Reviewed on Feb 22, 2026 ![1 Hotel San Francisco](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138217/60488ea7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel San Francisco Downtown San Francisco CA $3,442 per person Jun 14 - Jun 20 found 14 hours ago Roundtrip non-stop flight included Edmonton (YEG) to San Francisco (SFO) 9.2/10 Wonderful! (516 reviews) Great staff & very clean facility Reviewed on Mar 14, 2026 ## Ready to book your vacation to Healdsburg? Choose your dates ## Healdsburg Hotel Deals ![Dry Creek Inn MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Dry Creek Inn MOD Collection by Sonesta 198 Dry Creek Road Healdsburg CA Fully refundableReserve now, pay when you stay CA $171 CA $199 total Mar 25 - Mar 26 includes taxes & fees 8/10 Very Good! (1,004 reviews) Was really nice place Reviewed on Mar 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=19399&PinnedHotelID=19399&HadPinnedHotel=true®ionId=8322) ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Appellation Healdsburg 101 Dovetail Ln Healdsburg CA Fully refundableReserve now, pay when you stay CA $309 CA $455 total Mar 30 - Mar 31 includes taxes & fees 9/10 Wonderful! (59 reviews) Yes Reviewed on Mar 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=118738917&PinnedHotelID=118738917&HadPinnedHotel=true®ionId=8322) ![The Lodge at Healdsburg, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Lodge at Healdsburg, Tapestry Collection by Hilton 1261 Grove St Healdsburg CA Fully refundableReserve now, pay when you stay CA $213 CA $247 total Mar 25 - Mar 26 includes taxes & fees 9/10 Wonderful! (453 reviews) My room was clean and comfortable. My room rate was above what was quoted due to an issue with my confirmation number not showing up. So I was hit with a higher rate, despite the hotel seeing my reservation. I was also disappointed in having to pay a parking fee. Other than that it's a nice hotel, ... Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=83691429&PinnedHotelID=83691429&HadPinnedHotel=true®ionId=8322) [See all 493 properties in Healdsburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=8322) 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/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Healdsburg ![Dry Creek Vineyard which includes flowers](https://images.trvl-media.com/place/6240812/fca880d3-092d-4f8f-a2eb-a7d8c0da732f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dry Creek Vineyard Choose from the range of informative and intriguing tours and try the acclaimed brand known as the Wine for Sailors. [](https://expedia.ca/Dry-Creek-Vineyard-Healdsburg.d6240812.Vacation-Attraction) ![Beautiful tasting room located in an old General Store dating to 1869. ](https://images.trvl-media.com/place/6324674/da0b9dc7-5c86-4a37-8d9b-30f72492e75c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soda Rock Winery You can enjoy a tasting or tour at Soda Rock Winery during your travels to Healdsburg. Amble around this romantic area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction) #### Mazzocco Winery You can enjoy a tasting or tour at Mazzocco Winery during your travels to Healdsburg. Check out the top-notch restaurants or wineries in this walkable area. [](https://expedia.ca/Mazzocco-Winery-Healdsburg.d6324652.Vacation-Attraction) ### What to do in Healdsburg ![Shopping in Healdsburg](https://mediaim.expedia.com/localexpert/44619999/cbefff56-05ae-409f-96d9-7d58ce9a1052.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### History Walking Tour of Healdsburg CA $62 per adult [](https://expedia.ca/things-to-do/history-walking-tour-of-healdsburg.a44619999.activity-details) ![Fine wines paired with tapas-sized portions of food](https://mediaim.expedia.com/localexpert/674597/a5e5b634-bbd9-45cf-abb9-ecde2c3f9a0d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Icon Wine & Food Pairing at Williamson Wines in Healdsburg CA $69 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/icon-wine-food-pairing-at-williamson-wines-in-healdsburg.a674597.activity-details) ![Healdsburg Wine and Food Pairing Walking Tour](https://mediaim.expedia.com/localexpert/2160900/a9a08d53-fff5-4e22-b145-5995c474ae04.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Healdsburg Wine and Food Pairing Guided Walking Tour CA $190 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/healdsburg-wine-and-food-pairing-guided-walking-tour.a2160900.activity-details) [See all activities in Healdsburg](https://expedia.ca/things-to-do/search?rid=8322) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app