Title: Healdsburg Vacation Packages & Trips 2026 from CA $804 | 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. ![Seaside Inn](https://images.trvl-media.com/lodging/83000000/83000000/82998200/82998111/e44d90b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seaside Inn Marina District CA $804 per person Apr 18 - Apr 25 found 1 hour ago Roundtrip non-stop flight included Calgary (YYC) to San Francisco (SFO) 8.4/10 Very Good! (125 reviews) Clean room, up to date, all amenities in good shape Reviewed on Feb 5, 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 $2,319 per person Apr 26 - May 2 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to San Francisco (SFO) 9.2/10 Wonderful! (470 reviews) My husband and I really enjoyed our stay. Reviewed on Jan 15, 2026 ![Huntington Hotel](https://images.trvl-media.com/lodging/1000000/10000/900/864/ad4b22ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Huntington Hotel Downtown San Francisco CA $1,338 per person May 1 - May 4 found 16 hours ago Roundtrip flight included Vancouver (YVR) to San Francisco (SFO) 9.2/10 Wonderful! (1,000 reviews) ![The Grove Inn](https://images.trvl-media.com/lodging/1000000/1000000/994200/994146/f67eeee0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Grove Inn Western Addition CA $806 per person May 3 - May 7 found 1 day ago Roundtrip flight included Edmonton (YEG) to San Francisco (SFO) 9.2/10 Wonderful! (670 reviews) The Grove Inn was a comfortable and convenient stay. The room was clean, the bedding was very comfortable, and I slept extremely well. The location was easy to access and worked well for my plans in San Francisco. That said, the overall feel was more simple than elegant, and there was a noticeable room odor that detracted from the experience. While it was perfectly fine for a short stay, it didn’t quite match the ‘boutique’ feel suggested in some reviews. Overall, a decent option if comfort and location are your priorities. Reviewed on Feb 5, 2026 ![Hotel EPIK](https://images.trvl-media.com/lodging/57000000/56010000/56002500/56002425/1be72797_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel EPIK Downtown San Francisco CA $1,337 per person Mar 22 - Mar 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to San Francisco (SFO) 7/10 Good! (517 reviews) What really stood out to me was the overall aesthetic and the thoughtful amenities. The hotel has a beautiful, welcoming vibe from the moment you walk in. Breakfast was great, and the highlight for me was the latte machine in the lobby—such a nice touch! I also loved the cucumber-infused water, which made the space feel refreshing and elevated. Overall, a really enjoyable stay. Reviewed on Feb 6, 2026 ## Ready to book your vacation to Healdsburg? Choose your dates ## Healdsburg Hotel Deals ![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5ab8ae96_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Dry Creek Inn 198 Dry Creek Rd Healdsburg CA Fully refundableReserve now, pay when you stay CA $156 CA $181 total Feb 8 - Feb 9 includes taxes & fees 8/10 Very Good! (1,001 reviews) Clean, quiet, hospitable, affordable and very close to all the activities in Healdsburg. Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=19399&PinnedHotelID=19399&HadPinnedHotel=true®ionId=8322) ![Montage Healdsburg](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/a19e59f7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Montage Healdsburg 100 Montage Way Healdsburg CA Fully refundableReserve now, pay when you stay CA $994 CA $1,260 total Feb 10 - Feb 11 includes taxes & fees 9.4/10 Exceptional! (127 reviews) Fabulous staff Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=57173926&PinnedHotelID=57173926&HadPinnedHotel=true®ionId=8322) ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/4fc40d21_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Appellation Healdsburg 101 Dovetail Ln Healdsburg CA Fully refundableReserve now, pay when you stay CA $279 CA $420 total Feb 17 - Feb 18 includes taxes & fees 8.8/10 Excellent! (44 reviews) Great staff who were very helpful and friendly. We will be back for sure! Reviewed on Jan 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=118738917&PinnedHotelID=118738917&HadPinnedHotel=true®ionId=8322) [See all 500 properties in Healdsburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%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 wineries. [](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 wineries or top-notch restaurants 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) ![Self Guided Audio Driving Tour from Vancouver to Whistler](https://mediaim.expedia.com/localexpert/49347243/7bf0733f-cee6-4b20-8169-1ef9ede9ca77.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Self-Guided Audio Driving Tour of Sonoma and Napa Valley CA $24 per traveller [](https://expedia.ca/things-to-do/self-guided-audio-driving-tour-of-sonoma-and-napa-valley.a49347243.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