Title: Healdsburg Vacation Packages & Trips 2025/2026 from CA $401 | 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.

![Fitzgerald Hotel](https://images.trvl-media.com/lodging/1000000/10000/1000/917/0e3e4776_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fitzgerald Hotel

Union Square

CA $401

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to San Francisco (SFO)

7.8/10 Good! (447 reviews)

The hotel is easy access to all tourist spots

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-25/?FromAirport=YVR&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=917&paandie=true&dealMarker=wd6j9t04FAC_ewFhHlfItsRmuGVrVJ-M8VC8mxf0OUlZaBGKp1AeK5IQEFoRgPU7)

![The Phoenix Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14420/e9262ac5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Phoenix Hotel

Downtown San Francisco

CA $667

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Francisco (SFO)

9/10 Wonderful! (1,008 reviews)

Sad to see this place closing down

Reviewed on Oct 12, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-25/2025-11-30/?FromAirport=YEG&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14420&paandie=true&dealMarker=dOFjm76SFJtsdaLmLTKA3834fFhE5D4uhZXQzDWoJIuM-XYtWxXCQDlBvX8aipLV)

![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 $999

per person

Dec 25 - Dec 28

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to San Francisco (SFO)

9.2/10 Wonderful! (450 reviews)

Great location and property

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-28/?FromAirport=YVR&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1138217&paandie=true&dealMarker=jLTYrGR6efIIdRzNb1L-Rt2RMBeS5Os_qdtk_nQjxlgSxQ5-iIKhD8sLeLhA6hbG)

![@ Marbella Lane - Vibrant 5BR Home in Daly City](https://images.trvl-media.com/lodging/116000000/115910000/115907600/115907557/a2e7bcd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### @ Marbella Lane - Vibrant 5BR Home in Daly City

CA $2,087

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to San Francisco (SFO)

No reviews

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-23/?FromAirport=YYC&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115907557&paandie=true&dealMarker=rRD_N3M3cpc35TfhYEjMSxT0b1Z9nTRuqd9ZY-wF2lNrLrNC4xBbN0pAaJl2uGkC)

![Vinarosa Resort & Spa](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/3ef96150_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Vinarosa Resort & Spa

CA $1,130

per person

Nov 20 - Nov 24

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to San Francisco (SFO)

9.4/10 Exceptional! (769 reviews)

This is just an amazing property for a day of.just relaxing after wineries.

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-24/?FromAirport=YYZ&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12628578&paandie=true&dealMarker=b7yB_45JWJobUDFCyrW0wGFFuwc4VBGeWaxdfeL0RARcDXeKNpp8wmjaX-dGJdBd)

## Ready to book your vacation to Healdsburg?

Choose your dates

## Healdsburg Hotel Deals

![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/c0eb31c7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Appellation Healdsburg

101 Dovetail Ln, Healdsburg, CA

Fully refundableReserve now, pay when you stay

CA $506

CA $673 total

Nov 16 - Nov 17

includes taxes & fees

9.6/10 Exceptional! (9 reviews)

"Great room and restaurant area. Staff was a little untrained. The place is very new and"

Reviewed on Oct 12, 2025

[](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=118738917&PinnedHotelID=118738917&HadPinnedHotel=true&regionId=8322)

![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/f85bb490_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 $182

CA $211 total

Nov 9 - Nov 10

includes taxes & fees

7.8/10 Good! (1,003 reviews)

"OK"

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=19399&PinnedHotelID=19399&HadPinnedHotel=true&regionId=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 $1,006

CA $1,275 total

Nov 12 - Nov 13

includes taxes & fees

9.4/10 Exceptional! (110 reviews)

"Absolutely stunning!!!"

Reviewed on Oct 5, 2025

[](https://expedia.ca/Hotel-Search?startDate=12%2F11%2F2025&endDate=13%2F11%2F2025&selected=57173926&PinnedHotelID=57173926&HadPinnedHotel=true&regionId=8322)

[See all 507 properties in Healdsburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025&regionId=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://a.travel-assets.com/findyours-php/viewfinder/images/res70/216000/216077-Dry-Creek-Vineyard.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)

![Mazzocco Winery](https://mediaim.expedia.com/destination/2/f9137f96f55e186e5d5bccbf5b1b2116.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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

![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)

![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 $70

per adult

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/icon-wine-food-pairing-at-williamson-wines-in-healdsburg.a674597.activity-details)

![Giant Redwoods Tour Including a 4-Course Winery Lunch](https://mediaim.expedia.com/localexpert/3554157/bc54fac7-f155-4e43-9b2d-98c2383484f1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Giant Redwoods Tour Including a 5-Course Winery Lunch

CA $328

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/giant-redwoods-tour-including-a-5-course-winery-lunch.a3554157.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

![QR code to download the app](data:image/png;base64,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)