Healdsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    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, Russian River and Francis Ford Coppola Winery. 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 Mosser

The Mosser

3 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Jul. 2 - Jul. 9
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8/10 Very Good! (1,005 reviews)
I love this hotel! It’s right off Market, within walking distance to shopping, restaurants, museums theaters and BART station. The staff at the desk is always friendly. The rooms are small but very clean and comfortable. The hotel itself is very quiet but there is quite a bit of street noise, which is to be expected in the city. Highly recommend!

Reviewed on May 20, 2024

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Jul. 2 - Jul. 9
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (6,161 reviews)
The property was good for the price. My problem was primarily with Expedia as I needed them to do several things for me and not only are they very very difficult to get a hold of by telephone, but they do not tell the truth.

Reviewed on May 23, 2024

Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
Save 100% on your flight
per person
Aug. 3 - Aug. 9
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
7.6/10 Good! (208 reviews)
The elevator ride is a bit difficult

Reviewed on May 17, 2024

Argonaut Hotel

Argonaut Hotel

4.5 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Jul. 2 - Jul. 9
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.4/10 Exceptional! (1,000 reviews)
Great views and location.

Reviewed on May 20, 2024

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Jul. 31 - Aug. 5
Roundtrip flight included
Toronto (YYZ) to San Francisco (SFO)
9.2/10 Wonderful! (222 reviews)
Loved the hospitality of the staff.

Reviewed on May 8, 2024

Healdsburg Hotel Deals

Best Western Dry Creek Inn
Best Western Dry Creek Inn
3 out of 5
198 Dry Creek Rd, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from May 27 to May 28
CA $205
CA $238 total
includes taxes & fees
May 27 - May 28
7.8/10 Good! (1,000 reviews)
Quiet and Comfortable
"Nice quiet spacious room with updated furnishings and bathroom. Mini fridge and a/c made for an even nicer stay. A 1 mile walk/bike on a beautiful pedestrian path to the town square made our stay a winner. Bonus: free wine tasting on Friday night."

Reviewed on May 20, 2024

Best Western Dry Creek Inn
Hotel Trio Healdsburg
Hotel Trio Healdsburg
3 out of 5
110 Dry Creek Rd, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is CA $270 per night from May 27 to May 28
CA $270
CA $338 total
includes taxes & fees
May 27 - May 28
9.2/10 Wonderful! (645 reviews)
"We loved our stay in this hotel. Everything from the room ( all the rooms are suite style) to the property was excellent. Good options for breakfast (included) and shuttle downtown was very convenient. Staff at the reception was very friendly and helpful. We would be definitely coming back"

Reviewed on May 18, 2024

Hotel Trio Healdsburg
Fairview Inn and Suites
Fairview Inn and Suites
2 out of 5
74 Healdsburg Ave, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Jun. 4 to Jun. 5
CA $230
CA $267 total
includes taxes & fees
Jun 4 - Jun 5
7.4/10 Good! (885 reviews)
Great deal for the area!
"The room was clean. Temperature was perfect. Great proximity to the Town without paying "town prices". I couldn't check in until 4pm, but the office allowed me to store my bags there until I checked in."

Reviewed on May 20, 2024

Fairview Inn and Suites
See all 535 properties in Healdsburg
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Healdsburg vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Healdsburg from just CA $674. And the more you bundle, the more money you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Healdsburg?
Bundle your bookings with Expedia to save big bucks on your next big adventure. With more than 550 partner airlines and 1,000,000 hotel options globally, your Healdsburg vacation package can be tailored exactly to suit your travel style. With all those extra dollars, why not throw in one or more fun experiences and tours? It’s an easy way to unlock even more discounts. That dream vacation to Healdsburg is much closer than you thought!
Where should I stay in Healdsburg?
Stay where the action happens. Many visitors favor hotels in the vicinity of popular sights, such as Healdsburg Plaza, Dry Creek Vineyard and Mazzocco Winery.
What are the top hotels in Healdsburg?
Xanadu Healdsburg - Luxury Blu Home In The Heart Of Sonoma County Wine Country and Montage Healdsburg are two of the most well-known properties in Healdsburg. Why not take a look at the amenities and facilities at each and then decide?
How far in advance should I book my Healdsburg vacation?
To land cheap prices, book nice and early. Air carriers generally advertise flight tickets, along with some of the lowest fares, around a year ahead of time. Hotels, activities and car rental should also be booked early to avoid disappointment. If you’re in need of a last-minute getaway to Healdsburg, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Healdsburg travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Healdsburg package. Once you’ve made your booking, you can add on fun stuff like activities and tours. Remember, the more you bundle, the more you stand to save!
What should I know before booking a Healdsburg travel package?
Bundling your bookings into a Healdsburg vacation package is the easiest way to organize your trip. Not only that, you’ll get great discounts when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Healdsburg Expedia vacation package?
With a vacation package, you’re in charge. Whether you’d like to fly to Healdsburg in business or coach, simply select from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Healdsburg vacation package?
You can cancel your Healdsburg booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Healdsburg

Image for Dry Creek Vineyard

Dry Creek Vineyard

Choose from the range of informative and intriguing tours and try the acclaimed brand known as the Wine for Sailors.

Dry Creek Vineyard
Image for Mazzocco Winery

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.

Mazzocco Winery
Image for Soda Rock Winery

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.

Soda Rock Winery

What to do in Healdsburg

Image for Healdsburg Wine and Food Pairing Guided Walking Tour

Healdsburg Wine and Food Pairing Guided Walking Tour

CA $179
Per adult
98% of travellers recommend
Healdsburg Wine and Food Pairing Guided Walking Tour
Image for Russian River Kayak Tour at the Beautiful Sonoma Coast

Russian River Kayak Tour at the Beautiful Sonoma Coast

CA $183
Per adult
100% of travellers recommend
Russian River Kayak Tour at the Beautiful Sonoma Coast
Image for San Francisco: Small Group Napa Wine Lovers Tour with Reserve tastings

San Francisco: Small Group Napa Wine Lovers Tour with Reserve tastings

CA $405
Per adult
San Francisco: Small Group Napa Wine Lovers Tour with Reserve tastings
See all activities in Healdsburg

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.