Healdsburg Vacations from $425

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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.

The Latest Healdsburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
Save 100% on your flight
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
7.8/10 Good! (415 reviews)
If you want budget accommodation this is for you. Nothing like the photos on Expedia. But it's still ok accommodation. Make sure you pack ear plugs, as the walls a very thin.

Reviewed on Jun 10, 2025

Marbella Lane Tuscan Villa with Hot Tub

Marbella Lane Tuscan Villa with Hot Tub

3 out of 5
Rockaway Beach
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.6/10 Exceptional! (17 reviews)
Marbella Lane Top Coastline Views, Family Friendly

Marbella Lane Top Coastline Views, Family Friendly

3.5 out of 5
Edgemar - Pacific Manor
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9/10 Wonderful! (14 reviews)
@ Marbella Lane - Contemporary Sophisticated Home

@ Marbella Lane - Contemporary Sophisticated Home

3 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
No reviews
1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.2/10 Wonderful! (419 reviews)
Everything was spectacular. This is the kindest staff I have ever encountered at a 1 Hotel with the best service (and I’ve stayed at every U.S. property. They truly cared about my fiancée and I having a wonderful celebration for our recent engagement and we will be returning for every anniversary. Bravo to the management team!!

Reviewed on Jul 9, 2025

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Discover the most popular places to visit in Healdsburg

Dry Creek Vineyard featuring flowers

Dry Creek Vineyard

5/5(10 reviews)

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

Dry Creek Vineyard
It’s barrel tasting weekend here along the wine road.

Mazzocco Winery

3.5/5(2 reviews)

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

Healdsburg Plaza

4.5/5(229 reviews)

Find out about the history of Healdsburg with a stop at Healdsburg Plaza. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Healdsburg Plaza

What to do in Healdsburg

Fine wines paired with tapas-sized portions of food

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

$50
per adult
84% of travellers recommend
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Welcome to Napa Valley!

Bicycle Guided Tour in Napa and Sonoma

$200
per adult
Bicycle Guided Tour in Napa and Sonoma
Healdsburg Wine and Food Pairing Walking Tour

Healdsburg Wine and Food Pairing Guided Walking Tour

$139
per adult
96% of travellers recommend
Healdsburg Wine and Food Pairing Guided Walking Tour
See all activities in Healdsburg

Healdsburg Hotel Deals

The Lodge at Healdsburg, Tapestry Collection by Hilton
The Lodge at Healdsburg, Tapestry Collection by Hilton
3.5 out of 5
1261 Grove St, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $196 total per night from Jul 28 to Jul 29
$196 total
Jul 28 - Jul 29
Total includes taxes and fees
8.8/10 Excellent! (297 reviews)
Perfect stay vacation
"Beautiful place rooms are great garden fire place Beautiful"

Reviewed on Jul 4, 2025

The Lodge at Healdsburg, Tapestry Collection by Hilton
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
$139 nightly
The price is $162 total per night from Jul 15 to Jul 16
$162 total
Jul 15 - Jul 16
Total includes taxes and fees
7.8/10 Good! (1,001 reviews)
"Very nice outside. Room is ok. Pool is ok."

Reviewed on Jul 8, 2025

Best Western Dry Creek Inn
Montage Healdsburg
Montage Healdsburg
5 out of 5
100 Montage Way, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$913 nightly
The price is $1,077 total per night from Aug 4 to Aug 5
$1,077 total
Aug 4 - Aug 5
Total includes taxes and fees
9.4/10 Exceptional! (98 reviews)
"The Montage is such a stunning and blissful place to stay in wine country! The service and people were always very nice. Upon arrival, they greeted us with a "splash" of welcome wine and drove us to our room via golf cart. The rooms are beautifully appointed...ours had a vineyard view with a fire ..."

Reviewed on Jun 1, 2025

Montage Healdsburg
See all 512 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.

Find the Best Healdsburg Vacation Packages

Healdsburg Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
11,700
Max Temp Winter
60ºF
Max Temp Summer
85ºF
Top Sights
Safari West, Francis Ford Coppola Winery and Russian River Vineyard

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Frequently asked questions

How much does a Healdsburg vacation package cost?
You can grab a vacation package to this popular destination from $425 on Expedia. But how much your vacation to Healdsburg costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Healdsburg?
September, October and December are great times to search for cheap Healdsburg vacation packages. Traveling in less busy periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Healdsburg?
With a well-planned schedule, you can easily tick off the top Healdsburg attractions in a handful of days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Healdsburg vacation for longer.
Is it worth booking a vacation package to Healdsburg?
It's easy to see why a Healdsburg vacation is on the to-do list of many travelers. Well-known attractions like Healdsburg Plaza are just the start of what you can explore here.
How to find the best Healdsburg package deals?
Finding a cheap Healdsburg package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Healdsburg package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Healdsburg vacation as a package?
You can enjoy significant savings on your next Healdsburg getaway by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Healdsburg?
If you have your Healdsburg travel dates confirmed, book early to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Healdsburg?

  1. Pick your dates: What you want to do in Healdsburg and your preferred season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Healdsburg.
  3. Explore Healdsburg with Expedia's trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Healdsburg. You can also save your must-visit places, collaborate with your group and arrange all your plans in one place.
  4. Work out your trip length: Consider how long you want to spend discovering Healdsburg. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  5. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the ideal Healdsburg vacation package for you.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some exciting things to do in Healdsburg. Book tickets or make reservations before you go to save time and skip the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Healdsburg vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Healdsburg vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.