Healdsburg Vacations from NT$19,482

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The Latest Healdsburg Vacation Packages

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

Merritt House Hotel

2 out of 5
Old Monterey
per person
Sep 2 - Sep 4
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Francisco (SFO)
9/10 Wonderful! (1,000 reviews)
Hotel was clean, nicely furnished and well maintained. Rooms have charm. Typical continental breakfast included, served inside or out in the garden. Walking distance to many sights in Monterey, as well as lots of restaurants and cafes. Only complaint - walls are not soundproof and able to hear neighbors.

Reviewed on 2025/6/24

Hyatt Regency Monterey Hotel & Spa

Hyatt Regency Monterey Hotel & Spa

4.5 out of 5
per person
Sep 2 - Sep 4
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Francisco (SFO)
8.6/10 Excellent! (1,388 reviews)
The pets are welcome and loved they even get s welcome gift. Very family oriented. Love the place

Reviewed on 2025/6/22

Monterey Bay Inn

Monterey Bay Inn

3.5 out of 5
New Monterey
per person
Sep 2 - Sep 4
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Francisco (SFO)
9.4/10 Exceptional! (1,000 reviews)
Great place to stay two 👍👍up

Reviewed on 2025/6/22

Old Monterey Inn

Old Monterey Inn

4 out of 5
Monterey Vista
per person
Sep 2 - Sep 4
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Francisco (SFO)
9.4/10 Exceptional! (36 reviews)
Beautiful house with beautiful garden

Reviewed on 2025/6/2

Spindrift Inn

Spindrift Inn

3.5 out of 5
New Monterey
per person
Sep 2 - Sep 4
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Francisco (SFO)
9.4/10 Exceptional! (1,002 reviews)
Fantastic experience. Very nice hotel.

Reviewed on 2025/6/24

Find the Best Healdsburg Vacation Packages

Healdsburg Hotel Deals

H2Hotel
H2Hotel
4 out of 5
219 Healdsburg Ave, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is NT$9,260 per night from Jun 26 to Jun 27
NT$9,260
NT$10,760 total
Jun 26 - Jun 27
includes taxes & fees
9.4/10 Exceptional! (660 reviews)
"I love everything about this hotel - the kind welcome, the environment-conscious vibe, the soothing aesthetic, and the comfortable bed!"

Reviewed on 2025/6/10

H2Hotel
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
The price is NT$4,989 per night from Jul 1 to Jul 2
NT$4,989
NT$5,797 total
Jul 1 - Jul 2
includes taxes & fees
8.8/10 Excellent! (290 reviews)
"Outstanding staff, pleasant, professional"

Reviewed on 2025/6/19

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
The price is NT$3,705 per night from Jun 30 to Jul 1
NT$3,705
NT$4,305 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Great location. Healdsburg is a bit overpriced . Service is always fantastic . A bit disappointed no complimentary breakfast and was not upgraded or at least a better view . (Overlooked gas station)."

Reviewed on 2025/6/21

Best Western Dry Creek Inn
See all 511 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.

Frequently asked questions

How much does a Healdsburg vacation package cost?
You can grab a vacation package to this popular destination from NT$19,482 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?
December, January and February are the best times to look for cheap Healdsburg vacation packages. Traveling in less busy months means you can generally find lower prices on flights and hotels.
How many days is enough for Healdsburg?
With a well-organized itinerary, you can easily hit the most popular Healdsburg attractions in a handful of days. But if you want to explore off the beaten track or go on day tours, consider booking your Healdsburg vacation for longer.
Is it worth booking a vacation package to Healdsburg?
It's no wonder a Healdsburg vacation is on the to-do list of many travelers. Major attractions like Healdsburg Plaza are just the beginning 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 the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Healdsburg.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Healdsburg.
  3. Determine how many days away: Start by making a list of all the activities and attractions you'd like to experience in Healdsburg. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Healdsburg vacation package that brings all your bookings together.

Discover the most popular places to visit in Healdsburg

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 wineries or top-notch restaurants 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

Healdsburg Museum

You can spend time browsing the exhibits at Healdsburg Museum during your travels in Healdsburg. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

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