Healdsburg Vacations

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Find the Best Healdsburg Vacation Packages

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 AED 418 per night from Feb 10 to Feb 11
AED 418
AED 486 total
10 Feb - 11 Feb
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Clean, quiet, hospitable, affordable and very close to all the activities in Healdsburg.

Reviewed on 31 January 2026

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
The price is AED 2,553 per night from Feb 19 to Feb 20
AED 2,553
AED 3,237 total
19 Feb - 20 Feb
includes taxes & fees
9.4/10 Exceptional! (127 reviews)
Fabulous staff

Reviewed on 29 January 2026

Montage Healdsburg
Appellation Healdsburg

Appellation Healdsburg

4.5 out of 5
101 Dovetail Ln Healdsburg CA
Fully refundableReserve now, pay when you stay
The price is AED 783 per night from Feb 24 to Feb 25
AED 783
AED 1,166 total
24 Feb - 25 Feb
includes taxes & fees
8.8/10 Excellent! (45 reviews)
Great staff who were very helpful and friendly. We will be back for sure!

Reviewed on 25 January 2026

Appellation Healdsburg
See all 501 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.

Discover the most popular places to visit in Healdsburg

Dry Creek Vineyard featuring flowers

Dry Creek Vineyard

You can enjoy a tasting or tour at Dry Creek Vineyard during your travels to Healdsburg. Check out the wineries or top-notch restaurants in this walkable area.

Dry Creek Vineyard
Beautiful tasting room located in an old General Store dating to 1869.

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.

Soda Rock Winery

Wilson Winery

You can enjoy a tasting or tour at Wilson Winery during your travels to Healdsburg. Check out the top-notch restaurants or wineries in this walkable area.

Wilson Winery

Frequently asked questions

How do I find cheap flights to Healdsburg that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to offer you the most flexible airfares in town. Just tick the "No change fee" box directly beneath the "Flexible change policies" subheading to find the best flights to Healdsburg.
Which airlines fly to Healdsburg?
Pack your bags and choose between these popular airlines that service Healdsburg:

  • United Airlines - 5,167 flights to or near Healdsburg each month, including 5,167 flights to San Francisco Intl. Airport (SFO) per month.
  • Alaska Airlines - 2,483 flights to or near Healdsburg each month, including 2,197 flights to San Francisco Intl. Airport (SFO) per month.
  • American Airlines - 1,096 flights to or near Healdsburg each month, including 1,035 flights to San Francisco Intl. Airport (SFO) per month.

How can I find cheap tickets to Healdsburg?
Book well in advance, fly with budget airlines, use frequent flyer miles — there are loads of ways! One more is to make use of Expedia's "flexible dates" feature. Find a Healdsburg flight, then compare the prices for nearby dates. In the last seven days, the lowest price for a flight to Healdsburg was .
How much is a flight to Healdsburg?
The price of a round-trip airfare to Healdsburg in the last seven days ranged between and . If you were traveling one way from (), you could have gotten a cheap fare from only .
What are the most popular airports to fly into in Healdsburg?
Depending on your airline and city of departure, one of these well-known airports will be your entry point to Healdsburg:

  • San Francisco Intl. Airport (SFO) - 10,936 flights per month.
  • Sonoma County Airport (STS) - 433 flights per month.

When is the cheapest time to fly to Healdsburg?
Jet off earlier in the week to nab the best deal to Healdsburg. Tuesday is generally the cheapest day to depart, with Monday right behind it. Saturday typically has the highest prices. This is because lots of people choose to start their trip on a weekend.
How much is a plane ticket to Healdsburg?
In the last seven days, flights to Healdsburg fluctuated from to .
What months are the cheapest to book a flight to Healdsburg?
February is a good month to grab cheap flights to Healdsburg. Bear in mind that the costliest time to book in the States isn't the middle of summer, but the festive month of December.
How long is a flight to Healdsburg?
Your flight to Healdsburg could be long or short depending on where you set off from. Before you load your laptop with movies and audiobooks, have a look at the average flight times for these top domestic routes:

  • Los Angeles, CA (LAX-Los Angeles Intl.) to San Francisco Intl. Airport (SFO) - 1 hour and 33 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to San Francisco Intl. Airport (SFO) - 6 hours and 34 minutes
  • San Diego, CA (SAN-San Diego Intl.) to San Francisco Intl. Airport (SFO) - 1 hour and 43 minutes