Cheap Flights to Healdsburg from $39
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How Much Does it Cost To Fly To Healdsburg?
The cheapest prices found with in the last 7 days for return flights were $99 and $39 for one-way flights to Healdsburg for the period specified. Prices and availability are subject to change. Additional terms apply
SNA
John Wayne
SFO
San Francisco Intl.
$99 Roundtrip, found 6 days ago
$99
Roundtrip
found 6 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | San Francisco | October 17 to October 22 | $99 |
| SEA | San Francisco | November 18 to November 18 | $134 |
| SEA | Windsor | October 8 to October 11 | $137 |
| LAX | Windsor | November 17 to December 2 | $137 |
| SAN | Windsor | October 7 to October 18 | $137 |
| MSP | San Francisco | November 14 to November 17 | $161 |
| CLT | San Francisco | October 30 to November 3 | $170 |
| BOS | San Francisco | November 9 to November 14 | $220 |
| PHX | Windsor | October 22 to October 25 | $222 |
| DFW | Windsor | November 12 to November 15 | $318 |
| BOS | Windsor | November 4 to November 12 | $322 |
| MSP | Windsor | November 6 to November 9 | $338 |
| ATL | Windsor | December 9 to December 16 | $342 |
| GDL | San Francisco | December 23 to January 11 | $351 |
| CLT | Windsor | November 5 to November 12 | $558 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SAN | San Francisco | September 27 to October 8 | $123 |
| LAX | San Francisco | September 26 to September 29 | $164 |
| PHX | San Francisco | September 26 to September 29 | $172 |
| PAE | San Francisco | September 26 to September 28 | $183 |
| DFW | San Francisco | September 27 to September 29 | $224 |
| LAX | Windsor | September 27 to October 6 | $236 |
| MSP | San Francisco | September 27 to October 1 | $310 |
| SEA | Windsor | September 27 to September 29 | $325 |
| PHX | Windsor | September 26 to October 1 | $468 |
| BOS | San Francisco | September 26 to October 7 | $490 |
| GDL | San Francisco | September 27 to October 1 | $591 |
| DFW | Windsor | September 27 to October 4 | $610 |
| ATL | Windsor | September 27 to October 8 | $650 |
| MSP | Windsor | September 28 to October 2 | $747 |
| CLT | Windsor | September 27 to October 3 | $898 |
Healdsburg Flight Information
Traveling to | Healdsburg |
|---|---|
Lowest Price | $99 |
Number of Airlines Serving | |
Airlines Serving | Alaska Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Healdsburg Accommodation Deals
Fairview Inn and Suites
74 Healdsburg Ave, Healdsburg, CA
$124 nightly
The price is $144 total per night from Sep 29 to Sep 30
$144 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this business-friendly motel in Healdsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,004 reviews)
"It was within walking distance of the town square, was in very good condition, and I had zero issues."
Reviewed on Sep 15, 2025
Best Western Dry Creek Inn
198 Dry Creek Rd, Healdsburg, CA
$139 nightly
The price is $162 total per night from Oct 12 to Oct 13
$162 total
Oct 12 - Oct 13
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Healdsburg. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
7.8/10 Good! (1,006 reviews)
"Nice job updating the property"
Reviewed on Sep 14, 2025
Hotel Vinea, a Travelodge by Wyndham
178 Dry Creek Rd, Healdsburg, CA
$107 nightly
The price is $124 total per night from Sep 28 to Sep 29
$124 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this business-friendly motel in Healdsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions River Rock Casino and Russian ...
7.2/10 Good! (684 reviews)
I love it!
"I want to say it’s bad so it won’t be booked up the next time I want to stay here, but I can’t. What a great little hotel with awesome staff and a breakfast that included a few GF items. I will definitely stay here again soon! For reference, I’m Marriott Platinum for Life so I was a tad worried about ..."
Reviewed on Aug 11, 2025
Save an average of 15% on thousands of hotels when you're signed in
H2Hotel
219 Healdsburg Ave, Healdsburg, CA
$315 nightly
The price is $366 total per night from Sep 28 to Sep 29
$366 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this 4-star spa hotel in Healdsburg. Enjoy a full-service spa, room service, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (688 reviews)
"Location can't be beat! Very comfortable, clean and great restaurants all within walking distance. Fun shops too. Only "negative" was the in-room coffee. 3 decaf 1 regular and we asked for just regular but had to go out every morning to get coffee so we both could get our caffeine hit. Other than ..."
Reviewed on Sep 15, 2025
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.
Luxury Hotels in Healdsburg
Hotel Vinea, a Travelodge by Wyndham
178 Dry Creek Rd, Healdsburg, CA
$107 nightly
The price is $124 total per night from Sep 28 to Sep 29
$124 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this business-friendly motel in Healdsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions River Rock Casino and Russian ...
7.2/10 Good! (684 reviews)
I love it!
"I want to say it’s bad so it won’t be booked up the next time I want to stay here, but I can’t. What a great little hotel with awesome staff and a breakfast that included a few GF items. I will definitely stay here again soon! For reference, I’m Marriott Platinum for Life so I was a tad worried about ..."
Reviewed on Aug 11, 2025
Healdsburg Inn on the Plaza, A Four Sisters Inn
112 Matheson, Healdsburg, CA
$260 nightly
The price is $302 total per night from Sep 22 to Sep 23
$302 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this 3.5-star B&B in Healdsburg. Enjoy free breakfast, free WiFi, and free bicycles on site. Popular attractions Russian River and Healdsburg Plaza are ...
9.2/10 Wonderful! (329 reviews)
"Healdsburg Inn in a beautiful place to stay. The staff was so helpful and wonderful to talk to about the city. We have stayed there a few times and will be back. Being right on the plaza make it very easy to check everything out and stagger back after some wine tasting."
Reviewed on Sep 5, 2025
Fairview Inn and Suites
74 Healdsburg Ave, Healdsburg, CA
$124 nightly
The price is $144 total per night from Sep 29 to Sep 30
$144 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this business-friendly motel in Healdsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,004 reviews)
"It was within walking distance of the town square, was in very good condition, and I had zero issues."
Reviewed on Sep 15, 2025
Save an average of 15% on thousands of hotels when you're signed in
Best Western Dry Creek Inn
198 Dry Creek Rd, Healdsburg, CA
$139 nightly
The price is $162 total per night from Oct 12 to Oct 13
$162 total
Oct 12 - Oct 13
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Healdsburg. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
7.8/10 Good! (1,006 reviews)
"Nice job updating the property"
Reviewed on Sep 14, 2025
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.
Family Friendly Hotels in Healdsburg
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Healdsburg
Book a stay at this family-friendly vacation home in Healdsburg. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions River Rock ...
10/10 Exceptional! (97 reviews)
Families like: Private pool, kitchen, playground, sofa bed
Enjoyed by All
"We had a great weekend enjoyed everything the house has to offer. The home is very comfortable, and is fully equipped with everything you need plus things you didn’t think you needed. We had the most enjoyable stay. The hosts thought of everything from comfort to entertainment for all ages ."
Reviewed on Jul 3, 2025
Best Western Dry Creek Inn
198 Dry Creek Rd, Healdsburg, CA
$139 nightly
The price is $162 total per night from Oct 12 to Oct 13
$162 total
Oct 12 - Oct 13
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Healdsburg. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
7.8/10 Good! (1,006 reviews)
"Nice job updating the property"
Reviewed on Sep 14, 2025
H2Hotel
219 Healdsburg Ave, Healdsburg, CA
$315 nightly
The price is $366 total per night from Sep 28 to Sep 29
$366 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this 4-star spa hotel in Healdsburg. Enjoy a full-service spa, room service, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (688 reviews)
"Location can't be beat! Very comfortable, clean and great restaurants all within walking distance. Fun shops too. Only "negative" was the in-room coffee. 3 decaf 1 regular and we asked for just regular but had to go out every morning to get coffee so we both could get our caffeine hit. Other than ..."
Reviewed on Sep 15, 2025
Save an average of 15% on thousands of hotels when you're signed in
Healdsburg Inn on the Plaza, A Four Sisters Inn
112 Matheson, Healdsburg, CA
$260 nightly
The price is $302 total per night from Sep 22 to Sep 23
$302 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this 3.5-star B&B in Healdsburg. Enjoy free breakfast, free WiFi, and free bicycles on site. Popular attractions Russian River and Healdsburg Plaza are ...
9.2/10 Wonderful! (329 reviews)
"Healdsburg Inn in a beautiful place to stay. The staff was so helpful and wonderful to talk to about the city. We have stayed there a few times and will be back. Being right on the plaza make it very easy to check everything out and stagger back after some wine tasting."
Reviewed on Sep 5, 2025
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.
Best Healdsburg Flight and Hotel Packages
Healdsburg flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Healdsburg flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Healdsburg flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Midsize Open Air All-Terrain
San Francisco, California, USA
$36
$72 total
found 15 hours ago
Compact SUV
San Francisco, California, USA
$38
$76 total
found 15 hours ago
Economy Special
San Francisco, California, USA
$48
$96 total
found 15 hours ago
Standard SUV
San Francisco, California, USA
$50
$100 total
found 15 hours ago
Lowest prices found within the past 15 hours. Prices and availability subject to change. Additional terms may apply.
Plane Tickets To Healdsburg
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Healdsburg. Browse through our inventory to explore a wide range of cheap flights to Healdsburg to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Healdsburg as you anxiously await to exit the plane and explore what Healdsburg has to offer. Considering all the amazing local food and culture in Healdsburg, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Healdsburg to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Healdsburg without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Healdsburg with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Healdsburg today!
Airports in Healdsburg
Other Flights to Healdsburg
Most Popular
Hotels
- Hotels in Orange
- Hotels in Mammoth Lakes
- Hotels in San Luis Obispo
- Hotels in Palo Alto
- Beach Resorts & Hotels in San Diego
- Hotels in Oxnard
- Hotels in Paso Robles
- Hotels in Santa Rosa
- Hotels in Big Bear Lake
- Hotels in Indio
- Hotels in San Diego
- Hotels in Morro Bay
- Hotels in San Jose
- Hotels in Three Rivers
- Beach Resorts & Hotels in Huntington Beach
- Hotels in Palm Springs
- Hotels in Santa Barbara
- Hotels in Anaheim
- Hotels in Temecula
- Hotels in Oroville
- Hotels in Palm Desert
- Hotels in Oceanside
- Hotels in Monterey
- Hotels in Gilroy
- Hotels in South Lake Tahoe