Cheap Flights to Healdsburg from $29

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How Much Does it Cost To Fly To Healdsburg?

The cheapest prices found with in the last 7 days for return flights were $57 and $29 for one-way flights to Healdsburg for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LAXSan FranciscoApril 22 to April 28$57
SANSan FranciscoJune 2 to June 3$66
PAESan FranciscoMay 12 to May 13$98
LAXWindsorApril 6 to April 14$117
SEAWindsorMarch 31 to April 7$161
DFWSan FranciscoApril 29 to May 2$170
ATLSan FranciscoApril 25 to April 28$183
MSPSan FranciscoMay 4 to May 11$193
BOSSan FranciscoApril 14 to April 20$235
PHXWindsorMay 5 to May 12$238
DFWWindsorMay 9 to May 11$274
GDLSan FranciscoApril 29 to May 8$340
BOSWindsorApril 27 to May 5$369
ATLWindsorApril 11 to April 14$399
CLTWindsorMay 11 to May 16$574
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXSan FranciscoMarch 14 to March 17$249
PAESan FranciscoMarch 15 to March 31$317
LAXWindsorMarch 14 to March 22$357
ATLSan FranciscoMarch 14 to April 2$419
SANWindsorMarch 14 to March 19$457
CLTSan FranciscoMarch 14 to March 16$463
PHXWindsorMarch 14 to April 14$481
BOSSan FranciscoMarch 15 to March 17$495
GDLSan FranciscoMarch 15 to March 19$495
DALSan FranciscoMarch 14 to March 18$507
MSPSan FranciscoMarch 13 to March 16$541
DFWWindsorMarch 15 to March 18$724
BOSWindsorMarch 13 to March 16$1,000
CLTWindsorMarch 14 to March 18$1,038
ATLWindsorMarch 13 to March 15$1,194
*Prices include taxes and fees

Healdsburg Flight Information

Traveling to
Healdsburg
Lowest Price
$57
Number of Airlines Serving
Airlines Serving
Frontier 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

Fairview Inn and Suites

3 out of 5
74 Healdsburg Ave Healdsburg CA
$113 nightly
The price is $131 total per night from Mar 15 to Mar 16
$131 total
Mar 15 - Mar 16
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 ...
7.8/10 Good! (1,000 reviews)
The best !

Reviewed on Mar 7, 2026

Opens in a new windowFairview Inn and Suites
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
$125 nightly
The price is $145 total per night from Mar 12 to Mar 13
$145 total
Mar 12 - Mar 13
Total with taxes and fees
Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,004 reviews)
Room is clean and situated away from freeway and busy road. The bathroom needs an upgrade Fixtures were bent and towel rack fell off the wall!

Reviewed on Mar 11, 2026

Opens in a new windowDry Creek Inn MOD Collection by Sonesta
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
$322 nightly
The price is $374 total per night from Apr 9 to Apr 10
$374 total
Apr 9 - Apr 10
Total with taxes and fees
Book a stay at this 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! (723 reviews)
Great weekend getaway! The hotel is lovely and in a great location! Staff was very nice too! We will be back!

Reviewed on Mar 11, 2026

Opens in a new windowH2Hotel
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

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 out of 5
112 Matheson Healdsburg CA
$214 nightly
The price is $248 total per night from Mar 12 to Mar 13
$248 total
Mar 12 - Mar 13
Total with taxes and fees
Stay at this B&B in Healdsburg. Enjoy free breakfast, free WiFi, and free bicycles on site. Popular attractions Healdsburg Plaza and Healdsburg Center for the ...
8.6/10 Excellent! (578 reviews)
NA

Reviewed on Mar 10, 2026

Opens in a new windowHealdsburg Inn on the Plaza, A Four Sisters Inn
Fairview Inn and Suites

Fairview Inn and Suites

3 out of 5
74 Healdsburg Ave Healdsburg CA
$113 nightly
The price is $131 total per night from Mar 15 to Mar 16
$131 total
Mar 15 - Mar 16
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 ...
7.8/10 Good! (1,000 reviews)
The best !

Reviewed on Mar 7, 2026

Opens in a new windowFairview Inn and Suites
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
$125 nightly
The price is $145 total per night from Mar 12 to Mar 13
$145 total
Mar 12 - Mar 13
Total with taxes and fees
Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,004 reviews)
Room is clean and situated away from freeway and busy road. The bathroom needs an upgrade Fixtures were bent and towel rack fell off the wall!

Reviewed on Mar 11, 2026

Opens in a new windowDry Creek Inn MOD Collection by Sonesta
Save an average of 15% on thousands of hotels when you're signed in
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
$322 nightly
The price is $374 total per night from Apr 9 to Apr 10
$374 total
Apr 9 - Apr 10
Total with taxes and fees
Book a stay at this 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! (723 reviews)
Great weekend getaway! The hotel is lovely and in a great location! Staff was very nice too! We will be back!

Reviewed on Mar 11, 2026

Opens in a new windowH2Hotel
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
Great for families

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

Healdsburg CA
Book a stay at this family-friendly vacation home in Healdsburg. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Jordan Vineyard ...
10/10 Exceptional! (117 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

Opens in a new windowLarge Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Dry Creek Inn MOD Collection by Sonesta
Great for families

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
$125 nightly
The price is $145 total per night from Mar 12 to Mar 13
$145 total
Mar 12 - Mar 13
Total with taxes and fees
Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,004 reviews)

Families like: Outdoor pool, bicycle rentals, cribs, rollaway beds

Travelers say...
Room is clean and situated away from freeway and busy road. The bathroom needs an upgrade Fixtures were bent and towel rack fell off the wall!

Reviewed on Mar 11, 2026

Opens in a new windowDry Creek Inn MOD Collection by Sonesta
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
$322 nightly
The price is $374 total per night from Apr 9 to Apr 10
$374 total
Apr 9 - Apr 10
Total with taxes and fees
Book a stay at this 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! (723 reviews)
Great weekend getaway! The hotel is lovely and in a great location! Staff was very nice too! We will be back!

Reviewed on Mar 11, 2026

Opens in a new windowH2Hotel
Save an average of 15% on thousands of hotels when you're signed in
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 out of 5
112 Matheson Healdsburg CA
$214 nightly
The price is $248 total per night from Mar 12 to Mar 13
$248 total
Mar 12 - Mar 13
Total with taxes and fees
Stay at this B&B in Healdsburg. Enjoy free breakfast, free WiFi, and free bicycles on site. Popular attractions Healdsburg Plaza and Healdsburg Center for the ...
8.6/10 Excellent! (578 reviews)
NA

Reviewed on Mar 10, 2026

Opens in a new windowHealdsburg Inn on the Plaza, A Four Sisters Inn
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.
Bay Landing San Francisco Airport Hotel
Vinarosa Resort & Spa
Jenner Inn
Don't see what you're looking for?
See all available trips from Denver to Healdsburg
View all trips

Healdsburg flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Vinarosa Resort & Spa
Gable by Avantstay Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub
Appellation Healdsburg
Don't see what you're looking for?
See all available trips from Chicago to Healdsburg
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 2 days. 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!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.