Cheap Flight Deals to Healdsburg CA from CA $111

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How to find cheap flights to Healdsburg?

The cheapest prices found with in the last 7 days for return flights were CA $106 and CA $111 for one-way flights to Healdsburg for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Oct 6 - Sun, Oct 12
YVR
Vancouver Intl.
SFO
San Francisco Intl.
CA $166 Roundtrip, just found
CA $166
Roundtrip
just found
Select Flair Airlines flight, departing Mon, Oct 6 from Vancouver Intl. to San Francisco Intl., returning Sun, Oct 12, priced at CA $166 just found
OriginDestinationTravel datesFlights from*
SANSan FranciscoNovember 17 to November 19CA $106
PAESan FranciscoNovember 13 to November 19CA $133
LAXSan FranciscoOctober 7 to October 8CA $134
LAXWindsorDecember 4 to December 10CA $190
SANWindsorOctober 25 to October 27CA $192
SEAWindsorOctober 22 to November 1CA $192
PHXSan FranciscoOctober 24 to October 26CA $246
MSPSan FranciscoDecember 4 to December 14CA $285
BOSSan FranciscoNovember 24 to December 17CA $387
DFWSan FranciscoDecember 12 to December 25CA $427
ATLSan FranciscoNovember 14 to November 16CA $442
PHXWindsorSeptember 27 to October 1CA $573
GDLSan FranciscoOctober 3 to October 12CA $750
CLTSan FranciscoDecember 4 to December 5CA $1,522
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXSan FranciscoSeptember 20 to September 26CA $330
SEASan FranciscoSeptember 21 to September 27CA $511
ATLSan FranciscoSeptember 20 to September 22CA $823
*Prices include taxes and fees

Your guide to flights to Healdsburg, CA

Flair Airlines fly to Healdsburg, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Healdsburg CA currently costs between CA $106 and CA $1,522. Prices vary, but for the best fares, travel in October when prices are at their lowest.  

Top tips for finding cheap flights to Healdsburg  

The cheapest flight for a round trip to Healdsburg is currently CA $106. When you search for flights to Healdsburg, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Healdsburg for nearby days.  The cheapest month to travel to Healdsburg is October from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Healdsburg 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Healdsburg with Travelocity 

We have top deals on plane tickets even for last minute flights to Healdsburg, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Healdsburg for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Healdsburg

Fairview Inn and Suites

Fairview Inn and Suites

2 out of 5
74 Healdsburg Ave, Healdsburg, CA
The price is CA $171 per night from Sep 29 to Sep 30
CA $171
CA $198 total
Sep 29 - Sep 30
includes taxes & 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! (1,002 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

Opens in a new windowFairview Inn and Suites
Best Western Dry Creek Inn

Best Western Dry Creek Inn

3 out of 5
198 Dry Creek Rd, Healdsburg, CA
The price is CA $192 per night from Oct 8 to Oct 9
CA $192
CA $223 total
Oct 8 - Oct 9
includes taxes & 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

Opens in a new windowBest Western Dry Creek Inn
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

2.5 out of 5
178 Dry Creek Rd, Healdsburg, CA
The price is CA $147 per night from Sep 28 to Sep 29
CA $147
CA $171 total
Sep 28 - Sep 29
includes taxes & 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

Opens in a new windowHotel Vinea, a Travelodge by Wyndham
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H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave, Healdsburg, CA
The price is CA $385 per night from Sep 28 to Sep 29
CA $385
CA $503 total
Sep 28 - Sep 29
includes taxes & 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! (690 reviews)
"I enjoyed the ambiance, friendliness and cleanliness. Everyone seemed to be happy"

Reviewed on Sep 17, 2025

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

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

2.5 out of 5
178 Dry Creek Rd, Healdsburg, CA
The price is CA $147 per night from Sep 28 to Sep 29
CA $147
CA $171 total
Sep 28 - Sep 29
includes taxes & 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

Opens in a new windowHotel Vinea, a Travelodge by Wyndham
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
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

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

Fairview Inn and Suites

2 out of 5
74 Healdsburg Ave, Healdsburg, CA
The price is CA $171 per night from Sep 29 to Sep 30
CA $171
CA $198 total
Sep 29 - Sep 30
includes taxes & 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! (1,002 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

Opens in a new windowFairview Inn and Suites
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Best Western Dry Creek Inn

Best Western Dry Creek Inn

3 out of 5
198 Dry Creek Rd, Healdsburg, CA
The price is CA $192 per night from Oct 8 to Oct 9
CA $192
CA $223 total
Oct 8 - Oct 9
includes taxes & 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

Opens in a new windowBest Western Dry Creek 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.

Family Friendly Hotels in Healdsburg

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

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)
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

Get rates
Opens in a new windowLarge Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Best Western Dry Creek Inn

Best Western Dry Creek Inn

3 out of 5
198 Dry Creek Rd, Healdsburg, CA
The price is CA $192 per night from Oct 8 to Oct 9
CA $192
CA $223 total
Oct 8 - Oct 9
includes taxes & 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

Opens in a new windowBest Western Dry Creek Inn
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave, Healdsburg, CA
The price is CA $385 per night from Sep 28 to Sep 29
CA $385
CA $503 total
Sep 28 - Sep 29
includes taxes & 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! (690 reviews)
"I enjoyed the ambiance, friendliness and cleanliness. Everyone seemed to be happy"

Reviewed on Sep 17, 2025

Opens in a new windowH2Hotel
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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
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

Get rates
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.
Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Price was CA $1,254, price is now CA $855 per person
CA $855
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
The Grove Inn

The Grove Inn

3 out of 5
Price was CA $2,172, price is now CA $1,367 per person
CA $1,367
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Francisco (SFO)
Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Price was CA $3,719, price is now CA $2,440 per person
CA $2,440
per person
Nov 7 - Nov 12
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Francisco (SFO)
Don't see what you're looking for?
See all available trips from Toronto to Healdsburg
View all trips

Healdsburg flight + hotel packages - first class flights

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

Fitzgerald Hotel

3 out of 5
Price was CA $1,336, price is now CA $955 per person
CA $955
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Francisco (SFO)
Nob Hill Hotel

Nob Hill Hotel

4 out of 5
Price was CA $1,392, price is now CA $1,047 per person
CA $1,047
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Francisco (SFO)
Ritz Inn San Francisco SFO Airport

Ritz Inn San Francisco SFO Airport

2.5 out of 5
Price was CA $1,118, price is now CA $974 per person
CA $974
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Francisco (SFO)
Don't see what you're looking for?
See all available trips from Calgary to Healdsburg
View all trips

Need a car after flight to Healdsburg?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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!

*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.