$133 Cheap flight deals from Boston (BOS) to Calistoga (OAK)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Boston to Calistoga

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 24 - Sun, Nov 1
BOS
Logan Intl.
OAK
Oakland Intl.
$557 Roundtrip, found 6 days ago
$557
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Oct 24 from Logan Intl. to Oakland Intl., returning Sun, Nov 1, priced at $557 found 6 days ago
Sat, Oct 24 - Sat, Oct 24
BOS
Logan Intl.
STS
Sonoma County
$616 Roundtrip, found 15 hours ago
$616
Roundtrip
found 15 hours ago
Select Alaska Airlines flight, departing Sat, Oct 24 from Logan Intl. to Sonoma County, returning Sat, Oct 24, priced at $616 found 15 hours ago

Airfares from $133 One Way, $356 Round Trip from Boston to Calistoga

Prices starting at $356 for return flights and $133 for one-way flights to Calistoga were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Nov 12 - Mon, Nov 16
BOS
Boston
OAK
Oakland
$356 Roundtrip, found 6 days ago
$356
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Thu, Nov 12 from Boston to Oakland, returning Mon, Nov 16, priced at $356 found 6 days ago
Wed, Dec 9 - Wed, Dec 16
BOS
Boston
OAK
Oakland
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Dec 9 from Boston to Oakland, returning Wed, Dec 16, priced at $357 found 1 day ago
Wed, Dec 9 - Wed, Dec 16
BOS
Boston
OAK
Oakland
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 9 from Boston to Oakland, returning Wed, Dec 16, priced at $357 found 1 day ago
Wed, Nov 11 - Mon, Nov 16
BOS
Boston
OAK
Oakland
$360 Roundtrip, found 6 days ago
$360
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Wed, Nov 11 from Boston to Oakland, returning Mon, Nov 16, priced at $360 found 6 days ago
Wed, Dec 9 - Wed, Dec 16
BOS
Boston
OAK
Oakland
$362 Roundtrip, found 1 day ago
$362
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Dec 9 from Boston to Oakland, returning Wed, Dec 16, priced at $362 found 1 day ago

Calistoga economy flight packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina
4.0-star property

DoubleTree by Hilton Hotel Berkeley Marina

8.2/10 Very Good! (5,161 reviews)

Nov 24 - Nov 30

6 night stay

Boston (BOS) to Oakland (OAK)

Delta • Coach

Oakland (OAK) to Boston (BOS)

Southwest Airlines • Coach
Price was $1,047, price is now $793 per person
$793
per person
found 1 day ago
Goooooooooooooooooooooood

Reviewed on Oct 19, 2026

Claremont Resort & Club
5.0-star property

Claremont Resort & Club

9/10 Wonderful! (1,165 reviews)

Nov 20 - Nov 27

7 night stay

Boston (BOS) to Oakland (OAK)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,000, price is now $3,473 per person
$3,473
per person
found 12 hours ago

Bel Abri Napa Valley Inn
3.0-star property

Bel Abri Napa Valley Inn

9.6/10 Exceptional! (1,011 reviews)

Nov 20 - Nov 27

7 night stay

Boston (BOS) to Oakland (OAK)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,511, price is now $1,121 per person
$1,121
per person
found 1 day ago
Super comfortable room close to downtown Napa. We enjoyed the lobby wine tastings and the delivered breakfasts. Ernest(?) at the front desk was super helpful with town info.

Reviewed on Oct 18, 2026

Don't see what you're looking for?
See all available trips from Boston to Calistoga
View all trips

Calistoga first class flight packages

Price found within the past 48 hours. Click for updated prices.
White House Napa - Adults Only
4.0-star property

White House Napa - Adults Only

9.2/10 Wonderful! (656 reviews)

Nov 26 - Nov 30

4 night stay

Boston (BOS) to Oakland (OAK)

Delta • Roundtrip • FirstClass
Price was $2,703, price is now $2,444 per person
$2,444
per person
found 24 hours ago
The location is good in that is walking distance to main downtown area. The rugs on the stairwell are ivory . Bad color! But everything else was nice.

Reviewed on Oct 19, 2026

Milliken Creek Inn
4.5-star property

Milliken Creek Inn

9.2/10 Wonderful! (525 reviews)

Nov 26 - Nov 30

4 night stay

Boston (BOS) to Oakland (OAK)

Delta • Roundtrip • FirstClass
Price was $4,299, price is now $3,813 per person
$3,813
per person
found 24 hours ago
Our fourth time staying here and we love it. Location isnt the most walking friendly due to lack of sidewalks, but downtown Napa is only a 1 mile walk! the property has great breakfast, lots of areas to hang out in, and a lovely evening wine and cheese.

Reviewed on Oct 17, 2026

Carneros Resort and Spa
5.0-star property

Carneros Resort and Spa

9.2/10 Wonderful! (389 reviews)

Nov 26 - Nov 30

4 night stay

Boston (BOS) to Oakland (OAK)

Delta • Roundtrip • FirstClass
Price was $3,588, price is now $3,200 per person
$3,200
per person
found 24 hours ago
The staff at reception are wonderful - kind and helpful. We received the best recommendation for wine tasting and even helped to book for us a time slot. The room service was slow however and the cottages whilst charming are a little tired and could do with a refresh. Same goes for the towels and robes. The hilltop pool is the highlight and really made the stay memorable. The Farm restaurant has a great ambience and kind staff.

Reviewed on Oct 18, 2026

Don't see what you're looking for?
See all available trips from Boston to Calistoga
View all trips

More About Flying To Calistoga from Boston

Route Information for Flights from Boston to Calistoga

Origin Airport IATA Code
BOS
Destination Airport IATA Code
OAK
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Calistoga

Whether you want to book cheap flights from Boston to Calistoga or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Boston to Calistoga flights.

Make the Most of Your Vacation

Not only does Orbitz have cheap deals for Boston to Calistoga flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Calistoga.

Planning on the Go

Book your flights from Boston to Calistoga wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Boston to Calistoga flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.

Craft Your Perfect Vacation

Orbitz takes the stress out of vacation planning with great deals on flights from Boston to Calistoga, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.

Keep Informed With Orbitz

With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Boston to Calistoga flights. The alerts can be sent straight to your mobile phone or email.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.