$124 Cheap flight deals from Boston (BOS) to St. Helena (OAK)

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This Weekend's Flight Deals from Boston to St. Helena

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.

Fri, Nov 14 - Thu, Nov 27
BOS
Logan Intl.
OAK
Oakland Intl.
$366 Roundtrip, found 5 days ago
$366
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Nov 14 from Logan Intl. to Oakland Intl., returning Thu, Nov 27, priced at $366 found 5 days ago

Airfares from $124 One Way, $252 Round Trip from Boston to St. Helena

Prices starting at $252 for return flights and $124 for one-way flights to St. Helena were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Feb 3 - Sat, Feb 7
BOS
Boston
OAK
Oakland
$252 Roundtrip, found 4 days ago
$252
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Feb 3 from Boston to Oakland, returning Sat, Feb 7, priced at $252 found 4 days ago
Tue, Feb 24 - Tue, Mar 3
BOS
Boston
OAK
Oakland
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Tue, Feb 24 from Boston to Oakland, returning Tue, Mar 3, priced at $257 found 5 days ago
Tue, Nov 18 - Wed, Dec 3
BOS
Boston
OAK
Oakland
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Tue, Nov 18 from Boston to Oakland, returning Wed, Dec 3, priced at $260 found 5 days ago
Fri, Dec 5 - Thu, Dec 11
BOS
Boston
OAK
Oakland
$263 Roundtrip, found 2 hours ago
$263
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Fri, Dec 5 from Boston to Oakland, returning Thu, Dec 11, priced at $263 found 2 hours ago
Mon, Feb 23 - Wed, Feb 25
BOS
Boston
OAK
Oakland
$302 Roundtrip, found 5 days ago
$302
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Feb 23 from Boston to Oakland, returning Wed, Feb 25, priced at $302 found 5 days ago

St. Helena economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Yountville
4.0-star property

Hotel Yountville

9.6/10 Exceptional! (1,007 reviews)

Dec 26 - Jan 2

7 night stay

Boston (BOS) to Oakland (OAK)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,371, price is now $2,453 per person
$2,453
per person
found 1 day ago
this is a perfect place to spend some days in Napa , Hotel is

Reviewed on May 24, 2025

Stanly Ranch, Auberge Collection
5.0-star property

Stanly Ranch, Auberge Collection

9.4/10 Exceptional! (156 reviews)

Dec 26 - Jan 2

7 night stay

Boston (BOS) to Oakland (OAK)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $5,714, price is now $3,906 per person
$3,906
per person
found 1 day ago
Amazing resort and service

Reviewed on Jul 18, 2025

Solage, Auberge Collection
5.0-star property

Solage, Auberge Collection

9.4/10 Exceptional! (676 reviews)

Dec 26 - Jan 2

7 night stay

Boston (BOS) to Oakland (OAK)

United • Coach

Oakland (OAK) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $3,843, price is now $2,729 per person
$2,729
per person
found 1 day ago
Overall the resort and spa amenities were great. What took our experience to the next level were all the staff we encountered during our stay. From check in, restaurant service, valet, housekeeping and check out, all the staff were friendly and welcoming. One negative aspect of this resort is if you have allergies or scent sensitivity to jasmine, oleander and wax privet (ligustrum), these plants are used throughout the resort which triggered an allergy attack. Luckily, the keep allergy medication on hand at the front desk. Allergy season might make me think twice about my next visit, but other than that I’d definitely stay again.

Reviewed on Jun 21, 2023

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St. Helena first class flight packages

Price found within the past 48 hours. Click for updated prices.
Carneros Resort and Spa
5.0-star property

Carneros Resort and Spa

9.2/10 Wonderful! (347 reviews)

Dec 12 - Dec 14

2 night stay

Boston (BOS) to Oakland (OAK)

Delta • Roundtrip • FirstClass
Price was $2,543, price is now $2,313 per person
$2,313
per person
found 18 hours ago
The property was located in a very quiet area. It is very evident in some locations of the resort that service is extremely important. The Hilltop & Boonfly Café were consistently on top of service. The restaurant Farm lost points with us after a follow-up call was not received pertaining to reservation availability. The cottages themselves were very cute and had excellent amenities. The fireplace, fire pit, and outdoor tub/shower were so unique to our cottage experience. The cleanliness of the outdoor pillows, the curtains, and rugs were not pleasing. The outdoor rugs and cushions in the outdoor seating areas, particularly, near Farm were filled with pet hair & the floor rugs need to either be cleaned or replaced. The overall disappointing piece of the resort was the cleanliness. Even the hot tub had grime. With the amount of money paid to book the resort along with monies spent at the resort, there needs to be some revamping of the care.

Reviewed on Apr 3, 2021

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown
3.0-star property

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

No reviews

Dec 12 - Dec 14

2 night stay

Boston (BOS) to Oakland (OAK)

Delta • Roundtrip • FirstClass
Price was $2,941, price is now $2,572 per person
$2,572
per person
found 18 hours ago
Sonoma Skyhouse by Avantstay Pool, Sauna, Hot Tub & Stunning Valley Views
3.0-star property

Sonoma Skyhouse by Avantstay Pool, Sauna, Hot Tub & Stunning Valley Views

No reviews

Dec 12 - Dec 14

2 night stay

Boston (BOS) to Oakland (OAK)

Delta • Roundtrip • FirstClass
Price was $2,883, price is now $2,530 per person
$2,530
per person
found 18 hours ago
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More About Flying To St. Helena from Boston

Route Information for Flights from Boston to St. Helena

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

Boston to St. Helena

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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.