$125 Cheap flight deals from Boston (BOS) to Watsonville (SJC)

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This Weekend's Flight Deals from Boston to Watsonville

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 - Mon, Nov 17
BOS
Logan Intl.
SJC
Norman Y. Mineta San Jose Intl.
$379 Roundtrip, found 4 days ago
$379
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Fri, Nov 14 from Logan Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Nov 17, priced at $379 found 4 days ago
Fri, Nov 14 - Tue, Nov 18
PVD
T.F. Green
SJC
Norman Y. Mineta San Jose Intl.
$500 Roundtrip, found 3 days ago
$500
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Nov 14 from T.F. Green to Norman Y. Mineta San Jose Intl., returning Tue, Nov 18, priced at $500 found 3 days ago

Airfares from $125 One Way, $250 Round Trip from Boston to Watsonville

Prices starting at $250 for return flights and $125 for one-way flights to Watsonville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 11 - Tue, Feb 17
BOS
Boston
SJC
San Jose
$250 Roundtrip, found 4 hours ago
$250
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Wed, Feb 11 from Boston to San Jose, returning Tue, Feb 17, priced at $250 found 4 hours ago
Wed, Dec 10 - Wed, Dec 17
BOS
Boston
SJC
San Jose
$255 Roundtrip, found 9 hours ago
$255
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Wed, Dec 10 from Boston to San Jose, returning Wed, Dec 17, priced at $255 found 9 hours ago
Tue, Dec 16 - Tue, Jan 6
BOS
Boston
SJC
San Jose
$255 Roundtrip, found 2 days ago
$255
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 16 from Boston to San Jose, returning Tue, Jan 6, priced at $255 found 2 days ago
Wed, Dec 10 - Wed, Dec 17
BOS
Boston
SJC
San Jose
$261 Roundtrip, found 9 hours ago
$261
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Dec 10 from Boston to San Jose, returning Wed, Dec 17, priced at $261 found 9 hours ago
Wed, Dec 10 - Wed, Dec 17
BOS
Boston
SJC
San Jose
$292 Roundtrip, found 9 hours ago
$292
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Dec 10 from Boston to San Jose, returning Wed, Dec 17, priced at $292 found 9 hours ago

Watsonville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Silicon Valley
4.0-star property

Sonesta Silicon Valley

9/10 Wonderful! (1,634 reviews)

Dec 29 - Jan 5

7 night stay

Boston (BOS) to San Jose (SJC)

Spirit Airlines • Non-stop • Coach

San Jose (SJC) to Boston (BOS)

United • Non-stop • Coach
Price was $802, price is now $582 per person
$582
per person
found 1 day ago
This was a nice property. The staff were pleasant and the check in was quick. The bed was good and the sheets were nice. The grounds and lobby were clean, the restaurant was nice and the food was decent (unfortunately, no free breakfast as it appeared on orbitz site). I would give this place a 7 (not a a 9.0 Wonderful rating like Orbitz has listed). No room cleaning and we were there 4 nights (not a huge deal, but we had to take our own garbage and ask for new towels). The pool and hot tub were both dirty. The hot tub was out of chemical balance and the pool needed the skimmer fixed. The prorperty is under construction, but they did shut down by 6pm which was fine for us. It was super loud at check in on a Thursday and if we weren't staying mostly over a weekend we would have been pretty frustrated.

Reviewed on Oct 11, 2025

DoubleTree by Hilton San Jose
4.0-star property

DoubleTree by Hilton San Jose

7.2/10 Good! (1,008 reviews)

Dec 24 - Dec 31

7 night stay

Boston (BOS) to San Jose (SJC)

Southwest Airlines • Coach

San Jose (SJC) to Boston (BOS)

Alaska Airlines • Coach
Price was $969, price is now $701 per person
$701
per person
found 11 hours ago
Great service at the front desk, shuttle drivers and breakfast buffet staff I didn’t see or use hotel amenities but the room itself was a little shabby. Worn carpet, crusty shower head and old worn furniture The shower was in a bathtub that was poorly caulked and slow draining and not very good water pressure. Not what I expected for $200/ night

Reviewed on Sep 21, 2025

CordeValle
5.0-star property

CordeValle

9.6/10 Exceptional! (139 reviews)

Dec 29 - Jan 5

7 night stay

Boston (BOS) to San Jose (SJC)

Spirit Airlines • Non-stop • Coach

San Jose (SJC) to Boston (BOS)

United • Non-stop • Coach
Save 100% on your flight
Price was $3,304, price is now $2,455 per person
$2,455
per person
found 1 day ago
The staff was truly incredible. COVID prevented valet parking so they provided free parking, right close to the main lodge, and came with a golf cart to pick you and your belongings up. The staff was INCREDIBLY attentive and went above and beyond! Coming back next month!!!

Reviewed on Mar 12, 2021

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More About Flying To Watsonville from Boston

Route Information for Flights from Boston to Watsonville

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

Boston to Watsonville

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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.