Vacation Packages to Massachusetts for 2025

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Aug 19 - Sun, Aug 31

LAX

Los Angeles

BOS

Boston

$196 Roundtrip, found 6 days ago

$196

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Aug 19 from Los Angeles to Boston, returning Sun, Aug 31, priced at $196 found 6 days ago

Sun, Aug 31 - Mon, Sep 1

PDX

Portland

BOS

Boston

$207 Roundtrip, found 3 days ago

$207

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sun, Aug 31 from Portland to Boston, returning Mon, Sep 1, priced at $207 found 3 days ago

Mon, Oct 6 - Wed, Oct 15

PDX

Portland

BOS

Boston

$217 Roundtrip, found 3 days ago

$217

Roundtrip

found 3 days ago

Select American Airlines flight, departing Mon, Oct 6 from Portland to Boston, returning Wed, Oct 15, priced at $217 found 3 days ago

Mon, Oct 6 - Wed, Oct 15

PDX

Portland

BOS

Boston

$232 Roundtrip, found 3 days ago

$232

Roundtrip

found 3 days ago

Select Delta flight, departing Mon, Oct 6 from Portland to Boston, returning Wed, Oct 15, priced at $232 found 3 days ago

Sun, Aug 31 - Mon, Sep 1

PDX

Portland

BOS

Boston

$247 Roundtrip, found 3 days ago

$247

Roundtrip

found 3 days ago

Select Alaska Airlines flight, departing Sun, Aug 31 from Portland to Boston, returning Mon, Sep 1, priced at $247 found 3 days ago