Winchester Vacations

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.

Wed, Feb 25 - Wed, Mar 4

PDX

Portland Intl.

BOS

Logan Intl.

$179 Roundtrip, found 1 day ago

$179

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Feb 25 from Portland Intl. to Logan Intl., returning Wed, Mar 4, priced at $179 found 1 day ago

Wed, Mar 11 - Mon, Mar 23

LAX

Los Angeles Intl.

BOS

Logan Intl.

$179 Roundtrip, found 22 hours ago

$179

Roundtrip

found 22 hours ago

Select JetBlue Airways flight, departing Wed, Mar 11 from Los Angeles Intl. to Logan Intl., returning Mon, Mar 23, priced at $179 found 22 hours ago

Wed, Feb 25 - Wed, Mar 4

PDX

Portland Intl.

BOS

Logan Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Feb 25 from Portland Intl. to Logan Intl., returning Wed, Mar 4, priced at $188 found 1 day ago

Tue, Feb 17 - Tue, Mar 10

LAX

Los Angeles Intl.

BOS

Logan Intl.

$198 Roundtrip, found 8 hours ago

$198

Roundtrip

found 8 hours ago

Select United flight, departing Tue, Feb 17 from Los Angeles Intl. to Logan Intl., returning Tue, Mar 10, priced at $198 found 8 hours ago

Tue, Feb 17 - Tue, Mar 10

LAX

Los Angeles Intl.

BOS

Logan Intl.

$217 Roundtrip, found 8 hours ago

$217

Roundtrip

found 8 hours ago

Select Alaska Airlines flight, departing Tue, Feb 17 from Los Angeles Intl. to Logan Intl., returning Tue, Mar 10, priced at $217 found 8 hours ago