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Winchester Vacation Packages

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Aug 11 - Wed, Aug 26

PDX

Portland Intl.

BOS

Logan Intl.

$234 Roundtrip, found 1 day ago

$234

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Aug 11 from Portland Intl. to Logan Intl., returning Wed, Aug 26, priced at $234 found 1 day ago

Sat, Sep 12 - Sat, Oct 3

LAX

Los Angeles Intl.

BOS

Logan Intl.

$237 Roundtrip, found 9 hours ago

$237

Roundtrip

found 9 hours ago

Select United flight, departing Sat, Sep 12 from Los Angeles Intl. to Logan Intl., returning Sat, Oct 3, priced at $237 found 9 hours ago

Wed, Aug 5 - Mon, Aug 17

LAX

Los Angeles Intl.

BDL

Bradley Intl.

$258 Roundtrip, found 3 days ago

$258

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Aug 5 from Los Angeles Intl. to Bradley Intl., returning Mon, Aug 17, priced at $258 found 3 days ago

Sat, Sep 12 - Mon, Sep 21

PDX

Portland Intl.

PVD

T.F. Green

$269 Roundtrip, found 1 day ago

$269

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Sep 12 from Portland Intl. to T.F. Green, returning Mon, Sep 21, priced at $269 found 1 day ago