Search Deals onWestport Vacation Packages
Westport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Freepoint Hotel Cambridge, Tapestry Collection by Hilton
Save 100% on your flight
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Holly Tree Resort
Save 100% on your flight
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Riverview Resort
Save 100% on your flight
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Stay at this 3-star aparthotel in South Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Sea Mist Resort
Save 100% on your flight
per person
Jun 19 - Jun 22
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Cape Cod Children's Museum are located nearby.

The Nevada
Save 100% on your flight
per person
Jul 24 - Jul 29
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Sands Beach and Short Sands Beach are located nearby.

Boston Harbor Hotel
Save 100% on your flight
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

York Beach Surf Club
Save 100% on your flight
per person
Jul 24 - Jul 29
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star beach motel in York Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Sands Beach and Short Sands Beach are located nearby.

Sunbird ANNEX Resort
per person
Jul 14 - Jul 19
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Westport Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Westport Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Thu, Jun 5 - Wed, Jun 11
LAX
Los Angeles Intl.
BOS
Logan Intl.
$176 Roundtrip, just found
$176
Roundtrip
just found

Tue, Jun 3 - Tue, Jun 10
PDX
Portland Intl.
BOS
Logan Intl.
$206 Roundtrip, found 2 days ago
$206
Roundtrip
found 2 days ago

Tue, Jul 8 - Wed, Jul 9
LAX
Los Angeles Intl.
MVY
Martha's Vineyard
$246 Roundtrip, found 6 days ago
$246
Roundtrip
found 6 days ago

Tue, Jun 3 - Tue, Jun 10
PDX
Portland Intl.
PVD
T.F. Green
$255 Roundtrip, found 2 days ago
$255
Roundtrip
found 2 days ago
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