Search Deals onWestport Vacation Packages
Westport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Furnished Apartment Near Longwood
Save 100% on your flight
Price was $1,014, price is now $704 per person
$704
per person
Oct 27 - Oct 31
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this apartment in Brookline. Enjoy free WiFi, parking (surcharge), and air conditioning. Popular attractions Fenway Park and Harvard Square are located nearby.
Super cute apartment! Stayed the weekend to visit out soon at college. Locations was close to everything beds were super comfortable, would stay here again.
Reviewed on Sep 13, 2026
Boston Harbor Hotel
Price was $2,001, price is now $987 per person
$987
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this 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.
Beautiful property!
Reviewed on Sep 24, 2026
Boston Lodge and Suites
Save 100% on your flight
Price was $2,112, price is now $1,290 per person
$1,290
per person
Dec 5 - Dec 12
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Save 100% on your flight
Price was $1,914, price is now $1,250 per person
$1,250
per person
Dec 2 - Dec 5
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Raffles Boston
Save 100% on your flight
Price was $1,461, price is now $955 per person
$955
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Luxury Apartments by Hyatus at Boston Everett
Save 100% on your flight
Price was $15,766, price is now $10,646 per person
$10,646
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury apartment in Everett. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Mandarin Oriental, Boston
Save 100% on your flight
Price was $3,976, price is now $2,712 per person
$2,712
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Just perfect
Reviewed on Sep 17, 2026
The Langham, Boston
Save 100% on your flight
Price was $1,447, price is now $993 per person
$993
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Location is great, customer service is fantastic
Reviewed on Sep 24, 2026
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.
Wed, Oct 21 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$274 Roundtrip, found 4 hours ago
$274
Roundtrip
found 4 hours ago
Tue, Nov 3 - Sat, Nov 7
PDX
Portland Intl.
BOS
Logan Intl.
$328 Roundtrip, found 1 day ago
$328
Roundtrip
found 1 day ago
Sat, Nov 14 - Tue, Nov 17
LAX
Los Angeles Intl.
PVD
T.F. Green
$330 Roundtrip, found 6 hours ago
$330
Roundtrip
found 6 hours ago
Wed, Oct 7 - Thu, Oct 29
HKG
Hong Kong Intl.
BOS
Logan Intl.
$784 Roundtrip, found 1 hour ago
$784
Roundtrip
found 1 hour ago
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