Search Deals onGloucester Vacation Packages
Gloucester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Porter Square Hotel
Price was $494, price is now $379 per person
$379
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
Battery Wharf Hotel, Boston Waterfront
Price was $941, price is now $550 per person
$550
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 breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Extremely clean facility with a gorgeous view of the Harbor!
Reviewed on Oct 31, 2026
Boston Harbor Hotel
Save 100% on your flight
Price was $1,384, price is now $920 per person
$920
per person
Jan 9 - Jan 12
found 5 hours 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.
Lovely for a romantic stay
Reviewed on Oct 31, 2026
The Langham, Boston
Save 100% on your flight
Price was $1,009, price is now $672 per person
$672
per person
Jan 9 - Jan 12
found 5 hours 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.
Fairmont Copley Plaza, Boston
Price was $919, price is now $641 per person
$641
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 a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Raffles Boston
Price was $1,641, price is now $1,208 per person
$1,208
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Four Seasons Hotel Boston
Price was $1,969, price is now $1,450 per person
$1,450
per person
Jan 15 - Jan 18
found 23 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.
The Colonnade Hotel Back Bay
Price was $633, price is now $498 per person
$498
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Gloucester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Gloucester 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, Nov 26 - Wed, Dec 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$288 Roundtrip, found 3 hours ago
$288
Roundtrip
found 3 hours ago
Fri, Jan 8 - Mon, Jan 25
LAX
Los Angeles Intl.
BOS
Logan Intl.
$289 Roundtrip, just found
$289
Roundtrip
just found
Tue, Jan 5 - Sun, Jan 24
LAX
Los Angeles Intl.
BOS
Logan Intl.
$293 Roundtrip, found 6 hours ago
$293
Roundtrip
found 6 hours ago
Tue, Nov 17 - Wed, Nov 18
PDX
Portland Intl.
BOS
Logan Intl.
$344 Roundtrip, found 10 hours ago
$344
Roundtrip
found 10 hours ago
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