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Gloucester Hotel + Air Packages

Cape Ann seashore view
you can see weather change
good size beach
Build your own Gloucester vacation package
Want to book a vacation to Gloucester? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Gloucester vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Gloucester on TripAdvisor by comparing Gloucester hotel and flight prices. Travelers like you have written 1,669 reviews and posted 1,026 candid photos for Gloucester hotels. Book your Gloucester vacation today!
Atlantis Oceanfront Inn
#1 Hotel in Gloucester
Atlantis Oceanfront Inn
I wanted to write something aimed at more active people who maybe run or bicycle or even surf a little. First some stuff about the Inn, which is just a re-cap of other reviews...
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Bass Rocks Ocean Inn
#2 Hotel in Gloucester
Bass Rocks Ocean Inn
I stayed at Bass Rocks around the Labor Day holiday and came away highly impressed. Like so many of the hotels in the Cape Ann area, it is not affiliated with any larger chain...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
The Vista Motel sits above Good Harbor Beach on Cape Ann with a great view of the beach and ocean. It is within walking distance although if you have a lot of beach gear you...
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2. Find the right flight
Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Oct
$113 round trip
Nov
$118 round trip
Dec
$136 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.