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Gloucester Vacation Packages

Cape Ann seashore view
you can see weather change
good size beach
Gloucester Vacation Packages
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 1,691 reviews and posted 1,031 candid photos for Gloucester hotels. Book your Gloucester vacation today!
Or build your own Gloucester vacation package
Bass Rocks Ocean Inn
#1 Hotel in Gloucester
Bass Rocks Ocean Inn
The staff were helpful, one of the owners is always on property taking care of it. it was evident that it has recently undergone renovations and is being well maintained. The...
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Atlantis Oceanfront Inn
#2 Hotel in Gloucester
Atlantis Oceanfront Inn
The Atlantis is a hidden gem on the peninsula at East Gloucester in MA. The staff are friendly and helpful, the rooms are large, tastefully decorated and well appointed and the...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
We stayed here for the 4th year during the Gloucester Cyclocross race. There were over 2000 racers over the weekend and most hotels were booked solid months ahead of time. This...
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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
$137 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.