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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 1,768 reviews and posted 1,100 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
Beautiful views! Great service, clean updated rooms. The covered patio on the second floor was a great addition to an already nice room. Sun rise is spectacular from the patio...
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Atlantis Oceanfront Inn
#2 Hotel in Gloucester
Atlantis Oceanfront Inn
This motel looked like it had just been repainted all over. So close to the sea you can expect that to happen often. Nice rooms with a great seaview. No elevator to the 2nd floor...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
We have stayed at the Vista a dozen times over the past 10 years. A great experience!!! The view cannot be compared, the Vista is on top of a hill overlooking Good Harbor...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Jan
$118 round trip
Feb
$118 round trip
Mar
$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.