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Gloucester Vacation Packages

Cape Ann seashore view
good size beach
you can see weather change
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 2,171 reviews and posted 1,675 candid photos for Gloucester hotels. Book your Gloucester vacation today!
Or build your own Gloucester vacation package
Atlantis Oceanfront Inn
#1 Hotel in Gloucester
Atlantis Oceanfront Inn
We enjoyed a two night stay here during an early October nor'easter. The rooms was comfortable and the views were exceptional. There is a lot to see nearby so we were sorry that...
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Bass Rocks Ocean Inn
#2 Hotel in Gloucester
Bass Rocks Ocean Inn
“Fantastic!!!” 10/23/2015
We absolutely loved the place. Drove by and spontaneously decided to spend the night. Very lovely service with freshly baked cookies and free Starbucks coffee all day long. We...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
It is right across from the beach. The ocean view was fantastic. We went in the off season so the price was very competitive. The staff was friendly and were very helpful in...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Feb
$107 round trip
Mar
$117 round trip
Apr
$70 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.