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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 1,862 reviews and posted 1,326 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
My husband and I stayed at Bass Rocks Ocean Inn 6/24-6/27/15, during St. Peter's Fiesta. I was born in Gloucester and left at a young age. This was a return to my Gloucester...
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Atlantis Oceanfront Inn
#2 Hotel in Gloucester
Atlantis Oceanfront Inn
I can't say enough about our experience at the Atlantis Inn the staff were exceptional, the view was breathe taking and the small town hospitality completely won us over-I...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
We left Montreal last weekend for a road trip with some friends. We never thought finding a place to stay in Gloucester would be that hard. After a few failed attempts, we pulled...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Jul
$161 round trip
Aug
$161 round trip
Sep
$161 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.