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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 2,348 reviews and posted 1,990 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 have been coming to the Atlantis Oceanfront Inn for more than a decade. It is simply the best hotel in this area. The staff are wonderful and knowledgeable. The rooms are...
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Vista Motel
#2 Hotel in Gloucester
Vista Motel
We stayed for 1 night only and our experience was fantastic. The staff was outstanding friendly and we could not have asked for more. The rooms were clean an cosy and we had a big...
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Bass Rocks Ocean Inn
#3 Hotel in Gloucester
Bass Rocks Ocean Inn
My husband and I stayed at Bass Rocks after flying all day from Seattle to Boston. We stayed one night before traveling to Kennebunkport for a family wedding. The rooms are clean...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Aug
$71 round trip
Sep
$71 round trip
Oct
$81 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.