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Gloucester Hotel + Air Packages

Cape Ann seashore view
you can see weather change
good size beach
Build your own Gloucester vacation package
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 1,597 reviews and posted 1,999 candid photos for Gloucester hotels. Book your Gloucester vacation today!
Bass Rocks Ocean Inn
#1 Hotel in Gloucester
Bass Rocks Ocean Inn
“A lovely inn” 08/03/2014
The hubs and I stayed here with our two 13-year-olds. The room was roomy and very well-kept- and each one includes a gorgeous ocean view. Staff is friendly and helpful- and...
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Atlantis Oceanfront Inn
#2 Hotel in Gloucester
Atlantis Oceanfront Inn
We got two rooms for one overnight, side-by-side on the lower level. Even on the lower level, you can still sit outside and see the water. If you're on the upper two levels, you...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
The only compliant I have about The Vista is that it is very outdated. Wood paneled walls, blue tub, toilet and sink and furniture very old. If your going to charge $220.00 a...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Sep
$111 round trip
Oct
$111 round trip
Nov
$117 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.