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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 2,482 reviews and posted 2,311 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
Our fourth visit to the Atlantis and still one of the best places we have ever stayed. From the cleanliness of the room, to the up keep of the grounds, to the friendliness of the...
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Bass Rocks Ocean Inn
#2 Hotel in Gloucester
Bass Rocks Ocean Inn
I love staying here! Last time I was here was several year ago. My room is lovely. Very clean Ocean view Staff professional Yummy breakfasts Love having a balcony facing the...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
My sister and I like to spend time exploring new areas each summer. She had been to Gloucester but I had not, even though we grew up in Massachusetts. I found the Vista Motel...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Sep
$69 round trip
Oct
$69 round trip
Nov
$69 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.