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Gloucester Vacation Packages

Cape Ann seashore view
you can see weather change
good size beach
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 1,737 reviews and posted 1,053 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
This is an amazing place to stay! There is not enough nice things I can say. The view is amazing, the hotel is great, the staff is very friendly, it was like going to visit a...
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Atlantis Oceanfront Inn
#2 Hotel in Gloucester
Atlantis Oceanfront Inn
I am a local so have never stayed at the Inn, but often enjoy breakfast at their restaurant which is open to the public. The food is always delicious and the wait staff are...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
“GREAT PLACE” 10/17/2014
We stayed here a couple of days ago for 2 nights. We love this place. We have stayed here in the past and when in Gloucester, this is the best. We have traveled around the...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Nov
$117 round trip
Dec
$137 round trip
Jan
$141 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.