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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 2,671 reviews and posted 2,549 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
Great hotel! Looks right over the ocean & Thatcher Island. Their breakfast is to die for! Nothing on the menu will let you down. We started our day there almost every morning...
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Vista Motel
#2 Hotel in Gloucester
Vista Motel
We have been coming to the Vista and Gloucester, MA for July 4th for quite a while. We like staying in the efficiency. The rooms are fairly basic but clean and well appointed. The...
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Beauport Hotel
#3 Hotel in Gloucester
Beauport Hotel
This is a beautiful hotel, with large gathering rooms, restaurant and bar with a view. Comfortable rooms with l'occitane toiletries. Helpful and friendly staff. The downfall of...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Mar
$73 round trip
Apr
$85 round trip
May
$85 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.