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Gloucester Holiday Packages

Cape Ann seashore view
good size beach
you can see weather change
Gloucester Holiday Packages
Want to book a holiday to Gloucester? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Gloucester holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Gloucester on TripAdvisor by comparing Gloucester hotel and flight prices. Travellers like you have written 2,667 reviews and posted 2,545 candid photos for Gloucester hotels. Book your Gloucester holiday today!
Or build your own Gloucester holiday 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 travellers in the past 72 hours*
Mar
US$73 return
Apr
US$85 return
May
US$85 return
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers 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.