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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 1,537 reviews and posted 1,940 candid photos for Gloucester hotels. Book your Gloucester vacation today!
Bass Rocks Ocean Inn
#1 Hotel in Gloucester
Bass Rocks Ocean Inn
Very clean. Nice pool, great location. Very friendly staff. The room was nice and had a great view of the ocean. They cover all the details really nicely, all the way down to...
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Atlantis Oceanfront Inn
#2 Hotel in Gloucester
Atlantis Oceanfront Inn
Everything about our stay was a 10. The room was extremely clean, the outside of the inn is very clean, every staff member we encountered was pleasant and helpful. The view of...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
This is our 20th year in a row in Gloucester, MA and our second year in a row at the Vista. The rooms are clean and bright and Good Harbor beach is less than a half mile walk...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Aug
$149 round trip
Sep
$149 round trip
Oct
$149 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.