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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 1,811 reviews and posted 1,194 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
I LOVE this place!!! I have been staying here since I was a little kid and it has never disappointed! My kids loved that the pool was warm and that we were so close to the ocean...
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Bass Rocks Ocean Inn
#2 Hotel in Gloucester
Bass Rocks Ocean Inn
First, let me say it's really tough for me to give 5s so this place is probably more like a 4.5. The property itself is a converted motel, but the rooms are very nice, clean, and...
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Vista Motel
#3 Hotel in Gloucester
Vista Motel
Motel has little outdated rooms but they were clean. We went with family and had 3 different rooms for 3 days. Rooms clean and had everything we needed for our short stay. Our...
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Cheap Flights to Gloucester
All Washington to Boston (WAS-BOS) fares found by travelers in the past 72 hours*
Jun
$141 round trip
Jul
$141 round trip
Aug
$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.