Search Deals on
Gloucester Vacation Packages

Build your package with 2 more options

Gloucester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Josiah Keith House
Embassy Suites Boston Logan Airport
Holly Tree Resort
Sunbird ANNEX Resort
Sunbird Cape Cod Resort
Holiday Inn Express Boston North-Woburn by IHG
Riverview Resort
Boston Harbor Hotel

Gloucester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Westin Waltham-Boston
Sea Mist Resort
Holly Tree Resort
Boston Harbor Hotel

Gloucester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort
Embassy Suites Boston Logan Airport
Raffles Boston
Holly Tree Resort

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Spirit Airlines
JetBlue Airways
Swiss International Air Lines