Search Deals onGloucester Vacation Packages
Gloucester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Boston/Woburn
per person
Apr 4 - Apr 6
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attraction Burlington Mall is located nearby.
Boston Lodge and Suites
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this 4-star family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Boston Common and Fenway Park are located nearby.
Boston Harbor Hotel
Save 100% on your flight
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Fairmont Copley Plaza, Boston
Save 100% on your flight
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Chateau Merrimack Resort & Spa
Save 100% on your flight
per person
Mar 17 - Mar 22
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Tyngsboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mascuppic Lake Beach and The Butterfly Place are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this 4-star boutique hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
Hampton Inn Boston/Marlborough
Save 100% on your flight
per person
Mar 17 - Mar 22
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Boston (BOS)
Stay at this hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apex Entertainment Center and Peter Rice Homestead are located nearby.
Sea Mist Resort by VRI Americas
Save 100% on your flight
per person
Mar 16 - Mar 22
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old Indian Meetinghouse are located nearby.
Gloucester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Gloucester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Feb 10 - Tue, Feb 11
LAX
Los Angeles Intl.
BOS
Logan Intl.
$158 Roundtrip, found 15 hours ago
$158
Roundtrip
found 15 hours ago
Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$207 Roundtrip, found 16 hours ago
$207
Roundtrip
found 16 hours ago
Sun, May 4 - Wed, May 7
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,172 Roundtrip, found 19 hours ago
$1,172
Roundtrip
found 19 hours ago
Wed, May 14 - Wed, Oct 8
PEK
Capital Intl.
BOS
Logan Intl.
$1,371 Roundtrip, found 4 days ago
$1,371
Roundtrip
found 4 days ago
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