Search Deals onGloucester Vacation Packages
Gloucester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

D. Hotel Suites & Spa
Save 100% on your flight
Price was $602, price is now $346 per person
$346
per person
May 29 - May 31
just found
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.

Sea Crest Beach Resort
Save 100% on your flight
Price was $1,224, price is now $764 per person
$764
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Shining Sea Bikeway are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,074, price is now $680 per person
$680
per person
Jun 25 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury 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.

DoubleTree Suites by Hilton Hotel Boston - Cambridge
Price was $1,057, price is now $685 per person
$685
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

The Godfrey Hotel Boston
Save 100% on your flight
Price was $1,612, price is now $1,055 per person
$1,055
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.

Red Roof Inn PLUS+ Boston - Woburn/ Burlington
Price was $727, price is now $478 per person
$478
per person
Jun 9 - Jun 13
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Woburn. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Burlington Mall and MarketStreet Lynnfield are located nearby.

Life House, Nantucket
Save 100% on your flight
Price was $2,556, price is now $1,700 per person
$1,700
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Jethro Coffin House and White Heron Theatre are located nearby.

The Hotel Salem
Save 100% on your flight
Price was $977, price is now $651 per person
$651
per person
Jun 1 - Jun 6
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Salem. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Witch History Museum and Salem Museum 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.

Tue, Jul 7 - Tue, Jul 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 3 hours ago
$217
Roundtrip
found 3 hours ago

Sat, May 23 - Wed, Jun 10
PDX
Portland Intl.
BOS
Logan Intl.
$222 Roundtrip, found 4 hours ago
$222
Roundtrip
found 4 hours ago

Thu, May 7 - Sat, May 9
PDX
Portland Intl.
BOS
Logan Intl.
$227 Roundtrip, found 4 hours ago
$227
Roundtrip
found 4 hours ago

Tue, Aug 25 - Sat, Sep 5
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 13 hours ago
$227
Roundtrip
found 13 hours ago
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