Search Deals onGloucester Vacation Packages
Gloucester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Lighthouse Inn
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Bass River Lighthouse are located nearby.
Riverview Resort
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star aparthotel in South Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Sea Mist Resort
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day 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 Cape Cod Children's Museum are located nearby.
The Arcadian Hotel
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3.5-star hotel in Brookline. Enjoy a 24-hour front desk, cable TV channels, and an in-room coffeemaker. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
The Royal Sonesta Boston
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Life House, Nantucket
Save 100% on your flight
per person
May 27 - May 30
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3.5-star hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions First Congregational Church and Jethro Coffin House are located nearby.
Centerboard
per person
May 27 - May 30
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and cable TV channels. Popular attractions First Congregational Church and White Heron Theatre 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, Jun 3 - Mon, Jun 9
LAX
Los Angeles Intl.
BOS
Logan Intl.
$174 Roundtrip, found 9 hours ago
$174
Roundtrip
found 9 hours ago
Wed, Aug 13 - Tue, Aug 19
PDX
Portland Intl.
BOS
Logan Intl.
$215 Roundtrip, found 10 hours ago
$215
Roundtrip
found 10 hours ago
Mon, May 5 - Sat, May 10
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,212 Roundtrip, found 1 day ago
$1,212
Roundtrip
found 1 day ago
Wed, May 14 - Wed, Oct 8
PEK
Capital Intl.
BOS
Logan Intl.
$1,288 Roundtrip, found 6 hours ago
$1,288
Roundtrip
found 6 hours ago
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