Search Deals onGloucester Vacation Packages
Gloucester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Patriots Inn
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly motel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Griffin Hotel, an official Colonial Williamsburg Hotel
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star spa hotel in Williamsburg. Enjoy 3 outdoor pools, a full-service spa, and a golf course. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Club Wyndham Kingsgate
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
The Colonies at Williamsburg
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.
Wedmore Place
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3.5-star spa hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Busch Gardens Williamsburg and Jamestown Settlement are located nearby.
Bluegreen Parkside Williamsburg Ascend Resort Collection
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3.5-star family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Bluegreen Vacations Patrick Henry Square, Ascend Resort
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Vacation Village At Williamsburg
Save 100% on your flight
per person
Sep 13 - Sep 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star spa hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Jamestown Settlement are located nearby.
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, Oct 20 - Fri, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$76 Roundtrip, found 6 days ago
$76
Roundtrip
found 6 days ago
Thu, Aug 14 - Thu, Aug 21
MCO
Orlando Intl.
ORF
Norfolk Intl.
$80 Roundtrip, found 6 days ago
$80
Roundtrip
found 6 days ago
Thu, Aug 28 - Mon, Sep 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$86 Roundtrip, found 11 hours ago
$86
Roundtrip
found 11 hours ago
Wed, Sep 17 - Sat, Sep 20
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
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