Search Deals onGloucester Vacation Packages
Gloucester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club The Historic Powhatan Williamsburg
Price was $470, price is now $334 per person
$334
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Jamestown Settlement and Regal New Town are located nearby.
Wedmore Place
Save 100% on your flight
Price was $786, price is now $563 per person
$563
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this 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.
Club Wyndham Governor’s Green
Save 100% on your flight
Price was $651, price is now $470 per person
$470
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Club Wyndham Kingsgate
Price was $574, price is now $422 per person
$422
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this 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.
Hilton Vacation Club Greensprings Williamsburg
Price was $474, price is now $351 per person
$351
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jamestown Settlement and Williamsburg National Golf Club are located nearby.
Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort
Price was $869, price is now $651 per person
$651
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
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.
Sat, Mar 28 - Fri, Apr 10
MCO
Orlando Intl.
RIC
Richmond Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Mon, Mar 30 - Fri, Apr 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$61 Roundtrip, found 6 hours ago
$61
Roundtrip
found 6 hours ago
Wed, Apr 8 - Tue, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Wed, Mar 18 - Tue, Mar 31
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
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