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Gloucester Vacation Packages

Even though Gloucester may be overshadowed by tourism juggernauts such as New Orleans or Amsterdam, you'll find this Chesapeake Bay destination is still worth going to.

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Booking both your flights and a place to stay is easy with Expedia. We're here to help smart jetsetters acquire their flight and accommodation deals. You've saved some hard-earned money for your Gloucester vacation!

Secure your deal simply and conveniently with us and save approximately C$590.

With substantial savings and roughly 400 partner airlines and 321,000 hotels worldwide on our thorough database, booking has never been easier!

The great package deals at Expedia will make budgeting for your Gloucester vacation so much fun. It's go time!

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Gloucester Vacation Packages

Approximately 50 miles to the west of Gloucester sits Richmond, while only 110 miles to the north is where you'll find Annapolis.

Colonial Williamsburg has a number of decent tourist sites. It's only 14 miles to the southwest of Gloucester. While there, visit Water Country USA and Busch Gardens Williamsburg. Governor's Palace is also one to remember.

Why don't you visit two of the most visited stretches of coastline? Sandbridge Beach, 60 miles to the southeast, and Croatan Beach, 55 miles to the southeast, are excellent picks.

If you want to take a walk on the wild side of life, visit at least one of this region's nature areas. Hughlett Point Natural Area is 25 miles away from Gloucester, while Holly Point Nature Park lies 15 miles away.

Learn about a past era by visiting Rosewell Ruins.

See how enthusiastic the locals are about sports by attending a game at Cary Stadium in Williamsburg. It's only 14 miles to the southwest of Gloucester. After the game, hang out with the local fans in the nearby pubs.

To appreciate all that the region offers, head down to Gloucester Museum of History.

Your closest airport, Newport News - Williamsburg International Airport, is 20 miles to the south.

Accommodation in Gloucester

As there is just a handful of Expedia places to stay in Gloucester and surroundings, you should book ahead if you plan on spending the night.

The Hampton Inn Gloucester and Quality Inn Gloucester are the best options in Gloucester.


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See all 191 properties in Gloucester
Quality Inn Gloucester
Quality Inn Gloucester

Quality Inn Gloucester

6639 Forest Hill Ave, Gloucester
     
    3.9
    of 5, from 114 reviews
    2.5 out of 5.0

    Located in the heart of Gloucester, this hotel is within 20 mi (32 km) of Yorktown Beach, Lee Hall Mansion, and Yorktown Victory Center. Colonial National Historical Park and Newport News Park are also within 20 mi (32 km).

    Hampton Inn Gloucester
    Hampton Inn Gloucester

    Hampton Inn Gloucester

    6638 Forest Hill Ave, Gloucester
       
      4.6
      of 5, from 245 reviews
      2.5 out of 5.0

      Situated in Gloucester, this hotel is within 20 mi (32 km) of Yorktown Beach, Lee Hall Mansion, and Yorktown Victory Center. Colonial National Historical Park and Newport News Park are also within 20 mi (32 km).

      Chesapeake Bay RV Resort Thousand Trails - Campground
      Chesapeake Bay RV Resort Thousand Trails - Campground

      Chesapeake Bay RV Resort Thousand Trails - Campground

      12014 Trails Lane, Gloucester
         
        4.7
        of 5, from 12 reviews
        2.0 out of 5.0

        Set in Gloucester, this family-friendly campground is 8.3 mi (13.3 km) from Middlesex County Museum and 11.7 mi (18.8 km) from Gloucester Museum of History. Holly Point Nature Park and Gwynn's Island Musuem are also within 20 mi (32 km).

        Historic Cottage on Ware River Estate
        Historic Cottage on Ware River Estate

        Historic Cottage on Ware River Estate

        , Gloucester
           
          4.9
          of 5, from 78 reviews
          0.0 out of 5.0

          Situated in a rural location, this historic cottage is within 20 mi (32 km) of Yorktown Beach, Yorktown Victory Center, and Deltaville Maritime Museum. Lee Hall Mansion and Deltaville Marina are also within 25 mi (40 km).

          Days Inn by Wyndham Williamsburg Historic Area C$77
          Days Inn by Wyndham Williamsburg Historic Area

          Days Inn by Wyndham Williamsburg Historic Area

          706 Bypass Road, Williamsburg
             
            3.6
            of 5, from 1,405 reviews
            2.5 out of 5.0

            Situated in the historical district, this motel is within 1 mi (2 km) of Colonial Williamsburg Visitor Center and Colonial Williamsburg. Governor's Palace is 1.4 mi (2.2 km) away.

            Woodlands Hotel & Suites - A Colonial Williamsburg Hotel C$178
            Woodlands Hotel & Suites - A Colonial Williamsburg Hotel

            Woodlands Hotel & Suites - A Colonial Williamsburg Hotel

            105 Visitors Center Dr, Williamsburg
               
              4.4
              of 5, from 633 reviews
              3.0 out of 5.0

              This family-friendly Williamsburg hotel is located in the historical district, within 1 mi (2 km) of Colonial Williamsburg Visitor Center and Merchants Square. Busch Gardens Williamsburg and Water Country USA are also within 9 mi (15 km).

              Country Inn & Suites by Radisson, Williamsburg Historic Area, VA
              Country Inn & Suites by Radisson, Williamsburg Historic Area, VA

              Country Inn & Suites by Radisson, Williamsburg Historic Area, VA

              400 Bypass Rd, Williamsburg
                 
                4.3
                of 5, from 1,666 reviews
                3.0 out of 5.0

                Situated in Williamsburg, this hotel is within 2 mi (3 km) of Ripley's Believe It or Not!, Colonial Williamsburg, and Governor's Palace. Colonial Williamsburg Visitor Center and Walter J. Zable Stadium at Cary Field are also within 2 mi (3 km).

                The Historic Powhatan Resort by Diamond Resorts
                The Historic Powhatan Resort by Diamond Resorts

                The Historic Powhatan Resort by Diamond Resorts

                3601 Ironbound Rd, Williamsburg
                   
                  4.2
                  of 5, from 4,762 reviews
                  3.5 out of 5.0

                  On a former colonial plantation, this 256-acre property is 3 miles from Colonial Williamsburg and 12 miles from Busch Gardens.

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