9 days in Chesapeake Bay Itinerary

Get some historical perspective at Rosewell Ruins and Historic Christ Church. Appreciate the collections at Steamboat Era Museum and The Gloucester Museum of History. Explore Gloucester's surroundings by going to The Dog and Oyster Vineyard Micro-Vineyard and Oyster Bar (in Irvington), Good Luck Cellars (in Kilmarnock) and Reedville Fishermen's Museum (in Reedville).

For ratings, more things to do, and other tourist information, read our Gloucester trip planner.

Pittsburgh to Gloucester is an approximately 6-hour car ride. You can also drive. Expect a bit warmer weather when traveling from Pittsburgh in October: highs in Gloucester hover around 73°F, while lows dip to 51°F. Finish your sightseeing early on the 12th (Wed) to allow enough time to drive to Colonial Beach.

Deepen your sense of the past at sights like George Washington Birthplace National Monument and Menokin. Step out of Colonial Beach with an excursion to Essex County Museum and Historical Society in Tappahannock--about 44 minutes away.

Planning Colonial Beach trip won't be overwhelming when you use Inspirock's itinerary maker.

Drive from Gloucester to Colonial Beach in 2 hours. Traveling from Gloucester in October, expect nights in Colonial Beach to be about the same, around 50°F, while days are a bit cooler, around 67°F. Wrap up your sightseeing on the 16th (Sun) to allow time to drive back home.