Directions from Annapolis, Maryland to Gloucester, Virginia





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Cedarville State Forest

National And State Parks – Brandywine, Maryland

The Piscataway Indian Tribe made this section of Southern Maryland its winter camping ground because of the mild climate and abundance of game. Legend says there is an Indian Burial ground in Cedar... More on marylandstateparks.org

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  • The 3,510-acre forest marks the headwaters of Zekiah Swamp, a haven for wildlife. Beautiful setting for hiking; trails ... More on Search.visitmaryland.org

Richmond Condita 1737

Landmarks – Charles City, Virginia

Inscription. From this spacious dwelling Colonel William Byrd, the Second, of Westover, set out in 1737 to lay the foundations and to project the future of the City of Richmond. Its grateful citizens, recalling the sufferings borne ... More on HMDB

Grant's Crossing

Landmarks – Charles City, Virginia

Inscription. In mid-June 1864, Grant abandoned his works at Cold Harbor and marched to Petersburg, a vital rail center. A mile south of here, at Wilcox Wharf (now Lawrence Lewis Jr. Park), steamboats ferried the troops and wagons ... More on HMDB

Mill Dam

National And State Parks – Williamsburg, Virginia

Inscription. The mound of earth in front of you was probably part of the dam for William Parks' paper mill. His mill was the first in Virginia for making paper and operated six years or more beginning 1744. Parks established the first ... More on HMDB

Captain Sally L. Tompkins, C.S.A. 1833-1916

Landmarks – Mathews, Virginia

Inscription. Captain Sally L. Tompkins, C. S. A. Born at Poplar Grove, Mathews Co. VA. November 9, 1833. Died at Richmond, VA. July 25, 1916. In grateful appreciation of her, services in maintainin... More on HMDB

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  • Inscription. Sally Tompkins, born at Poplar Grove 3 miles south of here, was the only woman granted a commission in the Army of the Confederacy. "Captain Sally" founded and directed Robertson Hospi... More on HMDB

The Northeast Corner

Landmarks – Hampton, Virginia

Inscription. On this corner in the 1750's was a large brick house owned by Captain Alexander Hamilton. John Paul, who owned and ran an ordinary during the Revolutionary War, sold the fifteen corner feet of the one-half acre lot to ... More on HMDB

Knee Pond Yoga, llc

Health Club – Williamsburg, Virginia

Knee Pond Yoga offers Hatha yoga classes in which poses (asanas) are taught with an emphasis on alignment, including flow exercises (vinyasas). Each class is adjusted to the abilities and experience levels of the attending ... More on YogaFinder

Magothy Bay

Things To Do – Cape Charles, Virginia

Goose Bay Marina

Things To Do – Welcome, Maryland

large 12x8, 94k small 8x8, 60k Gift Certificates NOW AVAILABLE Goose Bay Marina & Campground More on Goosebaymarina.com

Archers Hope

Landmarks – Williamsburg, Virginia

Inscription. The great Indian massacre of March 22, 1622, during which a quarter of the population of Virginia was slain came nearest to Jamestown here in a community known as Archer's Hope. At the house of Ensign William Spence five ... More on HMDB

China King

Restaurants – Newport News, Virginia

But the food is exelent so its worth it. More on Yahoo! Travel

3.5
2 sources
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3.5 out of 5
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3.5
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  • A lunch special of 4.99 last me 3 days lots of food for the buck. More on Yahoo! Travel

  • The best chinies take out ive ever had. But I would recomend calling ahead they get alot of buisness and it... More on Yahoo! Travel

Fazoli's

Restaurants – Newport News, Virginia

I'll definitely return! More on CitySearch

3.5
4 reviews
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3.5 out of 5
4 reviews
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4.5
1+ reviews
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  • Great Italian food!! More on Judysbook.com

  • I'd been curious about this place for years (visiting from Maryland at least once every summer) and finally... More on CitySearch

T & Rbbq

Restaurants – Newport News, Virginia