Directions from Chesapeake, Virginia to Berlin, Maryland





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.


Teackle Mansion

Landmarks – Princess Anne, Maryland

The 200-year old Teackle Mansion was residence to the influential Littleton Dennis Teackle of the early 19th century. A symbol of early Americans’ determination to build a new nation, a new e... More on Heritage

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  • Inscription. Built 1801 Built by Littleton Dennis Teackle Home of Somerset County Historical Society Setting of George Alfred Townsend's novel "The Entailed Hat", , Location. 38° 12.212′... More on HMDB

Virtual Fun Arcade & Playland

Things To Do – Rehoboth Beach, Delaware

My 7-year-old daughter loved Playland. She probably won't like it when she's 14 though. The amusement park portion of Playland has lots of rides that are geared to really little kids, and elementary t ... More on TripAdvisor

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Lightship Overfalls

Things To Do – Lewes, Delaware

Commissioned in 1938, this lightship is one of only seven of its kind still open to the public. The Lightsh... More on Heritage

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  • Inscription. Responsible for establishing aids for the navigation of our nations waterways, the United Stat... More on HMDB

Comfort Zone Center For Whole Self Healing

Health Club – Lewes, Delaware

We are a workshop and training center, as well as a yoga and wellness center open in Lewes, DE. In addition, we offer an internet streaming video website with yoga & wellness classes, educational information and self care tools. We ... More on YogaFinder

Municipal Childrens Playground

Things To Do – Bethany Beach, Delaware

Bethany Beach playground. More on KidsPlayParks

Francis Marion-Sumter National Forests

National And State Parks – Cape Charles, Virginia

Located in South Carolina, the Francis Marion and Sumter National Forests encompass about 612,500 acres. The forest includes the southern Appalachian Mountains at 3,300-feet elevation, the rolling terrain in the middle of the state, ... More on recreation.gov

Elks 817 Golf Course

Things To Do – Salisbury, Maryland

Local golf course located in the heart of Salisbury and open to the public. More on Wicomicotourism.org

Shipwrecks

Landmarks – Berlin, Maryland

Inscription. Shoals, bad weather, and lack of navigational aids contributed to hundreds of shipwrecks along Assateague. Many wrecks were schooners and cargo vessels sailing the busy coastal ship lanes in the 1800s. The total number ... More on HMDB

Askiminokonson Indian Town

Landmarks – Snow Hill, Maryland

Inscription. In 1671 the largest indian town in Maryland, jointly occupied by the Pocomoke, Annamessex, Manokin, Nassawattex and Acouintica Indians. A large reservation laid out here in 1686. , Er... More on HMDB

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  • WORCESTER COUNTY, MARYLAND HISTORICAL CHRONOLOGY 1498. John Cabot (Giovanni Caboto) (c.1450-1499), Venetian navigator and explorer, sailed along Eastern Shore off present-day Worcester County. 1524... More on Msa.md.gov

Founder of Presbyterianism

Landmarks – Townsend, Virginia

Inscription. Five miles west was the home of the Rev. Francis Makemie, founder of Presbyterianism in the United States. About 1684, Makemie established in Maryland the first Presbyterian Church. Later he moved to Accomac and married. ... More on HMDB

Lewes Pizza & Bar

Restaurants – Lewes, Delaware

The taste of Pizza is delicious . More on Yahoo! Travel

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  • If you want to drink beer after lunch you are in the right place. More on Yahoo! Travel

  • Over the past year I have noticed the pizza crust has gone downhill. When they first opened I had lunch there (delivery) 2-3 days per week. The quality has slowly gone downhill. Still a decent pizz... More on TripAdvisor

Chesapeake Bay

Restaurants – Cape Charles, Virginia

The Chesapeake Bay: The surface area of the Chesapeake Bay and its major tributaries cover ,4,479 square miles and is the largest estuary in North America. The Chesapeake Bay Watershed includes an area of 64,299 square miles. An estuary ... More on AnglerWeb.com