Directions from Chesapeake, Virginia to Tilghman, 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.


Steamboats Give Way to the New Bay Bridge

Landmarks – Annapolis, Maryland

Inscription. "There was a wharf where the steamboats came in. Right down at the foot of Prince George Street. The Tolchester boat used to come in and they'd pick up one thing or another, an dbring them all up Prince George Street. ... More on HMDB

First Synagogue in Annapolis

Landmarks – Annapolis, Maryland

Inscription. Kneseth Israel (Assembly of Israel), chartered in 1906, purchased this home in 1910 for use as the first synagogue in Annapolis. The congregation used the building as a synagogue until 1912, when it moved to larger quarters ... More on HMDB

Leonard A. Blackshear Walk

Landmarks – Annapolis, Maryland

Inscription. A pathway to reconciliation and healing: Founder and President of The Kunte Kinte-Alex Haley Foundation, his inspirational leadership created this Memorial Site and his tireless efforts encouraged racial healing and promoted ... More on HMDB

Wellness With Becky

Health Club – Annapolis, Maryland

Speciality yoga workshops, private yoga instruction, corporate yoga, and in home personal training More on YogaFinder

Magothy River

National And State Parks – Pasadena, Maryland

The Magothy River runs through Anne Arundel County in the U.S. state of Maryland. It is located south of the Patapsco River, and north of the Severn River. The Little Magothy River is considered part of the Magothy watershed, even ... More on AnglerWeb.com

Patuxent River Naval Air Museum

Museums – Lexington Park, Maryland

This is a great place to spend a few hours visiting. They have several Naval aircraft in the "park"... More on Judysbook.com

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  • The only official Navy museum dedicated to telling the scientific and technological story of U.S. Naval Aviation research, development, ... More on Search.visitmaryland.org

  • The museum displays the aircraft and aircraft accessories associated with the operations of the U. S. Navy. The museum has an extensive collection of outdoor display aircraft, including an F-14A To... More on Heritage

Ocean City Sportfishing Charters

Things To Do – Annapolis, Maryland

We pride ourselves on being a first-class Chesapeake Bay fishing charter. We have a long list of businesses that have found our services very productive for entertaining clients, as well as many private and family fishing charters. ... More on AnglerWeb.com

Chesapeake Bay Skipjack Sailing Tours

Tours – Easton, Maryland

Sail aboard the historic Chesapeake Bay Skipjack, H.M. Krentz, and learn about the Talbot area while catching oysters and taking in the scenic ... More on Weather.com

Dun Cove

Things To Do – Sherwood, Maryland

Dun Cove, is just off Harris Creek near St. Michaels and Oxford Maryland. We went through Knapps Narrows, past the fish market and boats bringing in their catch. We were tempted to stop for fresh oysters, but we are trying ... More on AnglerWeb.com

Wendys

Restaurants – Waldorf, Maryland

Tuscany Grill

Restaurants – Salisbury, Maryland

Delicious food and great service! More on Yahoo! Travel

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  • Delicious food and great service! Very friendly owners and I definitely recommend this place to others. More on Yahoo! Travel

Garys Creek - Indian Path Dorchester County

National And State Parks – Cambridge, Maryland

Inscription. Garys Creek was named for Stephen Gary (d. 1686), high sheriff and one of the judges of Dorchester County for whom “Spocott” was surveyed on this creek December 27, 1662. This road about 1663 was the Indian ... More on HMDB

St. Leonard Creek Scene of naval battles during War of 1812

Landmarks – Saint Leonard, Maryland

Inscription. In June, 1814, Maryland's Commodore Joshua Barney commanded American flotilla of barges, gunboats and a sloop in attacks on superior British forces in Patuxent River and its tributary, St. Leonard Creek. After flotilla ... More on HMDB

Goodfella's

Restaurants – Pittsville, Maryland

While he is managing to stay afloat, others in the area have gone under. More on We8There

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  • However, Tony's warm welcome and homestyle food won me over. More on We8There

  • I ate here with two friends, who have known the owner, Tony, for decades--and my friends felt it was worth the drive from Ocean City to eat in Pittsville--at this comparatively remote location. I w... More on We8There