Directions from Wildwood, New Jersey to Saint Michaels, 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.


5th Street Playground

Parks – Annapolis, Maryland

Separate play space for 2-5 year olds (tot lot). Grassy area, mulch, huge playweb, and many levels. More on KaBoom.org

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Wye Island

Parks – Queenstown, Maryland

Wye Island NRMA is located in the tidal recesses of the Chesapeake Bay between the Wye River and the Wye East River. Of Wye Island's 2,800 acres, 2,450 are managed by the Department of Natural Reso... More on marylandstateparks.org

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  • Inscription. →: Patented to Col. Philemon Lloyd as “Lloyds Insula” 1682, a combination of four earlier patents. Henrietta Maria Lloyd married Samuel Chew and their daughters marri... More on HMDB

Vice Admiral William Porter Lawrence, USN

Landmarks – Annapolis, Maryland

Inscription. [ Panel 1 :], "Be first a person of honor.", Test Pilot First to fly Mach II in Naval Aircraft, Korea, F2H Banshee, Vietnam, F-4 Phantom, Prisoner of War, Vietnam 1967-1973, Superinten... More on HMDB

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  • Official portrait of Vice Admiral William P. Lawrence, 1983 . Guide to the William P. Lawrence Papers, 1863; 1901-2004 MS 403 A collection ... More on Usna.edu

A Landscape and Lifestyle Defined by Water Of English Origin ...

Landmarks – Cambridge, Maryland

Inscription. A Landscape and Lifestyle Defined by Water: Dorchester County consists of 688 square miles of which approximately 1/3 is water. The extensive waterways and marshland have played a significant role in the development of ... More on HMDB

Old Stevensville Post Office

Museums – Stevensville, Maryland

Captain Salem Avery House

Museums – Shady Side, Maryland

Topics: historic homes, maritime. More on MuseumStuff.com

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  • Restored waterman's cottage introduces visitors to the life of Chesapeake Bay watermen in the 1860s. National register ... More on Search.visitmaryland.org

Knightongale Farm

Things To Do – Harwood, Maryland

pumpkins, snacks and refreshment stand, restrooms, picnic area, tractor-pulled hay rides, face painting, pony rides, petting zoo . Crops are usually available in October. Hay Rides, pony rides, 3 acre corn maze, "corn box" peddle ... More on pumpkinpatchesandmore.org

Executive Golf Course

Golf Courses – Easton, Maryland

This is a very good course to work on your game.the course is in great shape. More on golflink.com

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  • The 18-hole "Executive" course at the Hog Neck Golf Course facility in Easton, Maryland features 4,368 yards of golf from the longest tees for a par of 64 . Designed by Lindsay B. Ervin, ASGCA, the... More on golflink.com

Ramsey Lake

Things To Do – Edgewater, Maryland

Thomas Point within 300 feet of the shoreline, except that between Turkey Point and Ramsey Lake clamming is prohibited ... More on AnglerWeb.com

Wawa Food Market

Grocery Convenience Shopping – Crownsville, Maryland

Broadkill River

National And State Parks – Georgetown, Delaware

The Broadkill River is a river flowing to Delaware Bay in southern Delaware in the United States. It is 13.3 miles (21 km) long and drains an area of 110 square miles (285 km²) on the Atlantic Coastal Plain. Historic Milton offers ... More on AnglerWeb.com

Smoky King Pit Beef

Restaurants – Easton, Maryland

The service was fine but the food was not. More on Restaurantica

3.0
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3.0 out of 5
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3.0
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  • My husband and I went here during the summer and were hoping to walk into a nice cool restaurant. More on Restaurantica

  • My husband and I went here during the summer and were hoping to walk into a nice cool restaurant. he had to... More on Restaurantica

Imperial Restaurant

Restaurants – Glen Burnie, Maryland

3.5
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3.5 out of 5
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3.5
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Dos Locos

Restaurants – Rehoboth Beach, Delaware

For four star American, try Dos Locos in Rehoboth Beach. This is a great place. More on Open List

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  • Dos Locos - While Dos Locos is basically just a cute and tiny Mexican restaurant at the beach, it cannot be ignored by any drunken vagabond. With the most smashing margaritas in town and some of th... More on clubzone

Slaughter Beach

Beaches – Milford, Delaware

The sapphire breakers hitting the seaboard is a view worth seeing. There's camping available in close proximity to Slaughter Beach. Not too many rooms around here, you'll have to travel a bit to get to one, but you'd better book before ... More on GoingOutside