Directions from Annapolis, Maryland to Oakland, Maryland





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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.


The Lost Orders

Sightseeing – Boonsboro, Maryland

Inscription. No other document of the Civil War has generated so much controversy as Lee's Special Orders No. 191. These “Lost Orders” detailed the movements of Lee's army for the operation against Harpers Ferry. On September ... More on HMDB

New Tavern

Landmarks – Randallstown, Maryland

Inscription. Built in 1802 by Robert Ward, the tavern served traffic to and from the west. This was an early Methodist preaching place until 1845. Woodstock Seminarians held Catholic Services here in 1875 for Chrome Mine workers of ... More on HMDB

Nolan's Lounge

Bars – Smithfield, Pennsylvania

Nolan's Lounge - If you need a place to unwind after another week of mindless TPS reports, Nolan's Lounge, located at 1618 Georges Fairchance Rd, might just do the trick. Pretty barebones ... More on clubzone

The Baltimore County Water and Electric Company

Landmarks – Halethorpe, Maryland

Inscription. The basin in front of you and the house beside you are remnants of the Baltimore County Water and Electric Company that operated here from 1910 to 1922. the company, founded by Victor G. Bloede, supplied pressurized water ... More on HMDB

Bear Creek Trout Hatchery and Rearing Station

Things To Do – Accident, Maryland

View the process of raising fish from tiny fingerlings to prize-size catches. Managed by the Fisheries Service of ... More on Search.visitmaryland.org

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  • Inscription. One and one-half miles from this point. Purchased by state 1928. , Erected by Conservation Department of Maryland, Swepson Earle, Commissioner. , Location. 39° 39.084′ N, 7... More on HMDB

The First Iron Rails

Sightseeing – Cumberland, Maryland

Inscription. The first iron rails made in the United States were manufactured in 1844 at Mount Savage. Before that time all iron rails were imported from England. , Erected by the State Roads Commission. , Location. 39° 40.168′ ... More on HMDB

Train 202 City Park

Parks – Hagerstown, Maryland

Located in City Park, Hagerstown, Maryland, Engine 202 was built in 1912 and carried baggage, mail and passengers from Baltimore to Hagerstown. The steam locomotive was retired in 1953 and moved t... More on Marylandmemories.com

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  • Located in City Park, Hagerstown, Maryland, Engine 202 was built in 1912 and carried baggage, mail and passengers from Baltimore to Hagerstown. The steam locomotive was retired in 1953 and moved to... More on Marylandmemories.com

Bridge: Rock-N-Wood

Landmarks – Burlington, West Virginia

(Rock-N-Wood, private, 48-29-A) across New Creek SE of Keyser , District 1 Township, Mineral County, WV. US220 SE 3.8 miles from jct with Piedmont St. (CR46) in Keyser, continue SE on WV972 2.2 miles, E. (curves S.) on US50 0.3 miles ... More on dalejtravis.com

Antietam Battlefield

Landmarks – Hagerstown, Maryland

Inscription. 12 miles to Antietam National Battlefield Site, where on Sept. 17, 1862, about 41,000 Confederates under the command of General Robert E. Lee were pitted against 87,000 Federals under General George B. McClellan. , Erected ... More on HMDB

Laboring Sons Memorial Ground

Landmarks – Frederick, Maryland

The Beneficial Society of Laboring Sons of Frederick was established in 1837 to provide a proper burial for free blacks, the city's tanners, carpenters, blacksmiths, ... More on Fredericktourism.org

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  • Inscription. Laboring Sons Cemetery, A cemetery was established at this site in 1851 by the Beneficial Society of the Laboring Sons of Frederick to provide a burial ground for citizens of color. Th... More on HMDB

Meade Takes Command "Come to give me trouble.

Landmarks – Frederick, Maryland

Inscription. Near this spot, on the grounds of Prospect Hall, Union Gen. George Gordon Meade replaced Gen. Joesph "Fighting Joe" Hooker as commander of the Army of the Potomac on Sunday, June 28, 1863. Meade took command reluctantly ... More on HMDB

Clover Hill Park playground

Parks – Frederick, Maryland

With multiple fields, a swimming pool and a playground, Clover Hill Park is a highly rated public park in the Frederick area.

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Buffalo Wings & Beer

Restaurants – Glen Burnie, Maryland

Wings N Things

Restaurants – Cumberland, Maryland

great food: great variety More on Yahoo! Travel

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  • Wings and Things: Good service good people and good food. More on Yahoo! Travel

  • This place has the best wings in the area! The prices are very reasonable the food is great the service is ... More on Yahoo! Travel

Hickory Ridge Grill

Restaurants – Columbia, Maryland

Burgers and steak are the best in Columbia. More on Yahoo! Travel

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  • A pleasure to eat at this establishment where a customer is treated in a caring manner. More on Yahoo! Travel

  • I had the pastitio (a greek dish similar to lasagna but with a creme based topping) tonight with squash and... More on Yahoo! Travel