Directions from Ocean City, Maryland to Oakland, 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.


J & R Bus Service, Inc.

Things To Do – Glen Burnie, Maryland

Wye Landing

There is a large parking area at the ramp, but it fills up early in the day. More on TripAdvisor

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  • This is both a public-use boat ramp. There is a large parking area at the ramp, but it fills up early in th... More on TripAdvisor

Wood Duck Shoppe and Gallery

Book Shopping – Easton, Maryland

Folk art and fine art celebrating the world of waterfowl featuring decoys, ... More on Yahoo! Travel

Dan's Mountain State Park

Parks – Lonaconing, Maryland

Dan's Mountain State Park is located in Allegany County. The park can be accessed off I-68 at Exit 34 by traveling south on Maryland Route 36 for approximately six miles. Dan's Mountain State Park ... More on marylandstateparks.org

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  • A day-use park with rugged mountain terrain, and an Olympic-size pool with waterslide. Nearby, Dans Rock ... More on Search.visitmaryland.org

Clipper City Brewing Co.

Bars – Halethorpe, Maryland

“Founded by Maryland craft beer pioneer, Hugh Sisson, Clipper City Brewing Company is Baltimore’s largest brewing facility producing hand-crafted draught and bottled beers. You can enjoy Clipper Ci... More on BrewerySearch.com

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  • Clipper City Brewing Co - Beer, liquor and all other booze—it all ends up in the same place. If you’re looking for a decent fueling station ... More on clubzone

Hancock's Orchard Industry

Landmarks – Hancock, Maryland

Inscription. Hancock and its surrounding area during the main span of the 20th century was one of the largest fruit producers in the nation. In 1886 Edmund Pendleton Cohill began the cultivation of fruit crops. Over the years his ... More on HMDB

Brooks Barrel Company

Things To Do – Cambridge, Maryland

Tours by appointment, groups up to 25. Watch the creation of wooden barrels from local ... More on Yahoo! Travel

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  • Maximum tour size: 25. One of the last remaining slack cooperages operating in U.S. and only one in Marylan... More on Search.visitmaryland.org

Deep Creek Cellars

Wineries And Vineyards – Friendsville, Maryland

Sip free samples of European-style country wines at Garrett County's only winery. Learn methods of sustainable grape growing ... More on Search.visitmaryland.org

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  • Paul Roberts and Nadine Grabania built this little winery in the basement of their home in the farthest northwest corner of Maryland. It produces 12,000 bottles of light, fruity wine every year, a... More on Frommers

Barnum Rail Trail

Things To Do – Luke, Maryland

To access the trailhead for this out-and-back trail, take US Hwy. 220 south from Keyser and then head west on US Hwy. 50. After 7 miles, take a right on WV Route 42 and then bear right onto WV Rout... More on TrailLink.com

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  • Nestled in a northern valley of West Virginia, the Barnum Rail-Trail follows the North Branch of the Potomac River through the superb scenery of the Upper Potomac region. If you plan to explore thi... More on TrailLink.com

Christian Newcomer Home

Landmarks – Hagerstown, Maryland

Inscription. Christian Newcomer, 1749-1830, was one of the founders of the Church of the United Brethren in Christ, the first American-born denomination. He moved to Washington County in 1775 and in his journal described crossing ... More on HMDB

Cleveland Cottage and Site of Deer Park Hotel

Things To Do – Oakland, Maryland

Inscription. (1 mile south.) The hotel was built by the Baltimore and Ohio Railroad, opened July 4, 1873, and operated until 1829. Dismantled 1942. President and Mrs. Grover Cleveland spent their honeymoon at the cottage in June, ... More on HMDB

Baltimore & Annapolis Trail, Annapolis, MD

Parks – Severna Park, Maryland

I am from New Hampshire and am writing about the trail as person who does not live nearby. The trail is in very good condition. The southern part is more interesting than the northern part. The nor... More on Yahoo! Travel

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  • This ten-foot-wide paved trail meanders through thirteen miles of scenic ... More on Yahoo! Travel

Chipotle Mexican Grill

Restaurants – Hanover, Maryland

Good value , & always tasty. More on TripAdvisor

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  • You can't go wrong here for this type of food. More on TripAdvisor

  • The food here was prepared fast and was very good despite the long line. More on TripAdvisor

Mitchell's Bar & Grille Incorporated

Restaurants – Catonsville, Maryland

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Kuki Chinese Restaurant

Restaurants – Hanover, Maryland

Great service, good value food at a very reasonable price . More on TripAdvisor

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  • We went to Kuki Chinese Restaurant since 2006 and they never disappointed us. More on TripAdvisor

  • Warning!!! Do not give them your credit card information over the phone!!!! They deliver my food at the wro... More on TripAdvisor