10 days in Maryland Itinerary

10 days in Maryland Itinerary

Created using Inspirock Maryland sightseeing planner

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Route & dates

10 days in Maryland Itinerary

Start: Ellicott City
Drive:  3​h 15​min
1
Cumberland
— 2 nights
Drive:  1​h
2
Hancock
— 2 nights
Drive:  45​min
3
Williamsport
— 1 day
Drive:  30​min
4
Hagerstown
— 2 nights
Drive:  30​min
5
Sharpsburg
— 1 night
Drive:  30​min
6
Boonsboro
— 2 nights
Drive:  1​h 30​min
End: Ellicott City

2
nights
Cumberland

Cumberland ©
Cumberland, officially the City of Cumberland, is a western gateway city and seat of Allegany County, Maryland, United States and the primary city of the Cumberland, MD-WV Metropolitan Statistical Area. Kick off your visit on the 21st (Sun): take in the views from Kings Covered Bridge, then contemplate the long history of Somerset Historical Center, then see the interesting displays at Allegany Museum, and finally do a tasting at Charis Winery. Get ready for a full day of sightseeing on the 22nd (Mon): take in the architecture and atmosphere at Old Log Church, stop by Bedford Candies, and then learn about winemaking at Briar Valley Vineyards & Winery.

To see more things to do, traveler tips, and tourist information, use the Cumberland online route builder .

Ellicott City to Cumberland is an approximately 2-hour car ride. In April, daily temperatures in Cumberland can reach 66°F, while at night they dip to 42°F. Wrap up your sightseeing by early afternoon on the 22nd (Mon) to allow enough time to travel to Hancock.

Things to do in Cumberland

Historic Sites Wineries Museums

Side Trips

Somerset, Bedford, Old Log Church
Highlights from your plan
Somerset Historical Center ©
Somerset Historical Center
Old Log Church ©
Old Log Church
Allegany Museum ©
Allegany Museum

2
nights
Hancock

Hancock ©
Hancock is a town in Washington County, Maryland, United States. On the 22nd (Mon), relax and rejuvenate at some of the top local wellness centers.

For maps, reviews, where to stay, and other tourist information, read our Hancock trip itinerary maker website .

Drive from Cumberland to Hancock in an hour. In April, daily temperatures in Hancock can reach 66°F, while at night they dip to 42°F. Finish up your sightseeing early on the 24th (Wed) so you can travel to Williamsport.

Things to do in Hancock

Parks Historic Sites Outdoors

Side Trips

Buchanan's Birthplace State Park, Western Maryland Rail Trail, Prospect Peak
Highlights from your plan
Buchanan's Birthplace State Park ©
Buchanan's Birthplace State Park
Prospect Peak ©
Prospect Peak

1
day
Williamsport

Williamsport ©
Williamsport is a town in Washington County, Maryland, United States. Start off your visit on the 24th (Wed): stop by Butler Farm Market, then see the interesting displays at C&O Canal National Historical Park, and then steep yourself in history at C&O Canal Historical Park.

To see reviews, ratings, where to stay, and other tourist information, read our Williamsport tour planner.

Williamsport is very close to Hancock. In April in Williamsport, expect temperatures between 65°F during the day and 44°F at night. Wrap up your sightseeing on the 24th (Wed) early enough to travel to Hagerstown.

Things to do in Williamsport

Museums Historic Sites Parks

Side Trips

C&O Canal Historical Park, Butler Farm Market
Highlights from your plan
C&O Canal National Historical Park ©
C&O Canal National Historical Park
C&O Canal Historical Park ©
C&O Canal Historical Park
Butler Farm Market ©
Butler Farm Market

2
nights
Hagerstown

Hagerstown ©
Hagerstown is a city in Washington County, Maryland, United States. On the 25th (Thu), appreciate the extensive heritage of East Cavalry Battlefield, then take in the history at Gettysburg National Military Park, then stroll the grounds of Evergreen Cemetery, and finally do a tasting at Adams County Winery. Keep things going the next day: get a taste of the local shopping with Mister Ed's Elephant Museum, take in the history at Lincoln Statue at Wills House, see the interesting displays at Rupp House, then explore the different monuments and memorials at Gettysburg National Cemetery, and finally take in the history at Association of Licensed Battlefield Guides.

For photos, maps, where to stay, and more tourist information, you can read our Hagerstown travel route planner .

Hagerstown is very close to Williamsport. In April, daily temperatures in Hagerstown can reach 65°F, while at night they dip to 44°F. Wrap up your sightseeing on the 26th (Fri) early enough to travel to Sharpsburg.

Things to do in Hagerstown

Historic Sites Museums Parks

Side Trips

Gettysburg, Orrtanna
Highlights from your plan
Gettysburg National Military Park ©
Gettysburg National Military Park
Evergreen Cemetery ©
Evergreen Cemetery
Rupp House ©
Rupp House

1
night
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Kick off your visit on the 27th (Sat): take in the history at Antietam National Battlefield.

To see where to stay, other places to visit, reviews, and other tourist information, go to the Sharpsburg day trip tool .

Sharpsburg is very close to Hagerstown. In April, plan for daily highs up to 66°F, and evening lows to 42°F. Finish your sightseeing early on the 27th (Sat) to allow enough time to travel to Boonsboro.

Things to do in Sharpsburg

Nature Historic Sites Parks
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield

2
nights
Boonsboro

Boonsboro ©
Boonsboro is a town in Washington County, Maryland, United States, located at the foot of South Mountain. Kick off your visit on the 28th (Sun): take an in-depth tour of Rural Heritage Museum, admire all the interesting features of Oatlands Historic House & Garden, and then learn about winemaking at Orchid Cellar Meadery and Winery.

For other places to visit, where to stay, maps, and more tourist information, refer to the Boonsboro driving holiday planning website .

Boonsboro is very close to Sharpsburg. Expect little chillier weather when traveling from Sharpsburg in April: highs in Boonsboro hover around 60°F, while lows dip to 43°F. On the 29th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Boonsboro

Historic Sites Museums Parks

Side Trips

Middletown, Oatlands Historic House & Garden
Highlights from your plan
South Mountain State Battlefield ©
South Mountain State Battlefield
Washington County Rural Heritage Museum ©
Orchid Cellar Meadery and Winery ©
Orchid Cellar Meadery and Winery

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