18 days in Maryland Itinerary

18 days in Maryland Itinerary

Created using Inspirock Maryland itinerary planner

©
Plan created by another user. Make it yours

Route & dates

1
Hagerstown
— 4 nights
2
Cumberland
— 4 nights
3
Ocean City
— 5 nights
4
St. Michaels
— 4 nights

4
nights
Hagerstown

Hagerstown ©
Hagerstown is a city in Washington County, Maryland, United States. Discover out-of-the-way places like Shenandoah Valley Discovery Museum and Washington County Museum of Fine Arts. Kids will appreciate attractions like Explore More Discovery Museum and Pennsylvania Dutch Market. Venture out of the city with trips to Harrisonburg (James Madison University & A Dream Come True Playground) and Winchester (Stonewall Jackson's Headquarters & Rocking S Ranch). And it doesn't end there: explore the wealth of natural beauty at C&O Canal Trust, have fun and explore at Discovery Station at Hagerstown, snap pictures at Burnside's Bridge, and walk around Hagerstown City Park.

Plan my trip to Hagerstown with suggested itineraries provided by Inspirock.

Orlando to Hagerstown is an approximately 8.5-hour combination of flight and car. You can also drive. Plan for slightly colder temperatures traveling from Orlando in July, with highs in Hagerstown at °F and lows at °F. Finish your sightseeing early on the 5th (Sun) so you can drive to Cumberland.

Things to do in Hagerstown

Parks Museums Nature

Side Trips

Harrisonburg, Winchester, Burnside's Bridge
Highlights from your plan
Explore More Discovery Museum ©
Explore More Discovery Museum
Shenandoah Valley Discovery Museum ©
Shenandoah Valley Discovery Museum
Discovery Station at Hagerstown ©
Discovery Station at Hagerstown

4
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. Kids will appreciate attractions like Great Allegheny Passage and Rocky Gap State Park. Eschew the tourist crowds and head to Blackwater Outdoor Adventures and Sideling Hill Welcome Center. You'll find plenty of places to visit near Cumberland: Swallow Falls State Park (in Oakland), The Discovery Center (in Swanton) and New Germany State Park (in Grantsville). Next up on the itinerary: contemplate the long history of Spruce Forest Artisan Village, learn about winemaking at Charis Winery, examine the collection at Allegany Museum, and don't miss a visit to Frostburg Depot.

To find other places to visit, more things to do, photos, and tourist information, use the Cumberland trip itinerary planner.

Traveling by car from Hagerstown to Cumberland takes 1.5 hours. In July, daytime highs in Cumberland are °F, while nighttime lows are °F. Wrap up your sightseeing on the 9th (Thu) to allow time to travel to Ocean City.

Things to do in Cumberland

Parks Nature Outdoors

Side Trips

Grantsville, Blackwater Outdoor Adventures, Swallow Falls State Park, Frostburg Depot, The Discovery Center
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Blackwater Outdoor Adventures ©
Blackwater Outdoor Adventures
The Discovery Center ©
The Discovery Center

5
nights
Ocean City

Ocean City ©
One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.
You'll visit kid-friendly attractions like Ocean City Boardwalk and Frontier Town. You'll explore the less-touristy side of things at Jolly Roger Amusement Park and Parasailing & Paragliding. And it doesn't end there: play a few rounds at Lost Treasure Golf, take a leisurely stroll along Oceanic Fishing Pier, examine the collection at Ocean City Life-Saving Station Museum, and kick back and relax at Ocean City Beach.

For more things to do, photos, traveler tips, and more tourist information, you can read our Ocean City trip planner.

You can drive from Cumberland to Ocean City in 4.5 hours. Another option is to do a combination of car and flight. July in Ocean City sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 14th (Tue) early enough to drive to St. Michaels.

Things to do in Ocean City

Theme Parks Outdoors Parks

Side Trips

Fenwick Island, Ocean City Boardwalk
Highlights from your plan
Ocean City Boardwalk ©
Ocean City Boardwalk
Northside Park ©
Northside Park
Parasailing & Paragliding

4
nights
St. Michaels

Eschew the tourist crowds and head to Boat Tours & Water Sports and Spas. Bring the kids along to Matapeake Clubhouse and Beach and Ferry Park. Explore St. Michaels' surroundings by going to Tuckahoe State Park (in Queen Anne) and Adkins Arboretum (in Ridgely).

To see traveler tips, maps, ratings, and other tourist information, refer to the St. Michaels day trip planner.

Drive from Ocean City to St. Michaels in 2 hours. Alternatively, you can do a combination of bus and taxi. In July, daytime highs in St. Michaels are °F, while nighttime lows are °F. Finish your sightseeing early on the 18th (Sat) so you can travel back home.

Things to do in St. Michaels

Parks Outdoors Museums

Side Trips

Easton, Phillips Wharf Environmental Center, Tuckahoe State Park, The Oxford Museum, Old Wye Church
Highlights from your plan
Boat Tours & Water Sports
1879 Hooper Strait Lighthouse ©
1879 Hooper Strait Lighthouse
Spas

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