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 Explore More Discovery Museum. Kids will appreciate attractions like Washington County Museum of Fine Arts and Hagerstown City Park. Venture out of the city with trips to Winchester (Stonewall Jackson's Headquarters & Rocking S Ranch) and Harrisonburg (James Madison University & A Dream Come True Playground). 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 browse the eclectic array of goods at Pennsylvania Dutch Market.

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

Museums Parks Nature

Side Trips

Winchester, Harrisonburg, 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 Tri State Zoological Park. You'll find plenty of places to visit near Cumberland: New Germany State Park (in Grantsville), The Discovery Center (in Swanton) and Swallow Falls State Park (in Oakland). 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 Trails

Side Trips

Grantsville, Blackwater Outdoor Adventures, Mountain Trail Rides Horseback Riding & More, The Discovery Center, Swallow Falls State Park
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 Jolly Roger Amusement Park. You'll explore the less-touristy side of things at Frontier Town and Northside Park. And it doesn't end there: take in the waterfront at Oceanic Fishing Pier, glide through the air with a parasailing or paragliding tour, get in on the family fun at Trimper's Rides and Amusement Park, and see the interesting displays at DiscoverSea Shipwreck Museum.

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
Ocean City Beach ©
Ocean City Beach

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 Adkins Arboretum (in Ridgely) and Tuckahoe State Park (in Queen Anne).

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, Matapeake Clubhouse and Beach, The Oxford Museum, Phillips Wharf Environmental Center, Adkins Arboretum
Highlights from your plan
Boat Tours & Water Sports
1879 Hooper Strait Lighthouse ©
1879 Hooper Strait Lighthouse
Spas

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