60 days in Maryland Itinerary

60 days in Maryland Itinerary

Created using Inspirock Maryland trip maker

Make it your trip
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Baltimore
— 10 nights
Drive
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Hagerstown
— 7 nights
Drive
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Cumberland
— 6 nights
Drive
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Oakland
— 7 nights
Drive
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Solomons
— 7 nights
Drive
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Ocean City
— 9 nights
Drive
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Crisfield
— 7 nights
Drive
8
St. Michaels
— 6 nights
Fly

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Baltimore

— 10 nights

City of Firsts

A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Eschew the tourist crowds and head to Baltimore Museum of Art and Federal Hill Park. Attractions like Maryland Science Center and B&O Railroad Museum make great kid-friendly stops. You'll find plenty of places to visit near Baltimore: Plumpton Park Zoo (in Rising Sun), Elkton (Milburn Orchards & Gilpin's Falls) and Conowingo Dam (in Darlington). There's much more to do: find something for the whole family at The Adventure Park at Sandy Spring, take in the waterfront at Havre de Grace Promenade, see the interesting displays at Babe Ruth Birthplace and Museum, and explore the activities along Ego Alley.

To find more things to do, reviews, and tourist information, refer to the Baltimore day trip planning site.

Newark to Baltimore is an approximately 3-hour train ride. You can also drive; or take a bus. In June, daytime highs in Baltimore are 85°F, while nighttime lows are 69°F. Wrap up your sightseeing on the 18th (Sat) early enough to drive to Hagerstown.

Things to do in Baltimore

Parks · Historic Sites · Museums · Nature

Side Trips

Hagerstown

— 7 nights
Hagerstown is a city in Washington County, Maryland, United States. Kids will enjoy Historic Downtown Frederick and Hagerstown City Park. Step off the beaten path and head to National Museum of Civil War Medicine and Monocacy National Battlefield. Venture out of the city with trips to Emmitsburg (National Shrine Grotto of Lourdes & National Shrine of St. Elizabeth Ann Seton), Frederick (Baker Park, Roads and Rails Museum, &more) and Fort Frederick State Park (in Big Pool). There's still lots to do: contemplate the waterfront views at C&O Canal Trust, examine the collection at Chesapeake & Ohio Canal National Historical Park, don't miss a visit to Burnside's Bridge, and stroll the grounds of Antietam National Cemetery.

For reviews, traveler tips, where to stay, and more tourist information, use the Hagerstown travel itinerary planner.

Traveling by car from Baltimore to Hagerstown takes 1.5 hours. Plan for slightly colder nights when traveling from Baltimore in June since evenings lows in Hagerstown dip to 64°F. Finish your sightseeing early on the 25th (Sat) so you can drive to Cumberland.

Things to do in Hagerstown

Parks · Nature · Museums · Historic Sites

Side Trips

Cumberland

— 6 nights
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. You'll explore the less-touristy side of things at Great Allegheny Passage and Gordon-Roberts House. Attractions like Tri State Zoological Park and Emmanuel Episcopal Church make great kid-friendly stops. Venture out of the city with trips to New Germany State Park (in Grantsville) and Green Ridge State Forest (in Flintstone). And it doesn't end there: make a trip to Sideling Hill Welcome Center, steep yourself in history at Spruce Forest Artisan Village, admire the majestic nature at Casselman River Bridge State Park, and examine the collection at Allegany Museum.

To see maps and tourist information, use the Cumberland attractions planner.

Traveling by car from Hagerstown to Cumberland takes 1.5 hours. Expect a daytime high around 82°F in June, and nighttime lows around 61°F. Cap off your sightseeing on the 1st (Fri) early enough to go by car to Oakland.

Things to do in Cumberland

Parks · Nature · Historic Sites · Outdoors

Side Trips

Oakland

— 7 nights
Oakland is a town in the west-central part of Garrett County, Maryland. You'll discover tucked-away gems like Swallow Falls State Park and Horseback Riding Tours. Kids will enjoy Deep Creek Lake State Park and Garrett County Historical Museum. There's lots more to do: stroll around Herrington Manor State Park, look for gifts at FireFly Farms, get some fabulous bargains at Simon Pearce Factory Outlet and Glassblowing, and see the interesting displays at Garrett County Museum of Transportation.

For reviews, photos, and other tourist information, refer to the Oakland day trip site.

You can drive from Cumberland to Oakland in 1.5 hours. Traveling from Cumberland in July, things will get slightly colder in Oakland: highs are around 73°F and lows about 59°F. Cap off your sightseeing on the 8th (Fri) early enough to travel to Solomons.

Things to do in Oakland

Parks · Outdoors · Nature · Museums

Side Trips

Solomons

— 7 nights
Solomons, also known as Solomons Island, is an unincorporated community and census-designated place (CDP) in Calvert County, Maryland, United States. You'll explore the less-touristy side of things at Calvert Marine Museum and Drum Point Lighthouse and Solomons Boat Ramp and Fishing Pier. Bring the kids along to Chesapeake Bay Charter Services and Flag Ponds Nature Park. Change things up with these side-trips from Solomons: St. Clement's Island State Park (in Coltons Point), St. George Island (in Piney Point) and Blackwater National Wildlife Refuge (in Cambridge). There's much more to do: view the masterpieces at Annmarie Garden, get outside with Casey Michelle Charters, enjoy the sand and surf at North Beach, and learn about all things military at Patuxent River Naval Air Museum.

Quickly create a custom-made itinerary for Solomons using our trip planner.

Traveling by car from Oakland to Solomons takes 4.5 hours. In July, Solomons is somewhat warmer than Oakland - with highs of 87°F and lows of 71°F. Cap off your sightseeing on the 15th (Fri) early enough to travel to Ocean City.

Things to do in Solomons

Parks · Museums · Outdoors · Nature

Side Trips

Ocean City

— 9 nights

The White Marlin Capital of the World

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.
Kids will enjoy Assateague State Park and Northside Park. Step off the beaten path and head to Trimper's Rides and Amusement Park and Oceancity Watersports. Venture out of the city with trips to Salisbury (Wicomico County Youth & Civic Center, Salisbury Zoo, &more) and Pocomoke River State Park (in Snow Hill). Next up on the itinerary: cast your line with a fishing tour, get outside with The Angler, examine the collection at Ocean City Life-Saving Station Museum, and take a leisurely stroll along Oceanic Fishing Pier.

To find more things to do, traveler tips, ratings, and more tourist information, use the Ocean City driving holiday planner.

Traveling by car from Solomons to Ocean City takes 3.5 hours. Expect a daytime high around 84°F in July, and nighttime lows around 70°F. Cap off your sightseeing on the 24th (Sun) early enough to go by car to Crisfield.

Things to do in Ocean City

Outdoors · Parks · Golf · Theme Parks

Side Trips

Crisfield

— 7 nights
Crisfield is a city in Somerset County, Maryland, United States, located on the Tangier Sound, an arm of the Chesapeake Bay. Step off the beaten path and head to Janes Island State Park and Chesapeake Bay. Attractions like Delmarva Discovery Museum and Chesapeake Bay Farms make great kid-friendly stops. Explore the numerous day-trip ideas around Crisfield: Bordeleau Vineyards & Winery (in Eden) and Boxwood Gardens (in Princess Anne). There's still lots to do: head off the coast to Smith Island, see the interesting displays at Crisfield Heritage Foundation, take an in-depth tour of Sturgis One Room School Museum, and go for a stroll along the water at Somers Cove Marina.

For reviews, photos, maps, and more tourist information, read our Crisfield travel route app.

Traveling by car from Ocean City to Crisfield takes 1.5 hours. In July, daytime highs in Crisfield are 86°F, while nighttime lows are 72°F. On the 31st (Sun), you're off to St. Michaels.

Things to do in Crisfield

Parks · Nature · Museums · Shopping

Side Trips

St. Michaels

— 6 nights
You'll explore the less-touristy side of things at Boat Tours & Water Sports and 1879 Hooper Strait Lighthouse. Attractions like Matapeake Clubhouse and Beach and Terrapin Nature Park make great kid-friendly stops. Change things up with these side-trips from St. Michaels: Museum of Rural Life (in Denton), Cambridge (Christ Episcopal Church, Harriet Tubman Museum and Educational Center, &more) and Tuckahoe State Park (in Queen Anne).

To find where to stay, traveler tips, photos, and tourist information, use the St. Michaels holiday planner.

Drive from Crisfield to St. Michaels in 2 hours. July in St. Michaels sees daily highs of 87°F and lows of 71°F at night. Finish your sightseeing early on the 6th (Sat) so you can fly back home.

Things to do in St. Michaels

Museums · Parks · Outdoors · Nature

Side Trips

Maryland travel guide

4.1
Casinos · Specialty Museums · Aquariums
The Old Line State
Perhaps best known as the birthplace of religious and political freedom in the United States, Maryland retains the spirit of colonial America, with stately 18th-century villages and historical landmarks. Although it's one of the nation's smallest states, there is no shortage of things to do here and you may find your itinerary fills up quickly. Make time in your vacation to tour Maryland's diverse landscape, which includes mountain peaks, picturesque Atlantic coastline, and the bustling city of Baltimore. Military buffs will enjoy touring the state's four Civil War Trails, where you can follow the footsteps of U.S. soldiers, or visiting the port city of Annapolis, home to the United States Naval Academy.