60 days in Maryland Itinerary

60 days in Maryland Itinerary

Created using Inspirock Maryland trip builder

Plan created by another user. Make it yours

Route & dates

1
Baltimore
— 23 nights
2
Hagerstown
— 6 nights
3
Cumberland
— 6 nights
4
Oakland
— 3 nights
5
Assateague Island
— 1 night
6
Ocean City
— 9 nights
7
St. Michaels
— 4 nights
8
Solomons
— 6 nights

23
nights
Baltimore

Baltimore ©
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.
Family-friendly places like Urban Axes Baltimore and The Walters Art Museum will thrill your kids. You'll find plenty of places to visit near Baltimore: The Brookeville Beer Farm (in Brookeville), Sandy Spring (The Adventure Park at Sandy Spring & Underground Railroad Experience Trail Hikes) and Annapolis (Annapolis Historic District, Ego Alley, &more). And it doesn't end there: explore the wealth of natural beauty at Fort McHenry National Monument and Historic Shrine, get a new perspective on things with Boat Tours & Water Sports, explore the world behind art at Baltimore Museum of Art, and examine the collection at American Visionary Art Museum.

To find reviews, where to stay, more things to do, and more tourist information, read Baltimore road trip site.

Washington DC to Baltimore is an approximately 1.5-hour car ride. You can also take a train; or take a bus. In June in Baltimore, expect temperatures between °F during the day and °F at night. Cap off your sightseeing on the 15th (Wed) early enough to go by car to Hagerstown.

Things to do in Baltimore

Parks Nature Museums

Side Trips

Annapolis, Rockville, Columbia, Sandy Spring, Bethesda
Find places to stay Jun 22 — Jul 15:
Highlights from your plan
National Aquarium ©
National Aquarium
The Adventure Park at Sandy Spring ©
The Adventure Park at Sandy Spring
Urban Axes Baltimore ©
Urban Axes Baltimore

6
nights
Hagerstown

Hagerstown ©
Hagerstown is a city in Washington County, Maryland, United States. Family-friendly places like Clue IQ: An Escape Room Experience and Historic Downtown Frederick will thrill your kids. Explore Hagerstown's surroundings by going to Fort Frederick State Park (in Big Pool), C&O Canal Hike at Point of Rocks Boat Ramp (in Point of Rocks) and Frederick (C. Burr Artz Public Library, Ballenger Creek Linear Trail, &more). And it doesn't end there: witness the site of a historic battle at Antietam National Battlefield, go for a walk through The Hagerstown Cultural Trail, tour the pleasant surroundings at Maryland Heights Trail, and hike along Western Maryland Rail Trail.

For traveler tips, photos, and tourist information, refer to the Hagerstown planning website.

You can drive from Baltimore to Hagerstown in 1.5 hours. Traveling from Baltimore in July, Hagerstown is little chillier at night with lows of °F. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Cumberland.

Things to do in Hagerstown

Parks Nature Outdoors

Side Trips

Frederick, Big Pool, Worthington Manor Golf Club, Washington Monument State Park, C&O Canal Hike at Point of Rocks Boat Ramp
Find places to stay Jul 15 — 21:
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Clue IQ: An Escape Room Experience ©
Clue IQ: An Escape Room Experience
Heavy Metal Playground ©
Heavy Metal Playground

6
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 enjoy Great Allegheny Passage and Paw Paw Tunnel. Change things up with these side-trips from Cumberland: Green Ridge State Forest (in Flintstone) and New Germany State Park (in Grantsville). And it doesn't end there: browse the collection at Allegany County Library System - Washington Street Library, contemplate the long history of Gordon-Roberts House, examine the collection at Allegany Museum, and don't miss a visit to Allegany Fairgrounds.

To find where to stay, other places to visit, more things to do, and other tourist information, go to the Cumberland trip maker tool.

You can drive from Hagerstown to Cumberland in 1.5 hours. Expect a daytime high around °F in July, and nighttime lows around °F. Wrap up your sightseeing on the 27th (Mon) early enough to drive to Oakland.

Things to do in Cumberland

Parks Nature Outdoors

Side Trips

Grantsville, Allegany County Library System - Frostburg Library, Dan's Mountain State Park, Dans Rock Scenic Overlook, Green Ridge State Forest
Find places to stay Jul 21 — 27:
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Green Ridge State Forest ©
Green Ridge State Forest
Dan's Mountain State Park ©
Dan's Mountain State Park

3
nights
Oakland

Oakland ©
Oakland is a town in the west-central part of Garrett County, Maryland. Bring the kids along to Horseback Riding Tours and Wisp Resort. Next up on the itinerary: immerse yourself in nature at Swallow Falls State Park, see the interesting displays at Garrett County Historical Museum, explore the activities along Deep Creek Lake State Park, and have some family-friendly fun at Funland.

For where to stay, reviews, traveler tips, and tourist information, read our Oakland tour itinerary builder website.

Traveling by car from Cumberland to Oakland takes 1.5 hours. Traveling from Cumberland in July, things will get a bit cooler in Oakland: highs are around °F and lows about °F. Wrap up your sightseeing on the 30th (Thu) early enough to travel to Assateague Island.

Things to do in Oakland

Parks Outdoors Nature

Side Trips

McHenry, The Discovery Center, Simon Pearce Factory Outlet and Glassblowing, FireFly Farms
Find places to stay Jul 27 — 30:
Highlights from your plan
Swallow Falls State Park ©
Swallow Falls State Park
Deep Creek Lake State Park ©
Deep Creek Lake State Park
The Discovery Center ©
The Discovery Center

1
night
Assateague Island

Assateague Island ©
Here are some ideas for day two: explore the wealth of natural beauty at Assateague Island National Seashore.

Start your trip to Assateague Island by creating a personalized itinerary on Inspirock.

Explore your travel options from Oakland to Assateague Island with the Route module. Traveling from Oakland in July, things will get a bit warmer in Assateague Island: highs are around °F and lows about °F. Finish up your sightseeing early on the 1st (Sat) so you can travel to Ocean City.

Things to do in Assateague Island

Nature Wildlife Parks
Find places to stay Jul 31 — Aug 1:
Highlights from your plan
Assateague Island National Seashore ©
Assateague Island National Seashore

9
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 Beach and Oceancity Watersports. Change things up with these side-trips from Ocean City: Salisbury (Coco's Funhouse, Salisbury Zoo, &more), Crisfield (Crisfield Heritage Foundation & Janes Island State Park) and Chesapeake Bay Farms (in Pocomoke City). There's much more to do: take in the waterfront at Ocean City Boardwalk, make a splash at West OC Watersports, get in on the family fun at Frontier Town, and get your game on at Ocean City Screams Haunted House.

To find reviews, more things to do, traveler tips, and tourist information, you can read our Ocean City road trip planner.

Use the Route module to find suitable travel options from Assateague Island to Ocean City. August in Ocean City sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 10th (Mon) early enough to drive to St. Michaels.

Things to do in Ocean City

Theme Parks Parks Fun & Games

Side Trips

Salisbury, Berlin, Crisfield, Chesapeake Bay Farms, Boxwood Gardens
Find places to stay Aug 1 — 10:
Highlights from your plan
Jolly Roger Amusement Park ©
Jolly Roger Amusement Park
Ocean City Beach ©
Ocean City Beach
Ocean City Boardwalk ©
Ocean City Boardwalk

4
nights
St. Michaels

St. Michaels ©
Kids will enjoy Eastern Neck National Wildlife Refuge and Merkle Wildlife Sanctuary. Explore St. Michaels' surroundings by going to Matapeake Clubhouse and Beach (in Stevensville), Jug Bay Wetlands Sanctuary (in Lothian) and Choptank River Lighthouse (in Cambridge).

For traveler tips, more things to do, and other tourist information, read St. Michaels trip planner.

Getting from Ocean City to St. Michaels by car takes about 2 hours. Other options: do a combination of bus and taxi. In August in St. Michaels, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 14th (Fri) to allow time to drive to Solomons.

Things to do in St. Michaels

Parks Wildlife Outdoors

Side Trips

Rock Hall, Matapeake Clubhouse and Beach, Tuckahoe State Park, Jug Bay Wetlands Sanctuary, Kent Island
Find places to stay Aug 10 — 14:
Highlights from your plan
Jug Bay Wetlands Sanctuary ©
Jug Bay Wetlands Sanctuary
Tuckahoe State Park ©
Tuckahoe State Park
Eastern Neck National Wildlife Refuge ©
Eastern Neck National Wildlife Refuge

6
nights
Solomons

Solomons ©
Solomons, also known as Solomons Island, is an unincorporated community and census-designated place (CDP) in Calvert County, Maryland, United States. Kids will enjoy Flag Ponds Nature Park and American Chestnut Land Trust. Explore the numerous day-trip ideas around Solomons: Historic Port Tobacco Village (in Port Tobacco), Chesapeake Beach (Chesapeake Beach Railway Trail & Bruce Snake Gabrielson's Surf Art Gallery and Museum) and Edward T Hall Aquatic Center (in Prince Frederick). There's much more to do: visit a coastal fixture at Calvert Marine Museum and Drum Point Lighthouse, take an in-depth tour of Jefferson Patterson Park & Museum, take in the waterfront activity at Spring Cove Marina, and immerse yourself in nature at Greenwell State Park.

For reviews, maps, ratings, and tourist information, use the Solomons attractions planner.

You can drive from St. Michaels to Solomons in 2.5 hours. In August, daytime highs in Solomons are °F, while nighttime lows are °F. Cap off your sightseeing on the 20th (Thu) early enough to go by car back home.

Things to do in Solomons

Parks Museums Outdoors

Side Trips

Prince Frederick, Lusby, Chesapeake Beach, Maryland Veterans Memorial Museum, Historic Port Tobacco Village
Find places to stay Aug 14 — 20:
Highlights from your plan
Blackwater National Wildlife Refuge ©
Blackwater National Wildlife Refuge
Jefferson Patterson Park & Museum ©
Jefferson Patterson Park & Museum
Flag Ponds Nature Park ©
Flag Ponds Nature Park

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