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 Fort McHenry National Monument and Historic Shrine will thrill your kids. You'll find plenty of places to visit near Baltimore: Sandy Spring (The Adventure Park at Sandy Spring & Underground Railroad Experience Trail Hikes), The Brookeville Beer Farm (in Brookeville) and Annapolis (Annapolis Historic District, Ego Alley, &more). And it doesn't end there: observe the fascinating underwater world at National Aquarium, 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, National Harbor, Silver Spring, Sandy Spring
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 Catoctin Mountain Park will thrill your kids. Explore Hagerstown's surroundings by going to Fort Frederick State Park (in Big Pool), Frederick (C. Burr Artz Public Library, Historic Downtown Frederick, &more) and C&O Canal Hike at Point of Rocks Boat Ramp (in Point of Rocks). And it doesn't end there: take in the history at Antietam National Battlefield, get your game on at Heavy Metal Playground, hike along Western Maryland Rail Trail, and tour the pleasant surroundings at Maryland Heights Trail.

To find more things to do, where to stay, and tourist information, use the Hagerstown trip tool.

Traveling by car from Baltimore to Hagerstown takes 1.5 hours. Traveling from Baltimore in July, plan for slightly colder nights in Hagerstown, with lows around °F. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Cumberland.

Things to do in Hagerstown

Parks Nature Outdoors

Side Trips

Frederick, Big Pool, National Shrine Grotto of Lourdes, C&O Canal Hike at Point of Rocks Boat Ramp, Heavy Metal Playground
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 Allegany Fairgrounds. 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 Sideling Hill Welcome Center.

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 Trails

Side Trips

Grantsville, Allegany County Library System - Frostburg Library, Dan's Mountain State Park, Green Ridge State Forest, Dans Rock Scenic Overlook
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 Funland. 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 look for gifts at FireFly Farms.

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 Nature Outdoors

Side Trips

McHenry, Simon Pearce Factory Outlet and Glassblowing, FireFly Farms, The Discovery Center
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

Parks Nature Wildlife
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 Northside Park. Change things up with these side-trips from Ocean City: Crisfield (Crisfield Heritage Foundation & Janes Island State Park), Chesapeake Bay Farms (in Pocomoke City) and Salisbury (Coco's Funhouse, Salisbury Zoo, &more). There's lots more to do: take a leisurely stroll along Ocean City Boardwalk, get a new perspective on things with Boat Tours & Water Sports, play a few rounds at Rum Pointe Seaside Golf Links, and make a splash at West OC Watersports.

To see other places to visit, where to stay, maps, and tourist information, go to the Ocean City online travel planner.

The Route module can help you plan travel from Assateague Island to Ocean City. August in Ocean City sees daily highs of °F and lows of °F at night. Cap off your sightseeing on the 10th (Mon) early enough to go by car to St. Michaels.

Things to do in Ocean City

Theme Parks Parks Fun & Games

Side Trips

Salisbury, Berlin, Crisfield, Chesapeake Bay Farms, Boxwood Gardens
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 Ferry Park. Explore St. Michaels' surroundings by going to Merkle Wildlife Sanctuary (in Upper Marlboro), Jug Bay Wetlands Sanctuary (in Lothian) and Matapeake Clubhouse and Beach (in Stevensville).

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, Old Wye Church, Merkle Wildlife Sanctuary, Phillips Wharf Environmental Center, Jug Bay Wetlands Sanctuary
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 Bruce Snake Gabrielson's Surf Art Gallery and Museum. Explore the numerous day-trip ideas around Solomons: Chesapeake Beach Railway Trail (in Chesapeake Beach), Historic Port Tobacco Village (in Port Tobacco) and Prince Frederick (Edward T Hall Aquatic Center & American Chestnut Land Trust). 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, Greenwell State Park, Patuxent River Naval Air Museum
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

Similar Plans

8 days in Maryland BY A USER FROM UNITED STATES March, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, slow & easy, popular & hidden gems Preferences: March, culture, outdoors, relaxing, romantic, historic sites, museums, shopping Attraction style: Popular & hidden gems Pace: Slow & easy 4 days in Washington DC & Maryland BY A USER FROM UNITED STATES June, teens, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems Preferences: June, teens, culture, outdoors, relaxing, romantic, historic sites, museums, shopping Attraction style: Popular & hidden gems Pace: Medium 30 days in United States BY A USER FROM UNITED STATES April, culture, outdoors, beaches, historic sites, museums, popular & hidden gems Preferences: April, culture, outdoors, beaches, historic sites, museums Attraction style: Popular & hidden gems Pace: Medium 7 days in Maryland BY A USER FROM UNITED STATES June, outdoors, beaches, wildlife, popular sights Preferences: June, outdoors, beaches, wildlife Attraction style: Popular sights Pace: Medium 8 days in Maryland BY A USER FROM UNITED STATES July, slow & easy, popular & hidden gems Preferences: July Attraction style: Popular & hidden gems Pace: Slow & easy 16 days in United States BY A USER FROM CANADA August, teens, kids, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: August, teens, kids, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 3 days in Maryland BY A USER FROM UNITED STATES March, romantic, popular sights Preferences: March, romantic Attraction style: Popular sights Pace: Medium 15 days in United States & Nova Scotia BY A USER FROM UNITED STATES April, culture, outdoors, historic sites, popular sights Preferences: April, culture, outdoors, historic sites Attraction style: Popular sights Pace: Medium 2 days in Maryland BY A USER FROM UNITED STATES March, popular sights Preferences: March Attraction style: Popular sights Pace: Medium 3 days in Maryland BY A USER FROM UNITED STATES May, popular sights Preferences: May Attraction style: Popular sights Pace: Medium 3 days in Maryland BY A USER FROM UNITED STATES April, popular sights Preferences: April Attraction style: Popular sights Pace: Medium 3 days in Maryland BY A USER FROM UNITED STATES June, popular sights Preferences: June Attraction style: Popular sights Pace: Medium
See more plans