60 days in Maryland Itinerary

60 days in Maryland Itinerary

Created using Inspirock Maryland trip builder

This plan was created by another user. Make it your plan

Route & dates

Start: Washington DC
Train:  45 min
1
Baltimore
— 23 nights
Drive:  1 h 30 min
2
Hagerstown
— 6 nights
Drive:  1 h 15 min
3
Cumberland
— 6 nights
Drive:  1 h 15 min
4
Oakland
— 3 nights
+2
Drive + Fly + Drive:  12 h 30 min
5
Assateague Island
— 1 night
Travel:  2 h 45 min
6
Ocean City
— 9 nights
Drive:  1 h 45 min
7
St. Michaels
— 4 nights
Drive:  2 h 15 min
8
Solomons
— 6 nights
Drive:  1 h 30 min
End: Washington DC

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 National Aquarium and The Adventure Park at Sandy Spring will thrill your kids. You'll find plenty of places to visit near Baltimore: Annapolis (Annapolis Historic District, Ego Alley, &more), Susquehanna State Park (in Havre de Grace) and The Brookeville Beer Farm (in Brookeville). Next up on the itinerary: try your luck at Horseshoe Casino, brush up on your knowledge of spirits at Sagamore Spirit Distillery, learn about all things military at Historic Ships in Baltimore, and examine the collection at Baltimore and Ohio Railroad Museum.

To find reviews, where to stay, more things to do, and more tourist information, refer to the Baltimore trip itinerary maker tool.

Washington DC to Baltimore is an approximately 1- hour train ride. You can also take a bus; or drive. In June in Baltimore, expect temperatures between 85°F during the day and 69°F at night. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Hagerstown.

Things to do in Baltimore

Parks Nature Museums

Side Trips

Annapolis, Rockville, National Harbor, Silver Spring, Columbia
Highlights from your plan
Urban Axes Baltimore ©
Urban Axes Baltimore
The Adventure Park at Sandy Spring ©
The Adventure Park at Sandy Spring
National Aquarium ©
National Aquarium

6
nights
Hagerstown

Hagerstown ©
Hagerstown is a city in Washington County, Maryland, United States. Explore Hagerstown's surroundings by going to Frederick (C. Burr Artz Public Library, Historic Downtown Frederick, &more), Fort Frederick State Park (in Big Pool) and C&O Canal Hike at Point of Rocks Boat Ramp (in Point of Rocks). And it doesn't end there: tour the pleasant surroundings at Antietam National Battlefield, go for a walk through The Hagerstown Cultural Trail, hike along Maryland Heights Trail, and contemplate the waterfront views at C&O Canal Trust.

To see maps, reviews, 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 68°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, Maryland Heights Trail, Heavy Metal Playground, National Shrine Grotto of Lourdes
Highlights from your plan
Clue IQ: An Escape Room Experience ©
Clue IQ: An Escape Room Experience
Antietam National Battlefield ©
Antietam National Battlefield
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. Venture out of the city with trips to Green Ridge State Forest (in Flintstone) and New Germany State Park (in Grantsville). And it doesn't end there: grab your bike and head to Great Allegheny Passage, browse the collection at Allegany County Library System - Washington Street Library, steep yourself in history at Gordon-Roberts House, and do a tasting at Charis Winery.

To see ratings, photos, reviews, 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 86°F in July, and nighttime lows around 65°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, Dans Rock Scenic Overlook, Green Ridge State Forest
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Dan's Mountain State Park ©
Dan's Mountain State Park
Green Ridge State Forest ©
Green Ridge State Forest

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 The Discovery Center. Next up on the itinerary: explore the activities along Deep Creek Lake State Park, play a few rounds at Lodestone Golf Course, immerse yourself in nature at Swallow Falls State Park, and tour the pleasant surroundings at Wisp Resort.

To see traveler tips and other tourist information, read our Oakland attractions planning website.

Traveling by car from Cumberland to Oakland takes 1.5 hours. Traveling from Cumberland in July, expect Oakland to be little chillier, temps between 73°F and 59°F. Wrap up your sightseeing on the 30th (Thu) to allow time to travel to Assateague Island.

Things to do in Oakland

Parks Outdoors Nature

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 84°F and lows about 70°F. Finish up your sightseeing early on the 1st (Sat) so you can travel to Ocean City.

Things to do in Assateague Island

Wildlife Parks Nature
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: Salisbury (Coco's Funhouse, Salisbury Zoo, &more), Chesapeake Bay Farms (in Pocomoke City) and Crisfield (Crisfield Heritage Foundation & Janes Island State Park). The adventure continues: take a leisurely stroll along Ocean City Boardwalk, make a splash at Oceancity Watersports, get in on the family fun at Frontier Town, and have some family-friendly fun at Ocean City Screams Haunted House.

To find maps, reviews, and tourist information, go to the Ocean City road trip planning tool.

The Route module can help you plan travel from Assateague Island to Ocean City. In August, daytime highs in Ocean City are 82°F, while nighttime lows are 67°F. Finish up your sightseeing early on the 10th (Mon) so you can go by car to St. Michaels.

Things to do in Ocean City

Parks Theme Parks Fun & Games

Side Trips

Salisbury, Berlin, Crisfield, Boxwood Gardens, Chesapeake Bay Farms
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Ocean City Boardwalk ©
Ocean City Boardwalk
Rum Pointe Seaside Golf Links ©
Rum Pointe Seaside Golf Links

4
nights
St. Michaels

St. Michaels ©
Kids will enjoy Ferry Park and Matapeake Clubhouse and Beach. Explore St. Michaels' surroundings by going to Jug Bay Wetlands Sanctuary (in Lothian), Merkle Wildlife Sanctuary (in Upper Marlboro) and Choptank River Lighthouse (in Cambridge).

For ratings, maps, 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: take a bus. In August in St. Michaels, expect temperatures between 84°F during the day and 67°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, Phillips Wharf Environmental Center, Historical Society of Kent County, Jug Bay Wetlands Sanctuary, Merkle Wildlife 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 Edward T Hall Aquatic Center. Explore the numerous day-trip ideas around Solomons: Chesapeake Beach (Chesapeake Beach Railway Trail & Bruce Snake Gabrielson's Surf Art Gallery and Museum), Prince Frederick (Battle Creek Cypress Swamp Sanctuary & American Chestnut Land Trust) and Historic Port Tobacco Village (in Port Tobacco). There's lots more to do: take in the waterfront activity at Spring Cove Marina, browse the exhibits of Jefferson Patterson Park & Museum, look for all kinds of wild species at Blackwater National Wildlife Refuge, and stroll around Greenwell State Park.

For reviews, maps, ratings, and other tourist information, you can read our Solomons travel route planning app.

Traveling by car from St. Michaels to Solomons takes 2.5 hours. August in Solomons sees daily highs of 83°F and lows of 67°F at night. Finish up your sightseeing early on the 20th (Thu) so you can go by car back home.

Things to do in Solomons

Parks Museums Outdoors

Side Trips

Prince Frederick, Lusby, Chesapeake Beach, Greenwell State Park, Maryland Veterans Memorial Museum
Highlights from your plan
Blackwater National Wildlife Refuge ©
Blackwater National Wildlife Refuge
Flag Ponds Nature Park ©
Flag Ponds Nature Park
Jefferson Patterson Park & Museum ©
Jefferson Patterson Park & Museum

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 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