25 days in Maryland Itinerary

25 days in Maryland Itinerary

Created using Inspirock Maryland tour builder

Plan created by another user. Make it yours

Route & dates

1
Oakland
— 2 nights
2
Sharpsburg
— 4 nights
3
Baltimore
— 6 nights
4
St. Michaels
— 4 nights
5
Ocean City
— 5 nights
6
Solomons
— 3 nights

2
nights
Oakland

Oakland ©
Oakland is a town in the west-central part of Garrett County, Maryland. Get some cultural insight at Garrett County Historical Museum and Spruce Forest Artisan Village. Head to FireFly Farms and Simon Pearce Factory Outlet and Glassblowingfor plenty of shopping. When in Oakland, make a side trip to see Great Allegheny Passage in Cumberland, approximately Cumberland away. Next up on the itinerary: explore the activities along Deep Creek Lake State Park, explore the engaging exhibits at The Discovery Center, examine the collection at The Oakland B&O Railroad Museum, and immerse yourself in nature at Swallow Falls State Park.

For maps, more things to do, traveler tips, and other tourist information, go to the Oakland trip planner.

Washington DC to Oakland is an approximately 3.5-hour car ride. Prepare for little chillier weather when traveling from Washington DC in February: high temperatures in Oakland hover around °F and lows are around °F. Finish your sightseeing early on the 10th (Mon) to allow enough time to travel to Sharpsburg.

Things to do in Oakland

Parks Museums Nature

Side Trips

Simon Pearce Factory Outlet and Glassblowing, FireFly Farms, Spruce Forest Artisan Village, Great Allegheny Passage, The Discovery Center
Find places to stay Feb 8 — 10:
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Swallow Falls State Park ©
Swallow Falls State Park
Deep Creek Lake State Park ©
Deep Creek Lake State Park

4
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Get in touch with nature at Antietam National Battlefield and C&O Canal Hike at Point of Rocks Boat Ramp. Satisfy your inner culture vulture at Tolson's Chapel and Washington County Rural Heritage Museum. There's still lots to do: explore the different monuments and memorials at Antietam National Cemetery, steep yourself in history at Chesapeake & Ohio Canal National Historical Park, do a tasting at Big Cork Vineyards, and examine the collection at Brunswick Heritage Museum.

To find where to stay, more things to do, maps, and more tourist information, you can read our Sharpsburg online trip maker.

Drive from Oakland to Sharpsburg in 2.5 hours. Prepare for a bit warmer weather when traveling from Oakland in February: high temperatures in Sharpsburg hover around °F and lows are around °F. Finish up your sightseeing early on the 14th (Fri) so you can go by car to Baltimore.

Things to do in Sharpsburg

Historic Sites Parks Museums

Side Trips

Boonsboro, Brunswick, Big Cork Vineyards, C&O Canal Hike at Point of Rocks Boat Ramp, Chesapeake & Ohio Canal National Historical Park
Find places to stay Feb 10 — 14:
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Tolson's Chapel ©
Tolson's Chapel
Antietam National Cemetery ©
Antietam National Cemetery

6
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.
Step out of the city life by going to Fort McHenry National Monument and Historic Shrine and Ballenger Creek Linear Trail. You'll discover tucked-away gems like Fell's Point and Baltimore and Ohio Railroad Museum. Explore the numerous day-trip ideas around Baltimore: Frederick (Historic Downtown Frederick, Monocacy National Battlefield, &more), Annapolis (Maryland State House & U.S. Naval Academy) and Glenview Mansion (in Rockville). The adventure continues: stroll through Federal Hill Park, brush up on your knowledge of spirits at Sagamore Spirit Distillery, admire the masterpieces at The Walters Art Museum, and try your luck at Horseshoe Casino.

To see reviews, more things to do, photos, and more tourist information, go to the Baltimore trip maker.

Getting from Sharpsburg to Baltimore by car takes about 1.5 hours. Traveling from Sharpsburg in February, plan for a bit warmer nights in Baltimore, with lows around °F. Wrap up your sightseeing on the 20th (Thu) early enough to drive to St. Michaels.

Things to do in Baltimore

Historic Sites Museums Parks

Side Trips

Frederick, Annapolis, Glenview Mansion
Find places to stay Feb 14 — 20:
Highlights from your plan
U.S. Naval Academy ©
U.S. Naval Academy
Fell's Point ©
Fell's Point

4
nights
St. Michaels

St. Michaels ©
Do your shopping at Queenstown Premium Outlets and The Amish Market. Satisfy your inner culture vulture at 1879 Hooper Strait Lighthouse and Harriet Tubman Underground Railroad National Historical Park. Get out of town with these interesting St. Michaels side-trips: Layton's Chance Vineyard and Winery (in Vienna), Stevensville (Terrapin Beach Park & Blackwater Distilling & Tavern) and Harriet Tubman Museum and Educational Center (in Cambridge).

Before you visit St. Michaels, use our trip planner to discover what you can do and see there.

You can drive from Baltimore to St. Michaels in 2 hours. Alternatively, you can do a combination of bus and taxi. In February, daily temperatures in St. Michaels can reach °F, while at night they dip to °F. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Ocean City.

Things to do in St. Michaels

Museums Shopping Wineries

Side Trips

Stevensville, Old Wye Church, The Oxford Museum, Layton's Chance Vineyard and Winery, Harriet Tubman Underground Railroad National Historical Park
Find places to stay Feb 20 — 24:
Highlights from your plan
Boat Tours & Water Sports
Tilghman Watermans Museum ©
Tilghman Watermans Museum

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.
Your cultural itinerary includes sights like Ocean City Life-Saving Station Museum and Ward Museum of Wildfowl Art. Escape the urban bustle at Ocean City Beach and Lost Treasure Golf. Venture out of the city with trips to Chesapeake Bay Farms (in Pocomoke City), Salisbury (Pemberton Historical Park & Salisbury Zoo) and Bishop's Stock Fine Art, Craft & Wine (in Snow Hill). There's still lots to do: walk around Northside Park, view the masterpieces at Flashback Old Time Photos, immerse yourself in nature at Assateague State Park, and sample the tasty concoctions at Burley Oak Brewing Company.

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

You can drive from St. Michaels to Ocean City in 2 hours. Another option is to do a combination of taxi and bus. In February, daily temperatures in Ocean City can reach °F, while at night they dip to °F. Finish your sightseeing early on the 29th (Sat) so you can travel to Solomons.

Things to do in Ocean City

Parks Historic Sites Outdoors

Side Trips

Berlin, Salisbury, Janes Island State Park, Chesapeake Bay Farms, Bishop's Stock Fine Art, Craft & Wine
Find places to stay Feb 24 — 29:
Highlights from your plan
Ocean City Life-Saving Station Museum ©
Ocean City Life-Saving Station Museum
Assateague State Park ©
Assateague State Park
Northside Park ©
Northside Park

3
nights
Solomons

Solomons ©
Solomons, also known as Solomons Island, is an unincorporated community and census-designated place (CDP) in Calvert County, Maryland, United States. You'll discover tucked-away gems like Blackwater National Wildlife Refuge and Calvert Marine Museum and Drum Point Lighthouse. Satisfy your inner culture vulture at Annmarie Garden and Patuxent River Naval Air Museum. Explore Solomons' surroundings by going to Slack Winery (in Ridge) and Harriet Tubman Birthplace Marker (in Cambridge). There's still lots to do: trek along Flag Ponds Nature Park, deepen your knowledge of military history at "On Watch" Monument, and browse the exhibits of Historic St. Mary's City.

To see where to stay, photos, ratings, and tourist information, read Solomons trip itinerary maker website.

You can drive from Ocean City to Solomons in 3.5 hours. February in Solomons sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 3rd (Tue) to allow enough time to drive back home.

Things to do in Solomons

Museums Parks Historic Sites

Side Trips

Cambridge, Flag Ponds Nature Park, Patuxent River Naval Air Museum, Historic St. Mary's City, "On Watch" Monument
Find places to stay Feb 29 — Mar 3:
Highlights from your plan
Blackwater National Wildlife Refuge ©
Blackwater National Wildlife Refuge
Flag Ponds Nature Park ©
Flag Ponds Nature Park

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