20 days in Maryland Itinerary

Created using Inspirock Maryland itinerary planner
Make it your trip
Fly
1
St. Michaels
— 1 night
Drive
2
Ocean City
— 4 nights
Drive
3
Elkton
— 2 nights
Drive
4
Sharpsburg
— 3 nights
Drive
5
Cumberland
— 3 nights
Drive
6
Baltimore
— 6 nights
Fly

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St. Michaels — 1 night

Start off your visit on the 3rd (Mon): enjoy the sea views from Choptank River Lighthouse and then look for all kinds of wild species at Blackwater National Wildlife Refuge. On the next day, enjoy the sea views from 1879 Hooper Strait Lighthouse, then examine the collection at Chesapeake Bay Maritime Museum, then sample the fine beverages at Lyon Rum Distillery, and finally get a new perspective on things with Boat Tours & Water Sports.

To see other places to visit, photos, and more tourist information, refer to the St. Michaels trip itinerary maker.

El Paso to St. Michaels is an approximately 7.5-hour flight. You can also drive; or do a combination of bus and taxi. You'll lose 2 hours traveling from El Paso to St. Michaels due to the time zone difference. In June, St. Michaels is little chillier than El Paso - with highs of 84°F and lows of 66°F. Wrap up your sightseeing on the 4th (Tue) early enough to drive to Ocean City.
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Museums · Historic Sites · Outdoors · Tours
Side Trip

Ocean City — 4 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.
You'll find plenty of places to visit near Ocean City: Janes Island State Park (in Crisfield) and Sturgis One Room School Museum (in Pocomoke City). The adventure continues: take in the waterfront at Ocean City Boardwalk, cast your line with a fishing tour, stop by The Kite Loft, and get in on the family fun at Jolly Roger Amusement Park.

To find photos, where to stay, and tourist information, go to the Ocean City route planner.

You can drive from St. Michaels to Ocean City in 2 hours. Alternatively, you can do a combination of taxi and shuttle; or do a combination of taxi and bus. Expect little chillier weather when traveling from St. Michaels in June: highs in Ocean City hover around 79°F, while lows dip to 65°F. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to Elkton.
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Outdoors · Parks · Theme Parks · Tours
Side Trips

Elkton — 2 nights

The town of Elkton is the county seat of Cecil County, Maryland, United States. On the 9th (Sun), walk around Fisherman’s Park, then take in the waterfront at Havre de Grace Promenade, and then indulge your senses at M/V Bay Breeze of Chesapeake City. Here are some ideas for day two: admire the majestic nature at Elk Neck State Park, explore the activities along Bohemia RIver, then see the interesting displays at Havre de Grace Decoy Museum, and finally take in the views from Gilpin's Falls Covered Bridge.

For ratings, reviews, other places to visit, and tourist information, go to the Elkton travel planner.

You can drive from Ocean City to Elkton in 2.5 hours. In June, daily temperatures in Elkton can reach 82°F, while at night they dip to 63°F. Cap off your sightseeing on the 10th (Mon) early enough to go by car to Sharpsburg.
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Parks · Nature · Museums · Outdoors
Side Trips

Sharpsburg — 3 nights

Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Change things up with these side-trips from Sharpsburg: C&O Canal Hike at Point of Rocks Boat Ramp (in Point of Rocks) and Lockhouse 49 (in Clear Spring). The adventure continues: tour the pleasant surroundings at Antietam National Battlefield, experience rural life at Frog Eye Farm, steep yourself in history at Tolson's Chapel, and take in the views from Burnside's Bridge.

To see where to stay, reviews, photos, and tourist information, refer to the Sharpsburg trip planner.

Drive from Elkton to Sharpsburg in 2.5 hours. In June, daytime highs in Sharpsburg are 83°F, while nighttime lows are 61°F. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Cumberland.
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Historic Sites · Parks · Nature · Outdoors
Side Trips

Cumberland — 3 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. Get out of town with these interesting Cumberland side-trips: New Germany State Park (in Grantsville), Oakland (Deep Creek Lake State Park & Swallow Falls State Park) and Hagerstown (Jonathan Hager House, Rose Hill Cemetery, &more). There's much more to do: stroll through Great Allegheny Passage, steep yourself in history at Gordon-Roberts House, and contemplate in the serene atmosphere at Emmanuel Episcopal Church.

For traveler tips, ratings, reviews, and more tourist information, use the Cumberland trip planner.

Getting from Sharpsburg to Cumberland by car takes about 1.5 hours. In June, daytime highs in Cumberland are 82°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 16th (Sun) early enough to drive to Baltimore.
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Parks · Nature · Historic Sites · Outdoors
Side Trips

Baltimore — 6 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.
Venture out of the city with trips to National Shrine of St. Elizabeth Ann Seton (in Emmitsburg) and Annapolis (Annapolis Historic District & U.S. Naval Academy). There's much more to do: try to win big at Horseshoe Casino, go for a stroll along the water at Inner Harbor, explore the world behind art at The Walters Art Museum, and brush up on your knowledge of spirits at Sagamore Spirit Distillery.

To find photos, more things to do, maps, and tourist information, use the Baltimore trip maker website.

Drive from Cumberland to Baltimore in 2.5 hours. Traveling from Cumberland in June, expect a bit warmer with lows of 69°F in Baltimore. Wrap up your sightseeing on the 22nd (Sat) to allow time to fly back home.
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Historic Sites · Parks · Museums · Nature
Side Trips

Maryland travel guide

4.2
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.
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