22 days in New York City & Maryland Itinerary

22 days in New York City & Maryland Itinerary

Created using Inspirock United States trip planner
Make it your trip
Fly
1
New York City
— 7 nights
Drive
2
Ocean City
— 3 nights
Drive
3
Stevensville, Kent Island
— 1 night
Drive
4
Annapolis
— 4 nights
Drive
5
Hollywood
— 2 nights
Drive
6
Cumberland
— 1 night
Drive
7
Sharpsburg
— 2 nights
Drive to Washington Dulles International Airport, Fly to Dhaka City

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New York City — 7 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Kids will enjoy The Metropolitan Museum of Art and 9/11 Memorial. Get in touch with nature at Valley Forge National Historical Park and Kelly Drive. Venture out of the city with trips to Bronx Zoo (in Bronx) and Power Line Trail (in Horsham). And it doesn't end there: walk around Central Park, pause for some serene contemplation at St. Paul's Chapel, steep yourself in history at Ellis Island, and make a trip to Empire State Building.

Quickly create a custom-made itinerary for New York City using our trip planner.

Dhaka City, Bangladesh to New York City is an approximately 24.5-hour flight. The time zone difference moving from India Standard Time to Eastern Standard Time is minus 10.5 hours. In June, daytime highs in New York City are 31°C, while nighttime lows are 21°C. Wrap up your sightseeing on the 10th (Sat) early enough to drive to Ocean City.
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Museums · Parks · Historic Sites · Zoos & Aquariums
Side Trips

Ocean City — 3 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.
Family-friendly places like Ayers Creek Adventures and Ocean City Beach will thrill your kids. Step out of the city life by going to Fishing Charters & Tours and Assateague State Park. When in Ocean City, make a side trip to see Janes Island State Park in Crisfield, approximately Crisfield away. And it doesn't end there: play a few rounds at Rum Pointe Seaside Golf Links, examine the collection at Ocean City Life-Saving Station Museum, and walk around Northside Park.

For maps, traveler tips, and tourist information, refer to the Ocean City trip maker app.

Traveling by car from New York City to Ocean City takes 4.5 hours. Alternatively, you can do a combination of flight and bus; or do a combination of train, flight, and shuttle. In June in Ocean City, expect temperatures between 30°C during the day and 21°C at night. Finish your sightseeing early on the 13th (Tue) so you can drive to Stevensville.
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Outdoors · Parks · Tours · Wildlife
Side Trips

Stevensville, Kent Island — 1 night

Stevensville is a census-designated place (CDP) in Queen Anne's County, Maryland, and is the county's most populous place among both CDPs and municipalities. Start off your visit on the 14th (Wed): enjoy the sand and surf at Matapeake Clubhouse and Beach, then head outdoors with Casey Michelle Charters, and then head outdoors with Lead Dog Charters.

For reviews, maps, ratings, and other tourist information, go to the Stevensville tour itinerary planner.

Drive from Ocean City to Stevensville in 2 hours. In June, daily temperatures in Stevensville can reach 32°C, while at night they dip to 22°C. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Annapolis.
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Outdoors · Beaches · Parks
Highlights from your trip

Annapolis — 4 nights

Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
Take a break from the city and head to Family Fishing Adventures and Underground Railroad Experience Trail Hikes. Attractions like U.S. Naval Academy and Quiet Waters Park make great kid-friendly stops. Change things up with these side-trips from Annapolis: Patuxent Branch Trail (in Columbia), Patuxent River Park (in Upper Marlboro) and The Adventure Park at Sandy Spring (in Sandy Spring). There's more to do: identify plant and animal life at Jug Bay Wetlands Sanctuary.

To find ratings, more things to do, maps, and tourist information, go to the Annapolis trip itinerary maker tool.

Annapolis is just a stone's throw from Stevensville. In June, daily temperatures in Annapolis can reach 32°C, while at night they dip to 23°C. Finish up your sightseeing early on the 18th (Sun) so you can go by car to Hollywood.
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Parks · Outdoors · Trails · Theme Parks
Side Trips

Hollywood — 2 nights

Hollywood is an unincorporated community located within St. Start off your visit on the 19th (Mon): explore the world behind art at Bruce Snake Gabrielson's Surf Art Gallery and Museum, get outside with American Chestnut Land Trust, and then admire the majestic nature at Jefferson Patterson Park & Museum. Get ready for a full day of sightseeing on the 20th (Tue): admire the majestic nature at Greenwell State Park, then immerse yourself in nature at St. Clement's Island State Park, and then deepen your knowledge of military history at "On Watch" Monument.

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

You can drive from Annapolis to Hollywood in 1.5 hours. Alternatively, you can drive. In June, daytime highs in Hollywood are 32°C, while nighttime lows are 20°C. Finish up your sightseeing early on the 20th (Tue) so you can go by car to Cumberland.
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Parks · Nature · Museums · Outdoors
Side Trips

Cumberland — 1 night

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. Kick off your visit on the 21st (Wed): grab your bike and head to Great Allegheny Passage and then see the interesting displays at Allegany Museum.

To find traveler tips, photos, reviews, and other tourist information, go to the Cumberland vacation planner.

Drive from Hollywood to Cumberland in 3.5 hours. In June in Cumberland, expect temperatures between 32°C during the day and 19°C at night. Finish up your sightseeing early on the 21st (Wed) so you can go by car to Sharpsburg.
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Trails · Parks · Museums · Outdoors

Sharpsburg — 2 nights

Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Kick off your visit on the 22nd (Thu): immerse yourself in nature at Washington Monument State Park and then get to know the fascinating history of Antietam National Battlefield.

For maps, photos, more things to do, and other tourist information, you can read our Sharpsburg travel planner.

Getting from Cumberland to Sharpsburg by car takes about 1.5 hours. June in Sharpsburg sees daily highs of 33°C and lows of 19°C at night. You'll set off for home on the 23rd (Fri).
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Parks · Nature · Historic Sites
Side Trip

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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