55 days in New England & Mid Atlantic Itinerary

55 days in New England & Mid Atlantic Itinerary

Created using Inspirock United States itinerary maker

Make it your trip
Fly
1
Boston
— 5 nights
Drive
2
Ogunquit
— 2 nights
Drive
3
Newport
— 6 nights
Drive
4
New York City
— 7 nights
Train
5
Philadelphia
— 6 nights
Drive
6
Cape May
— 2 nights
Drive
7
Ocean City
— 3 nights
Drive
8
Williamsburg
— 3 nights
Drive
9
Charlottesville
— 3 nights
Drive
10
Washington DC
— 7 nights
Drive
11
Gettysburg
— 6 nights
Drive
12
Pittsburgh
— 4 nights
Fly

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Boston

— 5 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Museum-lovers will get to explore Museum of Fine Arts and Peabody Essex Museum. Deepen your sense of the past at sights like Granary Burying Ground and Mayflower II. Explore the numerous day-trip ideas around Boston: Dolphin & Whale Watching (in Gloucester), Plimoth Patuxet (in Plymouth) and Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens). And it doesn't end there: visit Waterfront, take a tour of Boston Tea Party Ships & Museum, take a stroll through North End, and get a sense of history and politics at Old State House.

To find ratings, where to stay, more things to do, and more tourist information, read our Boston travel route planner.

Dublin, Ireland to Boston is an approximately 9-hour flight. Traveling from Dublin to Boston, you'll gain 5 hours due to the time zone difference. Plan for a bit warmer temperatures traveling from Dublin in May, with highs in Boston at 22°C and lows at 11°C. Finish your sightseeing early on the 5th (Sat) so you can drive to Ogunquit.

Things to do in Boston

Museums · Historic Sites · Wildlife · Tours

Side Trips

Ogunquit

— 2 nights
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Start off your visit on the 6th (Sun): get to know the fascinating history of Vaughan Woods State Park, then take in the dramatic natural features at Perkins Cove, and then get to know the fascinating history of Marginal Way Walkway. Keep things going the next day: browse the exhibits of Strawbery Banke Museum, visit a coastal fixture at Nubble Lighthouse, and then kick back and relax at Ogunquit Beach.

To find where to stay, ratings, maps, and more tourist information, go to the Ogunquit online attractions planner.

You can drive from Boston to Ogunquit in 1.5 hours. Other options are to do a combination of train and taxi; or take a bus. Traveling from Boston in June, Ogunquit is little chillier at night with lows of 13°C. Wrap up your sightseeing on the 7th (Mon) to allow time to drive to Newport.

Things to do in Ogunquit

Historic Sites · Parks · Nature · Beaches

Side Trips

Newport

— 6 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Visiting Cliff Walk and Ocean Drive Historic District will get you outdoors. Discover out-of-the-way places like The Breakers and Fort Adams State Park. Get out of town with these interesting Newport side-trips: New Bedford Whaling Museum (in New Bedford), Falmouth (Highfield Hall & Gardens, Shining Sea Bikeway, &more) and Mystic Seaport Museum (in Mystic). The adventure continues: browse the exhibits of Lizzie Borden House, see the interesting displays at Rosecliff, admire the landmark architecture of The Elms, and sample some tasty brews at Rhode Island Red Food Tours.

To see where to stay, more things to do, reviews, and more tourist information, refer to the Newport tour planner.

Drive from Ogunquit to Newport in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Plan for a bit warmer nights when traveling from Ogunquit in June since evenings lows in Newport dip to 17°C. Wrap up your sightseeing on the 13th (Sun) early enough to drive to New York City.

Things to do in Newport

Museums · Historic Sites · Outdoors · Parks

Side Trips

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.
Deepen your sense of the past at sights like The Met Cloisters and St. Paul's Chapel. Museum-lovers will get to explore The Metropolitan Museum of Art and 9/11 Memorial. There's lots more to do: admire the masterpieces at The Museum of Modern Art (MoMA), examine the collection at Intrepid Sea, Air & Space Museum, steep yourself in history at Ellis Island, and take a stroll through Greenwich Village.

For traveler tips, more things to do, where to stay, and other tourist information, read New York City trip itinerary planning tool.

Traveling by car from Newport to New York City takes 4 hours. Alternatively, you can fly; or take a bus. Traveling from Newport in June, expect New York City to be somewhat warmer, temps between 31°C and 21°C. Finish your sightseeing early on the 20th (Sun) so you can take a train to Philadelphia.

Things to do in New York City

Museums · Historic Sites · Tours · Parks

Philadelphia

— 6 nights

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Deepen your sense of the past at sights like Independence National Historical Park and Franklin Court. Step out of the city life by going to Valley Forge National Historical Park and Kelly Drive. You'll find plenty of places to visit near Philadelphia: Hagley Museum And Library (in Wilmington), Longwood Gardens (in Kennett Square) and Borgata Casino (in Atlantic City). Next up on the itinerary: explore the world behind art at Philadelphia Museum of Art, take an in-depth tour of Winterthur Museum, Garden & Library, make a trip to Liberty Bell Center, and steep yourself in history at Elfreth's Alley.

To see where to stay, maps, photos, and tourist information, use the Philadelphia trip builder site.

Getting from New York City to Philadelphia by train takes about 1.5 hours. Other options: drive; or take a bus. In June, daytime highs in Philadelphia are 34°C, while nighttime lows are 21°C. Finish your sightseeing early on the 26th (Sat) to allow enough time to drive to Cape May.

Things to do in Philadelphia

Parks · Museums · Historic Sites · Nature

Side Trips

Cape May

— 2 nights

The Nation's Oldest Seashore Resort

Cape May represents the other Jersey Shore--the one you don't see on TV--the one with a rich history and a refined, relaxed atmosphere.
On the 27th (Sun), identify plant and animal life at Cape May Bird Observatory, enjoy the sea views from Cape May Lighthouse, and then kick back and relax at Cape May City Beaches. Get ready for a full day of sightseeing on the 28th (Mon): take a tour by water with Boat Tours & Water Sports, kick back and relax at Wildwood Beach, and then relax and rejuvenate at some of the top local wellness centers.

To find maps, reviews, traveler tips, and other tourist information, refer to the Cape May trip itinerary website.

Traveling by car from Philadelphia to Cape May takes 2 hours. Alternatively, you can take a bus. Traveling from Philadelphia in June, you will find days in Cape May are little chillier (30°C), and nights are about the same (20°C). Finish your sightseeing early on the 28th (Mon) so you can travel to Ocean City.

Things to do in Cape May

Parks · Outdoors · Beaches · Wildlife

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.
You'll explore the less-touristy side of things at Ocean City Beach and Chincoteague National Wildlife Refuge. Step out of the city life by going to Captain Dan's Around the Island Tours and Rum Pointe Seaside Golf Links. When in Ocean City, make a side trip to see Rehoboth Beach Boardwalk in Rehoboth Beach, approximately Rehoboth Beach away. There's more to do: take a leisurely stroll along Ocean City Boardwalk.

To see other places to visit, photos, reviews, and tourist information, go to the Ocean City travel route tool.

You can drive from Cape May to Ocean City in 3 hours. In June, daily temperatures in Ocean City can reach 30°C, while at night they dip to 21°C. Wrap up your sightseeing on the 1st (Thu) to allow time to drive to Williamsburg.

Things to do in Ocean City

Wildlife · Parks · Outdoors · Nature

Side Trips

Williamsburg

— 3 nights

Colonial Capital

Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Get a sense of the local culture at Historic Jamestowne and Governor's Palace. Let the collections at American Revolution Museum at Yorktown and St. Luke's Historic Church & Museum capture your imagination. And it doesn't end there: steep yourself in history at Jamestown Settlement, get interesting insight from Tours, take in the architecture and atmosphere at Bruton Parish Episcopal Church, and take in the history at Yorktown Battlefield.

For ratings, maps, photos, and tourist information, go to the Williamsburg journey website.

Getting from Ocean City to Williamsburg by car takes about 4 hours. Other options: take a bus; or do a combination of bus and train. Traveling from Ocean City in July, expect nights in Williamsburg to be about the same, around 26°C, while days are somewhat warmer, around 38°C. Wrap up your sightseeing on the 4th (Sun) early enough to drive to Charlottesville.

Things to do in Williamsburg

Historic Sites · Museums · Tours · Outdoors

Side Trips

Charlottesville

— 3 nights

Hoo-Ville

Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Get some historical perspective at Monticello and Natural Bridge State Park. Escape the urban bustle at Luray Caverns and Old Rag Mountain Hike. Change things up with these side-trips from Charlottesville: Appomattox Court House National Historical Park (in Appomattox) and James Madison's Montpelier (in Montpelier Station).

To find other places to visit, traveler tips, photos, and tourist information, use the Charlottesville trip builder site.

Getting from Williamsburg to Charlottesville by car takes about 2.5 hours. Other options: take a bus; or do a combination of train and bus. Traveling from Williamsburg in July, expect slightly colder with lows of 23°C in Charlottesville. Cap off your sightseeing on the 7th (Wed) early enough to go by car to Washington DC.

Things to do in Charlottesville

Parks · Historic Sites · Nature · Trails

Side Trips

Washington DC

— 7 nights
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Arlington National Cemetery and National Museum of African American History and Culture are good opportunities to explore the local culture. Popular historic sites such as National Mall and George Washington's Mount Vernon are in your itinerary. And it doesn't end there: explore the world behind art at National Gallery of Art, pause for some serene contemplation at Basilica of the National Shrine of the Immaculate Conception, take an in-depth tour of United States Holocaust Memorial Museum, and step into the grandiose world of Smithsonian Institution Building.

For traveler tips, ratings, more things to do, and tourist information, refer to the Washington DC day trip planning website.

You can drive from Charlottesville to Washington DC in 2.5 hours. Alternatively, you can take a train; or fly. In July, plan for daily highs up to 37°C, and evening lows to 26°C. Wrap up your sightseeing on the 14th (Wed) early enough to drive to Gettysburg.

Things to do in Washington DC

Museums · Historic Sites · Neighborhoods · Parks

Side Trips

Gettysburg

— 6 nights
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Get some historical perspective at Gettysburg National Military Park and Gettysburg National Cemetery. Explore hidden gems such as Gettysburg National Military Park Museum & Visitor Center and Eisenhower National Historic Site. Explore Gettysburg's surroundings by going to Sharpsburg (Antietam National Battlefield & Tolson's Chapel) and Harpers Ferry National Historical Park (in Harpers Ferry). There's lots more to do: contemplate the long history of Jennie Wade House, take in the dramatic natural features at Devils Den, awaken your taste buds at Savor Gettysburg Food Tours, and take in the spiritual surroundings of National Shrine of St. Elizabeth Ann Seton.

You can plan Gettysburg trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Washington DC to Gettysburg takes 2 hours. Alternatively, you can do a combination of train and taxi. Traveling from Washington DC in July, expect Gettysburg to be little chillier, temps between 34°C and 22°C. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Pittsburgh.

Things to do in Gettysburg

Historic Sites · Parks · Nature · Museums

Side Trips

Pittsburgh

— 4 nights

City of Bridges

Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
Get some cultural insight at Fallingwater and The Andy Warhol Museum. Phipps Conservatory and Botanical Gardens and Jumonville Glen will appeal to history buffs. There's lots more to do: take your sightseeing to a higher altitude at Mount Washington, get engrossed in the history at Senator John Heinz History Center, wander the streets of Strip District, and see the interesting displays at Bicycle Heaven.

For ratings, more things to do, maps, and more tourist information, go to the Pittsburgh tour website.

Getting from Gettysburg to Pittsburgh by car takes about 4 hours. Other options: fly; or take a bus. In July, daily temperatures in Pittsburgh can reach 32°C, while at night they dip to 21°C. Cap off your sightseeing on the 24th (Sat) early enough to travel back home.

Things to do in Pittsburgh

Museums · Historic Sites · Neighborhoods · Parks

Side Trip