41 days in United States Itinerary

41 days in United States Itinerary

Created using Inspirock United States holiday planner

Make it your trip
Fly
1
Philadelphia
— 2 nights
Train
2
Baltimore
— 15 nights
Drive
3
Gettysburg
— 5 nights
Drive
4
Washington DC
— 2 nights
+2
Drive to Ronald Reagan Washington National Airport, Fly to Bradley International Airport, Drive to Amherst
5
Amherst
— 2 nights
Drive
6
Edgartown
— 4 nights
Drive
7
Oak Bluffs
— 4 nights
Drive
8
West Tisbury
Drive
9
Menemsha
— 1 night
Drive
10
Aquinnah
— 2 nights
Drive
11
Chilmark
— 2 nights
Drive

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Philadelphia

— 2 nights

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Your day by day itinerary now includes Betsy Ross House as well as Edgar Allan Poe National Historic Site. Kick off your visit on the 4th (Fri): see the interesting displays at Betsy Ross House, contemplate the long history of Liberty Bell Center, then ponder the world of politics at Independence Hall, and finally steep yourself in history at Edgar Allan Poe National Historic Site. Get ready for a full day of sightseeing on the 5th (Sat): get engrossed in the history at Eastern State Penitentiary and then pause for some photo ops at Rocky Statue.

To see more things to do, other places to visit, traveler tips, and more tourist information, read Philadelphia trip itinerary builder website.

Chicago to Philadelphia is an approximately 3.5-hour flight. You can also drive; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Expect a daytime high around 80°F in September, and nighttime lows around 63°F. Wrap up your sightseeing by early afternoon on the 6th (Sun) to allow enough time to take a train to Baltimore.

Things to do in Philadelphia

Historic Sites · Museums

Baltimore

— 15 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.
Your day by day itinerary now includes Edgar Allan Poe House and Museum. Explore the numerous day-trip ideas around Baltimore: Washington DC (Lincoln Memorial, National World War II Memorial, &more), Longwood Gardens (in Kennett Square) and Fairmount Water Works Interpretive Education Center (in Philadelphia). Spend the 15th (Tue) exploring nature at Fort McHenry National Monument and Historic Shrine. There's still lots to do: stroll the grounds of Arlington National Cemetery and see the interesting displays at National Cryptologic Museum.

To find maps, traveler tips, photos, and tourist information, use the Baltimore holiday builder.

Getting from Philadelphia to Baltimore by train takes about 2 hours. Other options: drive; or take a bus. September in Baltimore sees daily highs of 81°F and lows of 66°F at night. You will leave for Gettysburg on the 21st (Mon).

Things to do in Baltimore

Parks · Historic Sites · Museums · Nature

Side Trips

Gettysburg

— 5 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.
Take a break from Gettysburg with a short trip to John Brown's Fort in Harpers Ferry, about 1 hour away. There's still lots to do: stroll around Gettysburg National Military Park, appreciate the extensive heritage of Shriver House Museum, explore the striking landscape at Devils Den, and make a trip to Virginia Memorial.

For reviews, photos, other places to visit, and tourist information, use the Gettysburg day trip planner.

Drive from Baltimore to Gettysburg in 1.5 hours. Alternatively, you can do a combination of subway and taxi; or take a bus. Traveling from Baltimore in September, you can expect nighttime temperatures to be a bit cooler in Gettysburg, with lows of 57°F. Cap off your sightseeing on the 26th (Sat) early enough to go by car to Washington DC.

Things to do in Gettysburg

Historic Sites · Museums · Parks · Nature

Side Trip

Washington DC

— 2 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.
You've now added Ford's Theatre to your itinerary.

To find where to stay, more things to do, other places to visit, and tourist information, go to the Washington DC vacation site.

You can drive from Gettysburg to Washington DC in 2 hours. Alternatively, you can do a combination of taxi and train. Plan for a bit warmer nights when traveling from Gettysburg in September since evenings lows in Washington DC dip to 65°F. Wrap up your sightseeing by early afternoon on the 28th (Mon) to allow enough time to travel to Amherst.

Things to do in Washington DC

Museums · Nightlife · Historic Sites
Highlights from your trip

Amherst

— 2 nights
Amherst is a town in Hampshire County, Massachusetts, United States, in the Connecticut River valley. Keep things going the next day: admire the masterpieces at Norman Rockwell Museum.

To see more things to do, reviews, traveler tips, and other tourist information, refer to the Amherst online driving holiday planner.

The Route module can help you plan travel from Washington DC to Amherst. Expect little chillier temperatures when traveling from Washington DC in September; daily highs in Amherst reach 77°F and lows reach 51°F. Cap off your sightseeing on the 30th (Wed) early enough to travel to Edgartown.

Things to do in Amherst

Museums · Historic Sites

Side Trip

Edgartown

— 4 nights
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Edgartown is known for historic sites, beaches, and nature. Your plan includes some of its best attractions: admire the natural beauty at Mytoi, browse the collection at Edgartown Public Library, identify plant and animal life at Cape Poge Wildlife Refuge, and experience rural life at Morning Glory Farm.

Start your trip to Edgartown by creating a personalized itinerary on Inspirock.

Drive from Amherst to Edgartown in 4 hours. In October, plan for daily highs up to 65°F, and evening lows to 46°F. Wrap up your sightseeing on the 5th (Mon) to allow time to drive to Oak Bluffs.

Things to do in Edgartown

Parks · Wildlife · Beaches · Outdoors

Side Trip

Oak Bluffs

— 4 nights
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Your day by day itinerary now includes Pirate Adventures: Martha's Vineyard. Get out of town with these interesting Oak Bluffs side-trips: Woods Hole (Woods Hole Oceanographic Institution, Nobska Point Lighthouse, &more). Next up on the itinerary: admire the striking features of Trinity Park Tabernacle, walk around Ocean Park, visit a coastal fixture at East Chop Lighthouse, and relax in the rural setting at Island Alpaca Company of Martha's Vineyard.

For reviews, ratings, more things to do, and tourist information, read our Oak Bluffs trip app.

Oak Bluffs is just a stone's throw from Edgartown. In October, daily temperatures in Oak Bluffs can reach 65°F, while at night they dip to 46°F. Wrap up your sightseeing by early afternoon on the 9th (Fri) to allow enough time to drive to West Tisbury.

Things to do in Oak Bluffs

Historic Sites · Parks · Museums · Neighborhoods

Side Trip

West Tisbury

West Tisbury is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. On the 9th (Fri), take in nature's colorful creations at Polly Hill Arboretum.

For ratings, photos, other places to visit, and tourist information, you can read our West Tisbury online itinerary planner.

West Tisbury is just a stone's throw from Oak Bluffs. In October in West Tisbury, expect temperatures between 65°F during the day and 46°F at night. Finish your sightseeing early on the 9th (Fri) to allow enough time to travel to Menemsha.

Things to do in West Tisbury

Parks
Highlights from your trip

Menemsha

— 1 night
Menemsha is a small fishing village located in the town of Chilmark on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Take the guesswork out of planning a Menemsha vacation by using our trip itinerary maker.

Menemsha is very close to West Tisbury. October in Menemsha sees daily highs of 65°F and lows of 46°F at night. Wrap up your sightseeing on the 10th (Sat) early enough to travel to Aquinnah.

Things to do in Menemsha

Parks · Beaches · Historic Sites · Outdoors

Aquinnah

— 2 nights
Aquinnah is a town located on the island of Martha's Vineyard in Massachusetts. On the 11th (Sun), you'll have a packed day of sightseeing: enjoy the sea views from Gay Head Lighthouse.

Take the guesswork out of planning a Aquinnah vacation by using our trip itinerary maker.

Aquinnah is just a short distance from Menemsha. In October in Aquinnah, expect temperatures between 65°F during the day and 46°F at night. Finish up your sightseeing early on the 12th (Mon) so you can travel to Chilmark.

Things to do in Aquinnah

Historic Sites · Parks · Nature

Chilmark

— 2 nights
Chilmark is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. For other places to visit, photos, maps, and more tourist information, use the Chilmark trip builder site.

Chilmark is just a stone's throw from Aquinnah. In October, plan for daily highs up to 65°F, and evening lows to 46°F. On the 14th (Wed), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Chilmark

Beaches · Wildlife · Parks · Outdoors

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Martha's Vineyard travel guide

4.4
Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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