19 days in United States Itinerary

19 days in United States Itinerary

Created using Inspirock United States holiday planner
Make it your trip
Fly
1
Philadelphia
— 2 nights
Train
2
New York City
— 2 nights
Fly
3
Edgartown
— 2 nights
Fly
4
Boston
— 2 nights
Fly
5
Bar Harbor
— 3 nights
Fly
6
Burlington
— 3 nights
Fly
7
Rochester
— 2 nights
Drive
8
State College
— 1 night
Drive

S M T W T F S
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Philadelphia — 2 nights

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.
Start off your visit on the 9th (Sun): get thoroughly spooked out with a ghost and vampire tour, see the interesting displays at Betsy Ross House, then explore the world behind art at Philadelphia Museum of Art, then get engrossed in the history at Eastern State Penitentiary, and finally pause for some photo ops at Joan of Arc Statue. On your second day here, get a sense of history and politics at Independence Hall, then steep yourself in history at Liberty Bell Center, then admire the masterpieces at Barnes Foundation, and finally browse the eclectic array of goods at Reading Terminal Market.

For maps, where to stay, reviews, and more tourist information, you can read our Philadelphia day trip site.

Pittsburgh to Philadelphia is an approximately 3-hour flight. You can also drive; or take a bus. In October, daily temperatures in Philadelphia can reach 69°F, while at night they dip to 53°F. Wrap up your sightseeing on the 11th (Tue) to allow time to take a train to New York City.
Museums · Shopping · Tours · Historic Sites

New York City — 2 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Kick off your visit on the 11th (Tue): go for a walk through Central Park and then make a trip to Times Square. Keep things going the next day: pause for some photo ops at Statue of Liberty National Monument, then snap pictures at Brooklyn Bridge, then make a trip to Rockefeller Center, and finally enjoy breathtaking views from Empire State Building.

To find traveler tips, where to stay, and tourist information, read New York City road trip planning tool.

Take a train from Philadelphia to New York City in 1.5 hours. Alternatively, you can drive; or take a bus. In October, plan for daily highs up to 70°F, and evening lows to 57°F. Wrap up your sightseeing on the 13th (Thu) early enough to fly to Edgartown.
Parks · Neighborhoods

Edgartown — 2 nights

Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 13th (Thu): tee off at Farm Neck Golf Club and then kick back and relax at Katama Beach/ South Beach. Get ready for a full day of sightseeing on the next day: take a stroll through Martha's Vineyard Camp meeting Association (MVCMA), then don't miss a visit to Flying Horses Carousel, then admire the landmark architecture of Trinity Park Tabernacle, and finally admire the natural beauty at Mytoi.

To see traveler tips, more things to do, photos, and other tourist information, refer to the Edgartown online visit planner.

Fly from New York City to Edgartown in 3 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Prepare for slightly colder weather when traveling from New York City in October: high temperatures in Edgartown hover around 65°F and lows are around 46°F. You will have some time to spend on the 15th (Sat) before leaving for Boston.
Outdoors · Historic Sites · Parks · Golf
Side Trip

Boston — 2 nights

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.
Kick off your visit on the 15th (Sat): take a tour by water with Boat Tours & Water Sports and then browse the different shops at Faneuil Hall Marketplace.

For photos, maps, and other tourist information, go to the Boston day trip app.

Fly from Edgartown to Boston in 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of ferry and bus. In October in Boston, expect temperatures between 64°F during the day and 50°F at night. Finish up your sightseeing early on the 17th (Mon) so you can catch the flight to Bar Harbor.
Museums · Parks · Tours · Shopping

Bar Harbor — 3 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for parks, wildlife, and trails. Your trip includes some of its best attractions: take your sightseeing to a higher altitude at Cadillac Mountain, stop by The Christmas Vacation Shop, get a new perspective on things with Boat Tours & Water Sports, and stroll through Shore Path.

For more things to do, traveler tips, ratings, and other tourist information, read our Bar Harbor tour planner.

Fly from Boston to Bar Harbor in 3 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler temperatures when traveling from Boston in October; daily highs in Bar Harbor reach 59°F and lows reach 42°F. Cap off your sightseeing on the 20th (Thu) early enough to catch the flight to Burlington.
Parks · Outdoors · Nature · Trails
Side Trip

Burlington — 3 nights

Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Venture out of the city with trips to Smugglers' Notch Distillery - Maple Products - Gift Shop - Local Products (in Jeffersonville) and Stowe (Stowe Recreation Path & Mount Mansfield State Forest). Next up on the itinerary: tour the pleasant surroundings at Burlington Bike Path, stroll around Waterfront Park, indulge your taste buds at Food & Drink, and don't miss a visit to Church Street Marketplace.

To find maps, reviews, where to stay, and more tourist information, you can read our Burlington travel route planner.

Traveling by flight from Bar Harbor to Burlington takes 6.5 hours. Alternatively, you can drive; or take a bus. In October, daytime highs in Burlington are 62°F, while nighttime lows are 44°F. Finish your sightseeing early on the 23rd (Sun) so you can fly to Rochester.
Parks · Outdoors · Trails · Museums
Side Trips

Rochester — 2 nights

Blending big-city culture with small-town charm, Rochester sits on the southern shore of Lake Ontario.
On the 24th (Mon), learn the secrets of beer at Crush Beer & Wine Tours. Get ready for a full day of sightseeing on the 25th (Tue): explore the different monuments and memorials at Mount Hope Cemetery and then see the interesting displays at George Eastman Museum.

For more things to do, other places to visit, where to stay, and more tourist information, go to the Rochester online trip itinerary maker.

Fly from Burlington to Rochester in 5.5 hours. Alternatively, you can drive; or do a combination of bus and train. In October, plan for daily highs up to 63°F, and evening lows to 45°F. Finish up your sightseeing early on the 26th (Wed) so you can travel to State College.
Wineries · Tours · Breweries & Distilleries · Historic Sites

State College — 1 night

State College is a home rule municipality in Centre County in the Commonwealth of Pennsylvania. Start off your visit on the 26th (Wed): gain insight at Penn State University and then take in nature's colorful creations at The Arboretum at Penn State. Get ready for a full day of sightseeing on the next day: get a dose of the wild on Penn's Cave & Wildlife Park, admire the masterpieces at Palmer Museum of Art, and then brush up on your knowledge of spirits at Big Spring Spirits.

To find where to stay, reviews, other places to visit, and more tourist information, use the State College trip builder tool.

Traveling by car from Rochester to State College takes 4 hours. In October, daytime highs in State College are 63°F, while nighttime lows are 45°F. Finish your sightseeing early on the 27th (Thu) so you can travel back home.
Museums · Parks · Wildlife · Tours
Side Trips

United States travel guide

4.5
Specialty Museums · Nightlife · Beaches
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

4.3
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.

Source

Finger Lakes travel guide

4.4
Wineries & Vineyards · State Parks · Specialty Museums
New York's Wine Country
Defined by wine and water, the Finger Lakes region includes 11 elongated bodies of water spread over 130 km (80 mi) of rolling countryside in the northern section of the state of New York. In addition to the picturesque waterways, the Finger Lakes' main vacation attraction is its more than 100 wineries: the area is a top wine region, often referred to as the East Coast's answer to California's Napa Valley. Tour the wineries and recreational areas dotting the slopes above the lakes, but don't forget to include a trip or two to the region's vibrant towns, known for their lively culinary and nightlife scenes.