16 days in United States Itinerary

16 days in United States Itinerary

Created using Inspirock United States itinerary planner

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Route & dates

16 days in United States Itinerary

Start: San Francisco
Fly:  11​h 15​min
1
Bar Harbor, Mount Desert Island
— 1 day
Drive:  3​h 30​min
2
Portland
— 1 night
Drive:  1​h 45​min
3
North Conway
— 1 night
Drive:  2​h 45​min
4
Stowe
— 1 night
Drive:  3​h 45​min
5
Salem
— 1 night
train:  30​min
6
Boston
— 1 night
Drive:  1​h 30​min
7
Newport
— 1 night
Drive:  2​h 45​min
8
Litchfield
— 1 night
Drive:  2​h 15​min
9
New York City
— 2 nights
Drive:  3​h
10
Cape May
— 1 night
Drive:  1​h 45​min
11
Philadelphia
— 1 night
train:  30​min
12
Wilmington
— 1 night
train:  45​min
13
Baltimore
— 1 night
Fly:  3​h 30​min
14
Pittsburgh
— 1 night
Fly:  7​h 30​min
End: San Francisco

1
day
Bar Harbor, Mount Desert Island

Bar Harbor
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 26th (Sat): explore the wealth of natural beauty at Acadia National Park.

To see photos, maps, and more tourist information, read Bar Harbor travel itinerary planner .

San Francisco to Bar Harbor is an approximately 11.5-hour flight. You can also do a combination of flight and car; or drive. Traveling from San Francisco to Bar Harbor, you'll lose 3 hours due to the time zone difference. In October, Bar Harbor is a bit cooler than San Francisco - with highs of 59°F and lows of 42°F. Wrap up your sightseeing on the 26th (Sat) early enough to drive to Portland.

Things to do in Bar Harbor

Outdoors Parks Tours

1
night
Portland

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
On the 27th (Sun), examine the collection at Portland Head Light, then explore the landscape on two wheels at Spring Point Shoreway, and then get interesting insight from Tours.

Quickly create a custom-made itinerary for Portland using our trip planner.

You can drive from Bar Harbor to Portland in 3.5 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In October, daily temperatures in Portland can reach 62°F, while at night they dip to 43°F. Wrap up your sightseeing on the 27th (Sun) to allow time to drive to North Conway.

Things to do in Portland

Wildlife Outdoors Tours

Side Trips

Spring Point Shoreway, Portland Head Light
Highlights from your plan
Fishing Charters & Tours
Portland Head Light ©
Portland Head Light

1
night
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Kick off your visit on the 28th (Mon): take in the awesome beauty at Rocky Gorge, then hike along Rocky Gorge, then take in the dramatic scenery at Glen Ellis Falls, and finally tour the pleasant surroundings at Black Cap Hiking Trail.

For more things to do, reviews, maps, and tourist information, you can read our North Conway trip itinerary maker tool .

You can drive from Portland to North Conway in 2 hours. Another option is to do a combination of bus and taxi. In October, daily temperatures in North Conway can reach 62°F, while at night they dip to 45°F. Finish up your sightseeing early on the 28th (Mon) so you can go by car to Stowe.

Things to do in North Conway

Nature Parks Outdoors

Side Trips

Glen Ellis Falls, Rocky Gorge, Rocky Gorge
Highlights from your plan
Glen Ellis Falls ©
Glen Ellis Falls
Black Cap Hiking Trail ©
Black Cap Hiking Trail

1
night
Stowe

Stowe ©
Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Start off your visit on the 29th (Tue): take a memorable drive along Smugglers Notch State Park, then tour the pleasant surroundings at Stowe Recreation Path, and then admire the sheer force of Moss Glen Falls.

To see more things to do, maps, where to stay, and tourist information, use the Stowe trip planner.

Traveling by car from North Conway to Stowe takes 3 hours. Alternatively, you can take a bus. Expect slightly colder evenings in Stowe when traveling from North Conway in October, with lows around 39°F. Finish your sightseeing early on the 29th (Tue) so you can drive to Salem.

Things to do in Stowe

Parks Outdoors Nature
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Smugglers Notch State Park ©
Smugglers Notch State Park
Moss Glen Falls ©
Moss Glen Falls

1
night
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Start off your visit on the 30th (Wed): examine the collection at Peabody Essex Museum, take an in-depth tour of The House of the Seven Gables, and then take a peaceful walk through Ipswich River Wildlife Sanctuary.

For more things to do, reviews, photos, and more tourist information, use the Salem trip planner .

You can drive from Stowe to Salem in 4 hours. Alternatively, you can take a bus; or do a combination of car and flight. Traveling from Stowe in October, you can expect nighttime temperatures to be somewhat warmer in Salem, with lows of 45°F. Finish up your sightseeing early on the 30th (Wed) so you can go by car to Boston.

Things to do in Salem

Museums Wildlife Outdoors

Side Trip

Ipswich River Wildlife Sanctuary
Highlights from your plan
Peabody Essex Museum ©
Peabody Essex Museum
The House of the Seven Gables ©
The House of the Seven Gables
Ipswich River Wildlife Sanctuary ©
Ipswich River Wildlife Sanctuary

1
night
Boston

Boston ©
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 31st (Thu): get engrossed in the history at John F. Kennedy Presidential Museum & Library, wander the streets of Newbury Street, and then admire the masterpieces at Museum of Fine Arts.

Plan a Boston trip in moments using our itinerary builder.

Boston is just a stone's throw from Salem. In October in Boston, expect temperatures between 64°F during the day and 50°F at night. Wrap up your sightseeing on the 31st (Thu) early enough to drive to Newport.

Things to do in Boston

Museums Neighborhoods Shopping
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Newbury Street ©
Newbury Street

1
night
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 1st (Fri): enjoy the sea views from Beavertail Lighthouse and Park, then appreciate the extensive heritage of Cliff Walk, then examine the collection at The Breakers, and finally get a taste of the local shopping with Thames Glass.

To plan Newport vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Boston to Newport takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. October in Newport sees daily highs of 64°F and lows of 50°F at night. Finish your sightseeing early on the 1st (Fri) to allow enough time to travel to Litchfield.

Things to do in Newport

Historic Sites Parks Museums

Side Trip

Beavertail Lighthouse and Park
Highlights from your plan
Beavertail Lighthouse and Park ©
Beavertail Lighthouse and Park
Thames Glass ©
Thames Glass
The Breakers ©
The Breakers

1
night
Litchfield

Litchfield ©
Litchfield is a town in and former county seat of Litchfield County, Connecticut, United States. Kick off your visit on the 2nd (Sat): look for all kinds of wild species at Mine Hill Preserve, then look for all kinds of wild species at Steep Rock Reservation, and then stop by Sharon Audubon Center.

To find ratings, where to stay, traveler tips, and more tourist information, read our Litchfield online travel route planner .

Drive from Newport to Litchfield in 2.5 hours. Traveling from Newport in November, you can expect nighttime temperatures to be a bit cooler in Litchfield, with lows of 33°F. Finish your sightseeing early on the 2nd (Sat) so you can travel to New York City.

Things to do in Litchfield

Wildlife Parks Shopping

Side Trips

Mine Hill Preserve, Sharon Audubon Center, Steep Rock Reservation
Highlights from your plan
Mine Hill Preserve ©
Mine Hill Preserve
Sharon Audubon Center ©
Sharon Audubon Center

2
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Start off your visit on the 3rd (Sun): admire the masterpieces at The Metropolitan Museum of Art, appreciate the extensive heritage of Tiles For America, and then browse the exhibits of 9/11 Memorial. On your second day here, make a trip to Times Square, then explore the world behind art at The Museum of Modern Art (MoMA), and then wander the streets of Fifth Avenue.

To find ratings, traveler tips, maps, and tourist information, you can read our New York City trip itinerary app .

You can drive from Litchfield to New York City in 2.5 hours. Traveling from Litchfield in November, things will get a bit warmer in New York City: highs are around 57°F and lows about 44°F. Wrap up your sightseeing on the 4th (Mon) early enough to drive to Cape May.

Things to do in New York City

Museums Shopping Neighborhoods
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
The Museum of Modern Art
The Museum of Modern Art

1
night
Cape May

Cape May ©
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.
Start off your visit on the 5th (Tue): identify plant and animal life at South Cape May Meadows, then identify plant and animal life at Cape May Bird Observatory, and then look for gifts at Blue Eden.

To see reviews, ratings, more things to do, and other tourist information, read our Cape May itinerary planner .

Drive from New York City to Cape May in 3 hours. Alternatively, you can take a bus; or do a combination of train, tram, and bus. Expect a daytime high around 56°F in November, and nighttime lows around 40°F. Wrap up your sightseeing on the 5th (Tue) early enough to drive to Philadelphia.

Things to do in Cape May

Wildlife Parks Shopping

Side Trips

Cape May Bird Observatory, Blue Eden
Highlights from your plan
Cape May Bird Observatory ©
Cape May Bird Observatory
South Cape May Meadows ©
South Cape May Meadows
Blue Eden ©
Blue Eden

1
night
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
On the 6th (Wed), ponder the world of politics at Independence Hall, identify plant and animal life at Palmyra Cove Nature Park, then explore the world behind art at Philadelphia Museum of Art, and finally get a taste of the local shopping with Rittenhouse Square.

For traveler tips, ratings, and tourist information, go to the Philadelphia online trip maker .

Traveling by car from Cape May to Philadelphia takes 2 hours. Alternatively, you can take a bus. In November, daily temperatures in Philadelphia can reach 57°F, while at night they dip to 40°F. Wrap up your sightseeing on the 6th (Wed) to allow time to take a train to Wilmington.

Things to do in Philadelphia

Wildlife Parks Museums

Side Trip

Palmyra Cove Nature Park
Highlights from your plan
Palmyra Cove Nature Park ©
Palmyra Cove Nature Park
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Independence Hall ©
Independence Hall

1
night
Wilmington

Wilmington ©
Wilmington is the largest city in the state of Delaware, United States, built on the site of Fort Christina, the first Swedish settlement in North America. On the 7th (Thu), look for all kinds of wild species at Coverdale Farm, admire the natural beauty at Longwood Gardens, and then get engrossed in the history at Winterthur Museum, Garden & Library.

For where to stay, more things to do, and other tourist information, refer to the Wilmington route builder website .

Wilmington is just a short distance from Philadelphia. Expect a daytime high around 56°F in November, and nighttime lows around 37°F. Wrap up your sightseeing on the 7th (Thu) early enough to take a train to Baltimore.

Things to do in Wilmington

Parks Classes Nightlife

Side Trips

Winterthur Museum, Garden & Library, Longwood Gardens, Coverdale Farm
Highlights from your plan
Longwood Gardens ©
Longwood Gardens
Winterthur Museum, Garden & Library ©

1
night
Baltimore

Baltimore ©
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.
On the 8th (Fri), look for all kinds of wild species at Loch Raven Reservoir, then take in the history at Fort McHenry National Monument, then sample the fine beverages at Sagamore Spirit Distillery, and finally view the masterpieces at Loring Cornish Gallery.

To see ratings, photos, reviews, and other tourist information, refer to the Baltimore journey planner .

You can take a train from Wilmington to Baltimore in an hour. Other options are to drive; or take a bus. Plan for somewhat warmer nights when traveling from Wilmington in November since evenings lows in Baltimore dip to 43°F. Cap off your sightseeing on the 8th (Fri) early enough to travel to Pittsburgh.

Things to do in Baltimore

Parks Historic Sites Nature

Side Trip

Loch Raven Reservoir
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Loch Raven Reservoir ©
Loch Raven Reservoir

1
night
Pittsburgh

Pittsburgh ©
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.
On the 9th (Sat), examine the collection at Bicycle Heaven, see the interesting displays at Bayernhof Museum, then gain insight at Beechwood Farms Nature Reserve, and finally identify plant and animal life at Hartwood Acres.

For other places to visit, where to stay, ratings, and more tourist information, read Pittsburgh route planner.

Traveling by flight from Baltimore to Pittsburgh takes 3.5 hours. Alternatively, you can do a combination of train and flight; or drive. Expect a bit cooler temperatures when traveling from Baltimore in November; daily highs in Pittsburgh reach 52°F and lows reach 35°F. Finish your sightseeing early on the 9th (Sat) so you can travel back home.

Things to do in Pittsburgh

Wildlife Parks Museums

Side Trips

Beechwood Farms Nature Reserve, Hartwood Acres, Bayernhof Museum
Highlights from your plan
Bicycle Heaven ©
Bicycle Heaven
Bayernhof Museum ©
Bayernhof Museum
Beechwood Farms Nature Reserve ©
Beechwood Farms Nature Reserve

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