19 days in United States Itinerary

19 days in United States Itinerary

Created using Inspirock United States trip planner
Make it your trip
1
Boston
— 1 night
Drive
2
Randolph Center
— 2 nights
Drive
3
Montpelier
— 1 night
Drive
4
Salem
— 4 nights
Drive
5
Eastham
— 1 night
Drive
6
Falmouth
Drive
7
Newport
— 1 night
Taxi to New Bedford, Fly to Nantucket
8
Nantucket
— 1 day
Fly
9
Mystic
— 2 nights
Drive
10
New Haven
Drive
11
Southold
— 2 nights
Drive
12
New York City
— 4 nights
Train

S M T W T F S
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Boston — 1 night

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.
Start off your visit on the 2nd (Sun): walk around Boston Common.

To find traveler tips, maps, and tourist information, go to the Boston visit planner.

If you are flying in from Germany, the closest major aiports are Logan International Airport, Manchester-Boston Regional Airport, Theodore Francis Green State Airport and Portsmouth International at Pease Airport. In October, plan for daily highs up to 20°C, and evening lows to 11°C. On the 3rd (Mon), you'll have the morning to explore before heading off to Randolph Center.
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Parks · Shopping
Find places to stay Oct 2 — 3:

Randolph Center — 2 nights

Start off your visit on the 3rd (Mon): admire the majestic nature at Allis State Park.

For reviews, photos, and tourist information, use the Randolph Center trip itinerary planner.

Traveling by car from Boston to Randolph Center takes 3 hours. Alternatively, you can drive. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Montpelier.
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Wildlife · Tours · Outdoors · Nature
Side Trips
Find places to stay Oct 3 — 5:

Montpelier — 1 night

Montpelier is the capital city of the U.S. state of Vermont and the seat of Washington County. Start off your visit on the 5th (Wed): relax in the rural setting at Morse Farm Maple Sugarworks, then get a sense of history and politics at Vermont State House, then stop by Cabot Farmers' Store, and finally gain some tasty knowledge on Smugglers' Notch Distillery Tasting Room.

To find photos, traveler tips, and other tourist information, read Montpelier trip itinerary builder app.

Montpelier is very close to Randolph Center. October in Montpelier sees daily highs of 17°C and lows of 3°C at night. Finish up your sightseeing early on the 6th (Thu) so you can go by car to Salem.
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Shopping · Breweries & Distilleries · Tours
Side Trip
Find places to stay Oct 5 — 6:

Salem — 4 nights

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Salem is known for nightlife, museums, and shopping. Your trip includes some of its best attractions: learn insider's secrets on Salem Food Tours, admire the striking features of Ropes Mansion and Garden, explore the world behind art at Peabody Essex Museum, and walk around Salem Witch Trials Memorial.

To find photos, reviews, where to stay, and tourist information, read our Salem day trip planning tool.

Traveling by car from Montpelier to Salem takes 3 hours. Expect a bit warmer temperatures when traveling from Montpelier in October; daily highs in Salem reach 20°C and lows reach 8°C. Finish your sightseeing early on the 10th (Mon) to allow enough time to drive to Eastham.
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Museums · Historic Sites · Tours · Parks
Find places to stay Oct 6 — 10:

Eastham — 1 night

Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Start off your visit on the 10th (Mon): explore the wealth of natural beauty at Cape Cod National Seashore.

To find traveler tips, other places to visit, and more tourist information, go to the Eastham journey website.

Drive from Salem to Eastham in 2.5 hours. Alternatively, you can do a combination of train and bus; or do a combination of train, bus, and ferry. In October, daytime highs in Eastham are 20°C, while nighttime lows are 11°C. Finish your sightseeing early on the 11th (Tue) so you can drive to Falmouth.
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Outdoors · Nature · Parks · Beaches
Side Trip
Find places to stay Oct 10 — 11:
Highlights from your trip

Falmouth

Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Kick off your visit on the 11th (Tue): admire the natural beauty at Highfield Hall & Gardens, visit a coastal fixture at Nobska Point Lighthouse, and then explore the landscape on two wheels at Shining Sea Bikeway.

For where to stay, ratings, maps, and more tourist information, use the Falmouth online holiday planner.

You can drive from Eastham to Falmouth in 1.5 hours. Another option is to take a bus. In October, daytime highs in Falmouth are 20°C, while nighttime lows are 9°C. Cap off your sightseeing on the 11th (Tue) early enough to go by car to Newport.
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Parks · Trails · Outdoors · Historic Sites
Find places to stay Oct 11 — 12:

Newport — 1 night

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Kick off your visit on the 11th (Tue): stop by Newport Scrimshanders.

For ratings, more things to do, traveler tips, and other tourist information, go to the Newport trip planning tool.

You can drive from Falmouth to Newport in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October, daily temperatures in Newport can reach 20°C, while at night they dip to 11°C. Finish your sightseeing early on the 12th (Wed) so you can travel to Nantucket.
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Shopping
Find places to stay Oct 11 — 12:
Highlights from your trip

Nantucket — 1 day

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 12th (Wed), examine the collection at Whaling Museum, visit a coastal fixture at Great Point Light, and then visit a coastal fixture at Sankaty Head Lighthouse.

To see where to stay, maps, traveler tips, and more tourist information, read Nantucket vacation builder.

You can do a combination of taxi and flight from Newport to Nantucket in 3.5 hours. Other options are to do a combination of car and ferry; or do a combination of taxi and ferry. In October in Nantucket, expect temperatures between 20°C during the day and 12°C at night. Finish your sightseeing early on the 12th (Wed) to allow enough time to fly to Mystic.
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Historic Sites · Museums
Find places to stay Oct 12 — 13:

Mystic — 2 nights

A historical leading seaport, Mystic has maintained a strong respect for the past.
On the 13th (Thu), see the sky in a new way at Mystic Seaport Museum, get up close and personal with brilliant marine life at Mystic Aquarium, and then try your luck at Foxwoods Resort Casino.

To find where to stay, ratings, maps, and other tourist information, you can read our Mystic travel app.

Traveling by flight from Nantucket to Mystic takes 2.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, bus, and train. In October, daytime highs in Mystic are 21°C, while nighttime lows are 10°C. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to New Haven.
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Childrens Museums · Shopping · Tours · Outdoors
Side Trip
Find places to stay Oct 12 — 14:

New Haven

New Haven, in the U.S. state of Connecticut, is the principal municipality in Greater New Haven, which had a total population of 862,477 in 2010. For reviews, photos, traveler tips, and tourist information, read New Haven online visit planner.

You can drive from Mystic to New Haven in an hour. Another option is to take a train. Expect a daytime high around 22°C in October, and nighttime lows around 10°C. On the 14th (Fri), you're off to Southold.
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Parks · Outdoors · Museums · Nature
Find places to stay Oct 14 — 15:

Southold — 2 nights

The Town of Southold is one of ten towns in Suffolk County, New York, United States. On the 14th (Fri), indulge your senses at Sannino Bella Vita Vineyard, awaken your taste buds at some of the top wineries in the area, and then experience rural life at The East End Mushroom Company. Keep things going the next day: get interesting insight from Tours, do a tasting at Sparkling Pointe Vineyards & Winery, then do a tasting at The Old Field Vineyards, and finally experience rural life at Southold Bay Oysters.

For maps, photos, traveler tips, and other tourist information, you can read our Southold trip maker app.

You can drive from New Haven to Southold in 2.5 hours. In October in Southold, expect temperatures between 20°C during the day and 13°C at night. On the 16th (Sun), you're off to New York City.
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Wineries · Tours · Outdoors
Side Trips
Find places to stay Oct 14 — 16:

New York City — 4 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.
New York City is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: take in the pleasant sights at Central Park, don't miss a visit to Statue of Liberty National Monument, browse the exhibits of The Metropolitan Museum of Art, and walk around The High Line.

For more things to do, other places to visit, ratings, and other tourist information, you can read our New York City online holiday planner.

Drive from Southold to New York City in 2 hours. When traveling from Southold in October, plan for a bit warmer days in New York City, with highs around 24°C, while nights are about the same with lows around 16°C. On the 20th (Thu), you'll have the morning to explore before heading back home.
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Find places to stay Oct 16 — 20:

United States travel guide

4.6
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.
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Vermont travel guide

4.5
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.
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Cape Cod travel guide

4.4
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.
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Long Island travel guide

4.4
Wineries & Vineyards · Beaches · Lighthouses
Stretching northeast from New York Harbor to the Atlantic Ocean, Long Island is the largest island in the continental U.S. It technically includes the New York City boroughs of Brooklyn and Queens, but generally refers to the suburban counties of Nassau and Suffolk exclusively. Known for its cookie-cutter suburban neighborhoods, the island is also home to a wealth of intriguing places to visit, including beaches, scenic countryside, wineries, and numerous historical sites. In the summer months, wealthy New Yorkers flock here to relax in their exclusive Hamptons properties.
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