14 days in United States Itinerary
Created using Inspirock United States trip itinerary builder
Start: New York City
1
New York City
— 3 nights
Drive
2
Hyannis
— 1 night
Drive
3
Hartford
— 1 night
Drive
4
Boston
— 3 nights
Drive
5
Portland
— 1 night
Drive
6
Lincoln
— 1 night
Drive
7
Clayton
— 2 nights
Drive
8
Ithaca
— 1 night
Drive
End: Newark
Wed, May 18 - Tue, May 31
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New York City — 3 nights
Big Apple
You'll discover tucked-away gems like Photography Tours and Speed Boats Tours. Visiting Duke Farms and Liberty State Park will get you outdoors. There's still lots to do: wander the streets of Dumbo, admire the natural beauty at Conservatory Garden, visit Chelsea, and don't miss a visit to Upper West Side.
For more things to do, maps, traveler tips, and more tourist information, read our New York City trip maker website.
If you are flying in from India, the closest major aiports are La Guardia Airport, Newark Liberty International Airport and John F Kennedy International Airport. In May, plan for daily highs up to 24°C, and evening lows to 15°C. Finish your sightseeing early on the 21st (Sat) so you can fly to Hyannis.
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For more things to do, maps, traveler tips, and more tourist information, read our New York City trip maker website.
If you are flying in from India, the closest major aiports are La Guardia Airport, Newark Liberty International Airport and John F Kennedy International Airport. In May, plan for daily highs up to 24°C, and evening lows to 15°C. Finish your sightseeing early on the 21st (Sat) so you can fly to Hyannis.
Side Trips
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Hyannis — 1 night
Capital of Cape Cod
Start off your visit on the 21st (Sat): walk around Veterans Memorial Park and then contemplate in the serene atmosphere at St. Francis Xavier Church.
To see other places to visit, ratings, where to stay, and more tourist information, you can read our Hyannis attractions planner.
You can fly from New York City to Hyannis in 3 hours. Other options are to drive; or do a combination of train and bus. Expect slightly colder evenings in Hyannis when traveling from New York City in May, with lows around 11°C. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Hartford.
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To see other places to visit, ratings, where to stay, and more tourist information, you can read our Hyannis attractions planner.
You can fly from New York City to Hyannis in 3 hours. Other options are to drive; or do a combination of train and bus. Expect slightly colder evenings in Hyannis when traveling from New York City in May, with lows around 11°C. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Hartford.
Highlights from your trip
Hartford — 1 night

On the 22nd (Sun), get a new perspective on nature at Dinosaur State Park, indulge your thirst for a good beer at Hog River Brewing Company, and then immerse yourself in nature at Satan's Kingdom State Recreation Area.
To find other places to visit, more things to do, ratings, and other tourist information, use the Hartford trip maker tool.
Getting from Hyannis to Hartford by car takes about 3 hours. Other options: take a bus; or do a combination of flight and bus. Traveling from Hyannis in May, you will find days in Hartford are a bit warmer (26°C), and nights are about the same (12°C). Finish your sightseeing early on the 23rd (Mon) to allow enough time to drive to Boston.
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To find other places to visit, more things to do, ratings, and other tourist information, use the Hartford trip maker tool.
Getting from Hyannis to Hartford by car takes about 3 hours. Other options: take a bus; or do a combination of flight and bus. Traveling from Hyannis in May, you will find days in Hartford are a bit warmer (26°C), and nights are about the same (12°C). Finish your sightseeing early on the 23rd (Mon) to allow enough time to drive to Boston.
Side Trips
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Boston — 3 nights

Beantown
Get in touch with nature at Charles River Bike Path and Eureka Charters. Explore hidden gems such as Ryan & Wood Distilleries and HarborWalk. Next up on the itinerary: trek along Deer Island Park, wander the streets of South End, admire the landmark architecture of Marriott's Custom House, and browse the fresh offerings at Boston Public Market.
To see ratings, reviews, traveler tips, and more tourist information, read our Boston tour itinerary maker app.
Traveling by car from Hartford to Boston takes 2 hours. Alternatively, you can drive; or take a bus; or take a train. Traveling from Hartford in May, expect nights in Boston to be about the same, around 11°C, while days are little chillier, around 22°C. Wrap up your sightseeing on the 26th (Thu) early enough to drive to Portland.
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To see ratings, reviews, traveler tips, and more tourist information, read our Boston tour itinerary maker app.
Traveling by car from Hartford to Boston takes 2 hours. Alternatively, you can drive; or take a bus; or take a train. Traveling from Hartford in May, expect nights in Boston to be about the same, around 11°C, while days are little chillier, around 22°C. Wrap up your sightseeing on the 26th (Thu) early enough to drive to Portland.
Side Trips
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Portland — 1 night

The Forest City
On the 26th (Thu), stop by Lisa-Marie's Made in Maine, trek along Gilsland Farm Audubon Center, and then learn about winemaking at Maine Mead Works.
For reviews, maps, other places to visit, and more tourist information, use the Portland trip itinerary maker app.
You can drive from Boston to Portland in 2 hours. Alternatively, you can drive; or take a bus; or take a train. Traveling from Boston in May, you can expect nighttime temperatures to be a bit cooler in Portland, with lows of 8°C. Wrap up your sightseeing on the 27th (Fri) to allow time to drive to Lincoln.
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For reviews, maps, other places to visit, and more tourist information, use the Portland trip itinerary maker app.
You can drive from Boston to Portland in 2 hours. Alternatively, you can drive; or take a bus; or take a train. Traveling from Boston in May, you can expect nighttime temperatures to be a bit cooler in Portland, with lows of 8°C. Wrap up your sightseeing on the 27th (Fri) to allow time to drive to Lincoln.
Side Trip
Highlights from your trip
Lincoln — 1 night
Kick off your visit on the 27th (Fri): take a peaceful walk through Franconia Notch, trek along Artist Bluff Trail, and then stroll through Echo Lake Beach.
To see reviews, photos, traveler tips, and tourist information, read our Lincoln trip itinerary planning tool.
Getting from Portland to Lincoln by car takes about 2.5 hours. Other options: take a bus. May in Lincoln sees daily highs of 22°C and lows of 7°C at night. Finish up your sightseeing early on the 28th (Sat) so you can go by car to Clayton.
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To see reviews, photos, traveler tips, and tourist information, read our Lincoln trip itinerary planning tool.
Getting from Portland to Lincoln by car takes about 2.5 hours. Other options: take a bus. May in Lincoln sees daily highs of 22°C and lows of 7°C at night. Finish up your sightseeing early on the 28th (Sat) so you can go by car to Clayton.
Side Trip
Highlights from your trip
Clayton — 2 nights

Kick off your visit on the 28th (Sat): immerse yourself in nature at Cedar Point State Park and then identify plant and animal life at Zenda Farms Preserve. Get ready for a full day of sightseeing on the next day: admire the majestic nature at Robert G. Wehle State Park and then do a tasting at Otter Creek WInery.
For traveler tips, more things to do, other places to visit, and other tourist information, use the Clayton road trip planning site.
Getting from Lincoln to Clayton by car takes about 6.5 hours. Other options: drive. In May, daily temperatures in Clayton can reach 23°C, while at night they dip to 8°C. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Ithaca.
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For traveler tips, more things to do, other places to visit, and other tourist information, use the Clayton road trip planning site.
Getting from Lincoln to Clayton by car takes about 6.5 hours. Other options: drive. In May, daily temperatures in Clayton can reach 23°C, while at night they dip to 8°C. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Ithaca.
Side Trips
Highlights from your trip
Ithaca — 1 night
Kick off your visit on the 30th (Mon): trek along Cascadilla Gorge Trail and then relax and rejuvenate at some of the best spas.
To see other places to visit and more tourist information, refer to the Ithaca trip itinerary site.
Explore your travel options from Clayton to Ithaca with the Route module. In May, daytime highs in Ithaca are 24°C, while nighttime lows are 9°C. You will leave for home on the 31st (Tue).
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To see other places to visit and more tourist information, refer to the Ithaca trip itinerary site.
Explore your travel options from Clayton to Ithaca with the Route module. In May, daytime highs in Ithaca are 24°C, while nighttime lows are 9°C. You will leave for home on the 31st (Tue).
Highlights from your trip
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United States travel guide
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.
Cape Cod travel guide
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.
White Mountains travel guide
The vast White Mountains cover not only a quarter of New Hampshire, but also a good portion of western Maine. A popular holiday destination for hiking and camping throughout the year, this mountain range includes some of the most rugged terrain in New England. Most of the area is public land, with a number of state parks and a sprawling national forest. The range includes 48 peaks over 1,200 m (4,000 ft) tall, popularly known as the "four-thousand footers." Mount Washington stands out among these, at 1,917 m (6,288 ft), as the highest peak in the northeastern section of the United States. To explore the mountains while on vacation, you can park at the national forest's trailheads, but be sure to purchase a parking permit at any of the area's visitor centers first.
Finger Lakes travel guide
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.