Stepping foot into the United States for the first time feels like walking into the set of a movie – that is to say, it can be exhilarating and exciting, yet overwhelming at the same time. And if you’re struggling to plan out your itinerary for your first time in the big nation of the US, fret not – we’ve crafted a 7-day itinerary for you, one that promises everything you can expect for a grand American adventure.
Why Autumn is the Best Time to Visit the US for First-Timers
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Picture this: Crisp chilly air, amber and crimson leaves everywhere, pumpkin-spice everything. The US is simply the most magical during the autumn season. There’s a nice blend of pleasant weather, stunning scenery, and festive spirit, so you know you’ll be getting a quintessential American experience when you’re vacationing there during autumn.
Mild weather and fewer crowds
The weather in the US during autumn lies at the sweet spot where the temperature isn’t too hot, nor too cold, making it ideal for outdoor sightseeing activities. Better yet, popular attractions that tend to be swarmed by tourists in the summer or spring seasons start to dissipate during the autumn months, offering a breathable, relaxed, and more comfortable experience. Better yet, you wouldn’t have to be stuck in long queues just to get on a 5-minute ride or have a taste of a bagel.
Gorgeous fall foliage in iconic city parks
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Perhaps the biggest reason to visit the US during the fall is its breathtaking foliage. Cities are ablaze in hues of gold, amber, and scarlet, especially their iconic city parks, including Central Park in New York City, Golden Gate Park in San Francisco, as well as Boston Common in Boston. It’ll be the perfect time to enjoy long strolls and cosy picnics at these landscapes and simply take in the gorgeous leaves that surround you.
Seasonal events like Halloween, Thanksgiving markets & more
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Autumn in the US is as festive as Christmas is, if not, even more so. As Halloween falls in October, you’ll find tons of cultural events going on such as haunted houses, trick-or-treating with young ones filling the streets in their best costumes, and plenty of glowing jack-o’-lanterns scattering buildings and houses.
When November rolls around, it’s time for Thanksgiving and that’s when you’ll find Thanksgiving markets aplenty, as well as harvest festivals taking over towns and cities. Wander along these markets and browse through handcrafted goods sold at artisanal booths and hearty eats like roasted turkey, sweet potato pies, and warm apple cider. Catch a Thanksgiving parade as well, if you get the chance!
7-Day US Itinerary for the Best Autumn Adventure
Day 1-2 – Explore the Best of New York City
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There’s no better way to begin your American journey than to visit New York City, a dazzling metropolis city that never sleeps. Also known as the Big Apple, New York City will have you in awe at almost everything, from its imposing skyscrapers, the singing sirens, wheezing yellow cabs, fresh bagels and sharp skylines.
Must-see landmarks: Central Park (fall foliage!), Times Square, Empire State Building
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New York City is a feast for your senses with the amount of energy and attractions it is brimming with, so here we’ve listed out a few must-see places to visit:
- Central Park: It is almost absurd not to drop by this urban park in the neighbourhood of Manhattan during autumn. Rent a bicycle, take a stroll or spread out a blanket for a fall picnic among the blazing parks, and simply soak up the fall atmosphere.
- Times Square: As the major centre of the world’s entertainment industry, this major neon-lit hub and pedestrian crossing always has something going on. It gets extremely crowded and busy during the day, so drop by in the evenings, when the crowds are less and the lights are just coming alive.
- Empire State Building: The 102-story Art Deco-style skyscraper has an observatory at its 86th floor where you can witness the most stunning view of the city cloaked in fall colours below. Evenings will give you the best view, as it is when the sun starts to dip below the skyline, casting a golden glow over the already vibrant city.
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Seasonal activities in the US are never-ending, there’s always something, especially during the fall season. Some favourites would be having a fall picnic in Central Park. Gather your pumpkin-spiced pastries, mulled cider, cinnamon lattes, and your friends, grab a spot by the Great Lawn, and enjoy the activities of the locals and musicians around you.
For something a little more swanky, spend an unforgettable evening at the city’s many chic rooftop bars and savour some seasonal cocktails infused with fall flavours like cinnamon, maple or apple.
Shopping and dining in SoHo or 5th Ave
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A vacation in New York City calls for some retail therapy, and the best neighbourhoods to head to are no doubt, SoHo and 5th Avenue. The artsy neighbourhood of SoHo is perfect for boutique browsing and thrift shopping. There are also plenty of cute cafes along the streets, which you can pop in for a quick bite or a cuppa and rest your feet.
5th Avenue is another famous neighbourhood that oozes more luxury than the former. You’ll find huge glitzy department stores housing international luxury brands, such as the iconic Saks, where you’re sure to find that perfect fall coat or boots.
Day 3 – Take a Day Trip to Philadelphia
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After spending your first two days in New York City, you may want to explore a different state for a change of scenery or pace. Philadelphia is only two hours away from New York City and makes for the perfect day trip. Affectionately known as ‘Philly’, this city pulses with history and creative energy with colonial architecture, artsy boutiques, and a thriving food scene. Of course, it glows with the colour of autumn as well with plenty of beautiful fall scenery to enjoy.
Travel tips: Getting from NYC to Philly by train
While there are various ways to get to Philly from NYC, using the train is a convenient and travel-friendly option. There are two main options you can choose from if you’re planning to take the train:
- Amtrak train: Head to Penn Station located in Midtown Manhattan and take the Amtrak train. There’s no need to worry too much about the timings as the train departs frequently throughout the day, typically every 30 to 60 minutes. The journey takes about an hour and a half, and you’ll arrive at 30th Street Station near downtown Philadelphia. Tickets cost about $30 to $60, but the fares are usually cheaper if purchased in advance.
- NJ Transit train: This one is a budget option which requires a transfer, and hence, takes longer to arrive at Philadelphia. At Penn Station, hop on the NJ Transit to Trenton, then transfer to SEPTA Regional Rail, which will bring you to 30th Street Station in Philadelphia. While the journey takes a little over 2 hours, ticket fare for this route costs only about $20 to $30.
For a more convenient option, you can consider booking KKday’s one-day chartered car tour to Philadelphia!
Things to do in Philly: Liberty Bell, Independence Hall, Philly cheesesteak
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You’ll have a day easily packed in Philadelphia. Here are several popular attractions you’ll want to check out while you’re here:
Liberty Bell and Independence Hall: As the birthplace of American democracy, the city’s historical attractions are a must-visit. Snap a photo with the cracked Liberty Bell, then head inside Independence Hall, where the Declaration of Independence and U.S. Constitution were debated and signed.
Philadelphia Museum of Art: This cultural landmark is one of the largest art museums in the US and boasts a stately neoclassical façade that’s as beautiful as the artworks it holds inside. Run up the iconic “Rocky Steps”, then step inside to admire the world-class collection of art, including European masterpieces by legendary artists like Van Gogh and Monet, as well as contemporary pieces from modern artists.
Feast on some authentic Philly Cheesesteak: No visit is complete without this greasy, glorious local specialty of Philadelphia. Some locally approved eateries to head to that make a mean cheesesteak are Pat’s King of Steaks, Dalessandro’s and Jim’s South Street.
Fall walk around Rittenhouse Square or the Schuylkill River Trail
Via Rittenhouse Row
To immerse yourself in the heart of the fall foliage, take a walk by Rittenhouse Square, which is known as the city’s most picturesque park. Here, the sentries of trees shower you with warm-hued leaves as you sit by a bench to read or people-watch.
Another nature spot to head to is the Schuylkill River Trail. This scenic urban trail gives you a remarkable view of the water and the city’s skyline, as well as a serene fall foliage.
Day 4-5 – Discover History & Culture in Washington, D.C.
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Washington D.C. calls for a visit, especially since it is the nation’s capital, and since you’ll be in Philadelphia, D.C. is perfect as the next stop as it is only an easy journey south. The city offers a unique window to the country’s classic architecture, and in the autumn, these structures look all the more majestic when framed by nature’s fiery foliage.
Travel tips: Amtrak or short flight from Philly/NYC
From Philadelphia, there are two transportation options you can choose from to head to Washington, D.C.:
- By train: From 30th Street Station, take the Amtrak train that’s bound for Union Station in the heart of Washington, D.C. The journey takes about 2 hours with trains departing as frequently as every half hour to an hour. This route is also possible starting straight from NYC, if you plan to skip Philadelphia.
- By flight: Though pricer, taking a short domestic flight is the most convenient and quickest option. In just a little over an hour, you’ll be able to arrive at Washington D.C. from Philadelphia and get started on exploring right away.
Key attractions: The National Mall, Lincoln Memorial, Capitol Building
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For a city so packed with important historical monuments and landmarks, you’ll be able to cram in a couple in a day or two.
The National Mall is the first spot you should head to, and before you ask, no, it isn’t a shopping mall. Known as “America’s Front Yard”, this vast open-air promenade expanse is home to many of the country’s most significant monuments and treasured museums.
Amongst them are the Lincoln Memorial where the statue of Abraham Lincoln sits overlooking the Reflecting Pool, and the Capitol Building with its iconic dome and gorgeously-manicured lawn.
Autumn sights: Fall trees around the Reflecting Pool & Tidal Basin
Via Washington DC
For some fall sights, head to the Reflecting Pool that flaunts a line of elm and maple trees with their reflection glowing in the long mirror of the lake. The entire scene looks and feels cinematic, and you’ll be in awe of how the beauty of the nearby marble monuments seems to deepen amidst the fall foliage.
Another enchanting destination to visit for the most ethereal autumn scenery is the Tidal Basin. A stroll around the basin will feel extremely therapeutic especially when you’re taking in the vivid colours of autumn and how stunningly they contrast against the whites of historical memorials.
Day 6-7 – End Your Trip in Charming Boston
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Make the most out of your last few days at charming Boston, a city bursting with academic energy and famed for its cobblestone streets and picturesque beauty. And if you’re hoping for a very scenic end to your autumn visit in the United States, Boston is definitely the right place as a finale.
Travel tips: Short flight or train from Washington, D.C.
Similar to the transportation options between the other states, you’ll be able to reach Boston from Washington, D.C. by train, that is, by taking the Amtrak service or the high-speed Acela Express from Union Station to Boston’s South Station. The entire journey is a rather long one, which takes about 7 hours.
Alternatively, opting to travel by air on a flight would be the fastest way to travel. You’ll arrive at the Boston Logan International Airport in just an hour and a half, leaving you to enjoy the rest of the day frolicking about the city of Boston.
What to see: Harvard, Freedom Trail, Boston Common
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For the best time in Boston, add these places to your itinerary:
Harvard University: Visiting an educational institution during your vacation hardly sounds fun, but Harvard University isn’t just any institution. The oldest university in the United States is especially magical in the fall where ivy-covered buildings and fall leaves at the Harvard Yard make for the perfect New England photo op.
Freedom Trail: Walk through the heart of American history on this 2.5-mile trail linking 16 Revolutionary-era sites, including Faneuil Hall, Paul Revere’s House, and the Old North Church.
Boston Common: The oldest public park in the United States is beautiful in any season, but in autumn, it’s a fiery sea of color. Find leaf-draped statues and historic monuments that scatter the park and simply enjoy your time there underneath a golden canopy of trees.
Fall highlights: Boston Public Garden in full foliage, historic Beacon Hill
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Once you’re done marveling at the beauty of Boston Common, head over to the neighbouring Public Garden that stuns with its swan boats docked for the season and maples in full display.
Wander the historic streets of Beacon Hill, one of Boston’s most picturesque neighborhoods. Its winding streets and pathways are lined with Federal-style brownstones, wrought-iron balconies, and old gas lamps that flicker gently, and in the fall, fallen leaves scatter the sidewalks, making the elegant neighbourhood all the more beautiful.
Bonus Travel Tips for Autumn in the US
Travelling in the US during the autumn months will definitely be a memorable one, what with all the magical scenery and pleasant weather you’ll be getting. Still, it helps to be prepared for your trip.
What to pack for fall weather
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Here are some essentials you’ll want to make sure you have in your luggage before heading to the United States during the fall:
- Thick and layered clothing: Temperatures can swing from chilly mornings to warmer afternoons, so it is advisable to pack lightweight sweaters, long-sleeve shirts, and warm outerwear.
- Comfortable Walking Shoes: You’ll be exploring city streets, parks, and trails, often covered in leaves. For safety purposes and for the comfort of your feet, bring along a pair of comfortable walking shoes that have a good grip.
- Accessories: Make sure you pack some extra accessories that’ll help to keep you warm such as scarves, gloves, hats, and thick stockings.
Best ways to travel between cities: train vs flight
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Trains are great for short-to-mid range trips, especially from New York City to Philadelphia, or Washington D.C. to Boston. These trains are spacious and comfortable to travel in, and you’ll be rewarded with a scenic view throughout the journey. There’s also no airport hassle to deal with and most times, it makes for a more affordable option.
Flights are ideal for longer hops or saving time between major cities, especially since they get you to your destination fast. More often than not, tickets can be rather affordable when booked early, but the downside is that there will be a lot of waiting and airport security to go through.
How to stay connected (eSIMs, local SIMs)
To stay connected during your trip, get yourself an eSIM that lets you download a U.S. data plan before you even land, or a local SIM which you’ll have to swap and install into your phone.
You can consider purchasing KKday’s eSIM that works for over 39 countries, including the United States!
Autumn-specific travel safety and daylight hours
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For those coming from a tropical country, here are several things to know about the season:
- Days are shorter: Expect sunset as early as 5pm. As it gets dark fast, plan your outdoor sightseeing for mornings and early afternoons.
- Leaf-strewn walkways: Fallen leaves can be slippery when wet, so do watch your step, especially in parks and historic districts, and make sure that you’re wearing shoes with a good grip.
- Check local event schedules: Fall events such as Halloween parades or Thanksgiving markets are wonderful but can affect traffic and opening hours of establishment so plan ahead to avoid disappointment.
Estimated Budget for a 7-Day US Itinerary During Autumn
Having a fall adventure for 7 days in the United States may come with a hefty price tag, but the experiences you’ll get from the trip will make every dollar spent well worth it. If you want to soften the blow on finding out the estimated budget you’ll need for the trip, here’s a breakdown for you:
Flight costs from Singapore to the US East Coast
From Singapore, round-trip flights to major cities in the US like New York, Boston, or Washington D.C. would cost between the range of SGD 1,200 to 1,800, if booked a couple of months in advance. This is calculated based on the prices from the economy class tickets of various airlines such as Singapore Airlines, Qatar, ANA, Emirates, or Japan Airlines.
The great thing about purchasing tickets for the autumn months is that the flight prices are typically much cheaper as compared to the peak December travel month.
Accommodation estimates
Depending on the city and level of comfort, and assuming you’ll be staying in the central areas for convenience, six nights will probably cost you anything from SGD 1,800 to 2,500. This estimate is taking into account stays at either hotels or well-rated Airbnbs.
KKDay United States tour packages
If you’re looking for more tour packages and essentials that’ll make your United States adventures memorable, check out these offers from KKDay:
- Go City | New York Explorer Pass (Optional 90+ attractions, Includes Empire State Building, Top of the Rock, Edge, etc)
- LEGOLAND New York Ticket with Transfer Service
- 2D1N Niagara Falls Tour from New York /New Jersey: Maid of the Mist & Niagara Falls Night Tour
- Boston Day Tour from New York: Harvard, Quincy Market, & Copley Square
- Philadelphia 1-Day Tour from New York: Liberty Bell & Amish Village
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