A Short But Sweet East Coast Road Trip
Boston, Massachusetts – 2 days
Once you’ve checked in at The Bostonian Boston, it’s time to make the most of the next 48 hours.
Voted one of North America's best shopping cities, head to Back Bay for upscale shopping, boutiques and galleries. If there was a time to spoil yourself, it’s now. Back Bay is also home to Boston’s skywalk observatory, the best vantage point in the city where you can let your eyes do the walking for now.
Fancy a bite? It’s time to go to Mike and Patty’s. They’ll be serving delicious sandwiches with all kinds of fillings, including the mighty Breakfast Torta which contains fried eggs, cheddar cheese, pickled jalapenos, salsa and avocado served on a sesame torta roll. Now, that’s quite a sandwich.
Delve into what made Boston the city it is today by walking the Freedom Trail. This 2.5-mile track is a red brick path (not a yellow brick road unfortunately) that will take you on a historical tour through the 18th century and the American Revolution. You’re free to take your time and walk the trail at your own pace, but if it’s more your style you can join a tour and let the guide educate you on your way.
As daylight begins to fade, this city really comes alive. Revel in a night to remember at Royale. It’s Boston’s most popular multilevel mega-club which attracts visitors from all over the city. Go on, let your hair down.
New York City, New York – 3 days
The drive from Boston to New York is the shortest of your road trip at just 4 hours.
Staying in the heart of the all the action will make your 3-day stay so easy. The Premier Hotel New York is right on Times Square, so you’ll step out of the hotel and straight into all those flashing lights.
Let someone else do the driving and take in the sites via the hop-on, hop-off-bus. You’ll probably want to hop off at some of the major stops, like the Museum of Modern Art or Carnegie Hall, or you can simply kick back and take it all in.
A walk around the many attractions of Central Park will show you how New Yorkers like to escape the concrete jungle. There are lots of activities to get involved with, including a trip to the zoo, bike riding or even watching a film.
Make time for quick journey across the Hudson River and get a snap with of one of New York’s most famous landmarks, Lady Liberty. You can show this to all your friends later.
For a slow and relaxing evening, go to The Rockefeller Centre. You’ll be able to see where The Today Show is filmed, dine at some of the best restaurants in the city and take in spectacular views on the ‘top of the rock’.
Buffalo, New York – 2 days
From New York City you’ll go to Buffalo, this is a slightly longer journey time at 6 hours. Grab breakfast to go (bagels, obviously) and leave at 7am, you’ll arrive at Millennium Buffalo by the afternoon, ready to check in and pull up a seat at Twigs Lounge for some sporting action and tasty chicken wings.
After a hectic few days, Delaware Park’s 350 acres of meadow, forest and lake will make it the perfect place to breathe in the fresh air and decompress.
Architecture fans will rejoice at the sight of the Martin House Complex, located in the Parkside neighbourhood of Buffalo and designed by Frank Lloyd Wright. It’s a signature piece of work by Wright and has been brought back to life with a significant restoration project. Now a house museum, tours operate throughout the restoration.
For the adventurer within you, try a bit of rock climbing at Buffalo RiverWorks. Formerly a grain silo, the incredibly high concrete walls have been transformed into a space for climbing for beginners through to experts. If that’s not impressive enough, there’s also a roller derby track, four bars and a martial arts dojo.
Grab a simple dinner at one of Buffalo’s best – a chargrilled hotdog at Old Man River. Grilled over charcoal with views of the Niagara River, it’ll hit the spot before an early night. Have two if you’re really hungry, no one will know.
Chicago, Illinois – 3 days
The longest drive has been saved (sorry) until the final leg of your journey. With Buffalo to Chicago clocking in at 8 hours, you’ll need to be rested to leave Buffalo early. Start driving at 6am and with a few snack stops you’ll make it into the city by the evening, where the NiX Restaurant at Millennium Knickerbocker Hotel Chicago will be waiting for you.
Did you know the great American novelist Ernest Hemingway was born in Chicago? He was. Down on Oak Park, you can visit the home and birthplace of the man himself, where he lived with his grandparents in a 19th century Victorian-style home. Wander between the hallways and rooms where his earliest stories would have been imagined.
Millennium Park is in the heart of the city, populated by sculptures and flower displays beneath the silver skyscrapers. Let yourself indulge in a little bit of tourism and see Anish Kapoor’s Cloud Gate and Frank Gehry’s Pritzker Pavilion and Serpentine Bridge. Swing by the Crown Fountain and wander down one of the many garden trails. As the park borders the famous Magnificent Mile, you can exit onto Michigan Avenue and explore the boutique shops and galleries afterwards.
To see one of the most generous collections of art, visit the Chicago Art Institution. Covering everything from textiles, drawings, sculptures and paintings, you’ll find Monet, Renoir and Seurat all in one place. Spoiled for choice.
Chicago has made its mark on the world for its pizza pies. The crème de la crème of these creations can be found over at Pequod’s Pizza. Don’t turn your nose up at the brick and plasma TVs, find a space, settle in and gorge on pan pizza with its gloopy cheese and caramelized crust.
Famous for being the favoured stomping ground of Al Capone and the mob, cocktails at The Green Mill are the perfect way to end the day. Jazz and bebop spill over from the stage, the lighting is dim and the bourbon smoky. Be prepared to perch on a stool well into the early hours, as the musicians will be keen to entertain you all night long.
Well, you did it. You drove through some of the greatest cities of America, absorbed the culture, tasted the food and stayed the best of friends (we hope).