Curated Road TripsCurated Road Trips

    Day Itinerary

    9 Activities
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    Day 5

    232 mi0.5 mi

    Quaint Towns in the Hudson Valley

    Stop into storybook-worthy towns in the Hudson Valley and visit one of the oldest settlements in the United States. End your trip with a double-Michelin-star dinner in a gorgeous old stone barn.
    84 mi
    2 hrs


    After leaving your hotel, head towards Hudson, NY, one of the most adored towns in the Hudson Valley for its historical charm and modern-day artistic spirit. Often called the "Brooklyn" of the Hudson Valley, hipsters and creative folk flock to the region for its natural beauty and cultural offerings such as galleries, coffeehouses, and live music scene. Stroll through the town of Hudson at your own leisure, but make sure to hit Warren Street, the street famous for its beautifully preserved row houses and vibrant storefronts that stretch for a mile. The street also boasts an abundance of vintage and antique shops – stop in to get a little trinket to take home with you.
    0.7 mi
    5 min
    REV Coffee
    10:3010 min

    REV Coffee

    Open Details
    Grab a coffee at this well-loved shop as you stroll down Warren St. Grab a classic espresso drink and one of their delicious donuts or scones.
    Opening Hours: Monday – Sunday: 8:00 a.m. – 6:00 p.m.
    35.1 mi
    50 min


    Kingston is another town in the Hudson Valley known for its creative present and historic past. Here, you'll spend your time perusing coffee shops and record stores on the colourful and historic Main and North Front Streets. You’ll dine at a colonial home for lunch on Kingston's Main Street, known also for its cute cafes and shops.
    1.6 mi
    10 min
    Hoffman House
    12:451 hr

    Hoffman House

    Open Details
    Have lunch at Hoffman House, an old stone house dating back to 1679! This is one of the oldest buildings you can come across in North America. The building has lived many lives since its beginnings, but today it has been preserved for locals and travellers to enjoy and dine at. Step back in time for a bit and enjoy your delicious lunch before continuing your journey.
    Opening Hours: Tuesday – Thursday: 11:30 a.m. – 8:00 p.m. Friday – Saturday: 11:30 a.m. – 9:00 p.m. Sunday: 3:00 p.m. – 7:00 p.m. Monday: Closed
    0.2 mi
    5 min
    Rhino Records
    14:0015 min

    Rhino Records

    Open Details
    After lunch, head out onto the charming streets of Kingston and pop into a few shops that strike you. Rhino Records is one you can stop in to peruse a highly curated record collection and enjoy a little bit of the creative spirit Kingston has to offer.
    Opening Hours: Monday – Sunday: 12:00 p.m. – 6:00 p.m.
    0.3 mi
    5 min
    Rough Draft Bar & Books
    14:3030 min

    Rough Draft Bar & Books

    Open Details
    Rough Draft is a whole lot of things in one, and one of the best spots for locals and travellers to hang out in Kingston. Serving as a bookstore, bar, and coffee shop all in one, there's something for everyone to enjoy at this shop. Browse through the books or order a coffee – you'll enjoy the eclectic atmosphere and fuel up for the rest of your day.
    Opening Hours: Monday – Sunday: 8:00 a.m. – 8:00 p.m.
    14.6 mi
    25 min
    Historic Huguenot Street
    15:3045 min

    Historic Huguenot Street

    Open Details
    Head out of Kingston and drive a little under half an hour towards New Paltz, another gorgeous town of the Hudson Valley known for its beautiful architecture and incredible nature reserve nearby.
    New Paltz has some of the oldest buildings in all the United States; the town was founded by French Protestant refugees in 1678. Stroll through historic Huguenot Street to catch a glimpse and understanding of early America.
    What's so unique is that the houses are in the same places they were over 300 years ago; it's rare to find a village still intact this many years later. This makes the village one of the oldest continually inhabited settlements in the United States!
    63.7 mi
    1 hr 30 min
    Blue Hill At Stone Barns
    17:451 hr

    Blue Hill At Stone Barns

    Open Details
    It wouldn't be right to end this trip without an absolute high – your final dining experience of your trip will delight you and change the way you think and feel about food, forever. Located within a farm and in an old stone barn, farm-to-table cooking does not get more real than this.
    Clad with two Michelin stars and a green Michelin star for its sustainable aspects, you can trust that the detour and price are worth the hype. Even for those that have travelled near and far trying fine dining from all over the world, you’ll remember this dining experience for the rest of your days!
    Reservations can be made via Tock. New reservations are released one month at a time on the 15th of the month prior. If you are booking this trip, mark the reservation window in your calendar to reserve this highly sought-after spot.
    Book here Read about the farm
    Opening Hours: Sunday: 1:00 p.m. – 7:00 p.m. Thursday – Saturday: 5:00 p.m. – 7:00 p.m. Monday – Wednesday: Closed
    32.3 mi
    1 hr 10 min

    New York

    Welcome back to New York City! Your five-day trip took you through some of the most iconic and picturesque places accessible to the city. From hanging in mountain tops, to chasing waterfalls, to gaining a historical understanding of the regions you explored, there is so much from this trip that will stay alive in your memories!
    Day 4
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