Self Drive Tour

Brushtrokes and Backroads

8 Days 7 Nights

From £1549.00 per person

United States

Boutique

Brushstrokes and Backroads: An Artful Escape Through New York State

Set off on a 7-night self-drive adventure through New York State, where art, history, and nature inspire at every turn. This itinerary guides you from Manhattan’s vibrant galleries to the sprawling sculptures of Storm King Art Centre and the countercultural legacy of Woodstock. Picture yourself meandering through bustling city streets, charming riverside villages, and scenic backroads, with opportunities to explore works by Hopper, Warhol, and Serra. Crafted for art lovers and explorers seeking flexibility, this journey offers curated suggestions for museums and attractions (pre-bookable at additional cost) alongside cosy stays and stunning drives.

Departure

New York

Departure Date

Various

Price From

£1549 per person

Price Includes
  • 7 Nights' Accommodation

  • Premium Rental Car

  • Local accommodation taxes

Price Excludes
  • Flights (please let us know if you would like flights including at the time of enquiry)

  • Meals (unless shown in inclusions)

  • Anything not shown as included

Tour Gallery
Itinerary
  • Day 1: New York - Arrival

    Begin your journey in the pulsating heart of New York City, checking into the Artezen Hotel, a stylish retreat tucked into the Financial District’s quiet elegance. After unpacking, let the city’s creative energy pull you towards SoHo’s cobbled streets or Tribeca’s chic galleries, where art spills from lofts and studios. For an inspiring start, consider a visit to the Whitney Museum of American Art, where bold American works shine against the skyline (pre-bookable). As evening falls, take a leisurely stroll along the High Line, an elevated park blending sculptures with city views under a sunset sky—a perfect introduction to your artistic escape.

  • Day 2: Manhattan’s Artistic Treasures

    Dive into Manhattan’s world-renowned art scene with a day of flexible exploration. A visit to The Metropolitan Museum of Art is highly recommended, offering a labyrinth of ancient sculptures and modern masterpieces (pre-bookable). Alternatively, spend an afternoon at MoMA, where Van Gogh’s Starry Night and Warhol’s pop art icons await alongside innovative photography (pre-bookable). For something edgier, the New Museum (reopens Autumn 2025) on the Lower East Side showcases provocative contemporary exhibits (pre-bookable). As twilight descends, wander Chelsea’s gallery district to discover emerging talent, then dine at a fashionable local eatery.

  • Day 3: Culture in Colour and Canvas

    Ease into your final city day with a tailored cultural experience. The Morgan Library and Museum, a stunning haven of rare manuscripts and Renaissance art, is a splendid choice for a morning visit (pre-bookable). Uptown, consider El Museo del Barrio or The Studio Museum in Harlem, where vibrant African-American and Latinx works tell powerful stories of identity (pre-bookable). For a spontaneous adventure, join a Bushwick street art tour to see murals transform urban walls into open-air galleries, or pop into DUMBO’s eclectic Brooklyn art spaces.

  • Day 4: Hudson River to Peekskill’s Creative Core

    Collect your hire car and leave Manhattan’s buzz for the serene Hudson River Valley, a scenic one-hour drive to Peekskill. En route, pause in Sleepy Hollow to explore Kykuit, The Rockefeller Estate, where elegant interiors adorned with paintings and ceramics meet terraced gardens featuring modernist sculptures by Calder and Picasso (pre-bookable). Continue to Peekskill, a riverside town pulsing with artistic energy, and consider visiting the Hudson Valley MOCA, where bold contemporary installations spark wonder in an industrial setting (pre-bookable). Settle into a charming riverside inn, where Peekskill’s quirky charm and cosy ambiance invite a restful evening under starlit skies.

  • Day 5: Cold Spring’s Charm and Cornwall’s Calm

    After breakfast, set out along the Hudson Valley. Your first stop is Cold Spring, a picture-perfect village just 20 minutes away, known for its riverside setting and antique-lined Main Street. If you’re in the mood for contemporary culture, head to Magazzino Italian Art, where minimalist galleries and a serene sculpture garden showcase post-war Italian visionaries (advance booking recommended). Back in the village, browse the Buster Levi Gallery, a collective where local painters, sculptors and ceramicists share their work, then pause for a relaxed lunch at one of Cold Spring’s cosy cafés.

    From here it’s just 15 minutes to Dia Beacon, one of the Hudson Valley’s most acclaimed art spaces. Housed in a converted Nabisco factory, the museum is as striking as the vast modern and contemporary installations it contains, featuring names like Richard Serra, Dan Flavin, and Louise Bourgeois. It’s a must-see for art lovers, and the scale of the works is unforgettable.

    Continue with a short 30-minute drive to Cornwall-on-Hudson, where you’ll check into a welcoming hotel for the night. If time allows, take a sunset stroll or catch a glimpse of the Storm King Art Center, a spectacular sculpture park you’ll explore properly tomorrow.

  • Day 6: Storm King’s Sculptures to Eldred’s Serenity

    Start your day with a suggested visit to Storm King Art Centre, where 500 acres of rolling hills cradle monumental sculptures that dance with the landscape (pre-bookable). Then, embark on a scenic 1.5-hour drive west toward Eldred, pausing in Washingtonville to explore Brotherhood Winery, America’s oldest winery, for a tasting of crisp vintages in historic cellars (pre-bookable). Linger over a light lunch before continuing through the Catskills’ winding backroads, where the Delaware River’s beauty unfolds. In Eldred, if energy permits, stretch your legs at Minisink Battleground Park, where quiet trails whisper Revolutionary War tales. Settle into your Eldred hotel for a restful evening.

  • Day 7: Woodstock’s Legacy and Nyack’s Artistic Soul

    Drive 40 minutes to the Bethel Woods Centre for the Arts, the iconic site of the 1969 Woodstock Festival. A visit to its museum, where the spirit of peace, love, and music thrives, is highly recommended, with a chance to stand where legends once performed (pre-bookable). Then, trace the Delaware and Hudson Rivers on a 1.5-hour drive to Nyack, the birthplace of Edward Hopper. Consider exploring the Edward Hopper House Museum and Study Center, where the artist’s early life unfolds amid charming exhibits (pre-bookable). Nyack’s relaxed vibe invites strolls through independent galleries and riverside cafés, perfect for a final evening of reflection. Toast your journey with a riverside dinner.

  • Day 8: Departure with Inspiration

    Savour a leisurely breakfast before the 45–90-minute drive to JFK or Newark airports, depending on traffic. Return your hire car and depart, your heart brimming with memories of New York’s artistic treasures, scenic roads, and creative spirit—perhaps humming a Woodstock-era tune as you go.

Hotels
  • New York

    Artezen Hotel – New York City

    Tucked away in the heart of the Financial District, the Artezen Hotel is a sleek and stylish base for your Manhattan stay. Blending contemporary design with boutique comfort, rooms come with plush bedding, Nespresso machines, and thoughtful extras like blackout curtains and yoga mats. Despite its central location, it offers a peaceful retreat from the city buzz – perfect after a day of art-hopping. The World Trade Center, Brooklyn Bridge and Fulton Street subway are all just steps away. A resort fee of $51 per night is payable locally and includes Wi-Fi, gym access, bottled water and in-room snacks.

  • Peekskill

    The Abbey Inn and Spa – Peekskill

    Perched on a hillside overlooking the Hudson River, The Abbey Inn and Spa is a converted 1902 convent turned elegant boutique hotel. It oozes character, with gothic-style windows, tranquil gardens, and original stonework, now paired with a luxurious spa and an excellent on-site restaurant. It’s just minutes from the galleries and riverfront of downtown Peekskill, but feels wonderfully secluded – ideal for unwinding with a glass of wine after exploring Hudson Valley MOCA.

  • Cornwall-on-Hudson

    Cromwell Manor Inn – Cornwall-on-Hudson

    Historic charm meets homely comfort at Cromwell Manor Inn, a beautifully preserved 19th-century mansion set in leafy grounds just minutes from Storm King Art Center. Each room is individually decorated, blending antique furnishings with modern touches, and breakfasts are homemade and hearty – perfect fuel for a day of outdoor sculpture-spotting. Whether you’re relaxing on the porch or curled up with a book in one of the cosy lounges, it’s a proper countryside retreat with plenty of character.

  • Eldred

    The Bradstan Boutique Hotel – Eldred

    Part of the Eldred Preserve estate, The Bradstan Boutique Hotel is a luxurious yet welcoming hideaway in the heart of the Catskills. Each suite is uniquely styled, many with fireplaces, balconies and woodland views. You’re only 20 minutes from the Woodstock site at Bethel Woods, but worlds away from the crowds – expect peaceful mornings, gourmet dining, and a crackling firepit under the stars. It’s ideal for those who want a dose of culture with a generous side of comfort.

  • Nyack

    Hotel Nyack, a JdV by Hyatt Hotel – Nyack

    A former warehouse turned urban-chic retreat, Hotel Nyack captures the creative spirit of the town it calls home. Industrial touches like exposed brick and steel beams sit alongside plush bedding, rainfall showers, and local artwork. The hotel has a lively bar, seasonal outdoor pool, and great proximity to downtown Nyack – including the Edward Hopper House Museum just up the road. A resort fee of $30 per night is payable locally and includes Wi-Fi, parking, access to the fitness centre, and seasonal amenities.

Highlights

  1. Immerse yourself in Manhattan’s art scene, from the masterpieces at The Met and MoMA to the cutting-edge galleries of Chelsea and Tribeca.
  2. Stroll the High Line at sunset, blending sculpture, city views, and urban gardens.
  3. Discover the Hudson River Valley’s creative gems, including Kykuit – The Rockefeller Estate – and Hudson Valley MOCA.
  4. Explore Cold Spring’s riverside charm and the modern Italian masterpieces of Magazzino Italian Art.
  5. Wander 500 acres of open-air sculpture at the world-renowned Storm King Art Centre.
  6. Sip your way through Brotherhood Winery, America’s oldest, nestled in historic Washingtonville.
  7. Step back in time at Bethel Woods, home of the legendary 1969 Woodstock Festival.
  8. Trace the life and works of Edward Hopper in his hometown of Nyack.
  9. Enjoy scenic drives through the Hudson Valley, Catskills, and Delaware River backroads.
  10. Stay in hand-picked boutique hotels and charming inns, perfectly placed for exploring.

This itinerary is fully flexible and can be customised to suit your individual needs. Simply send us your request, and we’ll be delighted to provide a personalised quote.

Rockland County

New York’s Creative Countryside

Just 30 miles north of Manhattan, Rockland County blends riverside charm, artistic heritage, and natural beauty in one irresistible package. Here, you can trace the quiet streets of Nyack, birthplace of Edward Hopper, where independent galleries and the Edward Hopper House Museum showcase both his work and contemporary talent. Stroll scenic Hudson River trails, browse antique shops, or linger in cosy cafés with views that inspired generations of artists. With easy access to the Storm King Art Centre and the dramatic landscapes of the Hudson Valley, Rockland offers a perfect mix of culture, creativity, and countryside calm—close enough for convenience, yet a world away in spirit.

We gratefully acknowledge the photographers and sources whose images help bring our content to life. All photos are used with permission or sourced from licensed providers. Please contact us if you believe any credit has been omitted or if you wish to request removal of an image.

Specific credits go to:

Brand USA

 

Leave a Comment:

Your email address will not be published. Required fields are marked *