Dutchess County's Hudson Valley

Dutchess County is in the heart of the Hudson Valley, which is famed for its magnificent scenery, historic mansions, cultural treasures and unique attractions

Embark on an unforgettable 7-night holiday, beginning with a delightful 4-night stay in Dutchess County, New York. Your journey will take you through picturesque towns such as Poughkeepsie, Rhinebeck, Staatsburg, Hyde Park, and Amenia, each offering unique charms and historical significance. Be sure to indulge in the award-winning wines at Millbrook Winery, and revel in the scenic beauty of Fishkill and Beacon. After exploring the hidden gems of Dutchess County, you'll be transferred by train to the bustling metropolis of New York City for 3 exciting days. Enjoy the thrill of floating in the sky with breathtaking 360-degree views at The Edge, a one-of-a-kind outdoor sky deck. This remarkable holiday promises a perfect blend of tranquillity, cultural exploration, and urban excitement, leaving you with cherished memories that will last a lifetime.

Itinerary

Day 1: Poughkeepsie
Upon arriving in the bustling city of New York, you can look forward to an exciting adventure. Start your journey by picking up your rental car and driving to the charming town of Poughkeepsie, where you will be spending the next four days. Poughkeepsie, once a thriving hub of industry along the Hudson River, is now undergoing a vibrant twenty-first-century revival. The city has repurposed its historic factory buildings, transforming them into trendy housing, eateries, and art galleries, adding a unique charm to the area. While in Poughkeepsie, don't miss the opportunity to explore Vassar College, a prominent institution in the town. Visitors can enjoy complimentary admission to the small but significant collection at the Frances Lehman Loeb Art Museum. Additionally, you can wander next door to marvel at the stunning Louis Comfort Tiffany windows at The Chapel, a truly captivating experience. When it comes to dining, Poughkeepsie doesn't disappoint with its vibrant food scene. Treat yourself to delicious meals at various establishments like Essie's Restaurant, Brasserie 292, and Mill House Brewing Company, offering an array of culinary delights to satisfy every palate. For your first night in Poughkeepsie, we highly recommend visiting Shadows on the Hudson. This waterfront restaurant promises a breath-taking dining experience with picturesque views. Indulge in mouth-watering cocktails and savour the beauty of the surroundings as you embark on an unforgettable evening. In Poughkeepsie, you'll find a perfect blend of history, art, and delectable dining options, making it an excellent destination for your four-day getaway. Enjoy your time exploring this vibrant city and all it has to offer.
Overnight: Haytt Place Poughkeepsie BB 

Day 2: Poughkeepsie- Rhinebeck – Staatsburg – Hyde Park
Today, before embarking on your journey north to Rhinebeck, make sure to take a leisurely stroll along the Walkway over the Hudson, offering unparalleled views of the Hudson River and beyond. This former vital railway crossing now holds the distinction of being the longest elevated pedestrian bridge in the world. After enjoying the scenic walk, continue on to Rhinebeck, a town recognized as one of 'Country Living Magazine's' Ten Most Charming Small Towns in America. In Rhinebeck, you'll find delightful sidewalk shops and unique boutiques to explore during the day. As the evening sets in, experience the al fresco seating at award-winning restaurants, treating yourself to a culinary adventure. Make a point to visit T’ Space, a cultural project that includes a 30-acre woodland reserve adorned with permanent art installations, providing a serene and artistic retreat. Aviation enthusiasts will delight in the weekend air shows at the Old Rhinebeck Aerodrome. Watch vintage aircraft take to the skies and explore the extensive museum collection, boasting planes dating back to 1903. For an extra thrilling experience, consider taking a bi-plane ride to marvel at the valley and mountain views from above. For lunch, head to the Tavern at the Beekman Arms, the oldest continuously operated inn in America, serving guests since 1766. Enjoy a meal steeped in history and charm. After lunch, begin your drive south towards Staatsburg and Hyde Park. First, visit the Staatsburg State Historic Site, an enchanting estate and one of the few remaining monuments to English country life. Next, explore the Home of Franklin D. Roosevelt National Historic Site, the FDR Presidential Library and Museum, and the Eleanor Roosevelt National Historic Site. Gain insights into the life of America's only 4-term President and his remarkable First Lady. To enhance your culinary journey, don't miss the opportunity to visit The Culinary Institute of America, renowned as the world's premier culinary college. Take an interactive Philosophy of Taste tour and make a reservation at any of the college's three award-winning, student-run restaurants. Among them, the American Bounty Restaurant stands as a favourite.
Rhinebeck and its surrounding areas promise an enriching experience filled with natural beauty, history, and culinary delights. Enjoy your time exploring these charming locales!
Overnight: Haytt Place Poughkeepsie BB 

Day 3: Poughkeepsie- Millbrook -Amenia
Today, set your course eastward towards Amenia, making a charming stop along the way in the village of Millbrook. This delightful village is a haven for antique shopping enthusiasts and is famous for hosting a popular literary festival each spring. While here, be sure to visit the renowned Millbrook Vineyards & Winery, considered one of New York State's top wineries. With over 30 years of wine-making experience on its 130-acre estate, the winery has garnered numerous awards for its exceptional wines. Take a guided tour to learn about their wine-making process and then indulge in tastings of their current varietals, including Chardonnay, Pinot Noir, Cabernet Franc, Tocai Friulano, and Riesling (Wine Tasting included). Continuing your journey, you'll reach Amenia, a name derived from the Latin word "amoena," meaning "pleasant to the eye." And indeed, Amenia lives up to its name with its bucolic and picturesque views. The town also offers easy access to the scenic Harlem Valley Rail Trail, perfect for leisurely walks or bike rides. While in the hamlet of Wassaic, don't miss the opportunity to visit the Wassaic Project. Housed within the renovated, seven-story Maxon Mills grain elevator, this unique project showcases contemporary art, adding a creative and artistic touch to your Amenia experience.
Overnight: Haytt Place Poughkeepsie BB 

Day 4: Poughkeepsie – Fishkill – Beacon 
Today's adventure takes you south to the charming towns of Fishkill and Beacon, each offering its unique blend of history, art, and culinary delights. Fishkill's historical significance shines through as it was once home to Alexander Hamilton and played a crucial role in the Revolutionary War. Discover the Town and Village of Fishkill's rich past by visiting the Van Wyck Homestead Museum, where you'll find local history exhibits and get a glimpse of the Revolutionary War Fishkill Supply Depot, with the museum being the last remaining part of the 100-acre historic site. Continue your journey to Beacon, a city that earned the title of ‘#1 Coolest Small Town in America’ according to Budget Travel. Stroll along the picturesque and walkable main street, where you'll find a plethora of delightful culinary options and immersive artistic experiences. A must-visit destination in Beacon is Dia Beacon, a remarkable collection of large-scale contemporary art, housed in a former Nabisco box printing factory near the scenic Hudson River. Just a short five-minute walk away is Long Dock Park, where you can engage in various waterfront activities such as renting a kayak or booking a boat cruise to Bannerman Castle Island, all while enjoying expansive views of the river. Indulge in the city's burgeoning craft beverage scene, savouring local brews, spirits, and more, or opt for an adventurous hike to the top of Mount Beacon, rewarding you with breathtaking views of the Hudson Valley. Fishkill and Beacon hold the promise of an enriching journey filled with historical significance, artistic wonder, and culinary delights that will leave you with lasting memories.
Overnight: Haytt Place Poughkeepsie BB 

Day 5: Poughkeepsie to New York 
Today, leave behind your rental car and embark on an exciting journey aboard the Amtrak train, which will swiftly transport you from Poughkeepsie's Station to New York's Penn Station, conveniently located near the new Moynihan Train Hall. Upon arrival, hop into a taxi to reach your hotel comfortably. Over the next three days in the bustling metropolis of New York City, you'll find an abundance of thrilling activities to fill your time. Begin by experiencing the magic of Broadway with a captivating show. Secure your tickets online well in advance, or for a bit of spontaneity, try your luck with day-of-show half-price tickets available at the TKTS booth in Times Square. Expand your horizons by visiting enriching museums, ranging from the grandeur of the Metropolitan Museum of Art and the Museum of Modern Art to the smaller yet captivating exhibitions at The Frick Collection and the Morgan Library and Museum. For breathtaking city views, head to the Empire State Building's open-air observatory, offering panoramic vistas of midtown Manhattan. Alternatively, ascend to the Top of the Rock at Rockefeller Centre for equally mesmerizing scenery. If you prefer a view of the harbour and the entire city, venture to the 100th floor of One World Observatory for stunning vistas that will surely leave you in awe. In New York City, the possibilities are endless, and you'll find yourself immersed in a whirlwind of entertainment, culture, and awe-inspiring sights throughout your stay. Enjoy the vibrant energy of the city that never sleeps as you create unforgettable memories in the heart of it all. 
Overnight: Westgate New York Grand Central Hotel, BB 
Good to know: Car Hire Station is located 4 minutes away from hotel 1.4 miles and then it’s a short Taxi Ride to Poughkeepsie Train Station. Only 4.4 miles, 7-8 minutes drive.

Day 6: New York 
Prepare yourself for an unforgettable day of sightseeing in the city that never sleeps - New York City. This vibrant metropolis offers an array of attractions to suit every taste, whether day or night. Among the must-visit places are the iconic Times Square, the serene oasis of Central Park with its City Zoo, the majestic St. Patrick's Cathedral, the world-renowned Metropolitan Museum of Art, and the famous Brooklyn Bridge. As night falls, the bridge's twin Gothic towers and robust steel cables create a captivating silhouette against the dark sky. Walking across the bridge, especially from the Brooklyn side, provides an exhilarating experience as you marvel at the stunning Manhattan skyline during your stroll. No trip to New York would be complete without visiting the Statue of Liberty, a symbol of freedom, proudly standing in New York Harbor, and ascending the Empire State Building for breathtaking views. For the artistically inclined, the city offers an abundance of established arts such as dance, theatre, and music, ensuring a splendid experience. Shopping enthusiasts will delight in the vast variety of shops available, catering to every desire and leaving you almost overwhelmed by the choices. And when it comes to food, you're in for a treat. The city offers a diverse selection of cuisines, available at all times, prepared in any style imaginable, satisfying any craving you might have during your sightseeing adventure. New York City promises an extraordinary experience filled with endless attractions, arts, shopping, and culinary delights. Get ready to be captivated by the energy and excitement that this remarkable city has to offer.
Overnight: Westgate New York Grand Central Hotel, BB 

Day 7: New York 
Make the most of another exciting day in ‘The City that Never Sleeps’. Today, you have a plethora of incredible activities to choose from. Consider starting your day with a leisurely bicycle tour through the picturesque Central Park, where you can immerse yourself in the park's beauty and serenity. Alternatively, embark on a boat tour of New York Harbor for an up-close encounter with the iconic ‘Lady Liberty’, a powerful symbol of freedom to the world. For an unforgettable and awe-inspiring experience, head to The Edge, the highest outdoor sky deck in the Western Hemisphere. This unique sky deck is suspended in mid-air, providing you with a sensation of floating in the sky. Enjoy the 360-degree views that are simply unparalleled and cannot be found anywhere else. Your tickets to The Edge are included, ensuring a memorable adventure. If you're a fan of entertainment and music, consider visiting the legendary Radio City Music Hall, famously home to the world-renowned Radio City Rockettes. Alternatively, explore the bustling Rockefeller Centre, a beloved destination in New York City, known for its vibrant atmosphere and diverse activities. And of course, no visit to New York City is complete without experiencing a Broadway show. For a spontaneous and budget-friendly option, check out the day-of-performance tickets available at the Times Square Booth, offering half-price tickets to select shows. The opportunities for enjoyment are limitless in this vibrant city. So go ahead and seize the day, indulging in the incredible experiences that await you in ‘The City that Never Sleeps’.
Overnight: Westgate New York Grand Central Hotel - BB 

Day 8: New York 
Make the most of your final moments in New York as you prepare to depart for your journey back home. Take your scheduled return transfer to the airport, reflecting on the incredible experiences and memories you've made in this vibrant city. Cherish the moments and carry the essence of ‘The City that Never Sleeps’ with you as you head back home. 

This Offer Includes: 

- 4 Nights @ Poughkeepsie NY, Hyatt Place Poughkeepsie or Similar - BB - Beds Online Dynamic Rates
- 3 Nights @ New York City, Westgate New York City Grand Central Grab’N’Go Breakfast – Contact USA
- 4 Nights Car Hire Picking up from NYC Airport and dropping off at Poughkeepsie NY. Economy  Car with Unlimited Mileage – Drop Fee Payable Locally @ $68 per car 
- Ticket Entrance – The Edge, the highest outdoor sky deck in the Western Hemisphere.
- Wine Tasting at Millbrook Vineyards, offering a guided 6 wine tasting. 
- Amtrak Ticket from Poughkeepsie, New York (POU) to NY Moynihan Train Hall at Penn Station, New York (NYP)
- Return Shuttle Transfers from NYC Hotel to Airport 
- Direct flights to NYC from London Heathrow