Things To Do In The Hudson Valley: Top 50 Most Unique Spots | Stanton House Inn
The view from the top of Bear Mountain, one of the best things to do Hudson Valley

Things to Do in the Hudson Valley: Top 50 Most Unique Spots

Shops along the Main Street of Cold Spring, New York

Just north of New York City lies the Hudson Valley, a treasure chest of history, art, and adventure. This region spans 10 counties, each brimming with charming towns. Here, colonial architecture, Victorian homes, and historic landmarks paint a rich heritage. Majestic mountains, serene Upstate NY lakes, and the flowing Hudson River add to the region’s natural splendor. The Valley is a haven for exploration, shopping, and culinary delights. It’s a magnet for New Yorkers seeking a breather and vacationers craving a new experience. Outdoor thrill-seekers and culture enthusiasts will find plenty to love. To truly immerse yourself, take a road trip, book a stay at a top-notch resort, and let this guide lead you to the best of Hudson Valley.


Ready to explore the best things to do in the Hudson Valley? Let’s get into it:


Quick hits:

  • Embark on a journey through Hudson Valley’s rich culture, art, and nature, from the stoic West Point Military Academy to Storm King Art Center
  • Tempt your palate with local delights at wineries and food festivals. Meander through quaint Hudson Valley towns like Sleepy Hollow
  • Embrace the festive spirit at events and retreat to the cozy comfort of a local hotel or inn



attractions, activities, and things to do in the Hudson Valley, NY, map
Map design by Stanton House Inn with elements from Flaticon


A Brief History of the Hudson Valley

One of the many works created of the valley, this one likely near Wappingers Falls

Stretching from Westchester County to Albany, the Hudson Valley, with the majestic Hudson River at its heart, is an important region of New York State. Each of the ten counties within this region:


  • Rockland County
  • Westchester County
  • Orange County
  • Putnam County
  • Dutchess County
  • Ulster County
  • Columbia County
  • Greene County
  • Rensselaer County
  • Albany County


Has its own draw. In the earliest days of recorded history, the Lenape and Mohican tribes settled here. Then, the Hudson River became the backbone of the Dutch colony, teeming with activity along its banks. Finally, move forward to the tumultuous times of the Revolutionary War and the Industrialization of the Northeast.


Pre-Columbian era

The Lenape, Wappinger, and Mahican branches of the Algonquins inhabited the Hudson Valley before Europeans arrived. The lower Hudson River was inhabited by the Lenape, who traded with Henry Hudson and sold Manhattan Island. The Wappingers lived in various villages along the river and traded with the Lenape and Mahicans. The Algonquins lived in small clans and villages, with a major fortress called Navish at Croton Point, off of Croton-on-Hudson, NY. There were other fortresses throughout the Hudson Highlands.


Hudson River exploration

In 1497, John Cabot staked England’s claim to the entire country. This was the first time someone from the Old World officially recognized continental North America. Despite this, from 1497 to 1609, exploration around New York Bay and Hudson Valley was sparse. In 1609, the English navigator Henry Hudson received a sponsorship from the Dutch East India Company. He was tasked to find the elusive Northwest Passage. Hudson journeyed up the river later named after him, believing he had found the Northwest Passage. He explored as far upstream as today’s Troy, only to determine that the sought-after strait did not exist.



That said, Hudson’s discovery led the Dutch to explore the region, seeking trade opportunities. Between 1611 and 1614, Dutch explorer Adriaen Block found fur trade to be a profitable venture. This discovery led to the birth of New Netherland, housing three major fur-trading outposts:


  • New Amsterdam
  • Wiltwyck
  • And Fort Orange


These outposts eventually evolved into what we know today as New York City, Kingston, and Albany, respectively. And yet, shortly afterwards in 1664, the British seized New Netherland, and renamed it New York.


Under British rule, the Hudson Valley transformed into an agricultural hub. Manors sprang up on the east side of the river. Landlords rented out land to tenants, who grew crops for their subsistence and sold the surplus. The west side of the river housed smaller landholdings, where many small farmers made their living. Grain, a major crop, was shipped downriver to New York City and exported to Great Britain.


Revolutionary War

During the Revolutionary War, the Hudson River was a strategic pathway. It was a vital link to the Mohawk River, the Great Lakes, and the Mississippi. The river’s proximity to Lake George and Lake Champlain gave the British navy control of the water route from Montreal to New York City. General John Burgoyne had a strategy: he aimed to isolate New England’s patriot hub and rally loyalists in the South and Mid-Atlantic regions. This plan led to numerous battles along the river, particularly in the Hudson Valley. The Battle of Stony Point right unfolded along the Hudson River. The man at the helm? None other than the first U.S. President, George Washington. He turned the town of Newburgh into his headquarters for a year, in fact.



In the heart of New York City, the idea of the Hudson Valley was born. In the early 19th century, it was a gothic haven, inspired by Washington Irving’s tales and the Hudson River School’s artistry. Then, the Erie Canal was built, connecting the Valley and the City to the Midwest and Great Lakes regions. This turned the area from a romantic setting into an industrial powerhouse.


Industrial Revolution

The first railroad in New York, the Mohawk and Hudson Railroad, sprung up in 1831. It connected Albany and Schenectady on the Mohawk River. The Hudson River Railroad followed, chartered and completed in 1851. In 1889, the Poughkeepsie Bridge was built, becoming the world’s longest single-span bridge. The New York, West Shore and Buffalo Railway began at Weehawken Terminal and ran up the west shore of the Hudson. It competed with the merged New York Central and Hudson River Railroad.


The Hudson River Valley was a bustling hub for production during the Industrial Revolution. The river provided a swift and efficient transport route from the Northeast to the coast. Factories sprouted up along the riverbanks, including the North Tarrytown Assembly in Sleepy Hollow, later owned by General Motors. The river also connected to the Erie Canal and the Great Lakes, offering transport for Midwest manufacturers.


The connection to the factories and farms of the Midwest was what allowed New York City to catapult past its local competitors, Boston and Philadelphia, and become the America’s primary city.


In 1807, the North River Steamboat became the first commercially successful steamboat. It ferried passengers between New York City and Albany along the Hudson River. By the end of the 19th century, the Hudson River region was the world’s largest brick manufacturing region. It employed 8,000 people and produced about 1 billion bricks a year.


The Arts in the Hudson Valley

The Hudson River School was the first art movement to originate in America. It featured 19th-century painters such as Thomas Cole, Frederic Church, and Jasper Cropsey. Their work highlighted the dramatic views of the Hudson and Catskills. These paintings played a significant role in establishing the country’s unique identity. The Hudson River School Art Trail identifies 20 spots where these artists immortalized the landscape. It’s a cultural adventure that also offers world-class leaf-peeping on autumn afternoons.


Tourism began to thrive as early as 1810. Convenient steamboat connections in New York City and attractive hotels in romantic settings attracted visitors. Middle-class folks who read James Fenimore Cooper’s novels or saw the Hudson River School’s paintings in particular were drawn to the region.


Modern Era

That said, by the mid-20th century, many of these industrious towns declined. And yet today, the Hudson Valley is a beloved tourist destination. It enchants visitors with its blend of suburban charm, rural beauty, and untouched nature. It offers a peaceful escape from the hustle and bustle of New York City. Whether you’re a history enthusiast, an art lover, or an outdoor fan, the Hudson Valley has something for you.


The Best Things to do in the Hudson Valley

The Hudson River from Saratoga Springs in the fall months

The Hudson Valley is full of historical wonders and artistic masterpieces. From the prestigious West Point Military Academy to the Franklin D. Roosevelt Presidential Library, you’re in for a grand tour of historic sites. If nature calls, an array of parks and trails are ready to be conquered. Prepare, adventurer. The Hudson Valley beckons on those Great American Road Trips.


West Point Military Academy

Perched like a proud eagle on its stony roost above the Hudson River stands the United States Military Academy at West Point. Conceived in 1802 by President Thomas Jefferson, this fortress has been a stalwart player since the Revolution. In 1779, General Washington chose it for his headquarters, forever etching West Point into our nation’s history. Take a stroll through the campus or take a guided tour. Visit the West Point Museum. Feel the pulse of this venerated institution. It’s a shot of whiskey for your patriotic soul.


Franklin D. Roosevelt Presidential Library

Dive into the past at the Franklin D. Roosevelt Presidential Library and Museum. Here in the town of Hyde Park, NY, you’ll encounter the life and legacy of the 32nd President of the United States. The library boasts interactive displays and a collection of artifacts, including FDR’s iconic Pearl Harbor speech. It’s a trove that history buffs and casual visitors will find fascinating.


Begin your journey at the Henry A. Wallace Visitor Center. Then, proceed to explore Roosevelt’s home, cottages, and his expansive library. Don’t forget to visit the neighboring Eleanor Roosevelt National Historic Site. It holds the unique distinction of being the only national historic site dedicated to a First Lady.


Don’t miss out on the seasonal events either. These include outdoor concerts and craft fairs, adding a festive spirit to this national historic site.


Vanderbilt Mansion National Historic Site

Next, take a jaunt to the Vanderbilt Mansion National Historic Site also in Hyde Park for a taste of the Gilded Age. This site isn’t just a mansion – it’s the Vanderbilt family’s love for luxury on display. Step inside to explore three floors and 18 rooms, all meticulously restored. It’s a bit of a time machine, minus the corsets and top hats. Don’t forget to visit the estate’s grounds. They boast manicured gardens and scenic trails. And the best part? It’s all free.


Appalachian Trail

The famous Appalachian Trail transects the Hudson Valley. This 2,190-mile path has nature’s majesty on full display. It offers breathtaking views and challenging terrains. Anthony’s Nose, a popular trail, is part of the Appalachian family. This top pick among the best upstate NY hikes rewards its hikers with stunning views of Bear Mountain Bridge and the surrounding landscape.


Hudson River Boating

You can also unwind on a luxurious cruiser, absorbing the stunning scenery and historic landmarks. Or join the Beacon Sloop Club’s flagship, Woody Guthrie, for an evening sail. A cruise along this iconic river is a must, regardless of your sailing experience. It’s the perfect way to soak in the Hudson Valley’s charm.


Walkway Over the Hudson

Hudson River waterfront in Poughkeepsie, NY

The Walkway Over the Hudson, perched high above the river, is truly a sight to behold. Once a railroad bridge, this towering structure now holds the title of the world’s longest elevated pedestrian bridge. It serves as a connection between two towns – Highland, NY, and Poughkeepsie – but it also connects people to the breathtaking beauty of the Hudson Valley.


A stroll along this marvel of engineering will reward you with a panoramic spectacle of amazing views of the Hudson River and Hyde Park. The bridge is a popular spot for enjoying local ice cream or sampling food from trucks during the warmer months on both the Poughkeepsie side, and the Highland side.


Scenic Parks

My first foray into the Hudson Valley was for the hiking. Picturesque parks grace this land. These green jewels of New York state parks:


Are each a world of their own. Hikers, picnickers, dreamers – all are welcome.


This is as good a place any to highlight the various rail trails in the Hudson Valley, including:

  • The Bronx River Parkway
  • The North County Trailway
  • Old Croton Aqueduct State Historic Park
  • Dutchess Rail Trail, from Hopewell Junction to Poughkeepsie
  • Hudson Valley Rail Trail, from Poughkeepsie to New Paltz
  • The River-to-Ridge Trail, running from New Paltz up to the Shawangunk Ridge and the Northern Catskills


And considering most are former railways, they’re all fairly flat.


Storm King Art Center

Storm King Art Center in recent years

Art enthusiasts, prepare for a visual feast! The Storm King Art Center is America’s premier outdoor sculpture park. It spreads across 500 acres of hills, fields, and woods. Here, over 100 sculptures stand in perfect harmony with nature, making it one of the most impressive art museums in the country. As you traverse lush meadows and admire tranquil ponds, you’ll be surrounded by a symphony of wildflowers in the summer months.


The center is home to works by contemporary masters, including Alexander Calder and Richard Serra. This symbiosis of art and nature makes Storm King a must-visit.


Dia: Beacon

Dia: Beacon is not your ordinary art museum. Nestled in a former factory, it’s where industrial history meets contemporary art. It’s one of the best things to do in Beacon, New York, a charming town that’s a magnet for art lovers. Here, you’ll be captivated by the works of celebrated artists like Warhol, Beuys, and Martin. So, include Dia: Beacon in your Hudson Valley itinerary. It promises an art adventure you won’t easily forget.


Magazzino Italian Art

Step into the realm of Italian postwar and contemporary art at Magazzino Italian Art. Nestled into the hills near Cold Spring, NY, this unique museum and sculpture garden is a unique gem. It houses works by renowned artists like Alighiero Boetti, Lucio Fontana, and Michelangelo Pistoletto. This museum offers a golden opportunity to delve into the vibrant culture and rich history of Italian art. Whether you’re an art aficionado or a seeker of unique experiences, a visit to Magazzino Italian Art is worth it.


Restaurants & Culinary Activities in the Hudson Valley

The falls in Beacon, NY

The Hudson Valley is a playground for food enthusiasts. Here, farm-to-table dining isn’t a passing fad, but a lifestyle. Wine flows as freely as the Hudson River, and culinary festivals are as frequent as apple trees in an orchard. From humble eateries serving fresh, locally sourced meals to bustling breweries pouring rich, flavorful ale, the Hudson Valley’s culinary scene is a tapestry of tastes. So, gear up for a culinary road trip that promises a feast for your senses.


Farm-to-Table Dining

Embark on a culinary journey in the Hudson Valley with farm-to-table dining. Here, restaurants celebrate the region’s agricultural richness, serving dishes made from fresh, locally sourced ingredients. This practice supports local farmers and offers a true taste of the region’s flavors. Whether it’s a crisp salad fresh from a local farm or a succulent steak from local pastures, each bite is an experience.


Blue Hill at Stone Barns Center for Food & Agriculture

Meet Chef Dan Barber, a trailblazer in the farm-to-table movement. He collaborates with farmers to create unique grains and produce. His culinary domain, Blue Hill Farm, includes two locations in Greenwich Village and Pocantico Hills, above Tarrytown, NY. With Barber steering the ship, it’s a culinary journey you won’t forget. Reservations are recommended to savor the freshest farm ingredients. For the curious, Stone Barns offers enlightening field trips. Show up before sunset, and farmers become tour guides, showcasing their farms and gardens. They discuss regenerative agricultural techniques and the impact of farming practices on communities battling climate change.


Having worked here, years ago, the farm here will always have a special place in this writer’s heart.


The Culinary Institute of America

Close to FDR’s estate, you’ll find the Culinary Institute of America. This esteemed institution is a haven for culinary enthusiasts. Students operate several restaurants, offering a unique dining experience. That said, reservations are a must and hours can fluctuate based on student availability. For a more casual experience, the Apple Pie Café doesn’t require a reservation. Or enjoy the famous gnocchi at Ristorante Caterina De’ Medici. The CIA also offers pricy yet invaluable classes taught by renowned chefs. One standout is the baking course, where you can learn to bake bread, pies, and tarts. The best part? You can eat your creations and watch a professional turn them into works of art.


Bradley Farms

Bradley Farms is no ordinary place. In the summer, it morphs into a bustling restaurant, serving farm-to-table meals and wine pairings. These culinary delights are crafted by the chef-in-residence or the owner, Ray Bradley. However, to indulge in this experience, secure limited tickets and pre-pay. Nestled off a local rail trail in Elmira, NY, the farm offers food grown on its land and prepared with love. It also serves local cider, beer, and wine on tap. With each bite and sip, you enjoy a refreshing beer, a flavorful tomato dish, and an authentic farm-to-table experience.


Wineries and Breweries

Close up of barrels at a winery near Stone Ridge

Here’s to the Hudson Valley, a land generous with its wine, beer, and beauty. Explore vineyards and breweries, each offering a unique taste of the region. Whether you’re a fan of robust reds, crisp whites, or frothy ales, you’re in for a treat. So, whether a connoisseur of the grape or a fan of the hop, make sure to celebrate the Hudson Valley’s liquid treasures.


Tuthilltown Whiskey

In 2003, Ralph Erenzo and Brian Lee converted the historic Tuthilltown Gristmill in Gardiner into a distillery. They now produce spirits like their notable Hudson Baby Bourbon. This smooth, caramel-and-vanilla-tinged whiskey is made of New York-grown corn from nearby farms.


Angry Orchard

Angry Orchard is a major player in the cider house scene in this region. It features a spacious tasting room, a charming treehouse, and outdoor spaces ideal for socializing and savoring their ciders. Open all year round, Angry Orchard offers a variety of ciders. These range from the blush-hued Rosé to the sharp and tangy English cider, known as Stone Dry.


Hudson Ale Works

Hudson Ale Works, located in Highland, New York, is a small batch craft brewery with an indoor and outdoor section that provides a unique view of the brewing process. They serve a Hazy Boi beer with a hoppy, fruity flavor and are open all year. The brewery is listed on the New York State Brewers Association’s Empire State Trail Brewery Passport. And, added plus, it’s conveniently located near the Hudson Valley Rail Trail, part of the larger Empire State Trail.


Apple Picking

When autumn graces the Hudson Valley, it’s apple picking time! Venture to local orchards like Apple Ridge Orchards in Warwick or Twin Star Orchards in New Paltz. Here, you can fill your basket with the season’s bounty amidst beautiful scenery and crisp autumn air.


Many orchards offer more than apple picking. You might find pumpkin picking, hayrides, and farm-to-table cafes. So, grab a basket and set off for a delightful apple-picking journey in the Hudson Valley.


Shopping in the Hudson Valley

Dive into the Hudson Valley’s vibrant retail scene, where charm meets commerce. Here, boutiques brim with unique finds, antique stores house hidden treasures, and art galleries inspire with every piece. Each store is a journey, whether you’re seeking a gift with character or browsing for sheer pleasure. The diversity of the Hudson Valley’s shopping scene is set to captivate and inspire. But what it’s most famous for is the antiquing, some of the best in New York State.


The Most Charming Hudson Valley Towns to Explore

The Main Street of Hudson, NY, in the summer months

Each Hudson Valley town has its own unique attractions, history, and charm. You can find everything from historic sites and art galleries to scenic parks and Hudson Valley hiking trails. These charming towns provide the perfect backdrop for Hudson Valley adventures. Exploring the most captivating corners of the Hudson Valley is always a great justification for taking a road trip.


Cold Spring

A quaint village, the slice of Americana that is Cold Spring, New York, sits along the Hudson River’s banks. It’s a place where time seems to stand still. Main Street is a trove of unique shops, galleries, and eateries, each with its own charm. A stone’s throw away is the intriguing Bannerman Castle, a castle in a romantic state of decay, steeped in history. One of the best hiking trails in the area, the Breakneck Ridge trail, is close to downtown. Whether you’re a history buff or a nature lover, Cold Spring is a perfect destination.



Woodstock bursts with art and music history. It’s a hub where galleries, theaters, and music festivals are as common as sunrises. And the dining scene is nothing to laugh at, considering its relatively remote location.


But Woodstock isn’t just about the arts and food. Nearby mountains and trails call to adventurers. They offer breathtaking views and thrilling escapades. So, come to Woodstock, and let your spirit roam as free as the people that dance in the town’s central square.


Sleepy Hollow

Dive headfirst into the world of Washington Irving’s classic tale, The Legend of Sleepy Hollow, by visiting the historic town itself. The best things to do in Sleepy Hollow, NY, include uncovering mysteries at the Sleepy Hollow Cemetery and Philipsburg Manor. Pay a visit to the Old Dutch Church, a place steeped in history and intrigue. And be sure to lump-in a visit to the next door village of Tarrytown, NY.


And the Halloween season is a bucket list experience. Sleepy Hollow comes alive with spooky events and attractions. It’s a top destination for fans of the supernatural to rival Salem, MA.



Step into Katonah, a charming nook in Westchester County. This village is an art lover’s paradise. Start with the Katonah Museum of Art. It’s a trove of diverse exhibitions and educational programs. Then there’s the Caramoor Center for Music and the Arts. It offers a rich lineup of concerts and theater performances. And leave room to explore the charming downtown, centered on a main street by the train station. With its vibrant arts scene and rich history, Katonah, New York, is a must-visit for culture enthusiasts.



Installation at Dia: Beacon

Beacon, just north of Cold Spring, is a paradise for the artistic soul. Renowned galleries like Dia: Beacon and Storm King Art Center across the River make it a cultural feast for the eyes and mind. But Beacon isn’t just for art lovers. Mount Beacon Park, the Hudson River, and the nearby Appalachian Trail beckon to outdoor enthusiasts. Here, hiking, boating, and breathtaking scenery are the order of the day.



Wander through Hudson’s historic streets, a city rich with American Revolution history. Here, art galleries, antique shops, and unique boutiques paint a vibrant picture. Indulge in the diverse culinary scene at local eateries. Hudson, New York, is a city of impressive architecture and a lively arts scene, offering a captivating blend of history and culture.


New Paltz

New Paltz, tucked in the Hudson Valley’s heart, is a haven for history buffs and outdoorsy types. The town’s gem is the Historic Huguenot Street, a National Historic Landmark District from the 1600s. Guided tours illuminate the area’s cultural significance and history. The tour features seven stone houses, a church, a graveyard, and the Esopus Munsee Wigwam. Some houses double as museums, with a visitor center offering more exhibits. For thrill-seekers, the nearby Mohonk Preserve and Minnewaska State Park hosts challenging trails and breathtaking views.



Take a step back and allow yourself to be transported to Kingston. This historic town proudly wore the crown as the first capital of New York after the American Revolution. The Stockade District, with its towering 18th-century stone buildings, is an impressive monument to the past.


If history piques your interest, embark on a guided walking tour. Let the streets narrate their stories and the buildings reveal their age-old secrets.


For those who dare to delve into the rich history of the Hudson Valley, Kingston, NY, is a must-visit.


Seasonal Events and Festivals in the Hudson Valley

The Jack-o-Lantern Blaze at Croton-on-Hudson, NY

Get ready for a whirlwind of festivities in the Hudson Valley! Each event, in its own way, adds a dash of magic to the Hudson Valley experience. So, join the fun at these memorable Hudson Valley events.


Hunter Mountain Oktoberfest

Don your lederhosen and toast to the spirit of Germany at Hunter Mountain Oktoberfest. Nestled in the Catskill Mountains, this festival is a lively celebration. It boasts German-style entertainment, hearty brews, and cuisine. Live music and dancing fill the air. Delicious food and drinks are plentiful.


Another popular October festival to attend is the Bear Mountain Oktoberfest, by the way. This one gets its fair share of visitors, as it is closer to New York City.


Warwick Applefest

When autumn graces the Hudson Valley, the Warwick Applefest takes center stage. This annual festivity is a tribute to our beloved apple. It’s a cornucopia of craft stalls, live music, and apple-infused gastronomy. It feels a bit like stepping into a Norman Rockwell painting.


But it’s more than just an event. It’s a family affair, a celebration of life’s simple pleasures. It’s a slice of Hudson Valley’s farming heritage, served with a side of fun.


Shaker Holiday Market

Embrace the holiday spirit at the annual Shaker Holiday Market. This event takes place at the historic Shaker Heritage Society in Albany, NY. Regional artisans showcase their handmade creations, offering a unique shopping experience. If you’re seeking one-of-a-kind gifts, this market is your treasure trove.


Hotels, Inns, and Places to Stay in the Hudson Valley

Olana State Historic Site in Hudson, NY

Depending on how far you’re planning on going into the Hudson Valley, much of it could be a day trip. The drive from our Greenwich, CT, bed and breakfast to the lower Hudson Valley is between an hour and 30-minutes, dependent on the destination.


Greenwich, Connecticut, to Kingston, NY, or New Paltz, New York, is about an hour and 30 minutes. So, more ambitious, but still doable. And done many a time by this writer.


Hudson, New York, or even further, Albany or beyond, would likely require either a very long day, or a stay over.


But likely, there’s plenty to choose from in the Hudson River Valley. Your options range from historic inns to charming bed and breakfasts. There are also luxurious resorts, Hudson Valley yoga retreats, and unique boutique hotels. Each one guarantees a comfortable and memorable stay.


Consider the historic Thayer Hotel near the West Point Military Academy. Or, the Journey Inn Bed & Breakfast, right across from the Vanderbilt Mansion National Historic Site. Regardless of your choice, the Hudson Valley offers warm hospitality and exceptional service. It’s the perfect setting for a special getaway.


Getting to the Hudson Valley: Directions

Highway through the valley

Getting to the Hudson Valley is an adventure in and of itself. If you’re a road warrior, major highways like the New York State Thruway (I-87) and the Taconic State Parkway are your allies for the best road trips from NYC. They offer a scenic drive, a splendid recreation of one of the Hudson School paintings.


Train enthusiasts can board the Metro-North Railroad’s Hudson Line or Amtrak. These services lead you to several Hudson Valley towns. The train trip from NYC promises views of the Hudson River, and all without the stress of driving.


Flyers can land at the Stewart International Airport in New Windsor or the Albany International Airport in Albany. Or try one of the airports near Greenwich, CT, (which are also the airports closest to NYC). They offer rental car services, giving you the freedom to explore as a marlin does in the sea.


Mariners can sail the Hudson River. Numerous marinas and boat launches dot the river’s edge, inviting you to navigate the heart of the valley.


Regardless of your travel mode, the journey to the Hudson Valley is part of the adventure.


Regions Near the Hudson Valley to Explore

Vineyard in the Berkshires

The Hudson Valley has been such an appealing place because it’s conveniently located at a crossroads to so many other areas. It’s hard to do any of these huge regions justice with just a few sentences, so you’ll have to click over to our other guides. Starting with the City that the Hudson Valley made so successful, then expanding outwards:


New York City

Just at the mouth of the Hudson Valley, you find yourself in the midst of New York City. The City that Never Sleeps is a whirlwind of endless spectacles. It boasts iconic landmarks like the Statue of Liberty and Times Square. It’s home to world-renowned museums and Broadway shows.


Finger Lakes

The Finger Lakes are a draw for oenophiles, intellectuals, and fans of waterfalls. Frankly, a road trip to see all the Finger Lakes waterfalls is reason enough to head that way.


Long Island

Head east from the City and you’ll already be on Long Island. This region boasts sandy beaches, charming hamlets, and the luxurious Hamptons. Make sure to visit the historic Montauk Point Lighthouse. And don’t miss out on the freshest seafood that the island has to offer.



East of the Hudson Valley, the unique things to do in Connecticut lies in wait. Picture a state filled with picturesque towns, steeped in history, and blessed with a beautiful coastline. Start at our Greenwich, CT, bed and breakfast. Then, venture to New Haven, CT, home to the historic Yale University. And pop into Madison, Connecticut, for a little coastal charm. Finish-off in Mystic, CT, a terribly enchanting tourist trap.


New Jersey

Travel west of the Hudson Valley and you’ll encounter New Jersey. Small in size, yet large in attractions, this state is rather surprising. It boasts the glitz of Atlantic City’s boardwalk and the tranquil beauty of the Pine Barrens on the list of the best New Jersey day trips.


New England

Should your spirit yearn for a grander journey, set your sights on New England. This region, a fusion of six states – Massachusetts, New Hampshire, Vermont, Maine, Rhode Island, and Connecticut – is famed for its autumnal spectacle. It’s a patchwork of charming hamlets and a seafood lover’s paradise. Take a stroll through Boston’s historic streets. Marvel at Maine’s rugged coastline. But seriously don’t forget to savor the region’s delectable seafood offerings.



Unfurl the map of life’s grand adventures. Your finger is destined to pause at the Hudson Valley. It’s a place rich as a well-aged bourbon, and diverse as a well-stocked library. Charming towns dot its landscape. The food springs from the earth in its most honest form. So, set your compass towards the Hudson Valley. It’s not just a region; it’s a living, breathing entity, waiting for your arrival.


Frequently Asked Questions


How do you spend a day in the Hudson Valley?

Begin your Hudson Valley adventure with a brisk stroll over the Walkway Over the Hudson. Venture into the heart of Beacon, where you can uncover a hidden gem in a local brewery, cidery, winery or distillery. Make some new furry friends at a nearby farm or zoo. Next, challenge yourself with a hike on the Appalachian Trail. Hop on a bike and conquer the Wallkill Valley Rail Trail. Finally, end your day under the vast, open sky, marveling at what has inspired art for centuries.


Is Hudson NY worth visiting?

Hudson NY is a visual feast. It boasts architectural splendor that could make Wes Anderson swoon. With over 300 historic structures, it’s a must-visit for history buffs and aesthetes alike.


What is the best time of year to visit the Hudson Valley?

Autumn in the Hudson Valley is a spectacle of fall foliage and more. Trees don vibrant fiery gowns, apples blush to rosy ripeness, and the air buzzes with festive anticipation.


Are there any guided tours available in the Hudson Valley?

Indeed, in the Hudson Valley, guides await. They’re ready to unfurl the region’s historical tapestry and spotlight its myriad attractions. Adventure calls!


What are some popular outdoor activities in the Hudson Valley?

Chart a course for the Hudson Valley. Here, the wild beckons you to hike, the river invites you on a boat ride, and the vineyards allure you with a wine tasting.


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