Special Events in Dutchess County, NY

America As You Like It • 17 December 2018

The Top Events for 2019!

Hudson Valley Hot Air Balloon Festival

July 12-14, 2019

The Hudson Valley Hot-Air Balloon Festival is in its 28th year of hosting balloonists and vendors from all over the country. The festival's history has evolved into a Hudson Valley tradition and has grown into a full weekend of activities, drawing tens thousands of visitors from all over the world. Some of the festival favourites are the evening Majestic Hot-Air Balloon Illumination Moon Glow, tether rides, and rides in the hot-air balloons throughout the weekend! In addition to 100 balloon launches scheduled annually, there are helicopter rides, hayrides, games, live music, adult and children's activities and so much more.

Dutchess County Fair

August 20-25, 2019

A 6-day fair celebrating all things agriculture with fair rides, shopping, interaction with all types of animals an exotic zoo, and of course fair food.

For six days each August, the bucolic fairgrounds on Route 9 in Rhinebeck plays host to nearly half a million patrons. The second largest county fair in New York State is the showplace for agriculture in Dutchess County. Over 147 acres of finely manicured gardens and grass create the beautiful setting for thousands of farm animals, agricultural exhibits and horticultural displays.

The fairgrounds becomes an entertainment destination where big name talent can be enjoyed, “thrill a minute” excitement can be experienced at one of the finest carnivals in the entire country, free shows and attractions can be viewed almost constantly from the time you arrive to the time you leave. The tradition of excellence that has been the Dutchess County Fair for over 170 years offers something for everyone and creates memorable moments that will be cherished for a lifetime.

Hudson Valley Wine & Food Fest

Sept 7-8, 2019

Wine makers come from all across NY State to offer samplings and deals. Event also has live music and food trucks and features artisanal beer and spirits made only in NY.

The Hudson Valley Wine & Food Fest celebrates the bounty of wine, food and fun in the Hudson Valley all in one place. This annual event takes place the weekend following Labor Day, every September at the Dutchess County Fairgrounds in Rhinebeck, NY. Enjoy hundreds of wines from Hudson Valley Wineries, Cideries, Distilleries, Craft Beers, Food Trucks and Gourmet Foods.

Sinterklaas in Rhinebeck

Dec 7, 2019

The region was founded by the Dutch so Rhinebeck celebrates Sinterklaas (the Dutch version of Santa) with all day music events, entertainment all around the historic village, entertainment in the streets and at dusk, the parade with live animals and giant puppetry telling the story of Sinterklaas and ending of course, with Sinterklaas himself.

Combine your trip with a visit to see the holiday decorated mansions and historic estates (9 in total) and an easy train trip into NYC for more shopping!

With natural scenic beauty, outdoor recreation, historic landmarks, restaurants, and more, begin your Hudson River Valley getaway in Dutchess County, New York!

7 nights from £910pp including flights, train, car hire & hotel. Call 020 8742 8299 for more details.

More Than Just Wine: The Ultimate Guide to Grapevine’s Best Festivals & Events

by America As You Like It • 15 October 2026
Discover Grapevine where historic streets, local wine tasting and the unmistakable spirit of the American West come together. Located in Texas between Dallas and Fort Worth , Grapevine offers the perfect base for discovering local culture, enjoying outdoor adventures and exploring the wider region. Wander along Historic Main Street, step into welcoming winery tasting rooms and browse independent boutiques tucked inside characterful historic buildings. Then take your adventure onto Lake Grapevine, where you can paddle along the shoreline, before heading to Fort Worth to watch the famous Stockyards cattle drive and experience Texas’s Western heritage. Plan your holiday around a lively wine festival, a summer day on the water or Grapevine’s spectacular Christmas celebrations. However you choose to explore, you will find plenty of ways to experience the character of this Texan town.

Wild Maine: A Season for Every Adventure.

by America As You Like It • 12 October 2026
Maine is the largest of the New England states, where rugged Atlantic coastline, forest-covered mountains and historic towns create a holiday full of contrasts. Sail past rocky islands, enjoy a lobster roll beside a working harbour and head inland to discover clear lakes and winding country roads. Add maritime traditions, independent galleries and wildlife encounters, and you will find plenty of reasons to explore beyond the coast. Whether you are planning a summer escape by the sea, an autumn road trip or a winter break surrounded by snow-covered scenery, knowing where to go and when makes all the difference.

Jacksonville: The Flip Side of Florida

by America As You Like It • 1 October 2026
Jacksonville offers a different perspective on Florida. While many travellers head south in search of theme parks and packed resorts, Florida's largest city combines 22 miles of Atlantic coastline with historic neighbourhoods, a thriving food scene and one of the largest urban park systems in the United States. Here, mornings begin with sunrise over the ocean, afternoons are spent exploring rivers, marshes and coastal parks, and evenings revolve around waterfront restaurants, rooftop bars and local sporting events.

Where Adventure Meets Sunshine: Exploring Central Florida

by America As You Like It • 10 July 2026
You have heard of Florida, but let us introduce you to Central Florida, where the Real Florida Magic comes to life. Home to seventeen welcoming communities, including Lakeland and Winter Haven, this region offers a wonderful mix of exciting attractions, rich culture and unforgettable adventures, all within easy reach of Orlando. Whether you are looking for family fun, outdoor adventures or a relaxing escape, you can enjoy everything from thrilling airboat rides and world class theme parks to historic attractions, beautiful gardens and peaceful natural surroundings, making Central Florida the perfect destination for your next holiday.

Nevada: From Neon to Nature

by America As You Like It • 11 June 2026
There are some places that surprise you, and Nevada is one of them.

Make it Memorable―Dutchess County

by America As You Like It • 10 June 2026
Located in the heart of New York’s Hudson Valley, Dutchess County blends scenic beauty, rich history, and a vibrant cultural scene. Spanning 800 square miles of rolling countryside and historic landmarks, it invites discovery at every turn—from the riverside charm of Poughkeepsie, known as the Hudson’s Queen City, to its picturesque towns and villages. Home to the Culinary Institute of America and President Franklin D. Roosevelt and Eleanor Roosevelt, Dutchess County is where heritage, flavour, and landscape come together in unforgettable ways.

Exploring Crystal River, Florida

by America As You Like It • 14 May 2026
Crystal River invites you into a gentler side of Florida, where spring fed waters wind through quiet forests and wildlife drifts just beneath the surface. Days here move at an unhurried pace, shaped by warm Gulf breezes, peaceful lakes, and encounters with nature that feel both intimate and unforgettable. Whether you are gliding across clear water by kayak, cycling beneath towering trees, dining on freshly caught seafood, or wandering through centuries of history, the region offers a sense of calm and connection that stays with you long after you leave.

My Journey through the Pacific Northwest

by America As You Like It • 8 May 2026
Exploring Oregon and Washington State is an opportunity of a lifetime. From the Hoh Rainforest to the newly renovated Seattle waterfront, there are spectacular opportunities to experience these remarkable states across a variety of climates. I was fortunate enough to travel from Portland to Seattle, including stops along the way in Astoria, the Evergreen Coast, and the Olympic Peninsula.

Race to Bourbon City: Discover Louisville

by America As You Like It • 27 March 2026
Louisville is Kentucky’s largest city and a destination rich in culture, history, and sporting heritage. Nestled along the Ohio River on the border with Indiana, the city is perhaps best known for hosting the world-famous Kentucky Derby. Explore attractions such as the Louisville Slugger Museum and Factory and the Muhammad Ali Center, making Louisville an engaging destination for travellers with diverse interests.

Hidden Gems of Mississippi

by America As You Like It • 10 February 2026
Mississippi is a destination that combines the charm of seaside relaxation with cultural and historical richness. Quiet beaches and vibrant towns, boutique shopping, freshly caught seafood, and scenic landscapes. Mississippi is steeped in history, from Native American heritage to Civil War landmarks, and is renowned for its musical legacy. Its architecture includes impressive antebellum mansions, particularly in Natchez, providing a glimpse into the state’s elegant past. Amtrak rail services along the coast stop in Biloxi and Bay St. Louis, making it easy to explore without hiring a car. For those who do wish to venture further, a fly-drive holiday through the state reveals a wealth of attractions.
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