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Itinerary

Escape the city and trade skyscrapers for blazing autumn colors, misty mountain trails, and farm-fresh everything. Welcome to the Hudson Valley — New York's most breathtaking backyard, and one of the most underrated weekend destinations in the entire country.

This isn't your average nature trip. We're talking pristine mountain lakes and granite cliffs, a Victorian castle straight out of a fairy tale, open-air sculpture parks, and hard cider poured straight from the orchard. The Hudson Valley does something to you — it slows you down, fills your lungs, and reminds you why you needed this.

Over three days, we'll drive past the legendary Mohonk Mountain House, hike the stunning trails of Minnewaska State Park at peak foliage, discover the thriving art scene of Beacon, pick our own apples and toast with hard cider at a local Hudson Valley farm, and lose ourselves in the sweeping landscape of Storm King Art Center.

Farm-to-table dinners, craft cider at sunset, and roads so beautiful you'll want to pull over every five minutes. This is Upstate New York at its absolute finest — wild, warm, and completely unforgettable.

Pack your layers. The leaves are calling.

A map showing a circular travel route with directional arrows, starting and ending in Newburgh.
An aerial view of a white suspension bridge over a river, framed by trees with orange and yellow autumn leaves.

Upstate New York welcomes you — galleries, boutiques, and farm-to-table energy await

Welcome to the Hudson Valley. After checking into our base in the Newburgh/Beacon area, we head straight into the heart of one of Upstate New York's coolest small towns: Beacon, NY. Stroll down Main Street — a thriving hub of independent art galleries, boutique shops, and seriously good local coffee culture. This is the kind of town that makes you want to move here immediately.

As the evening rolls in, we gather as a crew for the first time — swap stories, get acquainted, and fuel up at one of Beacon's legendary farm-to-table eateries before the real adventure begins tomorrow.

The Hudson Valley is calling.

A hand in a white sweater picks a ripe red apple from a tree branch against a bright blue sky.

Hike through fall's finest colors, picking apples and cider tasting

This is the day the Hudson Valley pulls out all the stops. We kick things off with a scenic drive along Mountain Rest Road, catching a glimpse of the legendary Mohonk Mountain House — that iconic Victorian castle rising dramatically from the forest — before heading to one of the most breathtaking landscapes in the Northeast.

At Minnewaska State Park, we hit the trails hard. Glacial lakes, white granite cliffs, and a canopy of blazing fall foliage in every direction — this is Upstate New York at its most spectacular. Park entrance included.

The real highlight? The afternoon at a local Hudson Valley farm — apple picking straight from the trees, crisp autumn air, and an included hard cider tasting to wrap it all up. The kind of slow, golden afternoon you'll talk about long after the trip ends.

A winding asphalt road curves through a rocky hillside covered in trees with yellow and orange autumn foliage.

The most beautiful roads in the Northeast — and sculptures that stop you in your tracks

We're ending this trip the right way. We hit the legendary Storm King Highway — one of the most jaw-dropping scenic drives in the entire Northeast, hugging the Hudson River with views that belong on a postcard.

If you're up for one last adventure, Storm King Art Center is right there — 500 acres of world-class sculptures scattered across rolling Hudson Valley hills. Worth every minute if you have the time.

One last group lunch to swap stories and soak in those final Valley vibes, then we drop off the rental cars by 2:00 PM in the Newburgh area — right on time for afternoon domestic flights.

You came for the foliage. You're leaving with a full soul, tired legs, and a serious Hudson Valley obsession.

What's included

What's not included

Roundtrip flight to/from destination
  • Food and beverages when not specified
  • Gas/petrol, parking, toll fees 

  • All the extras you'll be able to fit in your backpack
  • Anything not mentioned in the "What's included" section

Optional activities

Please see below extra optional activities that you can experience during your trip. Your Group Leader will be happy to assist with organizing these activities for the group. Availability may vary depending on location and group preferences. Please note these activities are provided by third party suppliers and liability rests exclusively with these third party suppliers.

  • Entrance ticket to Storm King Art Center — approx. USD25

  • Kayaking on the Hudson River — approx. USD50

Additional info

Learn more about accommodation, transport, and other useful travel information.
  • Our transportation consists of a fleet of rental vehicles, providing us with the ultimate flexibility to navigate the winding river roads, visit historic hilltop orchards, and explore the rugged mountain trails of the Hudson Highlands at our own pace.
  • Info on private roomsShow all details

Why WeRoad

  • Small groups, on average 11 people

  • Move or change your trip for free up to 31 days before departure

  • Book with $ 0. Pay the $ 100 deposit only once the trip is confirmed

The Group Leaders

Our Group Leaders are chosen because they’re people just like you: passionate travelers who share the experience authentically, while having the skills to take care of the organisation, and help you get the most out of every moment of the trip.

Find your flight

For this trip, we recommend arriving and departing from these airports.

ArrivalNewburgh (SWF)
ReturnNewburgh (SWF)
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WeRoadX

This is a WeRoadX

A trip designed and created entirely by an experienced WeRoad Travel Group Leader.

This is a trip designed and created entirely by an experienced WeRoad Travel Group Leader. They organise the whole trip: from defining the itinerary to selecting accommodation and on-site experiences. On the WeRoad website you can book the trip and manage it in MyWeRoad, just like any other WeRoad.

FAQs – Frequently Asked Questions

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From$ 858
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$ 772
Book with $ 0
Free trip change
Interest-free installments