What to do in New Windsor, NY

Activities, attractions and tours

Photo by Wanderlustfemale
Photo by Wanderlustfemale
Photo by Wanderlustfemale
Photo by gavvykins

New Windsor Attractions

Let Expedia help you experience the best that New Windsor has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

New Windsor is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in New Windsor to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

New Windsor Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of New Windsor.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to New Windsor attractions ensure that you’ll have a successful trip, whatever the season.

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What to do in New Windsor


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Day trip destinations from New Windsor

Frequently asked questions

Is New Windsor worth visiting?
New Windsor offers a unique blend of culture, local charm and attractions. Whether you're into the outdoors, history or local culinary flavours, there's a lot here to enjoy.
How do I spend a day in New Windsor?
Once you've checked off leading attractions like Motorcyclepedia Museum and Boscobel House and Gardens, spend some time enjoying New Windsor's shopping and dining scene.
What is the top tourist attraction in New Windsor?
Dia Beacon is one of the top tourist attractions in New Windsor and deserves a spot on every to-do list of the area.
Is three days enough to stay in New Windsor?
Three days will give you enough time to check out the leading city attractions, including Dia Beacon, Storm King State Park and Ritz Theatre. The average stay in New Windsor is two days. If you have the time to extend your getaway, Hudson River Valley isn't far away.
Is New Windsor a walkable city?
Some major attractions in New Windsor, like Dia Beacon and Ritz Theatre, are within walking distance. You can also visit several of the city's popular neighbourhoods on foot. Only 3 kilometres from the city centre of New Windsor is Vails Gate and Firthcliffe is 5 kilometres away.
What are some activities to do in New Windsor with kids?
What to do in New Windsor for adults?
There are plenty of things to do in New Windsor, with activities for adults of all ages. Cap off your day with a visit to Benmarl Vineyards and Winery or Palaia Vineyards Winery.
Are there free things to do in New Windsor?
From checking out parks to wandering around hip neighbourhoods, it's easy to discover free things to do in New Windsor. If you're stuck for ideas, ask for recommendations from a local tour guide. Schunnemunk State Park is a must for anyone wanting to save on their sightseeing adventures.