27+ Romantic Things to do
in the Hudson Valley
– Date Ideas

Why is it so stressful to plan something special and romantic for someone else? You want to plan the perfect day and/or evening. You want to impress your significant other with something special. What if I told you you don’t have to go into NYC at all and there are plenty of romantic things to do in the Hudson Valley, would you believe me?

I definitely have a soft spot for romance and everything cheesy that goes along with it. I love to try new things, but not at the expense of my sanity. So, I do prefer to stay closer to home when celebrating with my hubby and I prefer to find romantic things to do in the Hudson Valley.

I want to first share the reasons why you should spend time celebrating special occasions in the Hudson Valley.

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Essentials you need for any Hudson Valley Outing:

Hudson Valley Directory

Personalized Hudson Valley Directory

Personalized Hudson Valley T-shirts

Picture Perfect Adventures in the Hudson Valley Ebook and Planning System

101+ Things to do in the HV for $10 or less

Click below to see items I always have during my Hudson Valley Outings:

  • Because ‘you never know’ when an accident happens, you need this product in your life. This is a great buy for under $15
  • If you’re going to be out all day exploring, you never REALLY know what the weather will be like. Even if you think you do know, this is an essential item. This is another great buy for under $15.
  • My favorite walking shoes, by far, are these because they are soft and the memory foam feels great on my feet.

Things to know before Finding Romantic Things to do in the Hudson Valley:

  • Make reservations well in advance. Many popular places get filled up quickly, especially during the weekends.
  • If you’re trying out a BRAND NEW place or activity, make sure you research it so you will know that it’s something you really want to do.
  • Check individual websites because activities, menus, hours and even prices change for Valentine’s Day.
    • You never want to be disappointed if it’s not something you expected.
  • Some of these locations are seasonal, so if you’re romantic outing is during the winter, some of these places will be closed.
    • Confirm all information on each location’s website.

This article will not only offer ideas for romantic things to do in the Hudson Valley but will also give you reasons why you should stay in the Hudson Valley and not venture into New York City for these romantic nights out.

Romantic Things to do in the Hudson Valley

1. Beat the city traffic and stay close to home

As someone who once lived in the city, I get anxiety-ridden now just thinking about driving down there.

What should be an easy ride to New York City can become disastrous when you factor in people who drive super slow, accidents along the way and Google Maps re-routing you to avoid the inevitable traffic jam.

Save your sanity and stay in the Hudson Valley. You can have a spectacular time in the next town over or in the next county without the headache of driving into NYC.

Taking the Train in the Hudson Valley

If taking the train is more your speed, you can also take the train to a different area of the Hudson Valley and walk around and walk to your destination.

There are plenty of romantic things to do in the Hudson Valley and you can take the Metro-North train to get there.

Towns like Cold Spring, Peekskill, White Plains, New Rochelle, Scarsdale, and Katonah, to name a few, have their Metro-North train stations right in the heart of town. That means that you can easily walk from the train to local restaurants and attractions.

  • If you’d like to visit DIA:Beacon, in Dutchess County, you can easily walk from the Beacon station to this fantastic art museum.
  • For movie lovers, the Jacob Burns Film Center is a quick walk from the Pleasantville Station in Westchester County.
  • You can find many wonderful restaurants right on Main Street, close to the train station in Cold Spring, Peekskill & Poughkeepsie.
  • New Roc City is also close to the New Rochelle Metro-North Train Station.

2. Hudson Valley is Wine Country, After-all.

When you want great wine, look no further than the Hudson Valley.

With so many wineries and vineyards, there is no shortage of places to visit and romantic things to do in the Hudson Valley.

Shawangunk Wine Trail is a popular area to participate in the best Hudson Valley wine tastings.

A total of 15 wineries make up the Shawangunk trail, so there is bound to be something for everyone to enjoy. In addition to the wonderful wines, taking in the Hudson Valley views is also one of the most romantic things to do in the Hudson Valley.

Wine and Cheese & Chocolate Platter at the annual Valentine's Day Event at Benmarl Winery


20+ of the Best Wineries in the Hudson Valley

3. If wine is not your thing, then visit a Cidery or Brewery instead.

Again, there is no shortage of places in the Hudson Valley to try a good adult beverage. Hard Cider and small breweries are very popular and are sprouting up in many towns and cities in the Hudson Valley. They, too, take something ordinary and can be one of the romantic things to do in the Hudson Valley.

Angry Orchard, in Walden, is a popular spot for locals and tourists alike. They offer outdoor tables near heaters and fire pits. Reservations are needed and this service is offered from Thursday – Sunday.


A sampling of Hard Cider for one person or to share. This is just one of the romantic things to do in the Hudson Valley

In addition to hard cider, many people enjoy local breweries and it’s known that the Hudson Valley has some of the best breweries around.


A Visit to Bad Seed Cider Company

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4. Try Something New without Breaking the Bank

Gas + Parking Fee + Activity Fee = Spending lots of money

Who has time and the budget to try out a new activity down in the City? With so many romantic things to do in the Hudson Valley, then staying local is a no-brainer.


The Palisades Mall is ‘Entertainment Central’.

If you have not been recently, then you must check out my post all about the activities housed at the Palisades Mall. It’s not just a place for shopping, and eating but a great place to have fun.

Added bonus: It’s all indoors and parking is FREE (except if you do Valet parking, that is)

The Palisades Mall is full of great activities and can be on your list of romantic things to do in the Hudson Valley


Depending on what time of the year you are planning your outing, visiting a historic site/home is one of the most romantic things to do in the Hudson Valley.

The Ultimate List of Hudson Valley Historic Sites

5. We have Top-Notch Chefs in every city and town

You don’t have to look very far if you’re looking for a popular restaurant for a special occasion. Whether it’s for lunch or dinner, visiting some of these restaurants is one of the most romantic things to do in the Hudson Valley.

The Hudson Valley is home to some of the most premier chefs in the world. Not only is the food delicious and fresh, but the atmosphere in these establishments is spectacular.

Now, I’m not just talking about fine dining, I am also talking about small family-owned establishments and the local pub.

Who doesn’t love some pub food and a cold one (wine, beer, cider, or drink)?

Having dinner at a Hudson Valley restaurant  is one of the most romantic things to do in the Hudson Valley.


6. The Sunset Photos and Landscape Shots are Amazing in the Hudson Valley and very Instagram-Worthy

Taking in the Hudson Valley scenery is one of the most romantic things to do in the Hudson Valley. Catching a beautiful sunset looking at mountains or the Hudson River is the best it’s gonna get.

Take that picture and cherish that moment forever.

If you feel inspired enough to propose to your significant other, here is a list of romantic and photo-worthy spots in the Hudson Valley.

Westchester Children's Museum on the Boardwalk. Playland Park in the Winter


A Visit to Untermyer Park & Gardens

7. Food & Live Music go Hand-in-Hand

In my family, the way to my husband’s heart is through his stomach, but the way to my heart is through music. I am a music FANATIC and love hearing live music anywhere.

It doesn’t matter what kind of music it is. The most romantic things, for me, to d in the Hudson Valley includes anything to eat and live music.

Dinner at CIA in Hyde Park in one of the romantic things to do in the Hudson Valley

8. Find your Inner Van Gogh

Paint & Sip places are not just for a girls’ day/night out, these can be one of the most romantic things to do in the Hudson Valley.

Some locations even offer couples painting, where you paint one half and your significant other paints the other half of the painting. I think this is a very cool ideas.


9. Day or Night, there are always romantic things to do in the Hudson Valley

It can be as simple as a stroll in the park or waterfront, such as Newburgh Waterfront, Yonkers Waterfront, Nyack Waterfront or the Cold Spring waterfront. Whatever the activity is, being with your significant other or your friends should make it extra special.

Looking for the Perfect Gift for a Travel Lover?

Reference my Ultimate Guide to 40+ Unique Gifts for a travel enthusiast and Hudson Valley Explorer before looking for a gift elsewhere. These ideas may surprise your love one and make them feel special!

Tips For Successfully Doing Romantic Things in the Hudson Valley

  • Give yourself enough time to plan and make reservations.
  • If you are unsure if a reservation is needed, your best bet is to contact the location.
  • Have a back-up plan in case your location is full/sold-out.
  • Use the links provided above to read about first-hand experiences at some of these locations.

Until the Next Adventure…

Signature for Jackie at Hudson Valley Explored

Jacqueline Ramirez

Jackie is one of the top bloggers in the Hudson Valley. She has been featured (along with some of her photos) in several local and national publications. Read Jackie’s crazy story, “From a Naive NYC Girl to Popular Hudson Valley Blogger & Author“. Feel free to send Jackie a message here.