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7+ Reasons to Spend Valentine’s Day in the Hudson Valley

Snow heart drawn in snow for Valentine's day in the Hudson Valley

Why is Valentine’s Day so stressful for some? I get it, you want to plan the perfect day and/or evening. You want to impress your significant other year after year with something special. What if I told you you don’t have to go into NYC at all and that you can have a wonderful Valentine’s Day 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 at the expense of my sanity, I do prefer to stay closer to home during Valentine’s Day.

Spend Valentine's Day in the Hudson Valley at a local restaurant

Rather than doing a post about all the romantic events happening in the Hudson Valley this Valentine’s Day, I wanted to share the reasons why you should spend Valentine’s Day in the Hudson Valley.

> Make reservations well in advance. Many popular places get filled up quickly.

> 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.

Why Should you Spend Valentine’s Day 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 Valley. You can have a spectacular time in the next town over or in the next county without the headache of driving into NYC.

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.

Taking the train is a good way of spending Valentine's Day in the Hudson Valley

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.

A Visit to DIA:Beacon: A Feast for the Eyes & Imagination

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 for Valentine’s Day in the Hudson Valley.

Shawangunk Wine Trail is a popular area to have a tasting. 15 wineries make up the Shawangunk trail, so there is bound to be something for everyone to enjoy.

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


  • Benmarl Winery – Annual Valentine’s Weekend Wine & Local Cheese Pairing.
    This local favorite takes place on the weekends of Feb 8th & 9th, as well as, Feb 14th, Feb 15th, and Feb 16th. Located in Marlboro, NY
  • Robibero Winery – Annual Sweet & Sinful Cupcake & Wine Pairing
    Discover how good life is with a wine & cupcake tasting session in New Paltz. This event is taking place on Feb 8th & 9th, as well as, Feb 15th & 16th.

Benmarl Winery In 3 Seasons: Which is your favorite?

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

Again, there is no shortage of places 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.

Angry Orchard, in Walden, is a popular spot for locals and tourists alike.


  • Hudson Valley Farmhouse Cider in Staatsburg
  • Naked Flock in Warwick
  • Bad Seed Cider in Highland
  • Brooklyn Cider House in New Paltz
  • and many more…
A sampling of Hard Cider for one person or to share

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.


  • Newburgh Brewing Company
  • The Roundhouse in Beacon
  • Hudson Valley Brewery
  • Plan Bee Farm Brewery
  • and many more…

A Visit to Bad Seed Cider Company

4. Try something new without Breaking the Bank

Gas + Parking Fee + Activity Fee = Lots of money

Who has time and the budget to try out a new activity down in the City? With so many activities here, spending Valentine’s Day in the Hudson Valle 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, 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)


  • Bear Mountain’s ice skating rink
  • The Ice Casino at Playland Park
  • McCann ice arena in Poughkeepsie
  • Kiwanis ice arena in Saugerties
  • Ice Time Sports Complex in Newburgh
  • Mohonk Ice Rink in New Paltz
  • Hommocks Park Ice Rink
  • and many more…
While walking to the Westchester Children's Museum, you are greeted by the historic Playland Ice Casino.


  • Philipse Manor Hall State Historic Site in Yonkers
  • Edward Hopper House in Nyack
  • Eleanor Roosevelt National Historic Site in Hyde Park

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 Valentine’s Day lunch or dinner.

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)?

Valentine's Dinner in the Hudson Valley


  • Henry’s at the Farm in Milton
  • Il Barilotto Enoteca in Fishkill
  • The Amsterdam in Rhinebeck
  • The Rock Wall Pub & Grub in Cornwall-on-Hudson
  • Schatzi’s Pub in Poughkeepsie
  • and so many more…

6. The sunset photos and landscape shots are amazing in the Hudson Valley and very Instagram-Worthy

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

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.

As long as you’re willing to brave the cold, a sunset photo will make the perfect Valentine’s Day in the Hudson Valley.

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


  • Walkway over the Hudson, Poughkeepsie & Highland
  • Croton Gorge Park, Croton
  • Playland Park Boardwalk, Rye
  • Untermyer Park & Gardens, Yonkers

A Visit to Untermyer Park & Gardens

7. Food & Live music go Hand-in-Hand here

In my family, the way to my husband’s heart is through his stomach, but the way to my heart is through my ears. I am a music FANATIC.

It doesn’t matter what kind of music it is. A perfect night for me includes anything to eat and live music.

Some notable events that combine music & food are:

> French Kiss: Early Valentine – How about a pre-performance dinner at the Caterina de’ Medici restaurant at the Culinary Institute of America, in Hyde Park, followed by a romantic concert by the Northern Dutchess Symphony Orchestra?

> The Falcon Valentine’s Day Show, Marlboro – Blues-rock guitarist, singer-songwriter Popa Chubby is set to celebrate 30 years of the blues life.

> Town Crier Cafe, Beacon – The Annie Mash Duo plays all your classic rock favorites from the ’60s through the ’90s, offering an authentic representation of this amazing era of music, while sprinkling in some of your favorite current hits.

Dinner at CIA in Hyde Park

8. Day or Night, There is also something to do on Valentine’s Day in the Hudson Valley

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

Activities you can do with anyone:

> Paint & Sip Night – Gal-entine’s Day Sip & Paint on Feb 7th in Walden, NY

What to expect on Valentine’s Day in the Hudson Valley:

> Expect crowds a little more than a typical day/weekend.
> Expect extra-friendly staff and extra special service
> You should always expect to have fun!

For a more detailed look into some of the businesses mentioned above, check out my other posts:
My visit to Benmarl Winery
My visit to Denning’s Point Distillery
My visit to the Walkway over the Hudson
My visit to Untermyer Pak & Gardens
My visit to DIA:Beacon
My visit to Bad Seed Cider Co

Sharing is Caring!
When visiting local attractions, be sure to tell them that you found them on Hudson Valley Exposed!

Explore my Hudson Valley Map

My interactive map features all of the attractions, parks, museums and businesses I’ve featured to date! My blog posts are linked to the pinned locations.
Be sure to zoom in and/or out in order to see all the locations.

Map Key for the Hudson Valley Exploring Map

Until the Next Adventure…

Signature HVE Blog


A heart made out of snow for Valentine's Day in the Hudson Valley
About Author

Jackie is the HV blogger behind Hudson Valley Exposed, featuring the hottest things to do, places to see and weekend getaways. Get information from a local who is seeing it all! She lives in the Mid-Hudson Valley Region with her hubby, kids, and doggies.

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