More from the Valentine's Day Guide

Here's Where to Spend Valentine's Day in the Hudson Valley

Whether you're lucky in love or single and proud, we have the perfect February 14 to-do for you.


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Ah, Valentine’s Day. It’s that “love it” or “hate it” holiday that takes over stores and shops every February without fail. In the Hudson Valley, local businesses and restaurants go all out for February 14 with pre-fixe dinner specials and dreamy getaways for visiting and staycationing couples alike. Not in a relationship? Never fear! Galentine’s Day and anti-Valentine’s Day celebrations abound throughout the Hudson River region as well.

Take a scroll through the romantic (or not) happenings in the Hudson Valley, then get planning your most unforgettable Valentine’s Day yet.

For couples:



Perfect Pair Valentine’s Day Cake Class

Eat This Bakery and Gifts, Montgomery
February 8, $69.99

For couples who love to heat things up in the kitchen, Eat This Bakery has just the activity for you. The Montgomery sweet spot hosts an instructive class to teach partners how to create their own 6” bakery-grade cake. Skills include leveling, stacking, and crumb coating, all of which can come in handy for home chefs. Romantic refreshments will be served, but feel free to bring your own beverages if you like.


Wine & Dine

An Evening in Paris

Anthony’s Pier 9, New Windsor
February 14, $140/couple

Escape to France, sans the plane ticket, at Anthony Pier 9’s Parisian-themed fest. Beginning at 6 p.m., couples can dance to love songs and popular hits from DJ Octavius while enjoying drinks from the top-shelf open bar. Upon arrival, all visitors receive a box of one dozen long-stemmed red roses along with passed French Kiss martinis and champagne. To eat, Anthony’s goes above and beyond with New York strip steak, vegetable-stuffed crepes, and French-cut chicken with brie and raspberries.



Valentine’s Day at MacArthur’s

MacArthur’s Riverview Restaurant, West Point
February 14-16, $110/couple

Enjoy one of the most swoonworthy dinners in all of the Valley at MacArthur’s over Valentine’s Day weekend. Whether you indulge on celebratory oysters Rockefeller or split a plate of bronzed Hudson Valley duck breast with your loved one, you’ll still have a hard time choosing between the rich molten chocolate cake and vanilla bean crème brulee for dessert.


Valentine’s Day at Two Spear Street

Two Spear Street New American Restaurant and Bar, Nyack​
February 14, $75/person

Head to Nyack’s premier waterfront eatery for a four-course chef tasting menu and live entertainment from Ellen LaFurn Music. Reservations begin at 5 p.m. and go until 10 p.m.



Did you know that mimosa’s & brunch are the best way to keep you warm on brisk Saturday mornings?

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Valentine’s Day Dinner

The Blue Hen, Saratoga Springs
February 14, $95/person

For the food lover in your life, reserve a table for two at The Blue Hen’s three-course dining event. The occasion begins with starters like seared scallops with foie gras cremeux, then features entrees like hay-baked lamb rack and a magnificent 45-day salt-dry-aged Kansas City steak with a Marcona almond crust. For dessert, you can’t go wrong with the chocolate bombe cake or the always impressive croquembouche.


Valentine’s Day Dinner Dance

The Poughkeepsie Grand Hotel, Poughkeepsie
February 14, $140/couple

Want to add a little swing to your celebration? Book a spot at The Poughkeepsie Grand Hotel’s oh-so-romantic dinner and dance. Beginning at 6 p.m., diners can “cheers” at the top-shelf open bar and dine on decadent eats like rib-eye steak and roasted cauliflower and manchego cheese risotto. After savoring a chocolate sampler platter for dessert, couples can head home with a complimentary bouquet of one dozen long-stemmed roses or stay the night at The Grand. Room specials run $215/couple and include breakfast in the morning.


Valentine’s Day Murder Mystery Dinner & Show

The Place, New City
February 14, $65-125

Looking for something fun to do with your sweetie? Bring your loved one to The Place for an interactive murder mystery that will have you both laughing and crime-solving all night long. Tickets include a pre-fixe four-course dinner, a glass of champagne, and admission to the show. Arrive early to be seated because the show begins promptly at 7 p.m.



Indulgent AND healthy! Have you tried our grilled marinated beets with oyster mushrooms and cauliflower?

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Valentine’s Day Prix Fixe Dinner

Terrapin, Rhinebeck​
February 14, $69/person

In honor of the most romantic day of the year, Terrapin invites couples to celebrate with a three-course prix fixe dinner menu that includes a choice of tapas, an entrée, and dessert. Fall in love with specials like Nantucket Bay scallop ceviche and butter-poached lobster tails with ginger beurre blanc. Looking for something a bit more casual? Just drop into the Red Bistro, located next to the Dining Room, instead.



Escape to Emerson Resort

Emerson Resort and Spa, Mount Tremper
Valentine’s Day week

Add Hudson Valley romance to your Valentine’s Day plans with one of Emerson Resort’s unforgettable packages. If your special someone loves wine, opt for the Emerson Wine Excursion, a weekend exploration of the top wineries along the Hudson River. For a spa escape, try out the couples’ massage and soak treatment, which includes a 30-minute Himalayan salt soak and a 60-minute relaxation massage. Of course, if you’re looking for an all-in-one experience, the midweek “Do Not Disturb” bundle or the weekend Proposal Package are not to be missed. Hoping to say “I do” this February? The Emerson has it all covered (officiant, photographer, massage, flowers, wedding cake, you name it) with its Elopement Package.



Overnight at The Thayer Hotel

The Thayer Hotel, West Point
Valentine’s Day weekend

Treat your loved one to a romantic weekend at West Point’s historic Thayer Hotel. To welcome guests, the hotel offers a special overnight package which includes accommodations, dinner at MacArthur’s Riverview Restaurant, and a bottle of champagne and chocolates in the room. Want to make a full experience of it? Follow along with our day trip guide to West Point while you’re there.

For anyone:



Daddy Daughter Dance

Finch Studio Space, Newburgh
February 9, $10-30

The annual Daddy Daughter Valentine’s Day Dance returns to Newburgh on Saturday, February 9. The fun-for-all event isn’t just for daughters and their dads, but is open to uncles, grandpas, and brothers as well. Families can dance, snack, and take photos throughout the evening, which runs from 6 to 9 p.m.


Galentine’s Day



Local Cheese, Chocolates, and Wine Pairings

Benmarl Winery, Marlboro
February 9-10, 16-17; $25/person

Calling all wine lovers! This year, look no further than Benmarl for the February fest of your dreams. On the weekends before and after Valentine’s Day, the Marlboro winery invites the public to its seated wine tastings. Tickets, which run $25 per person, include a sampling of five wines with New York State cheeses and chocolates. Trust us, there’s no better way to spend the weekend.


Pre-Valentine’s Day Mingle

BSP Kingston, Kingston
February 7, $15-25/person

Swing by Kingston for a fun night out at BSP. The pre-holiday event is open to singles ages 24 to 44 and features interactive games, prices, and dance-worthy tunes. If you’re looking to meet someone new in a classy, carefree environment, this is the place to go.



Valentines Show!@colonywoodstockny 2/15/19 #simistoneshow #woodstock #february #music #songs

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Simi Stone at Colony

Colony Woodstock, Woodstock
February 14, $20-25

Bring your single friends, your coupled friends, your work friends, your neighbors, your…well, you get the picture, to Colony Woodstock’s Valentine’s Day show. Talented singer-songwriter Simi Stone takes the stage for a multifaceted performance filed with songs, dance, and even a little improv.


Valentine's Day Dinner Comedy

Comfort Suites, Fishkill
February 15-16, $25-50

Prepare to laugh it up in Fishkill on the weekend following Valentine's Day. During the special occasion, funnyman performers KP Burke (The Stress Factory, The Comedy Shoppe, Roastmasters @ The Stand) and Pat Dixon (Comedy Central; The Late, Late Show; The World Stands Up) bring the humor, with the help of special guest Chase Daniels of WRWD 107.3. Anyone who wants dinner with the show can opt for the dinner package (and additional $25), which includes an appetizer salad with a choice of loaded NY strip steak, maple-glazed salmon, or roasted vegetable raviolis.



Valentine’s Day Pillow Workshop

Hudson Valley Vintage, Rhinebeck​
February 13, $50/person

Get crafty this February at Hudson Valley Vintage’s D.I.Y. workshop. After attendees learn how to stencil on fabric, they can test their new skills by creating their very own canvas designs on two plush pillows, which they can take home at the end of the day.


Valentine’s Wine, Cheese, & Chocolate Tasting Party

Cunneen-Hackett Arts Center, Poughkeepsie
February 9, $20

When it comes to Valentine’s Day, Cunneen-Hackett doesn’t mess around. The Poughkeepsie art center gives the people what they want and dishes out a decadent spread of wine, cheese, and chocolate in its picturesque Grand Parlor. Love songs in the background set the mood at the indulgent event.


Anti-Valentine’s Day



Anti-Valentine’s Cider Soiree

Angry Orchard, Walden
February 14, $50/person

Tired of the happy couple and chocolate heart overload? Join Angry Orchard on February 14 for its first Anti-Valentine’s Day bash. Amuzae Catering Chef Shawn Hubbell leads the dining experience with pairings of small plates with New York ciders from 6 p.m. to 9 p.m. Round up your 21-and-over friends or be bold and go solo for a festive night at the orchard.



Love Bites Cocktail Party

Mill House Brewing Company, Poughkeepsie
February 12, $35/person

Celebrate your solo status at Mill House on the Tuesday before Valentine’s Day. The multi-level cocktail party features different musicians on every floor (hello Nellybombs and DJ Vandybeats) and appetizers and desserts everywhere. Drinks are available at the cash bar at the 21-and-up event.

Related: These Local Valentine's Day Gift Ideas Are Affordable AF

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