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Top 10 Dutchess Events in February

Date Published: January 31, 2025

It’s certainly easy to begin daydreaming about the forthcoming springtime once February rolls around — but wait! Winter in the Hudson Valley has a charm all its own, and here in Dutchess County, there are so many sights and experiences that are guaranteed to captivate your heart and warm your soul. Check out this list of the Top 10 February events in Dutchess County and embrace the tranquility of winter in the Hudson Valley.   

Speaking of embracing, stay tuned for updates on all sorts of Valentine's Day festivities in Dutchess County.

February is also Black History Month, and there are many examples throughout history of people who heroically championed the causes of justice, equality and progress for African Americans right here in Dutchess County, from the Abolitionist Movement through the Civil Rights Movement and beyond. Click here to learn more.

You can explore the Hudson Valley for less this winter during Hotel Week in Dutchess; between Jan. 26 and Feb. 9, participating establishments will offer hotel rooms for only $99 per night. What a deal! 

As always, keep your camera handy. To share your photos, click here, and be sure to tag @DutchessTourism on social media. 

Happy travels! 


Hudson Valley WingFest 18 

Saturday, Feb. 1, 5–8:30 p.m. at the Majed J. Nesheiwat Convention Center, Poughkeepsie 

Vote for your favorite chicken wings as the top restaurants, food trucks, and caterers in the Hudson Valley battle it out. Bring your appetite and feast on all their amazing and unique flavors. Enjoy great music from some amazing bands along with games, prizes, and a great night of fun. Hang out with the Wing Girls and dance the night away. Click here for ticket options. 


Belle Da Costa Greene: Black Female Excellence Surmounting the Limits of Early 20th-Century America

Wednesday, Feb. 5, 6 p.m., at the Hyde Park Library

Belle da Costa Greene was only 26 years old when she became the librarian for one of the most powerful men in the world: J.P. Morgan. Greene spent the next 43 years negotiating purchases for Morgan’s renowned private collection of rare books and manuscripts now known as The Morgan Library. Her position enabled her to befriend the elite of America and Europe and attend the most exclusive parties and cultural events — all while hiding her African American heritage from Morgan and everyone else. This free event will explore Greene’s extraordinary accomplishments within the context of the social and racial norms of the early 20th century.


Maple Sugaring: From Sap to Syrup

Saturday, Feb. 8, 9 a.m., at Stony Kill Farm, Wappingers Falls

Learn the basics of sustainable syrup production with this installment of Stony Kill Farm’s Adult Education Series (ages 17 and older). Staff members will explain tree-conscious maple-tapping practices and basic tree identification using Stony Kill Farm’s resident maple trees. Click here to learn more about this and other great programs in the series.


Four Hands Dinner

Saturday, Feb. 8, 6 p.m., at Milea Estate Vineyard, Staatsburg

Milea’s executive chef David Kim will be joined by Washington, D.C.-based chef Tae Strain to craft an extraordinary, Korean-inspired dining experience. Enjoy a six-course tasting menu that seamlessly blends the chefs' distinct styles and shared Korean heritage. Each course will be thoughtfully paired with Milea wines and Brooklyn Cider House ciders. Click here to see the menu and to make your reservations.


“Another Slave Narrative”

Saturday, Feb. 8, 7 p.m., at The Stissing Center for Arts and Culture, Pine Plains

Hear the firsthand accounts of formerly enslaved people as The Stissing Center presents a screening of the award-winning film, “Another Slave Narrative.” Directed by Michelle Renee Jackson, a descendant of enslaved African Americans, the film aims to transform how viewers relate to the history of slavery. Its multiracial cast recounts the dialogue of six of the roughly 2,300 formerly enslaved people interviewed by the Federal Writers’ Project between 1936 and 1938. As it says in The Stissing Center's promotion of the event, "If you want an average and predictable slave narrative film, this ain’t it." Click here to purchase tickets.


Billy F. Gibbons in Concert

Monday, Feb. 10, 7:30 p.m., at the Bardavon 1869 Opera House, Poughkeepsie

Instantly recognizable and best known as the centerpiece of ZZ Top, Billy F. Gibbons is widely regarded as one of the world’s finest guitarists. His unmistakable growl can be heard on such hits as “Sharp Dressed Man,” “La Grange,” and “Cheap Sunglasses.” Don’t miss this opportunity to catch this iconic guitar slinger in concert at the historic Bardavon. Tickets are sure to sell quickly. Click here to purchase yours.


Anti-Valentine's Day Mini-Market and Bar Crawl

Saturday, Feb. 15, 11 a.m.–10 p.m. at multiple Poughkeepsie locations

Several popular establishments in Downtown Poughkeepsie have teamed up to present this event on the first day of Anti-Valentine's Week, which begins on Feb. 15 with Slap Day and continues through Breakup Day on Feb 21. Celebrate Slap Day with an Anti-Valentine's Day Mini-Market at Curio Cabinet from 11 a.m.–6 p.m. There will be a tattoo artist on hand, and Kings Court Brewing will be there for a beer tasting from 4–6 p.m. Head to Kings Court Brewing for a brew while you listen to music by DJ Tolten from 6–7 p.m., then to Goodnight Kenny for specialty cocktails from 7–8 p.m. Then, it's on to Reason and Ruckus for music by DJ Dentalwork in the bar from 8–10 p.m. and a burlesque show in the back room beginning at 9 p.m.


Beer and Cheese Dinner

Saturday, Feb. 15, 4 p.m., at the Jordan Homestead Barn Taproom at Greig Farm, Red Hook

Beer and cheese — what a tasty tandem! Owner and head brewer J.R. Jordan and Macy Buccheri of the Culinary Institute of America will lead a guided tour through the basics of beer and cheese pairings. Enjoy several beers and cheeses, along with breads and other accompaniments. Add-ons will include desserts, flowers, a greeting card (available for pickup in advance), and take-home cheese boards. Click here for updates.


Adams' "Renaissance" Lawn and Garden Show

Feb. 21–March 2 at Adams Fairacre Farms, Poughkeepsie

Adams' popular annual garden show takes on a Renaissance theme complete with fun displays like hobbit houses, royal courts, magnificent castles, and even an enchanted forest! Shop for all your flowers, trees, and shrubs, and find inspiration for your big landscaping project this spring. Click here for details.


Pawling's "Unofficial" St. Patrick's Day Parade

Saturday, Feb. 22, 10 a.m., on Broad Street, Pawling

Now in its ninth year, this has become quite a popular celebration despite being held nearly a month before its namesake holiday. Covering a mere 223 feet of Broad Street in the Village of Pawling, it’s become known as “America’s Shortest Parade,” but there’s a lot of fun packed into every inch of it. Grab a bite to eat from one of the food trucks or from one of the eateries in the Village. Enjoy live music beginning at 10 a.m., and stick around for a free concert by The Nerds following the parade. Getting there is a breeze, as there is a Metro-North Railroad station in the heart of the Village.

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