February may be the shortest month, but it’s packed with great opportunities to get out, get active, and get creative right here in Dutchess County. The beginning of the year was quiet and cold, and we don’t blame anyone for hunkering down indoors, but February brings Valentine’s themed dances, creative workshops, murder mystery or wine tasting dinners, candlelight music performances, champagne strolls, and so much more! This month’s events invite you to embrace winter with a little romance, a little fun, and plenty of local flair.
Wassail Celebration 2026
Sunday, February 1
Rose Hill Farm, Red Hook
Here’s your chance to let loose at Rose Hill Farms Wassail Celebration – a traditional English-inspired ceremony to thank the land for all it gives, and to bless the trees for a bountiful spring harvest. Craft your own crown or noise-maker, bring bread to hang on trees, and enjoy food, coffee, hot chocolate, and donuts! Stick around for music in the taproom afterwards.
pickrosehillfarm.com
Cottage Courses: Printmaking
Sunday, February 1
Troutbeck, Amenia
Visit Troutbeck for a fun and creative afternoon of printmaking. Try something you’ve never done before; pick up a new hobby! Participants will get to design and carve a stamp to create their own unique pattern to print on paper.
troutbeck.com
Mary Poppins Production in Rhinebeck
Sunday, February 1
Center for Performing Arts, Rhinebeck
centerforperformingarts.org
Catch the last performance of the Center for Performing Arts production of Mary Poppins, starring Emma Hempel as Mary Poppins. Witness stage-magic and revisit childhood wonder in this beloved, classic performance.
Painting at Bowdoin Park
Thursday, February 5
Maple Knoll Lodge, Bowdoin Park, Wappingers Falls
Anybody up for revitalizing their artistic side? Join one of Bowdoin Park’s adult palette painting series! The class will include step-by-step introduction to acrylic painting, focusing on the basics of creating nature-based artwork.
dutchessny.gov
“Candlelight: Tribute to Queen and More” at Living Water Church
Friday, February 6
Living Water Church, Poughkeepsie
Experience the magic of candlelight concerts at Living Water Church in Poughkeepsie. Enjoy a live, multi-sensory Queen tribute performance; pure auditory bliss illuminated by a sea of candlelight.
feverup.com
“RuPaul’s Drag Race” Viewing Party at Roosevelt Bar
Friday, February 6
The Roosevelt Bar, Hudson Valley Food Hall, Beacon
Join the fun at the Roosevelt Bar for a “RuPaul’s Drag Race” viewing party, hosted by drag-queen Andramada. Stick around after for an open, regional-award winning drag show, also hosted by Andramada! Disco and house music spun by DJ Zeno all night long.
hudsonvalleyfoodhall.com
Stand-Up Comedy Show: Ophira Eisenberg
Saturday, February 7
Banning Hall, Stissing Center for Arts & Culture, Pine Plains
In need of a good laugh? Experience Ophira Eisenberg’s hilarious stand-up routine at the Stissing Center, where she pokes fun at parenting and her pregnancy at an “advanced maternal age.”
thestissingcenter.org
Cupid’s Crawl
Saturday, February 7
Eastdale Village, Poughkeepsie
Grab your sweetheart, or just some friends, and join Eastdale Village for their Cupid’s Crawl Champagne Stroll! Walk from store to store and enjoy exclusive specials and Valentine’s festivities. Select locations will be handing out champagne; enter to win giveaways at each store!
instagram.com
Farm Fresh Brunch
Every Saturday & Sunday in February
Fishkill Farm, Hopewell Junction
Enjoy cafe-style brunch filled with farm fresh foods and local live music. Dive into delicious seasonal favorites sourced straight from the Fishkill Farm, and top it off with bottomless coffee (or a Treasury cocktail!).
fishkillfarms.com
Super Bowl Sunday Buffet & Watch Party
Sunday, February 8
The Grove at Red Hook, Red Hook
Get your tickets now for The Grove’s Super Bowl Sunday party! Enjoy delicious game-day foods such as macaroni and cheese, wings, nachos, prime rib sliders, and more. They’ll have games going on throughout the night, don’t miss your chance to win some prizes!
thegroveatredhook.com
Bouquets & Bordeaux
Wednesday, February 11
Le Jardin, Amenia
Join Le Jardin and Ten Mile Table for a creative flower and wine workshop. Erika from Ten Mile Table will lead a wine tasting, and Romane will teach a hands-on floral arrangement workshop. Take home your beautiful arrangement at the end of the night!
instagram.com
Valentines Paint & Sip Evening
Thursday, February 12
Mad Rose Gallery, Millerton
Bring your lover, self, or a friend to Mad Rose Gallery and enjoy an evening of painting, socializing and sipping! Get creative instruction from artist Lainey Bye, while enjoying a glass (or two!) of refreshing wine from Rosenthal Wine Merchant.
Register Here!
Natalia Zuckerman in Concert
Friday, February 13
Stissing Center for Arts & Culture, Pine Plains
Enjoy live music at the Stissing Center by Natalia Zuckerman, and experience how she weaves the many threads of her life into her concert – music, storytelling, painting, journalism, and education. Enjoy her fluid guitar work, warm voice, and intimate presence.
thestissingcenter.org
Murder Mystery Dinner
Friday, February 13
Curry Estate, Hopewell Junction
Four celebrity chefs will create original Valentine’s Day desserts to be tasted and rated by a celebrated food critic and audience members. A murder mystery will unfold, it’s up to you to guess who did it!
curryestate.com
Valentine’s Day Dinner at House of Stefas
Saturday, February 14
House of Stefas, Millbrook
If you’re looking for a way to really treat your loved one with something unique and romantic this Valentine’s Day, consider surprising them with a Freestyle Greek dining experience at House of Stefas. Discover the art of dining like a Greek, with service fit for a god. Their Valentine’s special menu includes beef tartare, scallop crudo, housemade pasta, duck breast, and a chocolate and orange saganaki to finish off the feast. Wine and dine like you never have before! House of Stefas invites all to live a life worth celebrating, where hospitality is the highest form of art.
houseofstefas.com
Valentine’s Day ‘Jungle Love’ Dance
Saturday, February 14
Banning Hall, Stissing Center for Arts & Culture, Pine Plains
Jungle Love—five-time Best of the Hudson Valley winners (2021–2025)—returns to Stissing Center for a Valentine’s Day celebration that’s all about music, movement, and community. Hold your sweetheart close, show off your moves, or simply soak in the joy of a packed dance floor.
thestissingcenter.org
All-Natural Body Lotion Workshop
Saturday, February 14
Clover Brook Farm, Hyde Park
Discover how to make all-natural lotion during this relaxing and educational class at Clover Brook Farm. Create your own bottle, understand the roles of skin-loving ingredients, and choose your own scent from 10 different options.
cloverbrookefarm.com
Met Live: La Boheme – Encore
Saturday, February 14
The Moviehouse, Millerton
Witness this timeless opera performance and experience its enchantment and spellbinding powers in all its glory at the Moviehouse. Take in the Italian charm of this performance that showcases Puccini’s young friends and lovers, and how they navigate the joy and struggle of bohemian life.
themoviehouse.net
Valentine’s Day Swing Dance
Saturday, February 14
Locust Grove Historic Site, Poughkeepsie
Grab your sweetheart (or just some friends!) and dance the night away at Locust Grove Historic Site featuring music from the swing shift orchestra. Enjoy light refreshments, sweets, and an open bar. Get there early to take a tour of the mansion and get swing dance lessons before the event!
lgny.org
Mardi Gras Party with Jungle Love
Friday, February 20
Curry Estate, Hopewell Junction
Experience Bourbon Street festivities right here in the Hudson Valley! Join Curry Estate for their Mardi Gras celebration, a night filled with cocktails, lively music, dancing, and delicious food. Get ready for Soul, Funk, R&B, Disco, Motown, and more music styles to dance the night away to!
curryestate.com
Super Tuscan Wine Dinner
Friday, February 20
Shadows on the Hudson, Poughkeepsie
Join Shadows on the Hudson, right along the Hudson River, for a delicious evening of elegant Tuscan wines and a curated 5-course dinner of cheeses, meats, seafoods, desserts, and more!
shadowsonthehudson.com
Stand Up Comedy & Dinner
Saturday, February 21
Charlotte’s, Millbrook
Visit Charlotte’s for a night of comedy by Pat DaBiere and Mikael Gregg, hosted by Drew Jacobs, with a three-course dinner starting at 6:30!
charlottesny.com
Lightfoot: Treasury of the Familial – Opening Reception
Saturday, February 21
Verse Work/Shop, Red Hook
Join Verse Work/Shop as they celebrate LIGHTFOOT: TREASURY OF THE FAMILIAL, a family show featuring works by the Lightfoot family, including: Caitlin Lightfoot of Lightfoot Woods, David Lightfoot, Donna Lightfoot, Jeanne Lightfoot, Joanne Lightfoot, John Lightfoot, May Lightfoot and Tom Lightfoot. All are welcome to attend the opening reception celebration; light refreshments will be served.
verseworkshop.com
Free Day at Dia Beacon
Sunday, February 22
Dia Beacon, Beacon
Listen up Hudson Valley residents! Experience a day walking around Dia Beacon art gallery for free on Dia Beacon’s ‘free day’—only for HV residents. Walk the grounds and take in the extraordinary collection of contemporary art. Check out their most recent exhibition, Shadows by Andy Warhol.
diaart.org
Movie Trivia Night
Tuesday, February 24
The Moviehouse, Millerton
Keep your creative juices flowing this winter at Trivia Night at the Moviehouse! Enjoy this free event filled with facts, questions, competition, and prizes. Get there early to snag your spot, this event is first come, first serve!
themoviehouse.net
Women’s Wellness Workshop
Thursday, February 26
Starr Library, Rhinebeck
An empowering evening where women gain knowledge, confidence, and community while navigating premenopause, menopause, and meaningful midlife transitions together. Hosted by Dr. Amy Novatt and certified life, health, and wellness coach Marybeth Cale.
estuarycoaching.com
The Maker and The Muse
Friday, February 27
Stissing Center, Pine Plains
A staged reading of the new original two-act musical, The Maker and the Muse, follows young, disillusioned artists Schuyler (the writer) and Oliver (the actor) as they search for authenticity in modern-day New York City.
thestissingcenter.org
2026 Dutchess Polar Plunge
Saturday, February 28
Heritage Financial Park, Wappingers Falls
Get freezin’ for a reason! Double dare your friends, family, coworkers, or yourself, to plunge into freezing waters for a great cause. Every dollar makes a difference for local Special Olympics New York athletes!
events.nyso.org
Charlie Chaplin’s ‘The Kid’ featuring Peter Krasinski
Saturday, February 28
Banning Hall, Stissing Center for Arts & Culture, Pine Plains
The New York Theatre Organ Society returns to Pine Plains with the next installment of “Silents at Stissing”; Charlie Chaplin’s groundbreaking feature ‘The Kid’, a film that continues to resonate with audiences more than a century after its release.
thestissingcenter.org
Great Gatsby Gala, Vegas Style!
Saturday, February 28
The Grand View, Poughkeepsie
Step into the glamour and elegance of the Roaring ‘20s… while supporting the amazing cause of Angels of Light of the Hudson Valley! Join Angels of Light for a night full of casino-style games, music, and dancing; an unforgettable event that gives back to the community and those in need.
angelsoflighthv.org