2026 Editor’s Picks: What to Do in the Hudson Valley on Feb 13 – Feb 15

Love is in the air—and luck is on the rise. This weekend, Valentine’s romance meets Lunar New Year magic as the Year of the Horse gallops in with music, movement, dumplings, cider, poetry, and dance. Whether you’re solo, smitten, or somewhere in between, celebrate love, connection, and new beginnings all across the Hudson Valley. Hot Picks below…

🗓️ Whole Weekend

💘 East Fishkill, Fri Feb 13 + Sat Feb 14. Unhinged Speed Dating at Sloop Brewing.
Skip the overpriced first dates — games, blindfolded chocolate tastings, and speed dating with multiple people. Info HERE.

😍 Fleischmanns, Sat Feb 14 + Sun Feb 15. LoveQuest: A Valentine at Spillian.
A gathering for the beautifully entangled—newly besotted or long-paired—to play love as a wild, imaginative adventure where shared stories, surprise + courage keep wonder alive and the birds singing. Info HERE.

🧧 Walden, Sat Feb 14 – Sun Feb 15, Lunar New Year Celebration at Angry Orchard Cider House.
Ring in the Year of the Horse with the debut of “Year of the Apple” cider, a specialty food menu, and live music. Info HERE.

👩‍🌾 Hudson Valley, All weekend long! Explore the Bounty of Winter at Hudson Valley Farmers Markets + CSAs
These cozy seasonal pop-ups turn cold-weather weekends into lively celebrations of local food, makers and culture! Info HERE.

🗓️ Friday, Feb 13

💃🕺Gardiner, 6pm – 8pm. Tango Workshop for Couples at Full Circle.
Step into Argentine Tango with Carina Moeller of TriÁngulo Tango and discover the magic of connection—no experience needed. Includes a glass of red wine. Info HERE.

🎭 Beacon, 7pm. Love Songs at Howland Cultural Center.
A fun night and fundraiser for The Beacon Players! Enjoy a sneak peek of their upcoming “Jekyll & Hyde—The Musical” and hear beautiful love songs performed by the talented Beacon High School drama troupe. Info HERE.

🚀 Kingston, 7:30pm. An Extraterrestrial “Alentine’s Day” at the Old Dutch Church.
Al Olender + Impact Concerts present live music paired with an out-of-this-world food collaboration, featuring the Planet Crushburger from Moonburger + Camp Kingston. Follow all these local space freaks and arrive early to shop, get a poem written, snap a photo, visit the Satellite Bar, and blast off. Info HERE.

👠 Arkville, 7:30pm – 9pm. Valentine’s Cabaret at Union Grove Distillery and Arkville Brewstillery.
An intimate musical evening exploring love through Broadway, pop, and jazz standards, performed by soprano Tami Swartz, baritone Tim Lafontaine, and pianist Marianne Schor. Info HERE.

🤣 Warwick, 8pm. Comedy Night at Drowned Lands Brewery.
Next Stop Comedy brings top comedians and fresh lineups to local venues for a night of big laughs, great vibes, and unforgettable fun. Info HERE.

🧚‍♀️ Hudson, 8pm. Friday the 13th Nightmare Before Valentine’s Day at Park Theater.
Dust Bowl Faeries, joined by special guest Melora Creager of Rasputina, performing solo. The Hudson Valley ensemble conjures a theatrical mix of dark cabaret, gothic polka, and folk, blending sinister circus songs and murder ballads into an otherworldly live experience. Info HERE.

🗓️ Saturday, Feb 14

🥦 Millerton, 10am – 2pm. Millerton Farmers Market at the Methodist Church.
Fresh, local, and sustainable—seasonal produce, meats, cheeses, baked goods, and more from local growers, plus a chance to connect with neighbors and support the community. Info HERE.

💄 Hudson, 1pm – 5pm. Valentine’s Flower Pop-Up at FACE Stockholm.
An afternoon celebrating love in every shade, featuring an immersive floral installation by artist Amelia C. Williams, art-filled surroundings, a complimentary shimmer bar, and a guided wine tasting by @shattered.wine. Info HERE.

🧧 Annandale-on-Hudson, 2pm. Sound of Spring Concert at Fisher Center.
Celebrate love + Chinese Lunar New Year with The Orchestra Now, led by Jindong Cai, featuring suona virtuoso Yazhi Guo alongside rising stars from Beijing’s Central Conservatory and Bard’s US-China Music Institute. Info HERE.

🎤 Woodstock, 2pm. Valentine’s Day at the Woodstock Library.
An intimate afternoon of electric storytelling and vivid, resonant verse celebrating love, life, and human connection, with an open mic for all to share or simply listen, hosted by the Woodstock Poetry Society. Info HERE.

💋 Ellenville, 7pm – 12am. Molly Tigre at Love Velma.
Molly Tigre fuses the entrancing rhythms and melodies of African traditions—especially from Ethiopia and Mali—with a bold, exploratory jazz sound in an underground venue. Info HERE.

🎶 Hudson, 7pm – 11pm. Ambos Prix Fixe + Vinyl Set with Melodious Thunk at Pocketbook Hudson.
Ambos Lounge hosts the Hudson-based avant-garde jazz collective, Melodious Thunk, with an open-format, all-vinyl set focused on deep listening, improvisation, and collective experience. Info HERE.

🕺 Pine Plains, 7:30pm. Jungle Love Valentine’s Day Community Dance at The Stissing Center.
Six musicians bring Classic Soul, R&B, Motown, Disco, and Funk from the ’60s–’80s, with the floor cleared for a night of dancing with friends, neighbors, or your sweetheart. Info HERE.

🎸 Bearsville, 8pm. The Weight Band at Bearsville Theater.
The Weight Band @theweightband—featuring former members of The Band and the Levon Helm Band—keeps the Woodstock Sound alive with a high-energy mix of classic songs like “The Weight” and “Up on Cripple Creek,” alongside originals from their album “Shines Like Gold” and other Americana favorites. Info HERE.

🗓️ Sunday, Feb 15

🥟 Claverack, 12pm – 6pm. Lunar New Year Celebration at Cooper’s Daughter Spirits.
Celebrate with Mei’s Homemade Dumplings, festive cocktails + mocktails, tasting flights, and cozy heated barn vibes—wear red to ring in the New Year in style. Info HERE.

💃 Saugerties, 3pm – 4pm. The Smallest Country at Jane St. Art Center.
Performed by Cass Tunick, Shinichi Iova-Koga + Shahzad Ismaily. A physical, surreal and unpredictable exploration of human experience, blending humor, pathos, and archetypal imagery. Info HERE.

🇯🇲 Woodstock, 7pm. Love Jamaica Benefit + Bob Marley Celebration at Colony.
Upstate Reggae presents a night of good vibes + great music, featuring John Sebastian, Cindy Cashdollar, The BobCats, Joey Eppard, Ras T Asheber, Songs of Solomon, Dis N Dat Band, Marian Tortorella, plus a silent auction at 5pm. Info HERE.

👉 Know of more cool events happening in the Hudson Valley/Catskills area?
Leave them in the comments below.

Have a wonderful weekend from Inside+Out Upstate NY!