February in the Catskills: Creative Nights, Cozy Dates & Winter Magic
February in the Catskills is all about leaning into winter — slow evenings, warm drinks, live music, and experiences that feel intimate and special. Whether you’re planning a Valentine’s getaway, a creative weekend with friends, or just looking for something fun to do after a snowy hike, here’s what’s happening this month around Sullivan County.
💘 Valentine’s Day & Date Night Highlights
Valentine’s Special at Seminary Hill Cidery
February 13–15
Celebrate love (or just a really good weekend) with Seminary Hill’s Valentine’s Special. Expect cozy ambiance, craft cider, and the kind of setting that makes winter feel romantic instead of cold.
Foundations of Funk Dance Party at The Old Foundation
February 14–15
Turn Valentine’s weekend into a dance-filled escape with Foundations of Funk at The Old Foundation. A perfect option if your ideal date night includes music, movement, and late-night energy.
Valentine’s Painting Party at Catskill Brewery
February 14
Get creative this Valentine’s Day with a festive painting party at Catskill Brewery featuring live music by Mike Brown and a Polaroid Kissing Booth for capturing the moment. Art, music, beer, and romance — yes please.
🎶 Live Music, Trivia & Community Nights
Open Mic Night at The Dale
A laid-back, creative night out featuring local musicians, poets, and performers. Whether you’re participating or just listening, it’s always a good vibe.
Thursday Night Trivia
Rafter’s Tavern
Tavern on Main
Gather your smartest friends (or just your funniest ones) and make trivia night a weekly tradition.
All-Day Happy Hour at The Eldred Preserve
Because some winter days deserve discounted drinks and a cozy place to linger a little longer.
🧵 Featured Event: 2-Part Creative Workshop
2-Part Creative Workshop
In collaboration with Pam of Pam’s Slow Jams, Mayer Wasner, and MN Dress ✨
This special two-day workshop is the perfect excuse for a creative winter weekend getaway.
🧵 Day 1 | Friday, February 27 — Happy Hour Dye Session (5–7 PM)
Unwind with a drink in hand while dyeing fabrics for your custom panel dress. Choose from a gorgeous range of colors — including an indigo vat — while enjoying happy hour snacks and refreshments.
🪡 Day 2 | Sunday, February 29 — Tea Party Sew Session (11 AM–4 PM)
Sip tea, enjoy a cozy lunch, and learn the fundamentals of cutting, sewing, and fitting a panel dress designed by Pam of Mayer Wasner. Your hand-dyed fabrics will be washed and ready for assembly.
This workshop blends creativity, community, and craftsmanship — exactly the kind of experience that makes a Catskills stay unforgettable.
🌾 Weekly & Seasonal Events
Callicoon Farmers’ Market
📍 Callicoon
Sundays: Feb 8, 15 & 22 — 11:00 AM–2:00 PM
Find fresh produce, baked goods, cheeses, wines, handmade goods, pottery and more from local growers and makers. A perfect stop for brunch snacks or picnic treats during your stay.
Open Fly Tying & Beginner Fly Tying Class
📍 Regional (Callicoon area vibe)
Fri, Feb 7 — 1:00–4:00 PM — Open Fly Tying
Sat, Feb 21 — 12:00–3:00 PM — Beginner Fly Tying
Try your hand at fly tying — a classic Catskills pastime for anglers and creative folks alike.
🎭 Arts, Culture & Community Happenings
Trivia Night at The Laundrette
📍 Narrowsburg — Thu, Feb 5 — 7:00–8:30 PM
Join this local trivia night at The Laundrette for a cozy, fun evening with friends or a date night twist.
“Let It All Out” Art Exhibition
📍 Delaware Valley Arts Alliance (Narrowsburg)
Feb 7–Mar 15
A creative and introspective community exhibit combining visual art and performance — great for an afternoon gallery walk.
Sage Sessions (60+ Meet-Up)
📍 Narrowsburg — Thu, Feb 5 — 1:30–3:30 PM
A friendly gathering for older locals and visitors alike — meet neighbors, enjoy refreshments, and soak up small-town community vibes.
🍷More Local Flavor
Valentine’s Dinner & Tasting Menu at Seminary Hill (Callicoon)
📍 Sunday, Feb 15 — 5:00–9:00 PM
Special romantic Valentine’s day menu at The Tasting Room with multi-course dishes and seasonal flavors — a great add-on for a weekend dinner plan.
Live Music at Seminary Hill
📍 Fri, Feb 20 — 5:00–8:00 PM
Enjoy live music alongside ciders and small plates — perfect for a laid-back Friday night.
Yarnslingers Story Night
📍 Seminary Hill — Sun, Feb 22 — 11:30–12:30 PM
A storytelling brunch event celebrating oral art and community. Come for the stories, stay for the brunch vibes.
🍿 Other Local Hangouts & Cultural Spots
Catskill Art Space (Livingston Manor) — contemporary art exhibitions and creative programming that often run through winter.
Tusten Theatre (Narrowsburg) — hosts screenings, performances, and film nights (check their calendar for February showings).
Callicoon Theater — historic movie house showing current films and occasional special screenings, a cozy option.
❄️ Make a Weekend of It
Staying with Casskell Stays puts you close to all of it — plus plenty of space to unwind afterward. Think snowy mornings, slow coffee, soaking tubs, fireplaces, and cozy dinners in after a night out.
February may be cold, but it’s full of warmth if you know where to look.
