TL;DR: Spend Valentine’s Weekend in the Catskills enjoying cozy dinners, live music, cooking workshops with friends, local shops, winter adventures, and relaxed getaways—whether you’ve planned weeks ahead or are making last-minute plans, there are plenty of warm, fun ways to celebrate.
Find inspiration for your Valentine’s Weekend
Whether you’re planning a romantic escape, a friends’ weekend, a family outing, or a little self-love time, Valentine’s Weekend in the Catskills is all about slowing down and soaking up the season. From fireside dinners and live music to sweet treats, shopping local, and snowy outdoor adventures, the region offers cozy, creative ways to celebrate connection in all its forms. Whether you’ve had this weekend circled on the calendar for months or you’re pulling together plans at the last minute, you’ll find plenty of welcoming restaurants, shops, and experiences ready to make your Valentine’s Weekend feel special, relaxed, and unmistakably Catskills.
Make it a weekend
LoveQuest: A Valentine
Saturday, February 14 – Sunday, February 15
Spillian
50 Fleischmanns Heights Road, Fleischmanns, NY 12430
800.811.3351
Enjoy a handcrafted overnight adventure including festivities, dinner and programming for two at Spillian. Delight in small acts of rebellion against the everyday, share in play, in love and in wonder. Advance bookings are required on the Spillian website.
Celebrate Love at The Red Rose!
Saturday, February 14 – 5:30PM and 8:00PM reservations
The Red Rose Motel
21677 Old State Road 17, Roscoe, NY
Enjoy a prix-fixe dinner by Chef Evan Chesney, 5 courses and a free bottle of wine at $75/pp
Add a night’s stay for $99. Limited availability. To RSVP: email howdy@theredrosemotel.com
Dinner Out
Valentine’s Dinner at the Winery
dear.native.grapes
Friday, February 13th at 6pm
17 Crawford Road, Walton, NY 13856
dear.native.grapes, Delaware Phoenix Distillery and Outerspace are teaming up for a cozy dinner party! Enjoy a four-course Iranian inspired dinner with optional wine pairing and absinthe digestif. Come with friends and meet new folks as dinner is served family style. Seating is limited. Buy tickets on the dear.native.grapes website here.
All Are Welcome for Dinner at Cafe Mutsi
Friday, February 13 & Saturday, February 14th for dinner
Cafe Mutsi
22 Lee Lane, Andes, NY
For this occasion, Cafe Mutsi is pulling out some favorite dishes and a dreamy lineup of wines curated by Leah Rinaldi of @jennyfrancois, who will be pouring magic all night long. Enjoy a cozy dinner for two nights in a row, warm atmosphere, cozy vibes and delicious wine. Come as you are, no reservations needed. If you would like to reserve a table for a group, please directly email or send them a DM @cafemutsi.
Prix Fixe Dinner The Andes Hotel
February 2026
The Andes Hotel
110 Main Street, Andes, NY 13731
845.676.4408
Find more details on their website!
Join Oda Wine Garden for a Night of “Rare” Romance!
Saturday, February 14th
743 Main St., Margaretville, NY
Celebrate with Oda with a full a la carte menu consisting of a creative fusion of sea and land with a Balkan twist. Finish the romance of enjoying delicious food with a grand ending of a dessert tower from Tomato Tomahto Diner. Make your reservations with Oda.
Make Something Together
Valentine’s Day Candies for Your Sweetheart Cooking Class
Thursday, February 12th at 6pm
Strickland Hollow Tasting Room & Bottle Shop
70 Main Street, Delhi, NY 13753
443.791.1259
Strickland Hollow is offering a cooking class to learn how to create beautiful confections for your sweetheart. Learn how to cook in a fun environment while sipping your choice of wine from the bottle shop. Book tickets on their website.
Simple Soapmaking with Your Sweetheart
Saturday, February 14th 2-3PM; Registration required by 2/10.
Delaware County Historical Association
Enjoy a simple soapmaking class that will discuss a brief history of soap and utilize basic techniques to create unique, all-natural products. Cost: $15 per person. Call 607-746-3849 or e-mail dchadelhi@gmail.com to register.
Live Music
Jake Xerxes Fussell Concert
Saturday, February 14 at 7pm
49 West Kortright Church Rd, East Meredith, NY 13757
The West Kortright Center presents an intimate evening of timeless American folk music from Jake Xerxes Fussell set against the winter backdrop of the Great Western Catskills. A perfect night for music lovers and anyone craving something real. Book tickets on The West Kortright Center website.
Apres at Plattekill
Friday, February 13th & Saturday, February 14th from 3-6pm
469 Plattekill Road, Roxbury, NY 12474
Enjoy live music all weekend at Plattekill, the family-owned and fiercely independent ski mountain in beautiful Delaware County. There are plenty of activity options for everyone: ski lift tickets, snow tubing and snowshoeing. After a day on the hill, kick back with family and friends and take it all in with tunes provided by Lali & The Pops on Friday, Mike O’Leary on Saturday and Dave & Charlie on Sunday.

Gather Around
Catskills Cookin’ at dear.native.grapes
Saturday, February 14th
dear.native.grapes
17 Crawford Road, Walton, NY 13856
Cozy up with favorites guaranteed to warm the soul from Dan Romero at Catskills Cookin’ on Valentine’s Day. Get out of the cabin and enjoy a lively time with friends, natural wines and soul-warming favorites.
Charcuterie Boards and Tattoos for Valentine’s Day at Awestruck!
Saturday, February 14
Awestruck Taproom
8 Winkler Road, Sidney, NY 13838
Do Valentine’s Day the Awestruck way with charcuterie boards made for sharing, a pint of Lovestruck, and a flash pop-up with Camille, a tattoo artist. Charcuterie boards are available by pre-order. Please DM Awestruck directly to reserve @awestruckcider.
Out and About
Sweetheart’s Skate
Saturday, February 14th
20 East Main Street
Hancock, NY 13783
Bring your own ice skates to Hancock, NY for an afternoon skate with your sweetheart on Valentine’s Day. Following a skate enjoy some hearty Italian food at Little Italy II just a few steps away or grab a bite at the Honest Eddie’s Tap Room.
Stamford Village Valentine’s Market
Saturday, February 7th
Various Locations, Stamford, NY 12167
On Saturday, February 7th, artisans and vendors will set up shop in some of the best venues of Stamford. Visit Catskill Outpost, Stamford Coffee, T.P.’s Cafe, Tandem Antiques and Catskills Junction find the ideal gift for the loved ones in your life. If you visit them all, you have a chance to win a gift basket with prizes from participating businesses. Join in the fun at the after party at The Belvedere Inn.
Check back as we always are adding more events and opportunities as they are announced!

Find an escape filled with love and reconnecting in the Great Western Catskills.

















































































































































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