Things To Do – Westchester & The Hudson Valley January 30 – February 5

Winter - frozen lake

As we move through the final days of January and step into early February, Westchester and the Hudson Valley are buzzing with winter energy—despite the deep freeze sweeping the region. With very cold temperatures and wind chills dipping as low as –10 to –15 degrees at times, according to the National Weather Service advisory for the area, it’s the perfect week to explore a mix of cozy indoor happenings and invigorating seasonal outings. 

From community gatherings and local arts to winter‑friendly activities, there are plenty of opportunities to stay connected, entertained, and inspired throughout the region. Whether you’re looking to bundle up and enjoy crisp, sunny days or prefer warm‑and‑welcoming indoor events, this week offers something for everyone.

Ready to plan your week? Let’s dive into what’s happening across Westchester and the Hudson Valley!

Table of Contents

Westchester County Events

  •  World Championship SumoWestchester County Center, White Plains 

  • The Westchester Mall Walk (Jan 30)The Westchester, White Plains

  • Winter Bird WatchingLenoir Preserve, Yonkers 

  • Dancing With the Stars Live! (Feb 10–11)Westchester County Center, White Plains

  • Westchester Comedy Club (multiple dates)Tre Angelina, White Plains / Rye Grill & Bar

  • Teatown Hudson River EagleFest (Feb 7)Croton Point Park, Croton‑on‑Hudson

  • Winter Bird Watching (Jan 31)Lenoir Preserve, Yonkers

Putnam County Events

  • Valentine’s Love & Laughter Comedy Show (Feb 13)Putnam County Golf Course, Mahopac

  • Sew Many Stitchers Quilt Club (Feb 5 & ongoing)Putnam County Museum

Dutchess County Events

  • Marist Red Foxes Men’s Basketball vs. Rider (Feb 5)McCann Recreation Center, Poughkeepsie

  • Family Table: Kids & Parent Cooking (multiple Feb dates)Dutchess County (various locations)

  • Mid‑Hudson Love INC Cookie Walk (Feb 7)Dutchess County (regional event) 

  • Dutchess Children’s Dental Health Event (Feb 21)Dutchess County (Colgate Van Mobile Event)

  • Brunch: Midnight Choir (Jan 31)Daryl’s House, Pawling

  • Brunch: Eugene Tyler Band (Feb 1)Daryl’s House, Pawling

  • Michael Nau & Magic Tuber Stringband (Feb 1)Assembly, Kingston 

  • Jamie Lissow Comedy Show (Feb 3)LAUGH IT UP! Hyatt Place, Poughkeepsie 

  • Deraps (Live Music) (Feb 4)Daryl’s House, Pawling 

  • Wild Pink (Feb 5)Tubby’s, Kingston

Rockland County Events

  • Perfect Arrangement (Theatre Production)Elmwood Playhouse, Nyack 

  • Knickerbocker Ice Festival (Jan 31–Feb 1)Rockland Lake State Park, Valley Cottage

  • “Bending the Arc” Art ExhibitionPerry Lawson Fine Art, Nyack 

  • Misery (Stage Play, Feb 6–22)Antrim Playhouse, Tappan 

  • Songs from the Soul with Amy Azzara (Feb 8)90 North Broadway, Nyack

  • Classic Thrillers Weekend (Dirty Harry & The Departed, Feb 6–8)Lafayette Theater, Suffern 

  • Fortunes & French Toast Galentine’s Brunch (Feb 8)Hudson’s Mill, Garnerville

Orange County Events

  • Commotion: Creedence Clearwater Revival Tribute (Feb 6)Paramount Theatre, Middletown

  • Contact Improvisation (Feb 1)WildHeart Center for Performance & Embodiment, Wallkill

  • Big Shrimp & Dreams of Delphi (Feb 28)Industrial Arts Brewing Company, Beacon (Beacon borders Dutchess/Orange region)

  • DJ Night (Jan 30)Aspire Brewing, Orange County

  • Winter Afternoon Tea (Saturdays)The Thayer Hotel, West Point

Hudson Valley–Wide Events

  • Bert Kreischer: Permission to Party (Feb 4)Palace Theatre, Albany

  • Catskill First Friday (Feb 6)Catskill

  • River of Dreams: Billy Joel Tribute (Feb 6)Silk Factory, Newburgh 

  • Teatown Hudson River EagleFest (Feb 7)Croton‑on‑Hudson

  • My Bloody Valentine Author Signing (Feb 7)This Chapter Bookshop, Port Jervis 

  • Harlem Globetrotters 100‑Year Tour (Feb 8)Albany 

  • Galentine’s Day @ Gray Willow (Feb 13)Hudson Valley (Gray Willow) 

  • Hot Chocolate Fest 2026 (Feb 15)The Ashokan Center, Catskills

  • Sojourner Truth Life Walk (Feb 21)Kingston 

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Picture of Nina Rodriguez

Nina Rodriguez

I'm Nina Rodriguez. I am a Realtor at Coldwell Banker Realty. I live and work in the Hudson Valley and love everything this area has to offer. If you live or thinking about moving here, you have come to the right place! Stay up to date on Events, Outdoors, Real Estate, and more. I’m looking forward to connecting with you soon! See you around town! hello@thehvlife.com | 914.685.8410
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