Celebrate Valentine’s Day in Westchester

From comedy to romance, this list of events taking place the week of Valentine’s Day will present those in Westchester with the opportunity to plan the perfect date, do an afternoon craft with the kids or have a night out with friends.

Through May 17
Sketching Light: Chagall’s Windows for Union Church
Presented by The Pocantico Center
Renowned artist Marc Chagall was commissioned by the Rockefeller family for several stained-glass windows at Union Church of Pocantico Hills – but this required a significant amount of preliminary work. Now an exhibition at Pocantico Center, Sketching Light, displays 27 mixed media works on paper from the artist’s preparatory studies for the project. Note: Tours are available at the Union Church on February 15 (and third Saturdays through April) to see the final windows in person. This outing combines art, history and inspiration, which some may consider a promising recipe for a date. (David Rockefeller Creative Arts Center, 200 Lake Road Tarrytown)

February 1, 2025
Love’s a Joke: A Night of Laughs with Comedy’s Funniest Couples
Presented by Irvington Theater
Irvington Theater kicks off the Valentine’s season with a night of laughter that features a one-night-only performance by two comedy couples followed by a Q&A with the audience. The real-life couples will take on topics like marriage, sex, divorce and parenthood for guests with a sense of humor about love and life. (85 Main Street, Irvington, NY 10533)

February 7- 23, 2025
Sense & Sensibility By Kate Hamill
Presented by Yorktown Community Players TheaterWorks
Kate Hamill’s adaptation of Jane Austen’s beloved novel brings a fresh perspective to this classic story. The witty and romantic production explores themes of love, heartbreak and societal expectations. Perfect for Valentine’s Day weekend, the play offers a theatrical experience suitable from both long-time Austen fans and newcomers alike. (The Unitarian Universalist Congregation of the Hudson Valley, 2021 Albany Post Road, Croton-on-Hudson)

February 11, 2025
Create a Light-Up Valentine’s Day Card
Presented by Rye Arts Center
Kids between nine and 12 are invited to explore their creativity this Valentine’s Day workshop. Participants will craft light-up cards, combining art and technology for a take-away item that they can gift to a loved one. This hands-on activity is suitable for all skill levels, requiring only imagination. (51 Milton Road, Rye)

February 13, 2025
Film and Lecture: Love in the Afternoon
Presented by Jacob Burns Film Center
A movie date is a classic way to celebrate Valentine’s Day. To mark the occasion, Jacob Burns Film Center presents a special screening of the Audrey Hepburn romantic film “Love in the Afternoon,” which follows a detective whose client falls in love with his daughter. This timeless story of love and intrigue offers a cinematic escape and precedes a lecture and discussion with writer and NYU Professor, Matt Prigge. (364 Manville Road, Pleasantville)

Beginning February 13, 2025
Paddington in Peru
Presented by Bedford Playhouse
Bedford Playhouse screens Paddington in Peru this Valentine’s Day season, offering a heartwarming and family-friendly way to celebrate the holiday. The latest adventure of the beloved bear finds himself lost in the jungles of Peru as he searches for his missing aunt… and uncovers an ancient treasure along the way. (633 Old Post Road, Bedford)

February 14, 2025
Paul Taylor Dance Company
Presented by Performing Arts Center at Purchase College
Guests can experience the elegance and passion of contemporary dance this Valentine’s Day when Paul Taylor Dance Company takes the stage at the PAC at Purchase College. The company, renowned for its dynamic and emotive performances, will present a program that celebrates love, movement and artistry. (735 Anderson Hill Road, Purchase)

February 14, 2025
Monthly Open Mic – Love Edition
Presented by Bethany Arts Community and Hudson Valley Books for Humanity
Bethany Arts Community and The Hudson Valley Books for Humanity host a special Valentine’s Day edition of their monthly open mic event, which takes place on the second Friday of every month. Participants will share poetry, music and stories centered around the theme of love. (Hudson Valley Books for Humanity, 67 Central Ave Ossining)

February 14, 2025
Bill Murray & His Blood Brothers
Presented by Capitol Theatre
Bill Murray & His Blood Brothers perform at the Capitol Theatre this Valentine’s Day, offering a night of rock, blues and whimsy. The band’s covers of ’60s and ’70s hits create a lively atmosphere, making this a fun and unconventional way to celebrate the holiday. (149 Westchester Avenue, Port Chester)

February 14-23, 2025
Dramatists’ Theme Park: Seven Rides
Presented by Studio Theater in Exile and Hudson Valley Museum of Contemporary Art
Guests are invited to experience a surreal and imaginative theatrical performance of seven new short plays presented by local writers, actors and directors. The plays in Dramatists’ Theme Park: Seven Rides were chosen from 200 submissions and performed with minimal set design on the stage at Studio Theater in Exile at Hudson Valley MOCA.  The event is ideal for those seeking an alternative to the typical Valentine’s Day experience. Dramatists’ Theme Park runs Friday through Sunday. (Hudson Valley MOCA, 1701 Main St., Peekskill)

February 15, 2025
Valentine’s Day Weekend Concert with Reservoir Road Band
Presented by Pound Ridge Library
The Reservoir Road Band performs live at Pound Ridge Library to commemorate Valentine’s Day weekend with a concert that celebrates love and connection. Comprised of Katonah’s own Julie Rosenberg, Steve Giner, and Robin Reitzes, the band offers a mix of classic hits and romantic tunes surrounded by an exhibition of works by Katonah Museum Artists’ Association. (271 Westchester Ave., Pound Ridge)

February 15, 2025
The Chamber Music Society of Lincoln Center: Spanish Journey
Presented by Performing Arts Center at Purchase College
The Chamber Music Society of Lincoln Center takes audiences on a romantic musical journey to Spain this Valentine’s Day. Continuing the PAC’s season, the performance led by classical guitarist Jason Vieaux, features passionate works for music lovers and their special someone (or could-be special someone!). Vieaux will be joined by soprano Vanessa Becerra, violinist Kristin Lee, cellist Clive Greensmith and pianist Soyeon Kate Lee.  An artist talk precedes the concert. (735 Anderson Hill Road, Purchase)

February 15, 2025
Frontiers (Journey Tribute Band)
Presented by Emelin Theatre
Journey tribute band Frontiers performs at Emelin Theatre, inviting audiences to sing along to classic hits from the ’70s and ’80s. This Valentine’s Day concert aims to provide a lively and nostalgic celebration of love and rock ‘n’ roll by recreating the band’s sound. Journey is best known for hits like “Don’t Stop Believin’” and “Any Way You Want It.” (153 Library Lane, Mamaroneck)

^{Photos: Love in the Afternoon starring Gary Cooper and Audrey Hepburn; Marc Chagall, Studies for three of the eight side windows for Union Church [detail], © 2024 Artists Rights Society (ARS), New York / ADAGP, Paris. Collection of the Rockefeller Archive Center. Photo by Mick Hales.; Light-up Valentine’s Day card (photo courtesy of Rye Arts Center); Paul Taylor Dance Company dancers in Esplanade (photo credit: Whitney Browne / courtesy of Performing Arts Center); Bill Murray & His Blood Brothers (photo source: bloodbrothersband.com, photo credit: Erik Kabik)}