May 14 Thursday
This exhibition examines depictions of the American flag through 75 works by a diverse group of artists, beginning during WWI with Childe Hassam’s Italian Day, May 1918 and continuing to the present day, including a textile sculpture commissioned for the show from Maria de Los Angeles. The exhibition includes work in a variety of media by artists including Jasper Johns, Faith Ringgold, Robert Rauschenberg, Shepard Fairey, and Julie Mehretu, and challenges viewers to consider who the American flag truly represents and whether justice is available to all.
For Which It Stands… forms part of America250: The Promise and Paradox, an initiative through which Fairfield University Explores 250 Years of the American Experiment.
Curator: Carey Mack Weber, Executive Director, Fairfield University Art MuseumFaculty Liaison: Aaron Weinstein, PhD, Assistant Professor of Politics
May 15 Friday
In collaboration with the Alzheimer’s Disease Resource Center
May 15, 11 AM - 12 PM
Presented in collaboration with the Alzheimer’s Disease Resource Center, Art in Action is for individuals with Alzheimer’s or dementia and their care partners. Attendees will explore works of art in the Museum’s galleries and participate in hands-on artmaking experiences.
In-Person Sessions: Fridays 11 AM–12 PMJanuary 16 | February 20 | March 20 | April 17 | May 15
Zoom Sessions: Fridays 10:30–11:30 AMFebruary 13 | March 13 | April 10 | May 8 | June 12
To register, contact Carol Hartmann:carol.hartmann@adrc.org | 631.580.4417
The Westport Library Big Spring Book Sale is the ultimate book-lovers paradise, offering thousands of books in over 50 categories, for all ages, plus CDs, DVDs and vintage vinyl, jigsaw puzzles, and more! The four-day sale begins on Friday, May 15, 2026, and runs through Monday, May 18, 2026. For details, please visit www.westportbooksaleventures.org/our-events
Join us for a special evening as hometown Bluegrass legend, Buddy Merriam and his band Back Roads stop by on their farewell tour! Buddy Merriam and Back Roads have been performing since 1980 and this will be last year. Over the years, the group has performed throughout the region at most of the large Bluegrass festivals in the Northeast. Buddy has performed several times at the Grand Ole Opry in Nashville, TN., and toured throughout Ireland, Scotland and England. Buddy has released 7 CD’s, including the all-original Back Roads Mandolin, along with two books of his original mandolin music, with a third volume in progress. Back Roads shows include Buddy’s original music, Bluegrass and Country songs, and crowd-pleasing fun covers done Back Roads Style! Don’t miss this special event.
Two singer-songwriters host two additional singer-songwriters every second and fourth Tuesday of the month at Dunville’s LittlePub. We tell our stories in song and provide an encouraging environment for songwriters to ply their craft. Hosted by Erik Moses and Bill Dempsey
The inaugural Hotchkiss International Piano Competition will take place May 15 to 17, 2026 at The Hotchkiss School in Lakeville, Connecticut. Showcasing talented pianists ages 10 to 18 from around the world, the competition features live performances in Katherine M. Elfers Hall in the Esther Eastman Music Center, adjudicated by an international jury. With three age divisions, the event will award $25,000 dollars in prizes and offer concert opportunities to outstanding participants.
For the full competition schedule, visit hotchkiss.org/pianocompetition
TheatreWorks New Milford presents a powerful 90-minute adaptation of Shakespeare’s King Lear, running April 30 through May 23. This timeless tragedy follows an aging king who divides his kingdom among his three daughters based on their flattery—sparking betrayal, chaos, and madness. Themes of power and family dynamics, familiar to fans of Succession, take center stage in this gripping production.
The cast Mark Feltch (Newtown) stars as King Lear, with New Milford’s Vicki Sosbe (Goneril), Erin Shaughnessy (Regan), and Abi Heydenburg (Cordelia) as his daughters. With a full cast of 19 talented actors from across the state of Connecticut, additional cast members include Sam Everett (Danbury), Colin McLoone (Brookfield), Jim Hipp (Sherman), Vincent Christoni (Trumbull), Tom Heydenburg (New Milford), Sean Gorman (Bethel), Todd Santa Maria (Cheshire), Michael Briney (Naugatuck), Thomas Ovitt (New Preston), David Regelmann (Bethel), Tim Heydenburg and Isabelle Bergman (New Milford), Ron Malszka (Bridgewater), Fred Thaler (Cornwall) and Billy Anderson (Bethel).
Directed by Jane Farnol, author of Shakespeare for Contemporary Theatre, this streamlined adaptation emphasizes action while preserving Shakespeare’s language. Performances run weekends from April 30 through May 23. Tickets for reserved seats are available at theatreworks.us or by calling 860-350-6863. TheatreWorks New Milford is an award-winning community theater located at 20 Elm Street Extension in New Milford, CT.
The 2024 Pulitzer Prize winning play comes to life on the Playhouse stage.
Eboni Booth’s 2024 Pulitzer Prize winning breakout play is an uplifting, gentle and powerful exploration of change, friendship, and quiet courage. Meet Kenneth, a creature of habit whose world is upended when his lifelong job ends – and he’s nudged into the unknown by his best friend Bert and a few unexpected encounters over mai tais at the local tiki bar. This luminous new American play draws us into a deeply human journey, as Kenneth takes small steps into a bigger world – one where every connection holds the power to transform a life.
May 16 Saturday
This is Day 2 of The Westport Library Big Spring Book Sale -- the ultimate book-lovers paradise, offering thousands of books for all ages, at bargain prices, in over 50 categories, plus CDs, DVDs and vintage vinyl, jigsaw puzzles, and more! The four-day sale begins on Friday, May 15, 2026, and runs through Monday, May 18, 2026. For details, please visit www.westportbooksaleventures.org/our-events