"It's sad to see another place for good music close." One longtime patron posted that on Facebook last December, after Lucy's at 446 Bedford Road held its final night. The send-off was Wednesday, November 26, 2025, the night before Thanksgiving. It was billed as "Last Night At Lucy's," with unlimited draft beer and bottles, and guests were invited to take memorabilia off the walls on their way out.
Ten months later, the corner of Bedford Road and Wheeler Avenue is busy again, and it is built around the game instead of a band. Live music in Pleasantville didn't disappear when Lucy's closed. It moved from a single room built around a stage to a short list of public events on the Village calendar. For the rest of 2026, that list is down to one weekend.
Twenty-one years of a room built for bands
Lucy's opened under that name in 2004. Daily Voice described it as a venue known for bands and acoustic performances. A retrospective by a musician who played and ran sound there, published this September in Westchester Bars, remembers indie bands, acoustic sets, karaoke and open mics.
The room itself kept changing over those years. In 2011, according to the same retrospective, owner Sam Cucinell chose to expand in Pleasantville instead of moving. They added a dining mezzanine and a third-floor private party room, so diners upstairs could look down on the band. Around 2022 or 2023, the space split into two rooms, The Garage at Lucy's and The Basement at Lucy's, both styled after the 1970s and '80s.
Lucy's also served the village's bigger music events. One former regular wrote that they had seen "many a great band" there and "held many a Pleasantville Music Festival event there." The same post called Lucy's "my version of Cheers, as it was the place where everybody knew my name."
No local news outlet has reported why Lucy's closed. Local coverage confirms the closing date and that a new tenant was lined up, and nothing more.
The same corner, rebuilt around the game
Pleasantville Tavern opened at 446 Bedford Road on June 12, 2026. The owners, Tom Miller and John McCarthy, have each lived in the village for close to 20 years. Speaking to Inside Press this spring, they said Pleasantville hadn't had a true sports bar since McArthur's American Grille and Michael's Tavern both closed about ten years ago. "Nothing has ever really filled that gap," Miller said. The two had each separately asked about taking over Michael's lease a decade ago. Neither knew the other had done the same.
The renovation reworked the room around a different purpose. The space was gutted, and the stage is gone. The bar was extended to seat 20, and a hallway now links the back dining room to the front. The old Wheeler Avenue door is now a window, and the entrance has moved to the corner. The Tavern's website lists 11 televisions spread through the space. A back room with its own 10-seat bar hosts private parties of up to 50.
What carried over from Lucy's is the beer and the local history. Captain Lawrence sold its first keg outside its own brewery to Lucy's, back when the brewery was based in Pleasantville. The Tavern keeps two Captain Lawrence lines going and also pours Soul Brewing, which is just down Wheeler Avenue. The main wall has a mural by Chris Rios. It is based on a 1930 sketch of the building across the street that now houses the police station. When the street was raised to carry traffic over the Metro-North tracks, the building's second-floor window became its front door.
The kitchen is run by Dennis Cruz, who has worked in kitchens including The Four Seasons and Gotham Bar & Grill. His opening menu included a cowboy burger, a prime rib steak sandwich, Bang Bang shrimp quesadillas and sticky toffee pudding. The Tavern's events page currently promotes Sunday brunch and trivia. Published hours don't match from one source to the next, so check the Tavern's own site before planning a late night.
Where the music went
When Lucy's closed, live music didn't leave Pleasantville. It moved into three seasonal series, and each one runs on dates.
Jacob Burns Film Center. The JBFC's 2026 Sounds of Summer series offered free live music every Thursday evening in the Take 3 Wine Bar and Café from July 2 through September 6. The series also included a ticketed evening with John Pizzarelli. The JBFC celebrated its 25th anniversary on September 14 with a gathering of more than 200 guests in the David Swope Theater. Take 3 stays open Thursday through Sunday, but the free Thursday sets were part of the summer series.
The music festival. The Village's July music festival took place Saturday, July 11, at Parkway Field, with live music scheduled from 12:30 p.m. to about 9 p.m. That makes it one long day of music each summer, and the bar where some festival events used to land is now a tavern.
The Pleasantville Concert Series. This is the series that took over the downtown evening slot. Memorial Plaza Civic Space hosts two-hour evening shows with rotating food trucks and beer from SOUL Brewing Company. The Village bills the series as "in the heart of downtown Pleasantville," so the downtown stage is still downtown, now outdoors and on a schedule.
Soul Brewing at 41 Wheeler Avenue adds to the calendar on its own schedule. Its Oktoberfest was yesterday, October 3, with music, Pleasantbräu Oktoberfest Märzen on tap and a stein-holding contest at 4 p.m. Its next listed event is Trivia Night with MC Mo on Thursday, October 8, from 7:30 to 9:30 p.m.
The weekend that's left
The 2026 concert series was set to end with two shows. The Village canceled the September 26 date in a notice posted September 22. That leaves the remaining public live music of the year in one late-October weekend, both days at Memorial Plaza:
- Saturday, October 24, 7:00 to 9:00 p.m. The final Pleasantville Concert Series show at Memorial Plaza Civic Space. The Village's September update named Lords of Hawthorne and Heard Immunity for the series' last two dates, but it didn't say which band plays which night. Expect food trucks and SOUL Brewing beer. Soul Brewing's own calendar lists the evening as running from 6:00 to 9:00 p.m., so arriving a little early costs nothing.
- Sunday, October 25, 12:30 to 3:00 p.m. The annual Ragamuffin Parade & Festival. Lineup is at noon at Bedford Road School, and the parade steps off at 12:30, heads down Bedford Road and ends at Memorial Plaza. The festival there includes live music, rides, games and food trucks.
Both days end at Memorial Plaza, the same civic space where the summer concert series played.
After that weekend, the calendar is open until the summer series return. Until then, the music room that used to sit on the corner of Bedford and Wheeler is a 130-seat tavern with 11 screens, two Captain Lawrence lines and a mural of the village in 1930.
Keeping up with how downtown Pleasantville changes, one storefront at a time, is part of knowing this village well. If you'd like to talk about what these changes mean for your corner of northern Westchester, Tara Siegel is glad to share what she's seeing. Schedule your Westchester consultation.
