Folk Festival Day ~ 25th Anniversary Season Kickoff @ Cate Park
Jun 27 @ 3:30 pm – 9:30 pm

This season opener event is a nod back to the “old days” when Great Waters hosted a 3-day folk festival This 1-day free music festival kicks off our 25th Anniversary Season in 2020 with Susie Burke & David Surette, Co-Pilot, the Carolyn Ramsay Band, and more!

Concerts In the Clouds: Australian Bee Gees @ Castle In The Clouds
Jul 10 @ 7:30 pm – 10:30 pm
Peter Cincotti @ Anderson Hall at Brewster Academy
Jul 16 @ 7:30 pm – 10:30 pm

Jazz Artist, Peter Cincotti has performed in some of the world’s most prestigious venues from Carnegie Hall to L’Olympia  in Paris, collaborated with artists ranging from Andrea Bocelli to David Guetta, has been featured in blockbuster films such as Spiderman 2, represented the global fashion brands Ermenegildo Zegna and Tod’s, and just recently appeared as himself in Season 3 of the hit Netflix series House Of Cards, singing a duet with the president played by Kevin Spacey.

Join fellow music lovers for this outstanding jazz/pop crossover performance at one of our most intimate venues!

Classic Albums Live Presents: Hotel California @ Castle in The Clouds
Jul 24 @ 7:30 pm – 10:30 pm
Comedy Night Featuring: Juston McKinney and Carolyn Plummer @ Anderson Hall at Brewster Academy
Jul 31 @ 7:30 pm – 10:30 pm

New Hampshire native, Juston just released his new special on Prime Video, “Parentally Challenged”. He has appeared on both the “Tonight Show w/ Jay Leno” and on the “Tonight Show with Conan O’Brien.” He has numerous appearances on Comedy Central including his own half-hour presents special and his own one-hour Comedy Central special, “A Middle-class Hole”, which was released by Warner Bros. Visit for more info!

Carolyn Plummer.  God help us.  Some comics rely on the monumental events of the day or the faux pas of the rich and famous.  Not Carolyn.  Carolyn pulls material from the hum-drum, day-to-day monotony of the life of every man; and she does it well.  To Carolyn the monumental is easy… it’s our existence that’s so hard, yet so ridiculous.  Some women look in the mirror and complain that they aren’t pretty enough, not rich enough, not young enough.  Carolyn gives her reflection the finger.

Neil Berg’s 50 Years of Rock N Roll @ Kingswood Arts Center
Aug 7 @ 7:30 pm – 10:30 pm

With a cast consisting of both stars from Broadway’s greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often unknown stories from fifty-year history of the music that change the world forever!

From the progenitors of Rock and Roll in the 1940’s, through the glory years of the ’50s, ’60s, and ’70s, up until MTV in the early ’80s, Neil Berg’s 50 Years of Rock & Roll uses fascinating stores and groundbreaking music with tributes to such important and iconic stars from Chuck Berry and Elvis Presley to Janis Joplin, Led Zeppelin, Bruce Springsteen, and others!

Come hear your favorites from the eras of Doo-Wop, Motown, and all the hits from your favorite Rock N Roll stars!

A Broadway Spectacular featuring Kate Baldwin @ Anderson Hall at Brewster Academy
Aug 21 @ 7:30 pm – 10:30 pm

Kate has appeared in the Broadway casts of The Full MontyThoroughly Modern Millie and Wonderful Town. She starred in The King and I at Lyric Opera of Chicago  Irving Berlin’s White Christmas (San Francisco, Detroit, Toronto), The Women at The Old Globe, Henry V at the Shakespeare Theatre of New Jersey, I Do, I Do at Westport Country Playhouse, She Loves Me at the Willliamstown Theatre Festival, and The Music Man and South Pacific at Arena Stage, earning a Helen Hayes Award nomination.

She has performed in concert with the New York Pops, the American Songbook series at Lincoln Center, the Kennedy Center and at the legendary New York nightclubs Feinstein’s, Birdland and most recently, 54 Below. Her concert work also includes several appearances with Stephen Sondheim as a featured performer in his critically acclaimed evening, “A Conversation with Stephen Sondheim.” Kate has sung as part of the Chicago Humanities Festival, with the National Symphony Orchestra in Washington, DC, the Detroit Symphony Orchestra, the Portland Symphony Orchestra and the River Concert Series. On television, her work includes a guest star on NBC’s “Law & Order: SVU” and a featured role in the PBS filming of Stephen Sondheim’s “Passion.”