2020 is the 21st year of our WOMEN’S

The Inn’s intimate setting provides a perfect venue for these talented singer-songwriters. Concerts are Saturdays at 8:00 p.m., unless otherwise indicated.

The series includes concerts throughout the year.

Please check this page throughout the year for updates. We’ll be adding concerts during the year, and there may be some schedule changes, so check often!

Our house concerts are for inn guests only.

June 20, 2020

Antara: "Not Nuns and a Bad Habit"

Antara returns with her friends as Not Nuns and a Bad Habit. She joins Jeanne Chappel and Suzy Harris for fun, familiar songs with guitars and percussion.

Learn more about Antara here, and the nuns here.

June 27, 2020


3girlZband is a trio of musicians who were destined to create music together. Combined, the Girlz have been playing for a lifetime and craft their tunes with combinations of electric and acoustic guitar, keyboards, drums and percussion. 3girlZband original and cover tunes range from classic rock to acoustic ballads and often linger for a time at genres in between. They feature many combinations of instruments and vocals that bring a unique sound no matter the song.

Join them at the Highlands Inn where dancing is always a highlight of the evening!

Learn more about 3girlZband here!

July 4, 2020

Jenica Rayne

Jenica Rayne is a passionate songwriter, accomplished guitarist and seasoned performer. She is a story teller who draws her audience in with lyric driven songs that speak from the heart.
“Jenica’s voice and songs are uniquely her own… her work speaks deeply to our human condition” ~Chris Williamson

Learn more about Jenica Rayne here.

July 11, 2020

Violet Willows

Violet Willows is a Connecticut based duo featuring Brianne Chasanoff (piano, lead vocals), and Mary Gardner (percussion, guitar, bass, vocals).  Brianne and Mary’s musical talents blend and harmonize seamlessly, speaking to the listener intimately through their sensitivity and depth of emotional expression. Past performances include Infinity Hall (Norfolk, CT), Falcon Ridge Folk Festival (Emerging Artists Showcase), Merryall Center for the Arts (New Milford, CT), Voices Cafe (Westport, CT), The Mews (Provincetown, MA), and Tin Pan Alley (Provincetown, MA). Although their sound is unique, they have been compared to Sarah McLachlan, Joni Mitchell, and Indigo Girls. Violet Willows will take you on a journey and make you laugh, cry, sing-along, and reminisce. You may even win some prizes!


Learn more about Violet Willows  here.

July 18, 2020


Anne Davey and Lori Jacobs flawlessly blend vocals with skilled acoustic guitar and electric bass instrumentation. They call Rehoboth Beach, Delaware home but play wherever their music takes them. Performing mostly from New England to Florida, they have been featured several times on Freeman Stage (a host to many national acts like Alison Kraus, Indigo Girls, Melissa Etheridge, etc), Milton Theatre, CAMP Rehoboth, WBOC’s Delmarva Life, Camp Out Virginia, various other festivals, podcasts and high profile events. Audiences can’t help but become an integral part of Anne and Lori’s passionate musical delivery. Bettenroo invites you to connect with them through sound and senses as they share their originals from their CD release, Live Out Loud, and covers from influential artists – current through the past five decades. Singing along is encouraged!!

Note of interest: Twenty years ago Lori had convinced Grace, The Highlands Inn’s original owner, to give live music a try. Lori’s original duo back then, Backflipannie, kicked off the beginning of the music series that continues today. Happy 20th Anniversary to The Highlands Inn’s music series!!

Learn more about Bettenroo here.


July 25, 2020

Carrie Ashton

Carrie Ashton’s passion for music has been long standing; she began performing at the age of thirteen and never looked back. For almost 20 years Carrie has been performing and perfecting a stage show that is unpretentious and captivating. She is currently performing solo acoustic as well as with her band, and travels throughout New England and the east coast. Carrie has shared the stage with Natalie Merchant, the Go-Go’s, REO Speedwagon, Antigone Rising, Van Zant and Lucinda Williams. She has an innate ability to read the crowd and move them with her unique style and charisma, and her energy on stage is hard to ignore.
Learn more about Carrie Ashton here.

August 8, 2020

Ruth Hill

“Ruth’s ability to empathize with the characters in her songs is extraordinary. Her songs are amazing!  I love her delivery, her guitar playing and her intensity.”

                                                                             — Catie Curtis

Folksinger/songwriter Ruth Hill is a musical storyteller inspired by the gritty joy of growing up in a large, working-class New England family. Her wandering spirit has taken her from Antarctica to Bhutan to Alaska with warmer stops in between. She writes songs about real people, real events and her reflections on the sweetness and sorrow of the world around her.

Ruth has studied songwriting with many wonderful songwriters including, Emily Saliers (Indigo Girls), Mary Gauthier, Catie Curtis, Kate Cambell, and Grammy award-winning songwriters Don Henry and Gretchen Peters.

Ruth was the Grand Prize Winner of the 2017 Great American Song Contest. She also won first prize at the Maine Songwriter’s Association song contest in 2016. Ruth’s 2nd CD, Reunion Of Broken Parts, was released in the fall of 2017 and was on the Folk DJ charts for Jan, Feb, and Mar of 2018!

You can find out more about Ruth and her music here.

August 22, 2020

Tammy Laforest

Tammy Laforest is a singer, songwriter and multi-instrumentalist born and raised in Rhode Island. She has been nominated for several local awards, her band, the Dust Ruffles, winning the Breakthrough Act Award during the Limelight Awards in 2015. She released her solo album called Copper in June of 2014. From alternative pop, to retro rock, to haunting waltzes, don’t miss the pure essence of natural talent, visual and aural beauty in her live performances.

Learn more about Tammy Laforest here, and visit her Facebook page here.

September 5, 2020

Jamie Anderson

“… a barrel of laughs and a whole bunch of talent.” – Amanda Putz, CBC Radio
“As a writer, Jamie takes the archetypical forms of folk music and story telling and turns them on their heads! A fresh (in every sense) and original artist.” — Catie Curtis

Singer-songwriter-parking lot attendant Jamie Anderson has played her unique original songs in hundreds of venues in four countries including forty-seven US states.  Her eleven recordings include the 2019 release The Truth Appears.

Jamie started releasing albums in the late eighties, selling thousands of albums at a time before YouTube and iTunes.

Laughter is a big part of Jamie’s live performance. Her offbeat song intros and stories help keep the performance fun, but don’t be surprised when she delves into more serious issues. She’s emceed at many events and she can hula hoop while playing the ukulele. When Jamie isn’t touring, she’s taught music classes at Duke University, arts centers, festivals, and her studio. One of her guitar instructional videos has gone viral, with over 400,000 views. See it here.

Jamie’s memoir, Drive All Night, (which she started at The Highlands Inn) was published in 2014. Her second book, An Army of Lovers: Women’s Music of the Seventies and Eighties, will be out on Bella Books in the fall of 2019. Her extensive writing credits include book chapters, articles and CD reviews in Acoustic Guitar, Curve, SingOut! and more.

Learn more about Jamie Anderson here.

September 12, 2020

Jenica Rayne

Jenica Rayne is a passionate songwriter, accomplished guitarist and seasoned performer. She is a story teller who draws her audience in with lyric driven songs that speak from the heart.
“Jenica’s voice and songs are uniquely her own… her work speaks deeply to our human condition” ~Chris Williamson

Learn more about Jenica Rayne here.

September 19, 2020

Recovery Weekend, featuring Antara: "Not Nuns and a Bad Habit"

Connect with other lesbians in recovery.  The weekend includes a mindfulness session Friday night, AA meetings Saturday and Sunday after breakfast, and a wonderful house concert Saturday Night.  Antara returns with her friends as Not Nuns and a Bad Habit. She joins Jeanne Chappel and Suzy Harris for fun, familiar songs with guitars and percussion.

Learn more about Antara here, and the nuns here.


September 26, 2020

Colby Sage Duo

Michelle Saylors was born just outside of Nashville and grew up with a wide range of musical influences from bluegrass gospel to classic rock. She credits Kim Richey as her most influential artist and writer. Michelle has been actively performing in New England as well as Tennessee for the past 20 years. Her sound has been described as a “sweet and lifting” blend country and folk-pop-country-blues. Her original songs are described as “bright, catchy with beautiful imagery, soothing guitar and great arrangements.…” Newport This Week.

Michelle is joined by Colleen Sheridan who has sang most of her life but just recently began singing with Michelle. Her musical influences range from Motown to Country. She sings and adds light hand percussion. Together they have formed their duo called Colby Sage. They will be performing familiar sing-along covers as well as original music.

Learn more about Colby Sage Duo here.

October 3, 2020

Karen Grenier

Singer/songwriter Karen Grenier continues to impress and inspire fans old and new with her soulful voice and crafty melodies. With songs that
express common threads that connects us all, Karen’s performances weave together a melodic and lyrical tapestry of celebration, gratitude, love, loss and longing. Currently writing songs for a new CD, Karen’s Highlands Inn performance will feature some brand new material along with many favorites!

Most recently Karen’s music has been featured on the LGBT documentary “Driving Equality Across America” by Massachusetts filmmaker and activist Christopher Mason (www.drivingequality.com) Karen performs regularly throughout Northeast including Provincetown, Asbury Park, Rehoboth Beach, Philadelphia and throughout New England.

Learn more information about Karen Grenier here.

November 7, 2020

Carolyn Gage

Book Signing and Play Reading!

Carolyn Gage will be reading her short play 52 Pickup in it’s entirety.

“I think it is the best short play I have ever read.”– David Muncaster, Director of the Knutsford Little Theatre International One Act Play Festival, U.K.

AND… she will also be reading excerpts from her brand-new collection of plays, The Island Collection.  This is her first new collection of plays in seven years, and it was worth the wait!  Lesbian history, lesbian romance, trauma and drama…

“I’ve been a “theatre person” for 26 years, and I have never enjoyed reading plays… until The Island Collection. This is a collection that I could not stop reading… One simply does not see this caliber of female characters represented on stage or in commonly-studied scripts. Full of vulnerability, intelligence in all its forms, and indomitable strength, the women inhabiting these plays will walk away with your soul… A warning, though: do not pick up The Island Collection unless you are ready for your heart to be torn from your chest, poked, prodded, examined, then lovingly massaged and replaced, a whole new organ…“—Emily Stamets, coach for Women+ In Theatre and leader in the arts.

Learn more about Carolyn Gage here.

December 5, 2020

Sister Funk Trio

Hot original music delivered with power, energy and sass; that’s what Sister Funk guarantees in every performance. Sister Funk is being recognized for their 10+ yr accomplishments in music and is being inducted into the Women’s Hall Of Fame in Seneca NY.

For more information about The Sister Funk Trio, click here.

Past Concerts »