5-piece band consists of a male and female vocalist, guitar, mandolin, violin, fiddle, upright bass, and banjo.
Can perform in any combination of the group, from the full size band all the way down to a duo
Bluegrass
Bill
Monroe – Blue Moon Of Kentucky
Bill
Monroe – In The Pines
Billy
Strings – Dust In A Baggie
Billy
Strings – Know It All
Chris
Stapleton – Tennessee Whiskey
Doc
Watson – All About You
Doc
Watson – Red Rocking Chair
Flatt
& Scruggs – How Mountain Girls Can Love
Flatt
& Scruggs – Til The End Of The World Rolls Round
Gillian
Welch – By The Mark
Gillian
Welch – Look At Miss Ohio
Gillian
Welch – One More Dollar
Gillian
Welch – Orphan Girl
Gillian
Welch – Wayside
Jim
& Jesse McReynolds – Hard Hearted
Jim
& Jesse McReynolds – I’ll Never
Love Nobody But You
The
Louvin Brothers – I Don’t Believe You’ve Met My Baby
Old
Crow Medicine Show – Wagon Wheel
The
Osborne Brothers – Rocky Top
Patti
Page – Tennessee Waltz
The
Stanley Brothers – If I Lose
Tony
Rice – Beaumont Rag
Tony
Rice – Farewell Blues
Trad.
Fiddle Tunes – Big Sciota
Trad.
Fiddle Tunes – Cherokee
Shuffle
Trad.
Fiddle Tunes – Forked Deer
Trad.
Gospel – Down To The River To Pray
Trad.
Gospel – I Am A Pilgrim
Trad.
Gospel – I Am Weary, Let Me Rest
Trad.
Gospel – I’ll Fly Away
Trad.
Gospel – Keep On The Sunny Side
Trad.
Gospel – Rank Strangers
Trad.
Gospel – You Are My Sunshine
Classic
Country
Bob
Wills – Stay A Little Longer
Buck
Owens – You’re For Me
Cynthia
McDermott – Bushel of Oysters
Cynthia
McDermott – Sappy Love Song
Hank
Williams, Sr. – Baby We’re
Really In Love
Instrumentals
– Groovin’ High/Whisperin’
Instrumentals
– Stumblin’
Lefty
Frizzell – Be With You Always
Merle
Haggard – That’s The Way Love Goes
Peggy
Lee – It’s A Good Day
Randy
Travis – Forever and Ever,
Amen
Willie
Nelson – Night Life
Willie
Nelson – On The Road Again
Classic
Rock/Folk
The
Band – Atlantic City
CCR
– Lookin’ Out My Back Door
Cyndi
Lauper – Time After Time
Fleetwood
Mac – Dreams
Fleetwood
Mac – Landslide
Garth
Brooks – Friends In Low Places
Hall
& Oates – You Make My Dreams Come True
Janis
Joplin – Piece Of My Heart
John
Denver – Country Roads
John
Prine – In Spite Of Ourselves
Neil
Young – Harvest Moon
Queen
– You’re My Best Friend
Talking
Heads – This Must Be The Place
Tom
Petty – Wildflowers
Vintage
Jazz/French
Arthur
Johnston – Pennies From Heaven
Bart
Howard – Fly Me To The Moon
Django
Reinhardt – Billets Doux
Django
Reinhardt – Chez Jacquet
Django
Reinhardt – Daphne
Django
Reinhardt – Djangology
Django
Reinhardt – Douce Ambiance
Django
Reinhardt – Rivalité
Django
Reinhardt – Stomping At Decca
Django
Reinhardt – Swing 39
Django
Reinhardt – Swing 42
Duke
Ellington – I’m Beginning To See The Light
Duke
Ellington – Love You Madly
Duke
Ellington – Stomping At The Savoy
Edith
Piaf – La Vie En Rose
Edith
Piaf – Menilmontant
Edith
Piaf – Mon Amant de Saint Jean
Edith
Piaf – Sous Le Ciel De Paris
Fats
Waller – Ain’t Misbehavin’
Fats
Waller – Jitterbug Waltz
Gus
Khan – Dream A Little Dream Of Me
Gus
Khan – Love Me Or Leave Me
Gus
Khan – My Baby Just Cares For Me
Harry
M. Woods – What A Little Moonlight Can Do
J.
C. Johnson – Louisiana
James
P. Johnson – If I Could Be With You
Jerome
Kern – The Way You Look Tonight
Stuff
Smith – If You’re A Viper
Val
Burton – Penthouse Serenade
Founded by popular Asheville musician Ben Phan, this supergroup of virtuoso musicians formed around a desire to play a variety of genres with one band- bluegrass, jazz, pop and rap. A highly versatile group, Gypsy Grass can play classy swing jazz all day, then throw a foot stomping dance party all night. While the band can easily hold their own within each genre, they have the unique ability to fuse the styles in an engaging, organic, and captivating way. They also have a special knack for covering popular songs with fresh and authentic style.
The full 5-piece band consists of Ben Phan on guitar and vocals, Cynthia McDermott on mandolin and vocals, Drayton Aldridge on violin and vocals, Andrew Platt on upright bass, and Bennett Sullivan on banjo. They can perform in any combination of the group, from the full size band all the way down to a duo.
Gypsy Grass is a truly special group of passionate professionals; their enthusiasm and love of music comes through in every note. They can melt into the background to provide the perfect atmosphere for your event, or they can keep the crowd dancing from front and center stage. They are available for weddings, ceremonies, parties, cocktail hours, receptions, festivals, dances, fundraisers, and other social gatherings.
Everything was seamless and they were nothing short of amazing!
- James and Courtney
5/10/2025
"They were absolutely amazing! I think my favorite part of the day besides getting married, was that they were able to be there! It was so special and it meant so much to me that they were still willing to travel. I will 1000% recommend you to my friends for future events and will keep you in mind for any of mine as well 😊"
- Abbie B.
10/5/2024
"Absolutely wonderful . Music was exceptional perfect for the venue and occasion ! Cynthia was so easy to work with and very accommodating and reasonable. Laid back but professional with every communication Highly recommend Gypsy Grass !"
- Edward and Robyn P.
3/29/2024
It was a great turnout and everyone enjoyed the band. They do a great job!
- Paula F.
9/28/2023
They were simply wonderful.
- Jean D.
9/15/2023
Cynthia was amazing to work with! She was flexible and worked with us while doing some out of the box ideas for music. I would hire her again any day!
- Kelly D.
2023-06-03
My wife and I booked Gypsy Grass to play our welcome party as a 5-piece band, and our ceremony and cocktail hour as a trio with guitar, mandolin, and fiddle. For the welcome party, the full band played mainly bluegrass as was the plan we discussed with Cynthia ahead of time. Due to weather conditions, the band had to play indoors in a bar area as opposed to outside, but the band had no problem adjusting and getting the sound perfect for the venue - not too loud to prevent conversation, but loud enough to really enjoy and dance to if you wanted. They played Rocky Top, which we requested since the wedding was in TN, and had everyone singing along in addition to a couple other requests that were great. The rest of the bluegrass set sounded amazing and was super fun, with some really cool 90's/00's hip hop and pop covers thrown in. They could all shred on their respective instruments and they were exactly the type of "contemporary bluegrass" sound we wanted. All of the guests raved about how good they were, even those who weren't necessarily fans of bluegrass. For the ceremony, the weather held up and Gypsy Grass braved the cold (we provided a heater per the contract, but still props to them) and played a few of the wedding songs we specifically requested. They played them all perfectly, from Josefin's Waltz for the processional to the fun and upbeat celtic-style instrumental for the recessional. Again, the sound was perfect and they set the "forest wedding" vibe perfectly. Right after the ceremony, they headed back to the bar area where they played the welcome party and played the cocktail hour as a jazz trio (we loved their versatility to be able to play both bluegrass and jazz, and incredibly well at that). Again, they knocked it out of the park and provided a fun and classy soundtrack to kick off the post-ceremony festivities. All the guests were loving every second of it, and one couple we are friends with said they were likely to try to book them for their wedding in Charlotte in 2023 because they enjoyed the music so much. Not only were the members of Gypsy Grass super talented and professional, but also very down to earth, accommodating, and nice people. They played a huge part in making our wedding weekend super special and memorable and we can't recommend them highly enough - thank you all again Gypsy Grass!
- Brian Oke
2022-11-11
If we could hire Gypsy Grass for day to day entertainment, we would. My wife and I hired Gypsy Grass for our wedding welcome party, and with Cynthia’s soulful and smooth voice as lead, they set the perfect bluegrass sound and mood to make the evening that much more memorable. Cynthia and the band wove in several of our favorite songs into a set that felt personal and poignant. It couldn’t have been more perfect. Highly, HIGHLY recommend Gypsy Grass!!
- Erin & Shannyn
2022-09-17
Everything was WONDERFUL with Gypsy Grass - they were absolutely a highlight of our entire wedding weekend, and we hope to be able to hire them again! You all were a complete pleasure to work with, and we will absolutely keep you and the booking agency in mind.
- Shannyn H.
2022-09-16
Oh my goodness! Gypsy Grass was fantastic! We were so thrilled! I highly recommend this band not only for their unbelievable talent, but for how wonderful they were to work with- playing certain artists that my son and daughter in law loved. It was a wonderful event and they made it perfect!
- Cynthia W.
2022-08-19
Gypsy Grass was absolutely wonderful. We are SO happy with them. Ben was an absolute pleasure to work with and coordinate prior to the wedding. Thank You.
- Kevin Macmillan
2021-10-29
Gypsy Grass was absolutely wonderful. We are SO happy with them. Ben was an absolute pleasure to work with and coordinate prior to the wedding. Thank You
- Kevin
2021-10-29
They were absolutely amazing! So kind, very professional, quick to set up, great music, read the crowd really well... I will absolutely recommend them in the future :)
- Kristina, Event Planner
2021-10-22
Good morning! They were absolutely amazing! So kind, very professional, quick to set up, great music, read the crowd really well... I will absolutely recommend them in the future :)
- Charlotte Country Club
2021-10-22
The band was absolutely incredible. Everyone was commenting on how amazing Gypsy Grass was. They really created the ambience we were going for at our rehearsal dinner in a barn. They were so kind and amazingly talented. They worked very well together and played beautifully. Several of my friends took their cards for future events. They made our night so special!
- Carolina F.
2021-10-08
They were awesome. Ben was great to work with and they crushed all the performances. Definitely elevated each event. Thanks again for the help arranging all of that for us!
- Becca & Coble
2021-06-18
Gypsy Grass band was amazing! Their communication from start to to finish was on point. They even took time to learn my husband's favorite song. They played a wide variety of songs in such a unique fashion. Many of our guests told us after the wedding how cool the band was. After the night was over our guests wanted to Venmo the band more money to stay and play longer. If that’s not a compliment I don’t know what is. Everything about the process was seamless. We really enjoyed them being apart of our special day!
- Annabelle & Michael
2018-09-29
We hired Gypsy Grass for our wedding ceremony and cocktail hour and all we can say is WOW! They were extremely professional and talented - their music beautiful and full of life. We and or guests just loved them! Ben was always quick to respond and helpful leading up to the big day. Highly recommend them!
- Zach & Kimberly B.
2018-06-23
Ben from Gypsy Grass was simply and absolutely amazing for our wedding! His vibe and fun loving spirit perfectly matched the intimate, vintage, and bohemian style wedding we had. Not only was he great musically but he was super easy to work with — helped out when and where he could, showed up on time, communicated great, and was just so personable. After the wedding everyone talked about how much they adored him and how great the music was. Highly highly recommend Gypsy Grass for any style of wedding, and if you don’t you are missing out!
- Sarah B.
2017-11-11
We have hired Gypsy Grass for a number of corporate and social events at the Grove Park Inn, and they have managed to exceed our expectations each time. They are exceptionally talented and incredibly easy to work with. Setup and breakdown are quick and uncomplicated, and the band members could not be more conscientious and accommodating of special requests. No matter the size or demographics of your group, this ensemble is able to cater to any crowd and offer an experience your guests will not soon forget!
- Katie L.
2017-11-11
We regularly hire different combinations of Gypsy Grass for our upscale events. They have the remarkable ability to be classy, professional, and down to earth at the same time. Our guests love their unique approach to swing jazz standards, and they are always happy to play fun covers and special requests!!
- Gunny G.
2017-10-21
The music that Ben Phan and Gypsy Grass provided was one of the most important and beautiful elements in our wedding ceremony; it deeply touched us and wowed our guests. They were very professional, a pleasure to work with, were happy to learn songs we requested and exhibited exquisite musicianship and a lot of heart. We'd hire them again and again!
- Jane K.
2017-10-14
This September we made the great decision of hiring Gypsy Grass to play at our wedding ceremony and the cocktail hour as well. They did two steps beyond a great job. They even took a change of plans and curve ball we threw their way without missing a note. They did two beautiful covers of songs very special to us and it was unforgettable. Seven thumbs up for Gypsy Grass and thanks again!
- Richard E.
2017-09-23
Gypsy Grass channels your inner dancer as they effortlessly play beautifully calculated music, perfectly in sync with the audience they perform for. Their unique and engaging sets are free-styled based on whatever you request! We have had the pleasure of having them perform at the Blue Ridge Dance Lab and our dancers rarely sat down as each song enticed them to respond to each beat. I would highly recommend them to perform at any event, big or small. We will definitely have them back on a regular basis!
- Tola E.
2017-08-19
We have been fortunate enough to have Gypsy Grass play at several of our nonprofit's events in 2016 and 2017, including to a crowd of 1,500 people at our largest annual fundraiser, CiderFest. While they are phenomenal musicians individually, the end result is really spectacular when they team up. Their talents complement each other so well, and their musical collaboration creates a truly special show with a unique and memorable sound. Gypsy Grass brings a notably dynamic energy and contagious enthusiasm for the wide-ranging music that they play, creating performances that are always full of presence and passion. It's clear they love what they do, and their enjoyment rubs off on their audience. Guests at our events love them!
- Cari B.
2017-07-15
They displayed a passionate ability to connect with the audience- engaging, charismatic and personable song after song! Instrumental virtuosity combined with excellent song choices made this party one for the books!
- Rufus S.
2017-01-14
Gypsy Grass was the perfect band for a fundraiser we threw in our home. They were upbeat, energetic, and created the perfect atmosphere for the party!
- Andy B.
2016-09-16
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