49 West - Coffeehouse, Winebar & Gallery / Annapolis, Maryland

Dave Chappell & Friends- AKA HippieHappy Hour
2026-04-01 17:00 - 19:00, 2026-04-15 17:00 - 19:00, 2026-04-22 17:00 - 19:00 UTC | 49 West – The Back Room, 49 West St., Annapolis, MD, 21401, United States
Dave Chappell, Jimmy Jacobs, Rurik Reshetiloff & more!

Songbird Open Mic
2026-04-01 19:30 - 22:00 (America/New_York)

Harbor Jazz Trio
2026-04-02 19:30 - 22:00 (America/New_York)
New Venue, New Trio, Classic Jazz.
Join us this Thursday night, April 2nd, for the inaugural gig of the Harbor Jazz Trio at 49 West in Annapolis!
We’ll be diving into the songbooks of the greats, featuring tunes by Cedar Walton, Freddie Hubbard, Jobim, and Clifford Brown. Come grab a glass of wine and enjoy some live sets in the back room.
• When: 7:30 PM – 9:30 PM
• Where: 49 West Coffeehouse, Wine Bar & Gallery
• The Lineup:
o Rich Juliano (Piano)
o Mike Montgomery (Bass)
o David Martin (Drums)
Can’t wait to see you there!

Tom Mitchell’s 1st Fridays at 49 West Presents: The Redwine Trio & guest Isaac Zaqui Misri
2026-04-03 20:00 - 23:00 (America/New_York)
Please call for your reservation at 410-626-9796
Ben Redwine Clarinet
John Previti Bass
Tom Mitchell Guitar and vocals
Special Guest Isaac Zaqui Misri Guitar

The Solid Sender Trio
2026-04-04 19:30 - 22:30 (America/Halifax)
Please call for reservations at 410-626-9796.
Solid Sender -Leslie Agre, Rurik Reshetilof and Jimmy Jacobs

Gary Wright & Leah Weiss
2026-04-05 16:00 - 18:00 (America/Halifax) | 49 West – The Front Room, 49 West St., Annapolis, MD, 21401, United States
GARY WRIGHT & LEAH WEISS play roots-Americana music. Drawing from the traditions of Appalachian old-time and country music, their repertoire is a blend of originals, reinvented traditional songs and tunes, and innovative contemporary covers. Driving fiddle lines and tight harmony singing are trademarks of their sound.
No Cover Charge

The Backroom Sessions Presents: Luke Borchelt & host Skribe
2026-04-06 19:30 - 23:00 (America/New_York)
The Back Room Sessions is a song & story concert series happening on the 1st Monday of every month at 49 West Coffeehouse in Historic Annapolis, MD. The featured artists are curated by local Americana artist Skribe who also hosts & performs a set. All shows are recorded so please keep refrain from conversation during performances. $20 cover will be added to your check and goes to the artists. Doors at 7:30.
49 West Coffehouse & Winebar provides an intimate artsy concert experience with full table service and no TVs.
There are 40 seats and we often sell out so call 49 West at (410) 626-9796 to reserve your table now!
The featured artists for Monday 4/6/26 are Luke Borchelt & Skribe!

Unified Jazz Ensemble
2026-04-07 19:00 - 21:30, 2026-04-21 19:00 - 21:30 UTC | 49 West – The Back Room, 49 West St., Annapolis, MD, 21401, United States
Playing the 1st, 3rd (and sometimes) the 5th Tuesdays of the Month!
The Unified Jazz Ensemble is a dynamic group of masterful musicians from the USA. This ensemble has years of experience educating and entertaining diverse audiences. This is acoustic jazz, a classic American art form, done to perfection with audience interaction at its best.

The Songbird Collective
2026-04-08 20:00 - 22:30 (America/New_York)

The Annapolis Round Up
2026-04-09 19:30 - 22:00 (America/New_York)

Sketti- 2 shows 7:30pm & 9:30
2026-04-11 19:30 - 23:00 (America/New_York)
Please call 410-626-9796 to make your reservations and specify the 7:30pm show or 9:30 show you will be reserving for.
Sketti is an Annapolis-based jazz fusion band redefining the genre with a fresh, high-energy approach. Formed by drummer and Berklee College of Music graduate Jaden Rain and Keyboardist and BHS Apex Alumnus Michael Morrison, the group brings together a diverse lineup of emerging talent: Frost School of Music–trained bassist Harrison Sturges, and current BHS Apex Student and guitarist Tegan Shellem.
Blending technical precision with improvisational freedom, Sketti bridges classic and contemporary fusion. Their sound draws from legends and innovators like Herbie Hancock, Dave Weckl, Stanley Clarke and Casiopea, while embracing modern bands such as Parlor Greens.
Their live sets feature a mix of electrifying fusion staples—including Festival de Ritmo, Watermelon Man, and Hang Up Your Hang Ups—in original arangements that showcase the band’s evolving identity. With tight grooves, expressive solos, and a commitment to musical exploration, Sketti delivers a compelling experience for both jazz enthusiasts and new listeners alike.

SKRIBE
2026-04-12 19:00 - 21:00 (America/New_York) | 49 West – The Front Room, 49 West St., Annapolis, MD, 21401, United States

Man & Wolf
2026-04-12 19:30 - 22:00 (America/New_York)
Daphne Eckman & Gingerwolf
Please Call for reservations at 410-626-9796

2nd Monday Songwriters Showcase hosted by Angie Miller
2026-04-13 19:30 - 22:30 (America/New_York)
Heather Britt, Danah Denice and Letitia VanSant.
Please call 410-626-9796 to make your reservations!

Seth Mitchell & Friends
2026-04-14 19:30 - 21:30 (America/New_York)

Not Your Mothers Paint Night
2026-04-15 19:45 - 22:30 (America/New_York)

Jazz Wire Jam Session
2026-04-16 19:30 - 22:30 (America/Halifax)
Jeff Antoniuk’s Monthly JazzWire Jam Session
7:30 pm – 10:30 pm ($10 cover)
One of the top jazz jam sessions in the DC/MD/VA area is right here at 49 West! Hosted by jazz education legend Jeff Antoniuk, and sponsored by JazzWire (www.JazzWire.net), this is friendly, welcoming and swinging good time. Adult amateurs and semi-pros, high school students and hot shot college players all converge on the 3rd Thursday of the month to share their stuff.
The first set (7:30pm) features one of Jeff Antoniuk’s Jazz Band Masterclass (www.JazzBandMasterclass.com) groups in concert. From 8:30pm on, they are the house band for the jam session. Come one, come all, and tell your friends. There isn’t a more fun night out this month! Cover $10

Aj & The Lovecats
2026-04-17 19:30 - 22:30 (America/New_York)

Dean Rosenthal’s 5 Piece Racket
2026-04-18 19:30 - 22:00 (America/New_York)
Please call for your reservations at 410-626-9796

American Roots Music
2026-04-19 16:00 - 18:00 (America/New_York)
Gary Wright, Leah Weiss & Ann Porcella

Dream punch
2026-04-19 19:30 - 22:00 (America/New_York)
Please call 410-626-9796 to make your reservations

ITZALL Goode and SHC Music Tribe Present Marc Douglas Berardo and Grace Morrison
2026-04-20 19:30 - 22:30 (America/New_York)
ITZALL Goode and SHC Music Tribe Present Marc Douglas Berardo and Grace Morrison
ITZALL Goode and SHC Music Tribe Present
Marc Douglas Berardo and Grace Morrison
Monday, April 20, 2026 @ 7:30 PM
7 PM Doors
Online Tickets $20 (plus fees 23.18 ) – Door $25
If you do not wish to purchase in advance, please call (410) 626-9796 to reserve a seat. You will pay at the door. If you buy a ticket online, it is your reservation. Please don’t call the venue to make a reservation.
For more info, email shcmusictribe@gmail.com
ABOUT GRACE:
Website: gracemorrison.com
Grace Morrison has never allowed others to define her. Over the course of her prolific career, she’s released three exceedingly well-received albums — I’m the Apple (2017), Reasons (2019), and Daughter (2021), each of which testifies to her artistry and her acumen.
She’s many things — a singer, songwriter, a mom, Renaissance Faire performer, and yes, even a cranberry grower. Yet she pursues each activity with an uplifting attitude and authentic enthusiasm. It leaves an impact on her audiences, creating an emotional bond that’s both enduring and engaging. It’s the mark of an exceptional artist who finds her listeners leaving her shows feeling like they’ve found a new friend, met a kindred spirit, and connected with someone who has engaged them with touching tunes, gentle humor, and remarkable stories that resonate and reflect true life experiences.
In that regard, Grace has patented a sound she calls “Saltwater Country.” She describes it as the idea that we need the ocean — and all sources of water for that matter — to provide a place that offers cleansing — not only physically, but spiritually as well. She expresses those sentiments in her songs and in her live performances, through the spoken interludes she shares between songs.
ABOUT MARC:
Website: marcdouglas.com
Marc Douglas Berardo is a thought-provoking songwriter as well as a fancy wooden guitar player who uses humor and deft storytelling to rally an audience and lead them into a deep and sometimes spiritual experience. After over 35 years of performing in every conceivable situation and winning awards and recognition for his songs in a boatload of national festivals like Rocky Mountain Folks, Telluride, Kerrville New Folk, Suwanee and Wiildflower as well as being voted “best interview and live performance feature” on Sirius/ XM Satellite Radio show The Village, Berardo has established himself as the real deal. A “lifer” that No Depression Magazine called: “sincere, fluid, charming, and above all gripping.”
Berardo’s highly regarded 2025 release “The Beauty of This Now” was recorded in Austin, Texas, and produced by Texas legends Ron Flynt and Walt Wilkins. It was one of many highlights in a year that included Berardo as the subject of a feature story by Jan Tomay in the legendary Ink Magazine, as well as, along with the fiery dobro player Abbie Gardner, a headline appearance at the 40th Tucson Folk Festival in Arizona.
John Apice of Americana Highways wrote: “There’s a seriousness to Marc’s compositions that’s not apparent in the slew of artists who seem to have a lot of nothing to say in an album’s worth of music…Marc is cut from the same cloth as James Taylor, early Elton John, or maybe Mark Twain…”

The Candy Rocks
2026-04-22 20:00 (America/New_York)
Screenshot
Please call 410-626-9796 to make your reservations!

Ryan & Word
2026-04-24 20:00 - 22:00 (America/New_York)

Chris Trapper
2026-04-25 19:30 - 23:00 (America/New_York)
An intimate evening of songs and stories with Grammy nominated singer-songwriter Chris Trapper.
More than a quarter century into his career, Grammy nominated artist Chris Trapper’s goals as a songwriter and performer have largely remained unchanged-write a great song and connect with the audience. It can be through a lyric that resonates, an unshakable melody or even an earnest, often self-deprecating anecdote told from the stage between songs. A road warrior, Chris performs up to 150 dates a year, both as a headliner and as the opening actTICKETS on tours with luminaries such as Rob Thomas, Colin Hay, Pat Benatar & Neil Giraldo and Three Dog Night. The newly released “Watching Sparks Fly By” is Chris’s 12th full length LP as a solo artist (he also fronted Capitol Records artist The Push Stars on 5 albums) and his love and passion for the art of songwriting is once again on full display.
A favorite of Hollywood’s music supervisors, Chris’s songs have appeared in such films as “The Devil Wears Prada”, “There’s Something About Mary” and his song “This Time” was the number one selling song on the Grammy nominated (& triple platinum) soundtrack for “August Rush” (Robin Williams, Jonathan Rhys Meyers).
FOR TICKETS:

Rhonda Apple with Joe Holt
2026-04-26 19:00 - 21:00 (America/New_York)
Rhonda Apple is a long established vocalist in the greater Ocean City, MD area. Among her many experiences as a lifelong performer was a lengthy residency at Phillips Beach Plaza in Ocean City, MD, with pianist Dale Britt, 12 years of which was full time. More recently, Rhonda has been performing in the Rehoboth Beach area with Joe Holt. Joe will join Rhonda for an evening of great vocal jazz classics, including Good Morning Heartache, Round Midnight, One Note Samba, plus many more. Click here for a brief glimpse from a True Blue Jazz Festival sponsored performance in Rehoboth last year.
$25 cover. Call to reserve – 410-626-9796
Hope to see you there!

Rehaash
2026-04-27 19:30 - 22:30 (America/New_York)
