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

Cyphers Band
2025-12-13 19:30 - 22:30 (America/New_York)

Evan Sky
2025-12-14 17:30 - 19:30 (America/New_York)
EVAN SKY AND THE CLOUDS IS BACK
For our last full band show of the year 😤
@49west_winebar_gallery in Annapolis, MD 🦀
We’ll be playing all the best christmas hits 🎅
I’m gonna play piano this time 🎹
You do NOT wanna miss ❌

The Eric Scott Trio Annual Holiday Concert-2 SHOWS!
2025-12-15 19:00 - 23:00 (America/New_York)
Eric Scott Trio Annual Holiday Concert
We are excited to announce that the very special guest is
Tony Denikos!
The 7 PM show is SOLD OUT!
We have added a new show at 9 PM
Presented by ITZALL Goode Music & SHC Music Tribe
Monday, December 15 @ 7:00 PM AND 9:00 pm
$25 Door
If you purchase a ticket, please do not call the venue to make a reservation. Your ticket is your reservation. You can also reserve and pay at the door by calling 410-626-9796.
It’s the annual ITZALL Goode Christmas event! Come out Monday night, 12/15, to see the incredible Eric Scott, Deren J Blessman, and Dan Leaonard. It will be a blast.
49 West Coffeehouse and Winebar
49 West Street – Annapolis, MD
shcmusictribe.com
49westcoffeehouse.com
Limited Seating.
ABOUT ERIC:
Website: ericscottmusic.com
Videos:
Live at Blue House Productions: https://www.youtube.com/watch?v=jMQnEGN8OJ4
Red: https://www.youtube.com/watch?v=2i8lSdXLo5Q
“…a great artist who has not succumbed to the dictates of artifice pop…masterfully recorded and mixed…proof that human hearts, souls,
and expressive artistry will move as much air as gargantuan samples, but are much more spiritually moving…a splendid EP.” — Jon Carroll, Multiple Grammy Award winner
Honesty, soul, and the celebration of life’s joy and pain. These are the things that consistently define Eric’s music and performance. As an artist, he’s powerful, sensual, and kind; with a keen insight into what makes us all “tick” that translates into his signature R&B/Rock/Pop flavored songs that reach the hearts of his audience.
ABOUT TONY:
Website: tonydenikos.com
Videos: Gravity Wins: https://www.youtube.com/watch?v=5x3BZGgq714
Under The Church: https://www.youtube.com/watch?v=w6F3XS_31qg
“Tony Denikos has garnered so much praise and reviews that I wasn’t left with hardly any adjectives for my own review. …There’s a warmth and natural soulfulness to this sound that is as much approachable as it is admirable…. Next time I sit beside Prine at Arnold’s Meat & Three, I am going to hip him to the fact that I know who is going to fill his shoes when he retires.”–Gary Allen (JJ Cale/The Charlie Daniels Band/Stonewall Jackson)
Some of Tony’s earliest memories are of riding along the country roads of central Maryland, singing songs like — “Jack O’ Diamonds” by Tex Ritter, “Born to Lose” by Ray Charles, “Caldonia” by Louis Jordan and “Pendulum Swings” by Roger Miller — along with his dad and sisters while his mom smiled at the landscape gliding by… a seed had been planted.
After years of playing pubs and bars in various configurations, Tony decided it was time to record a collection of songs he’d written and released his first CD, Naked & Smiling (1999). The Washington Post reviewed it, calling Tony a “Tunesmith in the best sense of the word”, and folks started coming out to listen to his originals. A tradition of recording songs about real life, mixed with humor, heartache, and wit, was born.
Tony’s latest record, released in 2020, “Gravity Wins”- A stripped-down, raw, and romantic take on all things life. Tony collaborates with Scott and Jen Smith, Geoffrey Himes, and David E. Moulton on three tunes and pens the rest of this collection of ten superbly produced and performed compositions.
From South Carolina to Texas to upstate New York, you can find Tony performing in any number of configurations. Be it an intimate acoustic solo show to a full-on, five-piece band, Tony’s is truly a must-hear, must-see experience for anyone who values first-rate songwriting and performances.

Unified Jazz Ensemble
2025-12-16 19:00 - 21:30, 2025-12-30 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.

Dave Chappell & Friends- AKA HippieHappy Hour
2025-12-17 17:00 - 19:00, 2025-12-31 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!

Mr VCR & Friends
2025-12-17 19:45 - 22:00 (America/New_York)

Not Your Mothers Paint Night
2025-12-17 19:45 - 22:30 (America/New_York)

Redd Byrd Christmas with Sue Matthews
2025-12-19 20:00 - 22:00 (America/New_York)
Please call for your reservations at 410-626-9796

John Jensen
2025-12-20 16:00 - 18:00, 2025-12-27 16:00 - 18:00, 2026-01-03 16:00 - 2026-01-04 18:00 (America/Halifax)

Dean Rosenthal’s 5 Piece Racket
2025-12-20 19:30 - 22:00 (America/New_York)

The Befuddlers
2025-12-21 16:00 - 19:00 (America/New_York)

Dream Punch & Friends
2025-12-21 19:30 - 22:00 (America/New_York)

Songwriters Night
2025-12-22 19:30 - 22:00 (America/New_York)
Charlie Young, Ryan Moran & Dan Heely
Please make your reservations at 410-626-9796

CLOSED FOR CHRISTMAS BREAK AT 4PM!!
2025-12-23 16:00 - 2025-12-24 00:00 UTC
MERRY CHRISTMAS TO YOU ALL!!!!!
49WEST HOLIDAY HOURS WILL BE:
CLOSED DEC 23RD AT 4pm
CLOSED DEC 24TH- CHRISTMAS EVE
CLOSED DEC 25TH- CHRISTMAS DAY
OPEN AT 10AM DEC 26TH

CLOSED FOR CHRISTMAS EVE!!!
2025-12-24 07:00 - 2025-12-25 00:00 (America/Halifax)
WE HOPE YOU HAVE A MERRY CHRISTMAS EVE!

CLOSED FOR CHRISTMAS DAY!!!
2025-12-25 07:00 - 2025-12-26 00:00 (America/Halifax)
WE HOPE YOU HAVE A MERRY CHRISTMAS!!!

Ryan Moran Single Release Party w/ American Darling
2025-12-26 19:30 - 22:00 (America/New_York)
With American Darling

Sinners
2025-12-27 19:00 - 21:00 (America/New_York) | 49 West – The Back Room, 49 West St., Annapolis, MD, 21401, United States
Sinners – where Hippie Happy Hour meets Classical Happy Hour! This group of Maryland musicians, assembled by Emil Petruncio, includes Emil on keyboard and vocals, Diana McFadden on cello, Pam Godfrey on flute, Joe Klausner on mandolin, fiddle, and banjo, Mark Ingino on guitar, and Carolyn Krohn on vocals. Join us for redemptive renditions of tunes from Bob Dylan, John Prine, Garcia and Hunter, Simon and Garfunkel, and other masters of Americana music!

Skribe
2025-12-28 19:00 - 21:00 (America/New_York)
Join us for dinner and a show at 49 West Coffeehouse, Winebar & Gallery Sunday 12/28 w a comedy set from Andy Wiley. 7:30 PM

Rehaash-Guster
2025-12-29 19:30 - 22:00 (America/New_York)
hat tip to my buddy Jane Petrick
https://www.danhaas.com/rehaash
This is a monthly residency in Annapolis that Dan Haas Band does at the 49 West Coffeehouse. December 29th is Gusterfest. Dan is well known for his love of the gusters.
DC/MD/Eastern Shore/interested parties should consider going. It is a Monday night, a holiday week, maybe you’ve got time off?
Reservations encouraged by the artist himself. Go! Do it!

NYE - The Monuments
2025-12-31 21:00 - 2026-01-01 00:00 (America/New_York)
Please call for your reservations because space is limited! 410-626-9796

Jeff Antoniuk & Helluvaband
2026-01-01 19:30 - 22:00 (America/Halifax)
Jeff Antoniuk – tenor sax
John Lee – guitar
Blake Meister – bass
Frank Russo – drums
See you at one of the hippest little listening rooms in the DMV!

Lustre Kings
2026-01-02 19:30 - 22:00 (America/New_York)
In 2020, Mark Gamsjager and the Lustre Kings marked its 25th Anniversary by winning the illustrious Ameripolitan Music Award, launched by the legendary Dale Watson, taking home the “Rockabilly Group” trophy at the virtual ceremony.
Gamsjager’s new album Still the King tells its own story, rocking with original tracks from seminal writers like Ben Vaughn, Ronnie Self, Leroy Preston and John Lilly, and choice classics like the Ricky Nelson chestnut “Stop Sneakin’ Around.”
“American music is what keeps me going,” Gamsjager grins. “It all comes back to the rhythm, the space, the beat.”

AJ & The Lovecats
2026-01-03 19:30 - 22:30 (America/New_York)

Gary Wright & Leah Weiss
2026-01-04 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 Belle Curves Duo with Evan Sky & Asenath Rose
2026-01-04 19:00 - 21:00 (America/New_York)
Please join Evan Sky & Asenath Rose for an evening of amazing music. Call for your reservations at 410-626-9796 to reserve your seat!
