Dave Chappell & Friends- AKA HippieHappy Hour
2025-11-05 17:00 - 19:00, 2025-11-19 17:00 - 19:00, 2025-11-26 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!

The Geckos
2025-11-05 20:00 - 22:00 (America/New_York)
First Wednesdays in Annapolis, The Geckos are playing a show at 49 West. The first time we’ve got the whole band together in awhile. Hope you can make it out.
The show is 8pm-9:30 You can call 49 West for Reservations at 410-626-9796 $15

Gio Hidalgo & Nate Stanley
2025-11-06 19:30 - 22:00 (America/New_York)

Tom Mitchell’s 1st Fridays at 49 West Presents: Wendy Borne, Ralph Gordon Bass & Dave Davies
2025-11-07 20:00 - 22:00 (America/New_York)
Wendi Bourne Guitar and Vocals
Ralph Gordon Bass and Sage Advice
Dave Davies Guitar , Vocals , and Trombone (not from the Kinks)
Tom Mitchell Guitar and Vocals
And as allways great food, drinks and Friends atthe Best little venue in the world
Reservations Highly Recomended
$20 cover

Great Holloway Trio
2025-11-08 19:30 - 22:30 (America/New_York)
A Tribute to Piano Trios
Featuring: Greg Holloway- drums
Double Bass- Kent Miller
Piano- Jon Ozment
Please call 410-626-9796 to make your reservations!

Tears for Devere
2025-11-09 19:00 - 21:30 (America/New_York)
A Catonsville duo since 2023, Tears for Devere melds the music of Gen X with folk and bluegrass stylings. They draw inspiration from diverse artists like Dave Grohl, Annie Lennox, The Proclaimers, Abigail Washburn, and Tony Rice while pairing James’ rugged guitar and banjo chops with Erica’s smoky vocals.

2nd Monday Songwriters Showcase
2025-11-10 19:30 - 22:30 (America/New_York)

Seth Mitchell & Friends
2025-11-11 19:30 - 21:30 (America/New_York)
PLEASE CALL FOR YOUR RESERVATIONS AT 410-626-9796.
The Seth Mitchell Band is back for our second Tuesday slot at Annapolis’ finest listening room, this time with special guest Shannon Leigh Reynolds.
The Seth Mitchell Band plays award-winning original bluegrass and Americana music with crackling banjo, groovy bass, spunky mandolin, seamless guitar work, and fiddle that’ll get the fire department’s attention.
Shannon Leigh Reynolds is a WAMMIE award winning bluegrass and country singer-songwriter. “Reynolds rules” according to Bluegrass Today’s Lee Zimmerman (https://bluegrasstoday.com/triple-shot-shannon-leigh-reynolds/) and I agree. She’s a staple in the DC area bluegrass, often seen at the helm of her band, Shannon Leigh and The Good Bygones or hosting the DC Bluegrass Union’s Songwriter Series.
Come on by for great food and drinks and a great show featuring two of the DMV’s finest songwriters.
$15 cover, call (410) 626-9796 to reserve your table.
Doors at 7, music starts at 7:30pm

Pam & Paula Classical Duo
2025-11-12 17:00 - 19:00 (America/Halifax)
Join us for classical night every 2nd Wednesday of the month.

The Songbird Collective
2025-11-12 19:30 - 22:30 (America/New_York)
Songbird Showcase feat. Mac Priddy of Honey Sol, Jessica Dean of Betas, Callum, Madisun Bailey, Kristi Allen, and special guest
Livy Hooks!!
Call 410 626 9796 for reservations now!!

The Annapolis Roundup
2025-11-13 19:30 - 22:30 (America/New_York)

Jeff Muller & Friends
2025-11-14 19:30 - 22:30 (America/New_York)
Join us for an evening celebrating the instrumental music that made us want to shake our booties as we explore the musical lineage from R&B and soul jazz to Booker T & The MGs and The Meters. This month’s all-star band includes Benjie Porecki (keys), Matt Geist (guitar), Jeff Muller (bass), and Matt Tebo (drums). $20 cover. Reservations are highly recommended as these shows typically sell out. Call 49 West at 410-626-9796 to reserve your seat today!

Dean Rosenthal’s 5 Piece Racket
2025-11-15 19:30 - 22:00 (America/New_York)
Please call for your reservations at 410-626-9796

The Befuddlers
2025-11-16 16:00 - 19:00 (America/New_York)

Madisun Bailey with Anthony Frijia
2025-11-16 19:30 - 22:30 (America/New_York)

ITZALL GOODE Concert Series and SHC Music Tribe Present The Doug Segree Band Record Release Show
2025-11-17 19:30 - 22:30 (America/New_York)
November 17, 2025 @ 7:30 PM
Advance Tickets $20, Door $23.
ITZALL GOODE Concert Series and SHC Music Tribe Present
The Doug Segree Band Record Release Show
Come celebrate Doug’s record, “Keep Looking Up”, with the full band!
ABOUT DOUG:
Website: https://www.dougsegree.com
YouTube: https://www.youtube.com/channel/UCm_z-iPwNMpC0AQ2iRV9FMA
Blending Acoustic Roots with a Mission to Inspire
Residing in Annapolis, Maryland, Doug Segree has been performing for over 30 years, playing in venues of all sizes, festivals, concerts, corporate and private events throughout the country. He is equally comfortable playing solo acoustic shows or fronting a band of any size. The event band is all about a good time on stage, and it shows. With a huge playlist to draw from (Top 40, Classic Rock, Funk, Motown, 80s, etc.) and multiple lead singers, these guys know how to mix it up and play to their audience.
His music is a blend of acoustic, rock, and pop influences, with a focus on heartfelt lyrics and catchy melodies. Doug has written and recorded 10 albums of original music, spanning rock, pop, and children’s music. He is currently supporting his latest album release, Keep Looking Up. He also writes and performs in the kids’ band, SQRRL!
Doug’s music has appeared on major network television and film. Wonder Drug appeared on Netflix’s All American, Come Again on ABC’s Cougar Town, It’s About Time on TNT’s Rizzoli and Isles, and various songs on Cinemax (various films) and WB’s Felicity, among others. Doug has also written many jingles for area businesses and commercials.
He is also known for his philanthropic contributions and donates his time and services to important causes. He launched a project called SQRRL! Across America, which aims to bring music to children who are disadvantaged by illness and disability. He donates his time and services to important causes such as Annapolis Musicians Funding Musicians (AMFM), Celebrate Hope Foundation, Friends Foundation, Kennedy Krieger Institute, Make A Wish Foundation, Breast Cancer Foundation, and the SPCA. His music was used as the soundtrack for Hope Through Motion, a documentary produced by DHG Creative for the Kennedy Krieger Institute Spine Center.

Unified Jazz Ensemble
2025-11-18 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.

Melanie A. Davis and Sophia Lanuza, Angie Miller and Madisun Bailey
2025-11-19 20:00 - 22:00 (America/New_York)
Touring artists Melanie A. Davis and Sophia Lanuza in town joining Angie Miller and Madisun Bailey for a night of original music.

Jazz Wire Jam Session
2025-11-20 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

Justin Trawick
2025-11-21 19:30 - 22:30 (America/New_York)

Cameron Mae & David Augustus
2025-11-22 19:30 - 22:30 (America/New_York)

Joe Holt, Sharon Sable & Beth Mcdonald-"Peggy Lee meets Blossom Dearie"
2025-11-23 19:00 - 21:00 (America/New_York)
created by photogrid
“Peggy Lee meets Blossom Dearie”
Beth McDonald and Sharon Sable, w/Joe Holt on piano.
Please call for your reservations at 410-626-9796

Rehaash- Tears For Fears
2025-11-24 19:30 - 22:30 (America/New_York)

Hot Funyuns
2025-11-25 19:30 - 22:30 (America/New_York)

SKRIBE with Tavair Dominque & Casey V Poetry
2025-11-26 19:30 - 22:30 (America/New_York)
Happy Thanksgiving!
Join us on the eve of Thanksgiving for a unique and intimate evening of original music, poetry, & storytelling.
Skribe will headline the night backed by a never-seen-before combo of musical accompaniment.
Tavair Dominque will provide an intimate set of storytelling and acoustic music
The night will kick off with a debut performance by Casey V. sharing her original poetry
$15 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!
Tavair Dominque
https://tavairdominque.com/
Skribe
https://skribe.bandcamp.com/

CLOSED FOR THANKSGIVING
2025-11-27 07:00 - 23:00 (America/Halifax)
Hope you have a safe and Happy Thanksgiving!

Jim Patton And Sherry Brokus
2025-11-28 19:00 - 21:00 (America/Halifax)
Please call for reservations at 410-626-9796.
Patton met Brokus at a bar in Arnold, MD, when she approached him on a break and asked if she could sing a song with his band. Despite strict rules against strangers sitting in, Patton agreed she could sing Neil Young’s “Cowgirl in the Sand” with them. She and Patton have sung together ever since. They listened to a lot of Richard & Linda Thompson, the Byrds, the Airplane, the Everly Brothers, and Emmy Lou Harris singing with Bob Dylan when they started, but from the beginning they developed their own style.
Patton cites 20th century American fiction (“from Fitzgerald and Hemingway and Faulkner to Kerouac and Salinger and Raymond Chandler”) and the various lives of the friends he grew up (“I knew doctors and lawyers and waitresses and teachers and water rats and gravediggers and the guy who drove the truck that emptied the port-o-pots all over the state”) as the main source of his lyrical inspiration.
Musically, Patton says he learned to play acoustic guitar playing Bob Dylan and Neil Young songs, and electric in a band playing Rolling Stones songs, and “that was pretty much it for covers”

Erin Harpe Country Blues Duo with Jim Countryman
2025-11-29 19:00 - 23:00 (America/Halifax)
Erin Harpe Country Blues Duo is coming to Annapolis for a very special pair of performances at 49 West –
