# Live Music in Gloucester, VA | Gigs, Bands & Nights Out

- **Subtitle**: Find live music in Gloucester, Virginia tonight, tomorrow and this weekend. Discover gigs, bands and open-mic nights at bars and venues near you.
- **Category**: Live Music
- **Type**: other

## Audience

- **Followers**: 1.1M+
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## About

For the ones whose heart beats for music, live music events are something that you will absolutely enjoy. Groove on the most upbeat songs and enjoy the best of live music in Gloucester. You will find music of all kinds and genres, discover the ones that fit your interests and enjoy the spellbinding surroundings near you. You will be in a constant dilemma what to choose and what to drop, because there is music beating all around the city. From jazz nights at the jazz clubs to soulful musical events at the best live music venues in Gloucester.
Discover all the mesmerizing and all the heavy & loud music events near you.

## Live Music Events in Gloucester

- **Event Name**: The Jared Stout Band October 3, 2026
  - **Description**: The Jared Stout Band is an alt-country powerhouse based out of Southwestern, Virginia. Fresh off the release of their second studio album, “Heavy From the Sky”, these FloydFest “On-The-Rise” runner-ups continue to deliver by bringing energetic and soulful
  - **Interested Audience**:
    - Count: 21
  - **Date**: Sat Oct 03 2026 at 06:30 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/the-jared-stout-band-october-3-2026/200030491827819
  - **Venue**: 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9jNGYzY2E5ZDJmZmYzMjliMjk3YzU5YzI4Zjg4ZWU0Mzc3YjZmYzRiNjkyOGI4NzMzOTlkOGQwNjAzN2NiMWE0LXJpbWctdzEyMDAtaDY3NC1kY2Q4ZThmOC1nbWlyP3Y9MTc4OTIwNjY1MQ.avif
  - **Categories**: music, entertainment, performances, live-music, art, volunteering
- **Event Name**: Bluegrass Roots Revival October 10, 2026
  - **Description**: Bluegrass Roots Revival will feature 3 Virginia bluegrass bands. Headliner Josh Grigsby and County Line with Bill Jenkins and the Virginia Mountain Boys and Rappahannock Crossing. Doors open 3:30, Show starts 4:30.

Food available for purchase. Wine, beer
  - **Interested Audience**:
    - Count: 74
  - **Date**: Sat Oct 10 2026 at 04:30 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/bluegrass-roots-revival-october-10-2026/200030554618514
  - **Venue**: 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMDJjNDQ0ZDVkMDY5NDk3YjYyOGZiZDIwZjM5NWY2NWM4NzM2Y2M1ZmJhZjk4YTVkNWM0ZjE2YTgxZGExOTRjZS1yaW1nLXcxMjAwLWg2NzUtZGMwODA4MDgtZ21pcj92PTE3ODgyNTE1OTg.avif
  - **Categories**: entertainment, performances, music, art, volunteering
- **Event Name**: Coyote Rodeo October 24, 2026
  - **Description**: Coyote Rodeo is an Asheville, North Carolina–based experimental bluegrass band built around the songwriting of John Colby Elswick (guitar/banjo),  Chad Brown (mandolin) and Connor Kozlosky (Guitar).
Featuring Jackson Weldon on dobro and pedal steel and Br
  - **Date**: Sat Oct 24 2026 at 06:30 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/coyote-rodeo-october-24-2026/200030689235552
  - **Venue**: 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8zODdkMTAzYTRlOTllY2RmN2FhOTM1ZmYzNjkyMzI1MzAxYTgwNWMwMzFiYTMxZmJkOWUxYjljZjNhOTY5MmQ2LXJpbWctdzEyMDAtaDgwMC1kYzA4MTgxOC1nbWlyP3Y9MTc4OTIwNzY3MQ.avif
  - **Categories**: Music, Entertainment, performances, Art
- **Event Name**: Flat Iron Crossroads
  - **Description**: The band has had several private events recently, but looks forward to playing music for our regular fans in the Fall.   Seems far away, but it will be here "before you know it"!

We have a couple more private events, and then will be so pleased to entert
  - **Interested Audience**:
    - Count: 13
  - **Date**: Sat Oct 10 2026 at 07:00 pm – Sat Oct 10 2026 at 10:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/flat-iron-crossroads/200030466193050
  - **Venue**: 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9iZmUwNjdlNzYwYmNhODRkY2Y5Y2RmMDg5YWMyMmIyZTc5ZTFhZDkxMDU1YjVmYjZhNWMzY2MxOTlmNzA4OTJjLXJpbWctdzQ1Ni1oNDc2LWRjMTgxODA4LWdtaXI_dj0xNzg4MTkzNjQz.avif
  - **Categories**: music, entertainment
- **Event Name**: Josh Grigsby and County Line at Flat Iron Crossroads Bluegrass Roots Revival
  - **Description**: along with Rappahannock Crossing and Bill Jenkins and the Virginia Boys
Tickets on sale soon.
  - **Interested Audience**:
    - Count: 13
  - **Date**: Sat Oct 10 2026 at 07:30 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/josh-grigsby-and-county-line-at-flat-iron-crossroads-bluegrass-roots-revival/200030400104152
  - **Venue**: Flat Iron Crossroads
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8yYmZhNWRiMGE2OTllNWM0ZGQyMWNkZTFjY2FlOTQzYThlZmQ2ZjI1NTZjNzE1ZjliNGYzY2JiOGFlMmZlNTMxLXJpbWctdzEyMDAtaDY3Ny1kYzk4OTg5OC1nbWlyP3Y9MTc4ODE5NTg2MQ.avif
- **Event Name**: Live Music: Vines & Vinegar Duo
  - **Description**: Join us for live music with Vines & Vinegar! Check ’em out on Facebook.
  - **Interested Audience**:
    - Count: 7
  - **Date**: Fri Oct 09 2026 at 07:00 pm – Fri Oct 09 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/live-music-vines-and-vinegar-duo/200030397379201
  - **Venue**: Duke’s Aloha Eats
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy81YmI3Y2EwYzIxNDg4OGIyODhiZjcxZDAxYTY2NTFjZjE5MzM1ZDdkYzUxN2MxYjZlZmNkNGE2ZGI3NTE0M2ExLXJpbWctdzEyMDAtaDkyNS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzMyOTg0NQ.avif
  - **Categories**: music, live-music, entertainment
- **Event Name**: Live Music: Joshua Martin
  - **Description**: Join us for live music on the deck with Joshua Martin!
  - **Interested Audience**:
    - Count: 3
  - **Date**: Fri Oct 30 2026 at 07:00 pm – Fri Oct 30 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/live-music-joshua-martin/200030495099834
  - **Venue**: Duke’s Aloha Eats
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8wY2MxZmQ3OGJhZGFkOTU4NDNmNjY1Y2MyZTBmMjI5N2QxYWM5Y2ZhZmVkZWYxMjFkOWMyNTU2MDUyYTYxYWMyLXJpbWctdzEyMDAtaDY3NS1kYzI4YTg5OC1nbWlyP3Y9MTc4ODMyNjA2Mg.avif
  - **Categories**: music, live-music, entertainment
- **Event Name**: Live Music: Ami Baker
  - **Description**: Join us for live music on the patio with Ami Baker!
  - **Interested Audience**:
    - Count: 8
  - **Date**: Fri Oct 23 2026 at 07:00 pm – Fri Oct 23 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/live-music-ami-baker/200030461150447
  - **Venue**: Duke’s Aloha Eats
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9hMGZmM2VlMjY2NGMyMTMwM2Y4MDQ5NmRkOTRjY2RkYmZkYjYxMzczNmViNDlkNzI4Y2UwZGFiZTQxMDcwMzMyLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4ODMyNjA2Mg.avif
  - **Categories**: music, live-music, entertainment

## Trending Events in Gloucester

- **Event Name**: Next Wave Event
  - **Description**: A Gloucester Harbor cruise, live music, bites, and the people shaping what comes next across the North Shore.About this EventThis October, Northshore Magazine brings its signature fall celebration to Gloucester Harbor.
  - **Venue**: Beauport Cruiselines
  - **Banner**: https://cdn-az.allevents.in/events8/banners/d85e40ca23751f2dfb0351374f0876763a9e92ed9e01d2da9863270413ed31f4-rimg-w1200-h600-dc080808-gmir.jpg?v=1787627715
- **Event Name**: Goblin King Ball at Hammond Castle Museum
  - **Description**: UPDATE:
We are sold out for the 2026 Goblin King Ball! Thank you to all who purchased tickets, making this fundraiser a success.
  - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
  - **Banner**: https://cdn-az.allevents.in/events9/banners/e93fc6b957dd8c3debb360b3122fee4969c003c55d1f75bcf597e2541cd6bbfd-rimg-w1200-h628-dc282818-gmir?v=1788695011
- **Event Name**: Cape Ann Artisans Open Studios - Fall  Event
  - **Description**: The Cape Ann Artisans are a juried group of diverse makers that host the oldest Open Studios in the country.About this EventThe Cape Ann Artisans are a juried group of diverse makers that host the oldest Open Studios in t
  - **Venue**: Gloucester and Rockport MA
  - **Banner**: https://cdn-az.allevents.in/events5/banners/22433dffa7851e9823e39788d309ea0cede39111a4eed8eb6651ad8300a1d9ff-rimg-w1200-h625-dc161d2d-gmir.jpg?v=1770241582
- **Event Name**: Around Cape Ann Half Marathon
  - **Description**: USATF Certified Half Marathon!
Since 1933, the Around Cape Ann Road Race has been a running tradition. Considered one of the best and oldest races in America, the Around Cape Ann Road Race is also among the most beautiful race courses in New England. The
  - **Venue**: 32 Cherry Street Gloucester, MA 01930
  - **Banner**: https://cdn-az.allevents.in/events10/banners/5ab0b58b21191cd327b7d5960c02ca26db951697701618e115026e6f28d668e8-rimg-w1200-h1222-dcf8f8f8-gmir?v=1787298647
- **Event Name**: Reckoners with Kevin James Graham
  - **Description**: Friday 10/16/26
Doors 7:00pm
Show 8:00pm
18+, Positive ID Required
Premium Seating with cocktail service: $39.50-$44.50 + $6.95 service fee
Standard Seating with cocktail service: $34.50 + $6.95 service fee
Rear Floor Seating: $29.50 + $6.95 service fee
G
  - **Venue**: The Cut Live
  - **Banner**: https://cdn-az.allevents.in/events1/banners/ef8b11b5d63b2a6ab0467753f4c81c93dc8bd30e1d9cff97c2c1d410a8cb1c78-rimg-w1200-h675-dc181808-gmir?v=1788530644
- **Event Name**: Chelsea Berry - Peace Soldier Album Release
  - **Description**: Doors 6:30pm
Show 7:00pm
ALL AGES
Premium Seating with cocktail service: $44.50 + $6.95 service fee
Standard Seating with cocktail service: $34.50 - $39.50 + $6.95 service fee
GA Standing: $29.50 + $6.95 service fee

+ $5 Day of Show

Chelsea Berry is a M
  - **Venue**: The Cut Live
  - **Banner**: https://cdn-az.allevents.in/events3/banners/c9dcff67b7e9e8d8bce361735b457dd58eeae408ccb92c76d589fb96966fd6ee-rimg-w1200-h675-dcd8a8a8-gmir?v=1788374420
- **Event Name**: The North Shore's Own Renaissance Faire at Hammond Castle Museum
  - **Description**: TICKET ALERT: Member-Only Presale begins this Monday, June 15th. Remaining tickets go on sale on Monday, June 22nd.

Rain or Shine.
Saturday, November 7 & Sunday, November 8

Step into a world of knights, artisans, performers, and merriment as Hammond
  - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
  - **Banner**: https://cdn-az.allevents.in/events2/banners/0961d2f5cfa273256566811a31be2c30c7b842d8401ffb40e510fd597c939a00-rimg-w1200-h628-dcf8f8f8-gmir?v=1788211116
- **Event Name**: Hogwarts Comes To The Apothecary
  - **Description**: Bring the magic of Hogwarts to your October at our apothecary this year with a crafting collection of enchanting potions and wizarding flair. Each potion created by your children is crafted with care, featuring ingredients inspired by the wizarding world
  - **Venue**: 153 Main Street Gloucester MA 01930
  - **Banner**: https://cdn-az.allevents.in/events3/banners/d19f6ecf1a2884d09616ac586ddb120912fc67cb6cc3c577c5a583e38086309e-rimg-w512-h512-dc080808-gmir?v=1787577077
- **Event Name**: Dueling Pianos
  - **Description**: Doors 7:00pm
Show 8:00pm
21+, Positive ID Required
Premium Seating with cocktail service: $29.50-$34.50 + $6.95 service fee
Standard Seating with cocktail service: $24.50 + $6.95 service fee
Rear Floor Seating: $19.50 + $6.95 service fee
GA Standing: $12.
  - **Venue**: The Cut Live
  - **Banner**: https://cdn-az.allevents.in/events10/banners/2205714418e9fe79f4f285f2235b5fe3552fce45d13d5e2ce8062fa0c20df8d0-rimg-w1200-h675-dc080808-gmir?v=1788212381

## Browse Live Music Events by Date

- [Live Music Events Today in Gloucester](https://allevents.in/gloucester/live-music--today)
- [Live Music Events This Weekend in Gloucester](https://allevents.in/gloucester/live-music--this-weekend)
- [Live Music Events in October in Gloucester](https://allevents.in/gloucester/live-music--october)
- [Live Music Events in November in Gloucester](https://allevents.in/gloucester/live-music--november)

## FAQs

- **Q**: What are the top Live Music events in Gloucester?
  - **A:** The Jared Stout Band October 3, 2026 (Sat Oct 03 2026 at 06:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061), Bluegrass Roots Revival October 10, 2026 (Sat Oct 10 2026 at 04:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061), Coyote Rodeo October 24, 2026 (Sat Oct 24 2026 at 06:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061), Flat Iron Crossroads (Sat Oct 10 2026 at 07:00 pm at 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States), Josh Grigsby and County Line at Flat Iron Crossroads Bluegrass Roots Revival (Sat Oct 10 2026 at 07:30 pm at Flat Iron Crossroads).
- **Q**: What Live Music events are happening in Gloucester this weekend October 2–4, 2026?
  - **A:** The Jared Stout Band October 3, 2026 (Sat Oct 03 2026 at 06:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061).
- **Q**: What Live Music events are happening in Gloucester in October 2026?
  - **A:** The Jared Stout Band October 3, 2026 (Sat Oct 03 2026 at 06:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061), Bluegrass Roots Revival October 10, 2026 (Sat Oct 10 2026 at 04:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061), Coyote Rodeo October 24, 2026 (Sat Oct 24 2026 at 06:30 pm at 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061), Flat Iron Crossroads (Sat Oct 10 2026 at 07:00 pm at 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States), Josh Grigsby and County Line at Flat Iron Crossroads Bluegrass Roots Revival (Sat Oct 10 2026 at 07:30 pm at Flat Iron Crossroads).
- **Q**: How can I find Live Music events in Gloucester?
  - **A:** You can discover upcoming Live Music events in Gloucester on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Live Music events in Gloucester?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Live Music events in Gloucester?
  - **A:** Some popular venues hosting Live Music events in Gloucester include 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061, 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States, Flat Iron Crossroads.
- **Q**: Who are the top organizers for Live Music events in Gloucester?
  - **A:** Popular organizers hosting Live Music events in Gloucester include Flat Iron Crossroads, Dana Newsome, Josh Grigsby and County Line Bluegrass Band.
- **Q**: What types of Live Music events can I find in Gloucester?
  - **A:** You can explore a variety of live music sub-genres and styles including Hip Hop Music, House Music, Classical Music, Afrobeats, Bachata and more.
- **Q**: Are there any online Live Music events available?
  - **A:** Yes, many Live Music events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Live Music events in Gloucester?
  - **A:** Follow the Live Music category on AllEvents.in to get notified when new Live Music events are listed in Gloucester.

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