Calendar

May
14
Thu
Live Music – Mike DeMoss 5pm @ The Williamsburg Inn
May 14 @ 5:00 pm – 8:00 pm

LIVE MUSIC : MIKE DEMOSS : WILLIAMSBURG INN

Williamsburg Virginia Live Music Local Music Finder Mike DeMossAbout Mike DeMoss

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.”

Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


ABOUT THE VENUE:Williamsburg-Virginia-Hotels-Williamsburg-Inn

The Williamsburg Inn Terrace 

 

The Williamsburg Inn is where Colonial Williamsburg’s old‑world charm meets the kind of luxury that makes you briefly consider speaking in 18th‑century English. Guests get the full royal treatment—grand architecture, manicured grounds, and service so polished you’ll wonder if you accidentally became a duke. And one of the best parts? The live music. On sunny days, you can sip something dangerously good on the patio while musicians set the perfect vibe. When the weather decides to be dramatic (because Virginia loves a mood swing), the music simply moves indoors, keeping the atmosphere just as warm and elegant. Whether you’re here for the history, the cocktails, or the brag‑worthy photos, the Williamsburg Inn delivers every time.

  Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder

 


May
15
Fri
Live Music – Mike DeMoss 5pm @ The Williamsburg Inn
May 15 @ 5:00 pm – 8:00 pm

LIVE MUSIC : MIKE DEMOSS : WILLIAMSBURG INN

Williamsburg Virginia Live Music Local Music Finder Mike DeMossAbout Mike DeMoss

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.”

Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


ABOUT THE VENUE:Williamsburg-Virginia-Hotels-Williamsburg-Inn

The Williamsburg Inn Terrace 

 

The Williamsburg Inn is where Colonial Williamsburg’s old‑world charm meets the kind of luxury that makes you briefly consider speaking in 18th‑century English. Guests get the full royal treatment—grand architecture, manicured grounds, and service so polished you’ll wonder if you accidentally became a duke. And one of the best parts? The live music. On sunny days, you can sip something dangerously good on the patio while musicians set the perfect vibe. When the weather decides to be dramatic (because Virginia loves a mood swing), the music simply moves indoors, keeping the atmosphere just as warm and elegant. Whether you’re here for the history, the cocktails, or the brag‑worthy photos, the Williamsburg Inn delivers every time.

  Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder

 


May
20
Wed
Live Music – Erik Gaines 5pm @ Craft 31
May 20 @ 5:00 pm – 8:00 pm

Live Music : Erik Gaines : Craft 31

Erik Gaines brings a smooth, modern R&B sound to Williamsburg that feels like it was designed for warm summer nights, patio cocktails, and anyone who appreciates music with actual soul. His vocals slide between velvet and swagger, pairing perfectly with the city’s mix of historic charm and “yes, we do have a nightlife, thank you very much.” Erik delivers a set that turns casual listeners into “I’m following this guy now” fans. His blend of R&B, neo‑soul, and late‑night groove fits Williamsburg’s vibe perfectly — classy enough for the wine crowd, cool enough for the beer crowd, and smooth enough for anyone who just wants to feel something.

Go to: Erik Gaines


About The Venue! Craft 31

williamsburg virginia best burgers craft 31 logoCraft 31 keeps things simple: good food, strong drinks, and live music that actually feels intentional. Local artists set up close to the crowd, giving the place an intimate, almost house‑show vibe, and the mix of acoustic sets, soulful singers, and weekend crowd‑pleasers turns the restaurant into a legit hangout spot.

It’s one of the few Williamsburg venues where the music isn’t just background noise — it’s part of the experience, and people show up for it.
And the food absolutely holds its own. Craft 31 is known for its burgers, oysters, and wood‑fired pizzas, the kind of menu that makes you rethink whatever diet you thought you were on. The burgers are stacked, the seafood is fresh, and the shareables come out fast enough to keep the table happy between sets. It’s comfort food done right — the perfect pairing for a night of live music and a couple of cocktails.

williamsburg virginia restaurants best burgers craft 31 outdoor eating

Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder


Live Music – Mike DeMoss – Surry Seafood Company @ Surry Seafood Company
May 20 @ 6:00 pm – 9:00 pm

About the Show

Williamsburg Virginia Live Music Local Music Finder Mike DeMossMike DeMoss will be performing live at Surry Seafood Company. Join him for a musical night.

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.” Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


On The Water: Surry Seafood Company

The Surry Seafood Company is one of those waterfront gems that feels like it was designed specifically for people who want fresh seafood and a view worth bragging about. Sitting right on Gray’s Creek, the restaurant serves up everything from just‑caught fish to oysters so fresh they practically introduce themselves.

 

Add in live music drifting across the water, cold drinks, and that laid‑back “this is exactly where I want to be right now” vibe, and you’ve got one of the most relaxing dining spots in the region. Whether you’re on the patio soaking up the sunset or inside enjoying the AC on a steamy Virginia day, the atmosphere hits just right.
And honestly, half the fun is getting there. Taking the free Jamestown‑Scotland Ferry from Williamsburg turns dinner into a mini‑adventure — the kind where you roll down the windows, feel the breeze, and pretend you’re in a Nicholas Sparks movie (minus the drama). The ride is quick, scenic, and surprisingly charming, and when you pull up to Surry Seafood Company on the other side, it feels like you’ve discovered a locals‑only secret. Great food, live music, waterfront views, and a ferry ride that costs exactly zero dollars. That’s a win all the way around.

 


May
22
Fri
Live Music – Mike DeMoss 5pm @ The Williamsburg Inn
May 22 @ 5:00 pm – 8:00 pm

LIVE MUSIC : MIKE DEMOSS : WILLIAMSBURG INN

Williamsburg Virginia Live Music Local Music Finder Mike DeMossAbout Mike DeMoss

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.”

Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


ABOUT THE VENUE:Williamsburg-Virginia-Hotels-Williamsburg-Inn

The Williamsburg Inn Terrace 

 

The Williamsburg Inn is where Colonial Williamsburg’s old‑world charm meets the kind of luxury that makes you briefly consider speaking in 18th‑century English. Guests get the full royal treatment—grand architecture, manicured grounds, and service so polished you’ll wonder if you accidentally became a duke. And one of the best parts? The live music. On sunny days, you can sip something dangerously good on the patio while musicians set the perfect vibe. When the weather decides to be dramatic (because Virginia loves a mood swing), the music simply moves indoors, keeping the atmosphere just as warm and elegant. Whether you’re here for the history, the cocktails, or the brag‑worthy photos, the Williamsburg Inn delivers every time.

  Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder

 


Jazz Jam Session – Tony Mata @ Silver Hand Meadery
May 22 @ 7:00 pm – 9:00 pm

Live Music : Jazz Jam : Silver Hand Meadery

williamsburg virginia live music finder jazz jam nights silver hand meadery

The event will be hosted by Tony Mata on guitar, with owner Glenn Lavender playing bass. This is an open jam where anyone is welcome to bring their voice or instrument and join in. And with the talent present in our local area you never know who you might hear. It’s free to attend and family friendly.

May
23
Sat
Live Music – Patrick Ryan – Berrets 3pm @ Berrets
May 23 @ 3:00 pm – 6:00 pm

 

Live Music : Patrick Ryan: Berret’s

Come relax and enjoy your evening with Patrick Ryan at The Brass Tap. Delicious food, cold drinks, and acoustic tunes featuring Pink Floyd, Neil Young, Dave Matthews, Tom Petty, and much more.

 

Learn More     Patrick Ryan


About the Venue: Beretts

Williamsburg Virginia Restaurant Directory Berret's Seafood RestaurantBerret’s Seafood Restaurant offers great dining options. Berret’s serves the freshest local seafood and produce in a relaxed dining environment. The Seafood Restaurant has been voted by locals as “Best in Williamsburg” for year after year. Berret’s actively seek out the freshest in regional seafood and produce.

It’s the 29th Annual Crab Races, supporting “Here for the Girls” and the Tom Austin Culinary Scholarship Fund through the Culinary Institute of Virginia. Sponsor a crab, name it and cheer it on to victory on the front lawn at Berret’s Taphouse Grill. Bring your own crab, or use one provided at the races! Prizes awarded for fastest crab, cutest crab and best name.

 


May
28
Thu
Live Music – Mike DeMoss 5pm @ The Williamsburg Inn
May 28 @ 5:00 pm – 8:00 pm

LIVE MUSIC : MIKE DEMOSS : WILLIAMSBURG INN

Williamsburg Virginia Live Music Local Music Finder Mike DeMossAbout Mike DeMoss

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.”

Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


ABOUT THE VENUE:Williamsburg-Virginia-Hotels-Williamsburg-Inn

The Williamsburg Inn Terrace 

 

The Williamsburg Inn is where Colonial Williamsburg’s old‑world charm meets the kind of luxury that makes you briefly consider speaking in 18th‑century English. Guests get the full royal treatment—grand architecture, manicured grounds, and service so polished you’ll wonder if you accidentally became a duke. And one of the best parts? The live music. On sunny days, you can sip something dangerously good on the patio while musicians set the perfect vibe. When the weather decides to be dramatic (because Virginia loves a mood swing), the music simply moves indoors, keeping the atmosphere just as warm and elegant. Whether you’re here for the history, the cocktails, or the brag‑worthy photos, the Williamsburg Inn delivers every time.

  Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder

 


May
29
Fri
Live Music – Mike DeMoss 5pm @ The Williamsburg Inn
May 29 @ 5:00 pm – 8:00 pm

LIVE MUSIC : MIKE DEMOSS : WILLIAMSBURG INN

Williamsburg Virginia Live Music Local Music Finder Mike DeMossAbout Mike DeMoss

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.”

Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


ABOUT THE VENUE:Williamsburg-Virginia-Hotels-Williamsburg-Inn

The Williamsburg Inn Terrace 

 

The Williamsburg Inn is where Colonial Williamsburg’s old‑world charm meets the kind of luxury that makes you briefly consider speaking in 18th‑century English. Guests get the full royal treatment—grand architecture, manicured grounds, and service so polished you’ll wonder if you accidentally became a duke. And one of the best parts? The live music. On sunny days, you can sip something dangerously good on the patio while musicians set the perfect vibe. When the weather decides to be dramatic (because Virginia loves a mood swing), the music simply moves indoors, keeping the atmosphere just as warm and elegant. Whether you’re here for the history, the cocktails, or the brag‑worthy photos, the Williamsburg Inn delivers every time.

  Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder

 


Jun
5
Fri
Live Music – Mike DeMoss 5pm @ The Williamsburg Inn
Jun 5 @ 5:00 pm – 8:00 pm

LIVE MUSIC : MIKE DEMOSS : WILLIAMSBURG INN

Williamsburg Virginia Live Music Local Music Finder Mike DeMossAbout Mike DeMoss

If you’re exploring Williamsburg, Virginia and wondering where all the good vibes are coming from, there’s a solid chance it’s Mike DeMoss holding court with his signature acoustic style. Mike brings the same smooth vocals and easygoing charm he’s known for on the coast, but with a Williamsburg twist—think colonial‑era ambiance meets modern‑day “wow, this guy’s good.”

Whether he’s playing on a breezy patio in Merchants Square or moving indoors when Virginia weather decides to be dramatic, Mike’s sets always feel warm, relaxed, and just a little addictive. Locals love him, tourists stumble into a show and instantly become fans, and Williamsburg gets one more reason to brag about its live‑music scene.

More, Go to: Mike DeMoss


ABOUT THE VENUE:Williamsburg-Virginia-Hotels-Williamsburg-Inn

The Williamsburg Inn Terrace 

 

The Williamsburg Inn is where Colonial Williamsburg’s old‑world charm meets the kind of luxury that makes you briefly consider speaking in 18th‑century English. Guests get the full royal treatment—grand architecture, manicured grounds, and service so polished you’ll wonder if you accidentally became a duke. And one of the best parts? The live music. On sunny days, you can sip something dangerously good on the patio while musicians set the perfect vibe. When the weather decides to be dramatic (because Virginia loves a mood swing), the music simply moves indoors, keeping the atmosphere just as warm and elegant. Whether you’re here for the history, the cocktails, or the brag‑worthy photos, the Williamsburg Inn delivers every time.

  Find More Local Gigs: WilliamsburgVisitor.com Live Music Finder