Upcoming Events

A Night of Appalachian Romance & Sinatra
Feb
14

A Night of Appalachian Romance & Sinatra

  • Wayfarer - Velvet Room & Crossroads Saloon (map)
  • Google Calendar ICS

Join us at The Wayfarer on February 14, 2026 for a romantic Valentine’s Day experience featuring cocktails, dinner and a live Frank Sinatra tribute featuring Brent Thompson and his band in the Crossroads Saloon. Guests will be treated to an Old-Hollywood-style evening one of the most unique Valentine’s events in the region. View the event to see more information.

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House Sessions - Live in the Velvet Room - Robby Lester
Feb
26

House Sessions - Live in the Velvet Room - Robby Lester

Robby’s repertoire spans timeless mountain standards and heartfelt originals that reflect the rugged beauty and emotional depth of traditional roots music. His performances often include reverent interpretations of songs popularized by iconic artists such as the Stanley Brothers, whose influence helped define the Appalachian bluegrass genre. Though he performs both solo and with collaborators, Robby’s voice and guitar playing carry the spirit of old-time music forward for new audiences.

Known for his recordings in Nashville and his independent releases online, Robby maintains a presence on platforms like YouTube and SoundCloud, where he shares performances that celebrate the raw, human sound of bluegrass and country traditions.  

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Live in the Crossroads Saloon - Open Jam Session
Mar
1

Live in the Crossroads Saloon - Open Jam Session

Join us the first Sunday of every month in the Crossroads Saloon for a laid-back, foot-stompin’ jam session that celebrates the heart and soul of Appalachian music. Whether you’re a seasoned picker, a soulful singer, or just love the sound of strings and stories, this is your time to shine—or simply sit back and soak it all in.

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House Sessions - Live in the Velvet Room - Robbie Lester
Mar
5

House Sessions - Live in the Velvet Room - Robbie Lester

Robby’s repertoire spans timeless mountain standards and heartfelt originals that reflect the rugged beauty and emotional depth of traditional roots music. His performances often include reverent interpretations of songs popularized by iconic artists such as the Stanley Brothers, whose influence helped define the Appalachian bluegrass genre. Though he performs both solo and with collaborators, Robby’s voice and guitar playing carry the spirit of old-time music forward for new audiences.

Known for his recordings in Nashville and his independent releases online, Robby maintains a presence on platforms like YouTube and SoundCloud, where he shares performances that celebrate the raw, human sound of bluegrass and country traditions.  

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Live in the Velvet Room - MAKENZIE PHIPPS - 2nd Show added
Mar
13

Live in the Velvet Room - MAKENZIE PHIPPS - 2nd Show added

Get ready for an evening of authentic country music and Appalachian soul. Wayfarer Appalachia is thrilled to announce an exceptional live performance by Tazewell County's own Makenzie Phipps. Fresh off her incredible journey on Season 28 of NBC's The Voice, Makenzie is coming home to grace our stage on Saturday, January 24, 2026. This is a night you won't want to miss.

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Live in the Velvet Room - MAKENZIE PHIPPS
Mar
13

Live in the Velvet Room - MAKENZIE PHIPPS

Get ready for an evening of authentic country music and Appalachian soul. Wayfarer Appalachia is thrilled to announce an exceptional live performance by Tazewell County's own Makenzie Phipps. Fresh off her incredible journey on Season 28 of NBC's The Voice, Makenzie is coming home to grace our stage on Saturday, January 24, 2026. This is a night you won't want to miss.

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Live In the Crossroads Saloon - Carson Peters and Iron Mountain
Mar
20

Live In the Crossroads Saloon - Carson Peters and Iron Mountain

Carson Peters and Iron Mountain, signed to Billy Blue Records, has quickly become one of the most energetic and hottest traditional bluegrass bands in the business. They have made numerous trips to the Grand Ole Opry, multiple international appearances, and have had countless songs on the bluegrass and bluegrass gospel charts.

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House Sessions - Live in the Velvet Room - Joey Davis
Mar
25

House Sessions - Live in the Velvet Room - Joey Davis

A seasoned performer, Joey has played on Oliver Anthony’s recordings and toured extensively with the group, bringing driving acoustic and electric guitar work to songs that resonate with fans of authentic American music.

Beyond his collaboration with Oliver Anthony, Joey fronts his own musical projects and performs solo shows, private events, and band dates that highlight his versatility and deep connection to Americana roots.

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Live in the Crossroads Saloon - Open Jam Session
May
3

Live in the Crossroads Saloon - Open Jam Session

Join us the first Sunday of every month in the Crossroads Saloon for a laid-back, foot-stompin’ jam session that celebrates the heart and soul of Appalachian music. Whether you’re a seasoned picker, a soulful singer, or just love the sound of strings and stories, this is your time to shine—or simply sit back and soak it all in.

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2nd Annual Mountain Flavors Music & Food Festival
Nov
6
to Nov 7

2nd Annual Mountain Flavors Music & Food Festival

Step into an intimate, elevated Appalachian experience featuring a collaborative multi-course meal curated by renowned chefs - Chef Kev D, Chef Brian Duffy and Chef Kayla Robinson. Each dish is thoughtfully paired with wines or crafted beverages and served in the warm, inviting setting of Wayfarer Appalachia. Enjoy the sounds of live acoustic music in our signature Velvet Room.


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Live in the Crossroads Saloon - Open Jam Session
Feb
1

Live in the Crossroads Saloon - Open Jam Session

Join us the first Sunday of every month in the Crossroads Saloon for a laid-back, foot-stompin’ jam session that celebrates the heart and soul of Appalachian music. Whether you’re a seasoned picker, a soulful singer, or just love the sound of strings and stories, this is your time to shine—or simply sit back and soak it all in.

View Event →
House Sessions - Live in the Velvet Room - Robby Lester
Jan
31

House Sessions - Live in the Velvet Room - Robby Lester

Robby Lester is a traditional Appalachian bluegrass and old-country singer rooted deeply in the mountain music traditions of Southwest Virginia. Born and raised near the hills that gave rise to the classic bluegrass sound, Robby blends honest storytelling with authentic acoustic performance — a style that traces its roots to the earliest era of Appalachian string music.

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Live in the Velvet Room -  MAKENZIE PHIPPS
Jan
24

Live in the Velvet Room - MAKENZIE PHIPPS

Get ready for an evening of authentic country music and Appalachian soul. Wayfarer Appalachia is thrilled to announce an exceptional live performance by Tazewell County's own Makenzie Phipps. Fresh off her incredible journey on Season 28 of NBC's The Voice, Makenzie is coming home to grace our stage on Saturday, January 24, 2026. This is a night you won't want to miss.

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Mountain Flavors Music & Food Fest
Nov
21

Mountain Flavors Music & Food Fest

Step into an intimate, elevated Appalachian experience featuring a collaborative multi-course meal curated by renowned chefs - Chef Kev D, Chef Brian Duffy and Chef Kayla Robinson. Each dish is thoughtfully paired with wines or crafted beverages and served in the warm, inviting setting of Wayfarer Appalachia. Enjoy the sounds of live acoustic music in our signature Velvet Room.


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The Woods
Oct
11

The Woods

Get ready for an unforgettable night of rich harmonies, heartfelt storytelling, and toe-tapping rhythms as The Woods light up the Crossroads Stage.

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