Bluegrass Wednesday at The Ugly Dog Pub
2025-06-04 18:30 - 21:00, 2025-06-11 18:30 - 21:00, 2025-06-18 18:30 - 21:00 (America/New_York) | The Ugly Dog Pub – Highlands, 294 S 4th St, Highlands, NC, 28741, United States
Bluegrass Wednesday with Nitrograss is back at The Ugly Dog!
Come enjoy dinner and your favorite bluegrass band!

Carolina Concert Series at Trailborn Highlands
2025-06-05 18:00 - 21:00, 2025-06-12 18:00 - 21:00, 2025-06-19 18:00 - 21:00 | Trailborn Highlands, 96 Log Cabin Ln, Highlands, NC, 28741, United States
Join us in the Trailborn Highlands backyard for live music and drinks during our Carolina Concert Series!

Live Music at Hummingbird Lounge
2025-06-06 17:30 - 22:00, 2025-06-07 17:30 - 22:00, 2025-06-13 17:30 - 22:00, 2025-06-14 17:30 - 22:00, 2025-06-20 17:30 - 22:00, 2025-06-21 17:30 - 22:00 | Old Edwards Inn and Spa, 445 Main Street, Highlands, NC, 28741, United States
Plush easy chairs, sofas, and antique bistro tables invite you to sit back and embrace the carefree ambiance surrounding you. Live entertainment every Friday and Saturday night with Cy Timmons.

Friday Night Live Concert Series with Foxfire Boys at Town Square
2025-06-06 18:00 - 20:30 | Town Square, Main Street, Highlands, NC, 28741, United States
Friday Night Live  Showcasing Traditional Mountain Music and Local Talent
Foxfire Boys  Formed in the early 1980s, The Foxfire Boys grew out of its members’ participation in The Foxfire Fund’s Appalachian culture and music program in northeast Georgia. Performing bluegrass blends, the band has since graced the stage at the Grand Ole Opry.

"Lyrics on the Lawn" at Highlands Wine Shoppe
2025-06-07 15:00 - 18:00 | Highlands Wine Shoppe, 269 Oak St, Highlands, 28741, United States
Join us for “Lyrics on the Lawn” featuring Chris Kohne 3-6 P.M.

"Singing the Faith" 2025 Concert Series at First Presbyterian Church of Highlands
2025-06-07 15:30 | First Presbyterian Church, 471 Main Street, HIghlands, NC, 28741, United States
Singing the Faith with Hymnologist, the Rev. Dr. Michael Hawn
Join our 2025 Mullen Lecturer for a fun, interactive, educational hymn sing!
3:30pm Saturday, June 7 in Coleman Hall

Pop Up Pipers in Downtown Highlands
2025-06-07 16:30 - 17:00 | NC
The Pop-Up Pipers will appear in unexpected locations throughout downtown Highlands on select Saturdays from 4:30 to 5:00 P.M.
Keep an ear out on the following dates: June 7, July 12, August 2, September 6, and October 4, but exactly where they’ll play remains a mystery, adding an element of spontaneous joy to each performance.

Saturdays on Pine Concert Series with Paula Hanke and Peggy Ratusz at Kelsey Hutchinson Founders Park
2025-06-07 18:00 - 20:30 | Kelsey-Hutchinson Founders Park, 411 Pine St., Highlands, NC, 28741, United States
Saturdays on Pine  Featuring a variety of popular regional bands and musicians
Vintage Vinyl is a 6 piece 60’s, 70’s and 80’s Psychedelic Rock, Pop, Funk, Motown & Soul super group out of Asheville, whose reputation for bringing the fun and nostalgia precedes them!
Led by powerhouse vocalists, Paula Hanke and Peggy Ratusz, these divas return to the Hutchison Park pavilion stage, after blowing us away in the summer of 2020 and 2022 with their Linda Ronstadt and Etta James tribute shows.
The playlist will cast a wide net of dance tunes covered by everyone from The Beatles to Aretha Franklin, Jimi Hendrix to Fleetwood Mac, The Rolling Stones to Carole King, Michael Jackson to Jefferson Airplane.
Come dressed to match the Woodstock and Disco Funk and Motown generations; they will be!

Live music at The High Dive
2025-06-07 21:30, 2025-06-14 21:30 | NC
Enjoy music by DJ Jimmy Shur at The High Dive Saturday evenings starting at 9:30 PM

Live Music with Tim Austin at The Vineyard at High Holly
2025-06-08 14:00 - 17:00 | The Vineyard at High Holly, 37 High Holly Rd, Scaly Mountain, NC, 28775, United States
Join The Vineyard at High Holly for live music with Tim Austin 2-5 PM.
Vineyard open 12-6pm

Sinatra Sunday at Highlands Wine Shoppe
2025-06-08 14:00 - 19:00 | Highlands Wine Shoppe, 269 Oak St, Highlands, 28741, United States
Join us for #SinatraSunday from 2-7 P.M.

Orchard Sessions with Andrew Wooten at The Farm at Old Edwards
2025-06-11 18:00 - 20:00 | The Farm at Old Edwards, 336 Arnold Road, Highlands, NC, 28741, United States
The Farm at Old Edwards invites you to join us for the return of our live concert series, Orchard Sessions.
Settle into comfortable seating in the magical setting of The Orchard, and just relax into a special evening with the sounds of well-known headliners. For a small cover charge, you will enjoy light bites and a cash bar.
The music of Andrew Wooten feels like a pine-covered moonshine still on a foggy mountainside somewhere in the Carolinas. Writing from the heart Andrew seamlessly blends ear-catching vocals and genuine lyrics into a song that will leave you wanting more. This last year has seen Andrew’s career kick into gear as he has signed with Roadside Music Management, was nominated for two Upstate Music Awards in South Carolina, and performed live on Charlotte Today.

Friday Night Vibes at High Country Wine & Provisions
2025-06-13 17:00 - 19:00 | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
Every Friday, we’re throwing a lively party featuring incredible local talent! But that’s not all – we’ll also have special wine tastings, wine dinners, and other unique experiences. We’re kicking it off with Zorki on Friday, June 13th, from 5-7 pm!

Friday Night Live with Southern Highland Band at Town Square
2025-06-13 18:00 - 20:30 | Town Square, Main Street, Highlands, NC, 28741, United States
Friday Night Live  Showcasing Traditional Mountain Music and Local Talent
Southern Highland Band (a spin-off of FoxFire Boys) Owners of Blue Ridge Music. We are musicians and trained teachers. Our mission is to share our love of good MUSIC! We do ALL things music.
Bluegrass/Mountain music.
Banjo, Guitar, Bass
Dean English & Tom Nixon

Saturdays on Pine Concert Series with BoogiTherapi at Kelsey Hutchinson Founders Park
2025-06-14 18:00 - 20:30 | Kelsey-Hutchinson Founders Park, 411 Pine St., Highlands, NC, 28741, United States
Saturdays on Pine  Featuring a variety of popular regional bands and musicians
BoogiTherapi  Some of Asheville’s funkiest musicians came together to form BoogiTherapi. Headed by Asheville Funk Soldier Ryan Barber, BoogiTherapi brings high energy dance music that is therapeutic to your mind, body, and soul.

Live Music with Blue Jazz at The Vineyard at High Holly
2025-06-15 14:00 - 17:00 | The Vineyard at High Holly, 37 High Holly Rd, Scaly Mountain, NC, 28775, United States
Join The Vineyard at High Holly for live Music with Blue Jazz.
Vineyard open 12-6pm

Groovin' on the Green with The Commodore Fox Band at The Village Green
2025-06-20 18:00 - 20:30 | The Village Green, 160 Frank Allen Road, Cashiers, NC, 28717, United States
Join us for Groovin’ on The Green featuring the Commodore Fox Band! Towing the line as your favorite party band, cranking out rock and dance hits from the 70s, 80s, to today!
Groovin’ on The Green is FREE and takes place rain or shine on the Commons Lawn at The Village Green.

Friday Night Live Concert Series with Curtis Blackwell & Dixie Bluegrass Boys at Town Square
2025-06-20 18:00 - 20:30 | Town Square, Main Street, Highlands, NC, 28741, United States
Friday Night Live  Showcasing Traditional Mountain Music and Local Talent
Curtis Blackwell & Dixie Bluegrass Boys  Curtis has had a band since 1965 and was recognized in 2011 as a pioneer of bluegrass music at the International Bluegrass Museum in Owensboro, KY. He is a former member of the Bluegrass Boys, having played with Bill Monroe in the sixties, and is also part of the Atlanta Music Hall of Fame.

Concert Series at First Presbyterian Church of Highlands
2025-06-21 17:00 | First Presbyterian Church, 471 Main Street, HIghlands, NC, 28741, United States
Join us for Coro Vocati Choral Concert.

Saturdays on Pine Concert Series with Spalding McIntosh & The Lionhearts at Kelsey Hutchinson Founders Park
2025-06-21 18:00 - 20:30 | Kelsey-Hutchinson Founders Park, 411 Pine St., Highlands, NC, 28741, United States
Saturdays on Pine  Featuring a variety of popular regional bands and musicians
Spalding McIntosh & The Lionhearts  Founded in 2019 by front man Spalding McIntosh, the Lionhearts are a versatile ensemble of established pros, all devoted to presenting its founder’s complex compositions on home, love and the challenges of manhood, all in a tight, rolling groove.
