| 301. | Mighty Poplar "When I Was a Cowboy" Green Mtn. Bluegrass Fest 2023 | 18 | |
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| 302. | Noam Pikelny, "Mean Mother Blues," Grey Fox 2012 | 18 | |
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| 303. | Del McCoury Band, "My Love WIll Not Change," Grey Fox 2008 | 18 | |
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| 304. | Billy Strings "Watch it Fall" 7/22/23 Essex Junction, VT | 18 | |
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| 305. | Dave Matthews and Trey Anastasio "Three Little Birds" 12/19/03 Hartford CT | 18 | |
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| 306. | Billy Strings crushes Jeff Austin's "15 Steps" Boston, MA 3/15/22 | 18 | |
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| 307. | Steeldrivers w/ Chris Stapleton "Midnight Tears," Grey Fox 2008 Oak Hill, NY | 18 | |
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| 308. | Watchhouse, Sarah Jarosz & Punch Brothers cover The Sundays' "Cant Be Sure" | 17 | |
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| 309. | Billy Strings w/ Grateful Ball "Me and My Uncle" Grey Fox 2019 | 17 | |
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| 310. | Molly Tuttle smokin' "White Freightliner Blues" Northampton, MA 3/4/23 | 17 | |
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| 311. | Incredible banjo solo! Bela Fleck & Chris Thile, "Metric Lips" Grey Fox 2016 | 17 | |
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| 312. | Jerry Garcia Band, "Let it Rock" 11/13/93 Cumberland County Civic Center Portland, Maine | 17 | |
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| 313. | Derek Trucks channels Jeff Beck "Becks Bolero" Peach Fest 2023 | 17 | |
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| 314. | Two explosive Derek Trucks solos! "Passaquan" 11/29/22 Boston, MA | 17 | |
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| 315. | Sierra Ferrell on Osborne Brothers' "Lonesome Feeling" Ossipee Valley Music Festival 2022 | 17 | |
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| 316. | Darol Anger & Mike Marshall, "Down In the WIllow Garden" FreshGrass 2019 | 17 | |
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| 317. | Chris Thile and Michael Daves, "Fiddle Tune Medley," Grey Fox 2012 | 17 | |
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| 318. | Darol Anger "E-And'a" Full Set! Green Mountain Bluegrass Fest 2022 | 17 | |
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| 319. | Billy Strings "Show Me The Door" 8/7/21 New Haven, CT | 17 | Show |
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| 320. | Billy Strings crushes Sam Bush's "Whisper My Name" 9/13/22 Bridgeport, CT | 17 | |
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| 321. | Molly Tuttle & Golden Highway "Alice in the Bluegrass" 11/12/23 Albany, NY | 17 | |
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| 322. | Marcus King Trio, "One Day She's Here" Swanzey, NH 9/5/20 | 17 | |
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| 323. | Peter Rowan Tony Rice Quartet "Land of the Navajo" September 8, 2006 Woodstock NY | 17 | |
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| 324. | Billy Strings "Brakemans Blues" 11/15/21 Portland, ME | 17 | |
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| 325. | Billy Strings covers Tony Rice's "Tipper" 3/15/22 Boston, MA | 17 | |
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| 326. | Sierra Hull and Courtney Hartman "Where The Soul Of Man Never Dies" 3/21/14 Hamden, CT | 17 | |
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| 327. | Sierra Hull w/ Jerry Douglas "People Get Ready" Grey Fox 2022 | 17 | |
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| 328. | Warren Haynes on Elton John's "Madman Across The Water" 3/11/22 Ridgefield, CT | 17 | |
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| 329. | Ricky Skaggs and Kentucky Thunder "Shady Grove" 7/16/04 Grey Fox Bluegrass Festival | 17 | |
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| 330. | Sierra Ferrell "Silver Dollar" 7/24/21 Ossipee Valley Music Festival | 17 | |
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| 331. | Billy Strings & The Wood Brothers, "Fox On the Run" Grey Fox 2018 | 17 | |
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| 332. | Billy Strings does John Hartford' "All Fall Down" Grey Fox 2019 | 17 | |
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| 333. | Tedeschi Trucks Band, "How Blue Can You Get," Boston, MA 11/29/18 ~ 4K | 16 | |
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| 334. | Tedeschi Trucks "Darling Be Home Soon" 4/16/22 Portland, ME | 16 | |
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| 335. | Molly Tuttle on Rolling Stones' "She's A Rainbow" Northampton, MA 3/4/23 | 16 | |
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| 336. | Grey Fox Bluegrass Festival 2013 Highlights | 16 | |
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| 337. | Chris Thile "Don't Think Twice, It's Alright" 10/12/21 Lebanon, NH | 16 | |
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| 338. | Rosanne Cash, "Ode to Billie Joe," FreshGrass 2016 | 16 | |
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| 339. | Sierra Hull & Jerry Douglas "The In Between" Grey Fox 2022 | 16 | |
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| 340. | Tedeschi Trucks Band "La Di Da" 7/9/22 Essex Junction, VT | 16 | |
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| 341. | Allman Brothers, "Every Hungry Woman" 12/3/2011 Boston, MA | 16 | |
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| 342. | Jerry Garcia Band, "Tore Up Over You," 11/9/93 Portland, Maine | 16 | |
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| 343. | Lettuce & Warren Haynes "After Midnight" 8/8/21 New Haven, CT | 16 | |
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| 344. | Della Mae, "Whipping Post," tribute to Gregg Allman, Grey Fox 2017 | 16 | |
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| 345. | Nora Brown and Stephanie Coleman "Billy Gray" 9/10/22 Oldtone Music Festival | 16 | |
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| 346. | Sierra Hull on Grateful Dead's "Black Muddy River" Grey Fox 2023 | 16 | |
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| 347. | Twisted Pine "Peaches En Regalia~Come Along Jody" 9/15/22 Waterbury Center, VT | 16 | |
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| 348. | Noam Pikelny, "Big Sandy River," FreshGrass 2013 | 16 | |
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| 349. | Twisted Pine w Darol Anger and Joe K. Walsh "Dawg's Bull" 6/27/21 Portland, ME | 15 | |
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| 350. | Molly Tuttle "Cold Rain and Snow" 9/16/21 The Egg Albany, NY | 15 | |
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| 351. | Mighty Poplar "Will The Roses Bloom" (Skaggs & Rice) Green Mt. Bluegrass 2022 | 15 | |
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| 352. | Billy Strings "Dust in a Baggie" 8/7/21 New Haven, CT | 15 | |
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| 353. | Warren Haynes and Grace Potter "I Shall Be Released" 8/8/21 New Haven, CT | 15 | |
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| 354. | Sierra Hull and Highway 111 "Steel Rails" 6/4/05 Strawberry Park Bluegrass Festival Preston, CT | 15 | |
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| 355. | Jerry Douglas Band, "We Hide and Seek," Grey Fox Bluegrass Fest 2008 | 15 | |
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| 356. | Molly Tuttle's Secret Super Power! "Crooked Tree" 11/12/23 Albany, NY | 15 | |
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| 357. | I'm With Her and Billy Strings, "Toy Heart" Grey Fox 2019 | 15 | |
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| 358. | Ricky Skaggs, "Pig in a Pen" FreshGrass 2016 | 15 | |
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| 359. | Grateful Dead "Blow Away" March 16, 1990 Capital Center, Landover, MD | 15 | |
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| 360. | Andrew Marlin & Friends "Billy Gray" Green Mountain Bluegrass Fest 2022 | 15 | |
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| 361. | Bela Fleck and the Flecktones, "Yee-Haw Factor," 11/11/2011 | 15 | |
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| 362. | I'm With Her, "Crossing Muddy Waters" Grey Fox 2019 | 15 | |
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| 363. | Molly Tuttle & Celia Woodsmith "White Rabbit" Grey Fox 2024 | 15 | |
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| 364. | Jerry Douglas Band, "Patrick Meets the Brickbats" Grey Fox Bluegrass Festival 2008 | 15 | |
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| 365. | Grateful Dead "Sugar Magnolia" December 19, 1993 Oakland, CA | 15 | |
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| 366. | Watchhouse "New Star" Green Mountain Bluegrass 2022 | 14 | |
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| 367. | Molly Tuttle and Golden Highway "Brakeman's Blues" 10/9/22 Portland, ME | 14 | |
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| 368. | Warren Haynes heartbreaking "Into the Mystic," Portsmouth, NH 7/27/2019 | 14 | |
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| 369. | Susan Tedeschi on Willie Nelson's "Somebody Pick Up My Pieces" 12/4/21 Boston, MA | 14 | |
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| 370. | Della Mae, "Head Over Heels In Love With You" Grey Fox Bluegrass Festival 2011 | 14 | |
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| 371. | Grateful Dead "Its All Over Now Baby Blue" 2/19/95 Salt Lake City, UT | 14 | |
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| 372. | Billy Strings, "Black Clouds" Grey Fox 2019 | 14 | |
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| 373. | Billy Strings "Running On Empty" 7/23/23 Essex Junction, VT | 14 | |
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| 374. | The Claire Lynch Band "Wabash Cannonball" 7/21/07 Grey Fox Bluegrass Festival E Ancramdale, NY | 14 | |
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| 375. | Elephant Revival, "Ring Around the Moon," Grey Fox Bluegrass Festival 2014 | 14 | |
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| 376. | Carolina Blue "Cold Rain and Snow" 2/16/19 Joe Val Bluegrass Festival | 14 | |
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| 377. | Phillips, Grier and Flinner, "Tennessee Blues," Green Mountain Bluegrass 2019 | 14 | |
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| 378. | Grateful Dead, "Just a Little Light," 2/25/1990, Oakland, CA | 14 | |
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| 379. | Hot Rize, "High on a Mountaintop," Grey Fox 2012 | 14 | |
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| 380. | AJ Lee covers John Fogerty's "Have You Ever Seen The Rain" Grey Fox 2023 | 14 | |
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| 381. | Noam Pikelny and Friends, "Lonesome Moonlight Waltz," FreshGrass 2013 | 14 | |
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| 382. | Mark O'Connor Band, "Macedonia" Grey Fox 2017 | 14 | |
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| 383. | Molly Tuttle "Sleepy Eyed John" Northampton, MA 3/4/23 | 14 | |
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| 384. | Grateful Dead, "Knockin On Heavens Door," 2/25/1990, Oakland, CA | 14 | |
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| 385. | YMSB, Jeff Austin mashes "Ten" 10/7/06 Northampton, MA | 14 | |
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| 386. | Watchhouse & Punch Brothers "I Must Be in a Good Place Now" Green Mtn. Bluegrass Fest 2022 | 14 | |
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| 387. | Warren Haynes & Gov't Mule honor Jerry Garcia 8/9/2022 Portland, ME | 14 | |
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| 388. | Grateful Dead "Terrapin Station" 9/29/93 Boston, MA | 14 | |
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| 389. | Tedeschi Trucks "Midnight in Harlem" Boston, MA 12/4/21 | 13 | |
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| 390. | Bela Fleck & My Bluegrass Heart "Boulderdash" Grey Fox 2022 | 13 | |
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| 391. | Molly Tuttle "Billy in the Lowground" 9/16/21 Albany, NY | 13 | |
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| 392. | Watchhouse, Punch Bros., Sarah Jarosz "Where The Soul of Man Never Dies" GMBR 2022 | 13 | |
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| 393. | McCourys and Larry Keel, "Loose Lucy" Grey Fox 2019 | 13 | |
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| 394. | Mandolin Orange, Stanley Brothers' "I Just Think I'll Go Away" Grey Fox 2019 | 13 | |
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| 395. | "Simple Twist of Fate" Leftover Salmon, Darol Anger, Joe K Walsh, Green Mountain Bluegrass Fest 2022 | 13 | |
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| 396. | Berklee Super Jam! 3/12/19 "Bright Side~Elzic's Farewell" | 13 | |
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| 397. | 2021 Grammy Winner! Billy Strings, "How Mountain Girls Can Love" Grey Fox 2018 | 13 | |
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| 398. | Molly Tuttle, "Think Of What You've Done," Grey Fox 2018 | 13 | |
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| 399. | Molly Tuttle crushes Rancid's "Olympia, WA" Portsmouth, NH 5/25/23 | 13 | |
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| 400. | Steeldrivers w/ Chris Stapleton, "If It Hadnt Been For Love," Grey Fox 2008 | 13 | |
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