| Brand New Day | P.P. Arnold | 5:46 | |
| Child Star - 2015 Remastered Version | Joan Armatrading | 2:25 | |
| Blowing Away - Laura Nyro Cover | The 5th Dimension | 2:33 | |
| Dixie Chicken | John Sebastian | 3:49 | |
| Free the People | Barbara Keith | 3:48 | |
| Looking For Elvis | Patti Scialfa | 3:59 | |
| Daytime Hustler | Bette Midler | 3:34 | |
| Long Tall Glasses (I Can Dance) - Remastered | Leo Sayer | 3:10 | |
| Don't You Make Me High - Don't You Feel My Leg | Maria Muldaur | 2:48 | |
| Finale | David Hyde Pierce, Bette Midler, Hello, Dolly! Ensemble (2017) | 1:42 | |
| Wallflower Waltz | k.d.lang & The Reclines | 4:23 | |
| King of Nothing | Seals and Crofts | 3:19 | |
| Taxi | Harry Chapin | 6:42 | |
| When a Man Loves a Woman - 2008 Remaster | Bette Midler | 4:59 | |
| Got to Get You Off My Mind - 2016 Remaster | Southside Johnny And The Asbury Jukes | 3:11 | |
| I Think It's Going to Rain Today | Bette Midler | 3:31 | |
| Shining On Your Dreams | Crosby & Nash | 2:34 | |
| Cindy's Cryin' | Tom Paxton | 3:25 | |
| Groupie (Superstar) | Delaney & Bonnie | 2:49 | |
| Tule's Blues - Solo Piano Version | Warren Zevon | 3:09 | |
| I Needed Her Most When I Told Her to Go | John Sebastian | 2:56 | |
Unlock more with Songs Like X Pro |
| It's All Over | Anne Murray | 2:08 | |
| Cowboy Angel | Valerie Carter | 3:48 | |
| Falling in Love Again (feat. Alison Krauss) | John Prine, Alison Krauss | 2:31 | |
| Three Days | k.d.lang & The Reclines | 3:17 | |
| I Only Have Eyes for You | Art Garfunkel | 3:39 | |
| One Time and One Time Only | Tom Paxton | 2:49 | |
| A Stone's Throw Away | Barbara Keith | 4:47 | |
| Castles in the Sand | Seals and Crofts | 3:41 | |
| Dismal Day | Bread | 2:21 | |
| Turn The Page | Tim Hardin | 2:57 | |
| Buckets of Rain | Bette Midler | 3:57 | |
| Moonlighting | Leo Sayer | 4:13 | |
| Rita May | Jerry Lee Lewis | 2:41 | |
| Do La Lay | Jesse Winchester | 1:53 | |
| The Persecution and Restoration of Dean Moriarty - On the Road | Aztec Two-Step | 4:16 | |
| Three Dollar Bill | Maria Muldaur | 3:58 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| Crying (with Roy Orbison) - 2010 Remaster | k.d. lang | 3:48 | |
| Texan Love Song | Elton John | 3:33 | |
| My World Is Empty Without You Babe | Mary McCaslin | 3:22 | |
| Shop Around | Captain & Tennille | 3:30 | |
| I Think I'll Take To Whiskey | Jesse Colin Young | 2:50 | |
| Peace In Mind | Joan Armatrading | 3:18 | |
| Let It Be | Ike & Tina Turner | 3:10 | |
| Disney Girls | Captain & Tennille | 4:46 | |
| Cowboy Of Dreams | デヴィッド・クロスビー, グラハム・ナッシュ | 3:33 | |
| To Ramona | The Flying Burrito Brothers | 3:40 | |
| Good Year For The Roses | Elvis Costello & The Attractions | 3:08 | |