Figure It Out (Maroon Five)

Next word
Girl

Uptown Girl - Billy Joel
Do You Wanna Be My Girl -Jet
Bad Girl -Madonna
Ballerina Girl - Lionel Richie

Next word - City

Hot Child In The City (Nick Gilder)
City Of New Orleans (Arlo Guthrie)
Bright Lights Big City (The Animals)
We Built This City (Jefferson Starship
Fool For The City *Foghat)

Next word
Long

Long Black Train - Josh Turner
Long Ago And Far Away- Frank Sinatra

Next word - Tender

Tender Heart - Lionel Richie
Love Me Tender - Elvis

Next word - HEAVEN

My Blue Heaven (Taking Back Sunday)
Heaven's Just A Sin Away (The Kendalls)

Next word
One

One Less Lonely Girl - Justin Bieber

next word - eyes

Blue Eyes Crying In The Rain (Willie Nelson)
Behind Blue Eyes (The Who)
These Eyes (The Guess Who)
Don't It Make My Brown Eyes Blue (Crystal Gale)

Next word
Empty

Running On Empty - Jackson Browne
Empty Sky - Elton John

Nexr word - twilight

Twilight Time (The Platters)

Next word
Season

Springtime In The Rockies-Many
Winter Wonderland - Many
Easter Parade -Many

Next word - Morning

Angel Of The Morning (Merrilee Rush)
Blue Morning, Blue Day (Foreigner)

Incidentally I meant song titles that contained the word "season" not songs about seasons or holidays.

Anyway,
Next word
Tomorrow

Tomorrow Tomorrow - From Orphan Annie

Nest word - Yesterday

Yesterday (The Beatles)
Yesterday When I Was Young (Roy ClarK)

Next word
Story

Love Story - Taylor Swift

Next word - Spring