The 2000 Daytona 500 was held February 20 at Daytona International Speedway. Dale Jarrett won the pole. This was the last Daytona 500 to be televised by CBS, and thus the last 500 broadcast for Buddy Baker and Ned Jarrett. Due to his failure to qualify, Dave Marcis' streak of making the Daytona 500 for consecutive years that started in 1968 came to an end. Johnny Benson, driving an unsponsored car for Tyler Jet Motorsports was surprisingly in the lead with less than 10 laps to go and looked as if he might capture his first Cup win in the biggest event of the season when the Fords of Dale Jarrett and Jeff Burton ganged up on and passed him with 4 laps to go. Benson would finish 12th. Jarrett would wind up winning the race under caution.
This was Dale Earnhardt's 75th career NASCAR Winston Cup win, and his final win at a non-restrictor plate track. The win made Earnhardt the third driver to win on both configurations of Atlanta Motor Speedway, the others being Bobby Labonte and Jeff Gordon. All three have won on the old 1.522 mile oval and the current 1.54 mile oval.
Around lap 390, Steve Park's crew had left his right side tire on pit road, and Jeff Gordon ran over it, ending his chances to win. The incident led to the rule change that pit crews have to bring the right side tires back to the pit wall during a pit stop.
Jeremy Mayfield was fined 151 points and crew chief Peter Sospenzo was fined and suspended after this race for a rules infraction not related to the running of this event. The fine was a result of actions taken at the previous race, the April 16 DieHard 500 at Talladega Superspeedway. NASCAR delayed the penalty in order to research the motive behind the infraction. 
Carl Long, who qualified in the #85 Mansion Motorsports entry, gave up his spot so Darrell Waltrip could compete in his final Coca-Cola 600.
The race was stopped on lap 254 by a 51-minute red flag due to rain.
Kenseth became the only rookie ever to win the Coca-Cola 600.
Dale Earnhardt Jr. won the pole with a new track qualifying record. Earnhardt led a race-high 175 laps, but a caution flag on lap 360 caused by oil on the track from Jerry Nadeau's blown engine, at which point he was leading by nearly 5 seconds, and a slow pit stop dropped him to 6th on the final restart.
Nadeau himself led 115 laps, most of them in the first half (he had led only 14 total laps in his Cup career before this race), and lap 254 when the race was stopped for rain. However, just after the rain delay, various engine problems dropped him from contention.
Robby Gordon was competing in the Indianapolis 500, where the start was delayed 3 hours by rain. Gordon finished 6th in that event. P.J. Jones started the 600 in Gordon's #13 Ford. Gordon arrived at Charlotte during the red flag at lap 254 and drove the remainder of this race. The car finished 35th, 11 laps off the pace.
John Andretti started the race in the #43 Pontiac. On lap 81, he was replaced by Tim Fedewa. Andretti was suffering from a rib injury he suffered in a crash at the Winston Open.
This race also has the distinction of being the only Cup race outside of Daytona and Talladega to run a restrictor plate race since the adoption of the current 358 cubic inch formula. After Adam Petty's fatal crash in the Busch Series practice in May, and Kenny Irwin, Jr.'s fatal crash in the Cup Series practice in July, NASCAR decided to run restrictor plates. Adding restrictor plates did have the desired result of slowing down the cars drastically, but at the same time restricted passing so much that Jeff Burton led all 300 laps. This lack of passing was so uncompetitive that, for Cup cars only, the restrictor plates were gone for the very next race.
This was Kurt Busch's first race in the Cup series, having replaced Chad Little as driver of the #97 John Deere Ford. Busch's arrival had come at around the time that John Deere would be departing the team at season's end. Kurt started 10th and finished 18th
The Winston 500 was held October 15 at Talladega Superspeedway. Joe Nemechek won the pole. Bill Elliott led the most laps. This was Earnhardt's 76th and final career victory before his death in February 2001 at Daytona. This race is remembered for Earnhardt storming to the front in the final 5 laps to take the win picking up 17 spots.
Because of a deal that gave broadcasting rights to Fox, FX, NBC, and TNT, this was ESPN's last Winston Cup race until the station along with ABC was brought back to NASCAR in 2007. It is remembered for Bob Jenkins making a farewell speech, and his fellow commentator Benny Parsons and Ned Jarrett almost making him cry as they said goodbye on TV. Jenkins introduced a video from ESPN thanking all the fans simply stating "without you there would be no magic".
The race was not Parsons' final race as color commentator, though. He would continue in the position with NBC and TNT.
This race also marked the first and only victory of Jerry Nadeau's career.
This was Scott Wimmer's first Cup Series event.
This was Darrell Waltrip's final Cup Series event after 29 years.
Elliott Sadler with the Wood Brothers debuted the 2001 Motorcraft Ford and Rusty Wallace debuted his 2001 paint scheme.
This was Dale Earnhardt Sr's last lead lap finish in a Winston Cup points event.
In the preseason, the two favorites for the award were Matt Kenseth and Dale Earnhardt, Jr.. While Earnhardt had the name, the popularity, and the two wins, Kenseth had more consistency and was able to claim the title by a narrow margin. The third-place finisher was Dave Blaney, who had finished 31st in points. Scott Pruett and Stacy Compton showed promise in the beginning of the year, but eventually lost momentum and bottomed out at the end of the year. Mike Bliss started the year with A.J. Foyt Racing, was released after 4 races, then finished the season with Eel River Racing. Ed Berrier and Jeff Fuller finished towards the bottom, mainly due to being released from their rides during the season.
In the final season of the broadcasting coverage of CBS, ABC, TNN, TBS, and ESPN, different broadcasters said different calls that are very memorable and others not heard as much. Here are some of the moments the broadcasters had as a last shine for their stations for NASCAR Winston Cup coverage:
Cracker Barrel Old Country Store 500 at Atlanta; Bob Jenkins for ABC as Bobby Labonte and Dale Earnhardt crossed the start/finish line with Earnhardt winning in a photo finish: "Here comes Bobby Labonte making a charge! They come toward the line, who will it be? It is gonna be!..."
DirecTV 500 at Texas; Mike Joy for CBS when Dale Earnhardt Jr. won his first Cup race: "His grandfather Ralph, former national champion they called him Ironhardt because he gave nothing on the racetrack. His father, 7-time Winston cup champion one dubbed Ironhead, and then The Intimidator and how about this kid...Checkered flag, Dale Earnhardt Jr. is Texas Motor Speedway's second first time winner!"
Diehard 500 at Talladega; Bob Jenkins for ABC when Jeff Gordon won his first race of 2000, snapping a 14 race winless streak: "Gordon has the lead as they come down through the tri-oval, and Jeff Gordon is back! He's gonna win the Diehard 500!"
Pocono 500 at Pocono; Eli Gold for TNN when Dale Earnhardt got bumped out of the way and Jeremy Mayfield won at Pocono: "He bumps him out of the way! Earnhardt goes high! Mayfield is going to win here at Pocono! Oh my! Dale Earnhardt gets rooted out of the way, Jeremy Mayfield waves out of the window and Mayfield on the final turn on the final lap, pushes Earnhardt aside and grabs the win in the Pocono 500! "
Pepsi 400 at Daytona; Mike Joy for CBS as Jeff Burton came down to win the final Cup race CBS televised: "Jeff Burton won his first Winston Cup race on CBS. He comes off turn 4 and he's gonna win the last Winston Cup race on CBS, Jeff Burton over Dale Jarrett, Rusty Wallace, and Mark Martin winning the Pepsi 400!"
Pennsylvania 500 at Pocono; Allen Bestwick for TBS when Jeremy Mayfield cut a tire on the final lap, giving Rusty Wallace the win. "Mayfield has a flat tire! Here goes Wallace by! Now the race for the win between Wallace and Burton, Mayfield slows on the final lap!...Rusty Wallace needing to get off the corner and beat Jeff Burton back to the finish line. Here they come, the final sprint down to the checkered flag, Burton tries to draft up inside...Wallace wins it! "
UAW Gm Quality 500 at Charlotte; Ken Squier for TBS before TBS signed off for the last time covering NASCAR action: " For years, we who have been fans and followers have wanted one thing from this sport: Respect. And over the past few years, we've obtained a lot more of just that - the sense of being included in the real part of the American sport spectrum. And for years, we've wanted these drivers to get the financial respect that we believe they deserve for their commitment to this very dangerous and very difficult game. 2001 will be a pivotal year in Winston Cup racing and its history. New tracks will bring the speed, the spectacle, and the heroes to new facilities and major population areas. And this new TV contract will provide the Winston Cup drivers with the dollars they deserve, and the television promise is to bring new technology and new excitement. You know, I love 1969 and '70 when the pioneer effort was with the Motor Racing Network in bringing radio broadcasting to a new level. It was exciting then. It was thrilling in the year 1979 with that first live flag-to-flag broadcast of the Daytona 500 which many say changed the way America perseeved this sport and its heroes. And I think it's gonna be just as exciting next year to see what's on the horizon for the Great American Game - Stock car racing. Thank you so much for being part of it with us."
Winston 500 at Talladega; Dr. Jerry Punch for ESPN when Dale Earnhardt won his 76th and final career Cup win, and winning his only No Bull 5 Million Dollar Bonus: "The No Bull 5 contender, Mr. Restrictor Plate! Dale Earnhardt comes down and will take his 10th career victory at Talladega!"
NAPA 500 in Atlanta; Bob Jenkins for ESPN as Jerry Nadeau came down to win the season finale, ending the era of ESPN's broadcasting until 2007: "Back in March of '81, Darrell Waltrip took the checkered flag to win the very first race we televised on ESPN...and in November of 2000...Jerry Nadeau wins the final race on ESPN!"