Hendrix, 52, who played Meredith in the film, donned a stylish black tuxedo and her peroxide blonde bob was styled into flirty curls.
Meanwhile, fiery red head Walter, 59, who played Chessy, wore a show-stopping low-cut gown that put her cleavage on show.
The Parent Trap, starring a young Lindsay Lohan as twins Hallie and Annie, followed to girls, separated at birth who work to get their biological parents back together.
Hendrix revealed that Walter asked her to come to the event, in an interview with People on the red carpet, saying: ‘Lisa Ann Walter asked me to show up as her date, so by golly, I showed up as her date.’
Reuniting at event: Elaine Hendrix and Lisa Ann Walter enjoyed a jovial reunion on the Screen Actors Guild Awards red carpet in Los Angeles on Sunday
‘She sure did,’ Walter added. ‘It’s the best-looking date in a tux I’ve ever had.’
The pair’s appearance at the event came about 25 years after they worked on the hit movie The Parent Trap.
While they hung out on the red carpet together, Walter and Hendrix actually played enemies in the beloved Disney classic.
Elaine played Meridith, a woman looking to marry Lohan’s characters’ father Nick (Dennis Quaid) for his money while Lisa Ann played Nick’s housekeeper Chessy, who keeps a watchful eye on Elaine.
Walter’s outfit held significant meaning for her with her saying she alway knew she’d wear it to the SAG Awards.
‘I went a little more ’50s, but this is a dress that I found about five years ago, and when I saw it I was entirely unemployed and I said I’m gonna wear this to the SAG awards,’ she told People. ‘Specifically, I don’t know why, but specifically the SAG Awards — so I feel like I manifested it.
Walter was invited to the event for her role in the television show Abbott Elementary which was up for multiple awards at the event.
Abbott Elementary took home the trophy for Comedy Series Ensemble. The show’s leading lady, Quinta Brunson, was also nominated for Female Actor in a Comedy Series, but lost to Jean Smart for her role in Hacks.
Among the television nominees, Ozark scored several nods. Jason Bateman and Laura Linney were both nominated in the lead categories, as was their costar Julia Garner.
Tux: Hendrix donned a stylish black tuxedo and her blonde, nearly white hair was cut short
Low-cut: Meanwhile, Walter donned a low-cut gown that pushed up her cleavage. Her bright red hair was parted to the right
Parent Trap: The pair’s appearance at the event came about 25 years after they worked on the hit movie The Parent Trap together, starring Lindsay Lohan
Chessy: Lisa Ann played Nick’s housekeeper Chessy who keeps a watchful eye on Elaine
Winners: Abbott Elementary took home the trophy for Comedy Series Ensemble. The show’s leading lady, Quinta Brunson, was also nominated for Female Actor in a Comedy Series, but lost to Jean Smart for her role in Hacks
Garner also received a second nod in the limited series category for her work in Inventing Anna.
Better Call Saul received several nominations for lead actors Bob Odenkirk and Jonathan Banks in the same category, along with the ensemble award.
Adam Scott was nominated for his performance in Apple’s Severance, and the show also received an ensemble nomination.
Elizabeth Debicki’s nomination for playing Princess Diana on The Crown wasn’t exactly a surprise, but Jeff Bridge’s nomination for The Old Man flew under the radar.
The 29th Screen Actors Guild Awards are taking place at the Fairmont Century Plaza in Century City, California and will be broadcast live on Netflix‘s YouTube channel.
The awards favorite The White Lotus earned two nominations, one for actress Jennifer Coolidge and one for the whole ensemble cast.
Only Murders In The Building did well among the comedy series nominees with nods for stars Steve Martin and Martin Short in the male actor category, along with a full cast nod.
SAG Awards 2023 WINNERS: AT A GLANCE
Cast in a Motion Picture: Everything Everywhere All At Once
Male Actor in a Leading Role: Brendan Fraser – The Whale
Female Actor in a Leading Role: Michelle Yeoh – Everything Everywhere All At Once
Male Actor in a Supporting Role: Ke Huy Quan – Everything Everywhere All At Once
Female Actor in a Supporting Role: Jamie Lee Curtis – Everything Everywhere All At Once
How sweet it is: Everything Everywhere All At Once nearly swept the film categories including top honor Cast in a Motion Picture
Ensemble in a Drama Series: The White Lotus
Ensemble in a Comedy Series: Abbott Elementary
Male Actor in a Television Movie or Limited Series: Sam Elliott – 1883
Female Actor in a Television Movie or Limited Series: Jessica Chastain – George & Tammy
Male Actor in a Drama Series: Jason Bateman – Ozark
Female Actor in a Drama Series: Jennifer Coolidge – The White Lotus
Male Actor in a Comedy Series: Jeremy Allen White – The Bear
Female Actor in a Comedy Series: Jean Smart – Hacks