Bachelor Nation
‘The Bachelor’s Peter Weber Has a Complicated Relationship History: Who Has He Dated?
Peter Weber reunited with his on-and-off ex-girlfriend Kelley Flanagan during Coachella weekend, prompting speculation about whether they could be getting back together romantically. While the reunion seemed to just be friendly (the two appeared to be representing the same brand at the event), the reconciliation had us taking a trip down memory lane to Weber’s history in Bachelor Nation.
Not only did The Bachelor alum have unresolved feelings with Hannah Brown, whose season of The Bachelorette he was on in 2019, for quite some time, but he also dated three different women from his own season after the show. Then, there’s the pre-Bachelorette ex-girlfriend of it all.
Need a refresher? Scroll down for more to know about Weber’s dating history.
Calee Lutes
Before Weber was a contestant on The Bachelorette, he was in a relationship with model Calee Lutes, whom he met on a dating app. They dated long distance for five months before splitting in December 2018.
While Weber told Brown that he was heartbroken over his last relationship, Lutes claimed that he dumped her to appear on the dating show. Lutes alleged that Weber had been talking with her about the future, only to dump her over FaceTime two days later right before the holidays.
“I didn’t understand why it was so urgent to end things so suddenly,” she told Entertainment Tonight. “I thought there was another girl, so I looked at his recent followers on Instagram, and noticed that a Bachelorette producer had recently followed him. I didn’t think much of it at the time, but I knew there was something he wasn’t telling me.”
Hannah Brown
Weber was a contestant on Brown’s season of The Bachelorette. She sent him home after fantasy suites but wasn’t shy about opening up about their wild night behind closed doors (in a windmill, where they slept together four times).
During their After the Final Rose reunion, Brown and Weber were on good terms. She even made a surprise appearance on his season of The Bachelor, and it was clear that they both had some unresolved feelings.
Weber asked Brown to join his cast so they could give their relationship another shot, but she ultimately decided not to. This ended their relationship once and for all, but he did still seem to have some unrequited feelings as filming continued.
Hannah Ann Sluss
Weber proposed to Hannah Ann Sluss on The Bachelor. However, they split just weeks later. Their breakup was filmed and shown during After the Final Rose in March 2020.
Weber ended things with Sluss because he still had feelings for his runner-up (scroll down for more on that). During their breakup conversation, Sluss also attributed Weber’s need for “closure” with Brown as another part of the reason the relationship didn’t work out.
Madison Prewett
Weber and Madison Prewett had a complicated breakup on The Bachelor. She wanted to end their relationship after finding out that he was intimate with other women during the fantasy suites.
He begged her to give him another chance, and she gave in at first, but ultimately broke things off with Weber, which is when he proposed to Sluss. However, after filming ended, he realized he still had feelings for Prewett.
The two reunited ahead of After the Final Rose, and Prewett confirmed that she felt the same way. On the live show, they said they were still in love and ready to give the relationship another shot, taking things “one day at a time.”
They didn’t make it to the end of the week, splitting up just days later.
Kelley Flanagan
Kelley Flanagan finished in fifth place on Weber’s season of The Bachelor, but she ended up dating the pilot longer than anyone!
Weeks after the messy finale, Weber reunited with Flanagan and they quarantined together during the COVID-19 pandemic. The two wound up dating for several months before splitting at the end of 2020.
After a brief reconciliation, they broke up again in March 2021. More than a year later, they got back together and dated until April 2023, although they certainly looked to be on friendly terms during their April 2025 Coachella reunion!
Maria Georgas
In November 2024, Weber was briefly linked to The Bachelor Season 28 contestant Maria Georgas. The two were seen chatting in a booth while out together in New York City, but Georgas shut down rumors that anything serious was going on between them.
“I couldn’t help but wonder… will I ever be able to be single in peace?!” she cryptically wrote on her Instagram Story after the video went viral.
