The season begins with Matt started on his early life as his parents were split when he was young. Matt's mom Patty gives a moral support to her son being on the show.

In the first night, Matt is standing at the Chateau Lafayette in Nemacolin Woodlands Resort before meeting the women. Memorable entrances include Mari has thinking a smooth favor on Matt, Sydney thinks Matt on being hottest human has ever met, Anna presents a bachelor surviving kit, Khaylah drives a pick up truck all the way from North Carolina, Alicia shows her ballerina skills, Saneh is seen wearing a creep goat slippers, Alana presents a pasta to grab a tasty romance with Matt, Kaili wears her lingerie where she works as a hostess, MJ drives a pizza delivery truck, Katie presents a sex toy, Amber shows up riding a bicycle, Kimberly holds a fish to toss Matt and Victoria sends through on a carriage knowing that she acts as a "queen" even she got slipped.

Bri gets the first one-on-one date of the season as she and Matt had to ride all-terrain vehicle across Nemacolin and even the vehicle becomes to stumble while across the mud and until they have set for a relax on a hot tub. Matt shows his lumbering skills to chop wood using for fire. Bri and Matt are on a hot tub and present with a champagne. In the night portion, Bri was raised by her mom when she was 13 who got pregnant with her. Bri got the rose and a fireworks display was put in place.

The first group date of the season had Victoria, Chelsea, Serena P., Abigail, Sydney, Illeana, Kristin, Lauren, Jessenia, Serena C., Kit, Kaili, Katie, MJ, Mari, Pieper, Rachael and Khaylah to take part for a wedding-themed date. Matt and celebrity photographer Franco Lacosta to present the women as the brides and Matt as the groom. Chris announces they would take part on a capture the flag challenge in a battle of two teams of nine with paint-soaked purses, bouquets and a wedding cake. Long-time producer Paul "Big Paulie" Danner served as a referee. The red team won and had to spend the after party with Matt. Mari was awarded a "MVB" award despite on the gold team (in which they lost) and was rewarded to take part for that party. At the party, Lauren has barely time to speak with Matt since her limo arrival in the first night, informing about the marriage of her parents, Victoria opens up her insecure feelings that she could be here for certain reasons, and Matt kisses her. In the end, Lauren got the group date rose.

Sarah gets the one-on-one date, where they have to fly a biplane overlooking Nemacolin. They later shared with a champagne drink, Sarah tells a backstory to Matt about on her father being diagnosed with ALS that she has been struggled on her father's ill health. In the night portion, Sarah had quit her job as a journalist in a local TV station where she became a caretaker to her father, she ends up receiving the rose and she and Matt spent relaxing onto the hot tub.

Concluding from the previous episode, Sarah faded out her fainting depression and sat out on a couch and she rejoins the other ladies at the rose ceremony. Alana, Illeana, Kristin, Marylynn and Sydney are sent home.

Rachael, Bri, Lauren, Kit, Serena C., Victoria, Khaylah, Anna, Kaili and Katie are taking part for a group date where they meet with Chris and Ashley Iaconetti Haibon to write an erotic novel. Victoria feels a little bad, Sarah is not happy about having to listen to the other ladies about sexual fantasy. Matt goes first to narrate his sexual story, and the ladies soon followed with their skits. Sarah was there to stir her feelings once the date is over and she comes in at the middle of the after party in which she tells Matt to pay attention with the other women and then interrupts Matt's conversation with Katie. Katie herself has to walk back in and continues her time with Matt. And then, Sarah interrupts Katie for a second time before going to leave and apologize to the other women. When the after party turned into a near wreck and Rachael receives the group date rose.

Matt then goes to Sarah's room sleeping in her bed and they plan to chat at the other room.

Serena P. has the one-on-one date for the week, where they take horseback riding through the lush grounds and have set a picnic together with Matt while the donkey unexpectedly interrupts Matt's shoes. Matt tells Serena P. that he had a pet turtle when he was a child. In the night portion, Serena P. tells her backstory that Matt when she had a serious last relationship lasted for four months before the show. In the end, Matt gave the rose to Serena P. and they spent time at the hot tub.

Concluded from the previous episode, Jessenia, Chelsea, Mari, Magi, MJ, Pieper and Abigail were called for the group date and they decided straight for the after party instead. Chelsea showed her emotions on being her head clean shaved and showing her photo of her and her mom to Matt, and she ends up receiving the group date rose.

At the cocktail party, Chris showed up interrupting Matt's conversation with Victoria as Matt prepares to meet with the new ladies: Brittany, Michelle, Ryan, Kim and Catalina, who is a former Miss Universe Puerto Rico. Victoria soon snatched Catalina's crown to fit on her head. Matt could not handle with the newcomers, and he gets to talk with Victoria outside to finish the conversation. Anna recognized Brittany and they are both from Chicago that either of them are not there for Matt. As soon Matt finally gets one-on-one time with the newcomers. At the rose ceremony, Kaili, Khaylah and Kim are sent home.

Mari, Bri, Abigail, Brittany, Ryan, Catalina, Magi, Anna and Victoria are taking part for the group date to meet with Matt and former bachelor Ben Higgins on an obstacle course race entitled "Fall in Love Feast". Where they have to paddle across the lake in a giant pumpkin, then wearing a squirrel costume digging across an acorn into a pile of leaves. Magi is struggled with paddling as she is trailing last. At the after party, Anna gets one-on-one time with Matt, but was soon interrupted by Brittany, causing those ladies are started to rift apart. And then, Anna confronts Brittany for the race of the roses. Bri ends up receiving the group date rose despite without having drama.

Michelle gets her one-on-one date where she and Matt have to take part zip line overlooking the Pennsylvanian landscape and they got a bunch of giant balloons containing clues on papers inside. At the night portion, Michelle tells Matt on she got hard in the year because of her students and the surrounding George Floyd protests in her hometown, she does make on her support, and she receives the rose.

Concluding from the previous episode as it goes for the Week 4 cocktail party, Victoria could not stop within the new ladies as she didn't really like them. Brittany got very mad about the rumors between her and Anna, Matt comes in at the after party and ensuing Anna to talk. Then Matt started a conversation with Anna about her insincere comments with Brittany. Brittany then made a total embarrassment as she did not agree at all. Anna and Brittany started a 2-on-1 talk, and she assures to Matt that she gave Brittany an apology, and Matt sends Anna packing. Victoria later gave Catalina an apology on stealing her crown, and Ryan started crying after had wasted no time causing her intention with Victoria. Victoria started to sob but refused to answer. At the rose ceremony, Catalina, Lauren, Mari and Victoria are sent home. Victoria quickly stared on her emotional exit.

Rachael gets the one-on-one date and arrives at small private hall in Nemacolin transformed into a fashion hub Pretty Woman shopping style. Rachael got a massive transformation even wearing different selections of louboutins being as her present until she returns at the Chateau Lafayette. A butler escorts her for a dinner with Matt and quickly learns her backstory to Matt that she has never in love before. Matt gave the rose to Rachael.

The group date consist of Serena P., Bri, Katie, Pieper, Serena C., Ryan, Michelle, Brittany, Magi, Abigail, Chelsea, Jessenia and MJ to a farm nearby, where they introduced Ty, who is a farmer. Where they have to take part working on a farm in various challenges: milking a goat and collect eggs from a chicken coop. MJ failed all the challenges as she was very tired on having a group date every week. Pieper then gave Matt a kiss. At the after party, Matt and Chelsea started to chat together even seeing Chelsea worn her coat. Abigail feels a lot insecure on her connection with Matt as she didn't have time in the past few weeks that she learns to Matt when her father left her when she was young. MJ has many personalities in the house stated her conversation against the other women, calling her an "antagonist" that accuses her actions. Then, MJ gave Jessenia an apology and Matt gave Abigail a group date rose.

Kit gets the second one-on-one date for the week, where she has to meet Matt at his "house" walking across the Chateau for dinner. Kit is interested with fashion that her mother Cynthia Rowley is well known fashion designer and is very close to her, as they baked chocolate chip cookies for dinner. That ends up Kit received the date rose.

Concluded from the previous episode, MJ and Jessenia left out from the continuation of Week 5 cocktail party, Matt soon arrives to talk with them. MJ started crying when her accusations began to appeal. Matt talks with Jessenia about the rights about bullying as she remains unruffled, Matt made conflicted that either of them could get a rose, and Jessenia got the rose as a result, MJ has sent packing. After a horrible drama, Chris cancels the cocktail party as rose ceremony is about to begin, where Brittany, Magi and Ryan are sent home.

Pieper was named for the one-on-one date. Before the start of the date, Serena C. and Katie started to yell and began to frustrate but Katie started to give Serena C. an apology until Katie walks out the room when she reached her inner limit. Katie is too defensive with an argument. Season 23 contestant Heather Martin arrives at Nemacolin even being stopped by a security guard not until Chris Harrison walks in to meet with Heather as he ordered her to go back at the hotel on her quarantine status. Matt stops the SUV to pick up Pieper on her date for a night of fun at the amusement park nearby and she ends up receiving the date rose when a musical appearance by Temecula Road performing a concert for themselves.

Bri, Kit, Rachael, Michelle, Jessenia, Serena P., Abigail, Chelsea and Serena C. took part for the group date and have to play bowling at the bowling alley across Nemacolin. Chris announces the teams will divide by two, named "Pink Petals" and "Blue Bombshells". The winning team would have to spend time with Matt, while the losing team would be back at the Chateau. The Pink Petals won, while the Blue Bombshells lost and were ordered to go home but Chris showed up holding an envelope and invited them for the cocktail party. Matt did not have any regrets with the women, and he gave the rose to Michelle.

Katie gets the one-on-one date, where Matt introduces her to The Bachelorette season 15 contestant and best friend Tyler Cameron to give Matt an offer. It would consist to punk Tyler at the spa with an actor to play as masseuse. Katie doesn't know the friend is actually Tyler, in which the "masseuse" massaged his back. Then, Katie greets Matt for a dinner as they really don't have a high chemistry and she reveals her backstory that she had a three-year relationship. With no regrets, Matt sends Katie home.

Concluded from the previous episode where it left off, Heather from Colton Underwood's season unexpectedly arrives in a middle of party to talk with Matt, told Matt that Heather booked a red eye flight from California to Pennsylvania. Heather then greets the current women as some didn't look familiar and Pieper demands an apology to Heather that she merely interrupted her time with Matt. And Matt asked Heather to leave where he gives an apology to Pieper. At the rose ceremony, Chelsea and Serena C. are sent home.

Serena P. gets her second one-on-one date where she has to take a Tantric Yoga session with Matt, where Serena shows her sex-themed yoga positions. Matt gives Serena a smooch. At dinner, Serena feels a little honest on her time with Matt and has received the rose.

Pieper, Michelle, Rachael, Bri, Kit and Abigail were named for the final group date of the season that it would head straight for a night of cocktail party. Bri has the first one to talk and tells Matt that she had resign her job prior on to the show, Abigail became much worried nonstop with Matt to use her time and showing her insecurity on a possible future with her potential soulmate, Matt has no deep feelings on Abigail and has sent her home. Kit spends her time with Matt as she is very young to find a man who she needs to finish school and her dream is to travel. Matt gave the rose to Rachael.

Shortly after the date, Kit comes in to see Matt knowing that she is not ready to get engaged and has decided to go home.

Jessenia gets the final one-on-one date and sent to an empty parking lot. Professional drift racer Tony Angelo, to teach Jessenia and Matt on how to drift. Jessenia is in the driver's seat to do drifting techniques with Matt sit on the passenger side. Then, Matt switches on the driver's side that not bad at all. Jessenia's time with Matt thinking about the potential hometowns where Matt would meet her family that Matt has no connection with romance, and he sends Jessenia packing.

Chris tells the women that their families have arrived in Nemacolin for hometowns.

First, Michelle's "hometown" theme to take Matt on a bike ride at the Lecture Hall. Where they see a bunch of large projector screen to see Michelle's students from Woodbury, Minnesota on a virtual class via Zoom. Then, Michelle introduces Matt to her mom LaVonne and her dad Ephraim and they are very supportive on her. Ephraim gives her on a chat that he is little worried about the other women, Matt then talks with Ephraim on his plan to move to Minnesota if he would choose Michelle. Then, Michelle shows a more emotional to her mom with no judgment that Michelle would give Matt a trust. Afterwards, Michelle plays basketball with Matt and her parents.

Next, Rachael surprises Matt on an empty airfield where Rachael drives the convertible and Matt blindfolds to hear the communication, they have to take part on a skydiving seeing a professional skydiver jumps down on a runway with a parachute. The two are ready to view the Pennsylvania countryside especially Nemacolin. Then, Matt meets Rachael's family that her father Darrell thinks Rachael is ready to get proposed when he talked with Matt preaching on Matt's future with Rachael knowing that Matt learns an excellent conversation with Rachael's father. But Rachael did not have to make love if her father would approve to give a relationship.

Then, Bri rides on an all-terrain vehicle with Matt on a bumpy ride. Unlike her first date with Matt, the vehicle did not flip and they proceed on a middle of field where they have set up a picnic along with horses. When Bri introduces Matt to her family, she could not believe that her mother had recently gave birth a baby girl and Bri would be excited to meet her sister for the first time. Bri's mom Lauren gets one-on-one talk with Matt that if Bri is in love with Matt which he could handle the family's response. Bri then talks with her mom to profess on her feelings with Matt, ending their time.

The last "hometown" is Serena P. where Matt shows products and related items from Canada at the bar and grill filled with Canadian flag, maple syrup, moose on a taxidermy and a map of Canada. Serena gives Matt a quiz about Canada and even tried some Canadian delicacies such as poutine, peameal bacon and various pastries. Then, they arrived on an ice hockey field where Serena shows Matt to play ice hockey. Then, Serena brings Matt to meet her family especially her sister Talia, who is very close to her. When Serena gets a talk with her father, admitting that she is not sure on a potential relationship with Matt. Serena's mother Rasna thinks that Serena could not marry Matt to trust her feelings that she didn't give any engagement stuff.

The changes between the special where host Chris Harrison would temporarily leave from the show due to racial controversy.

Fifteen of thirty-four eliminated contestants were present sitting on the audience despite taking place at the near empty chairs. Some of the women reappeared with their rivalry, especially Katie and Victoria, and MJ and Jessenia. MJ and Jessenia remain their biggest problems about MJ's bullying accusation. Mari tries to defend MJ against her actions with no circumstances. Ryan did not enjoy her time with Matt when she was competing and Victoria gives consequence on her in-camera behavior. Victoria then soon apologized to the women, especially Katie. Chelsea did not appreciate with the women during her time at the house until Mari agreed her statement about Sarah's sudden departure earlier in the season. Katie then tried to give her defensive opinion and Khaylah was to speak up with no answer given.

Brittany gives her address when she confronted her time at the show against her rivalry with Anna, Chris then gave a talk to Anna about what happened as she was not truly satisfied on the rumors. Brittany said that she was not looking for Anna's life or her hurtful feelings to be more better.

There were portions of dates completely edited out from the broadcast including What's In a Box challenge from the intended group date from Week 7, contestants eating pancakes from the Fall in Love Feast group date from Week 4, and drinking egg yolk from the Boxing Match date also from Week 4.

Katie was on a hot seat telling about her journey with Matt as learned that she had zero chemistry, Abigail and Pieper were next as Abigail acknowledged her worst mistake that Matt sent her home in Week 7, being she is not a member of the deaf community and seeing the Tweet from the screen. Pieper then admitted as she was in love with Matt but was afraid to tell the truth, stated her journey was not a right choice for her. Serena P. then opened up her hot seat when she was not for the perfect reason to find love.

Matt's estranged father Manny arrives to see him visiting at the "house" and they started to talk, Matt felt with no connection against his father that he hadn't seen since childhood, explaining how on his relationship with the three women and thinking his future that he would want to start a family. Manny then acknowledges Matt that he lost his own father in a young age and knowing about Matt's past. Manny gives his emotional with Matt and agreed Matt's decisions before he was preparing to leave.

Michelle gets her first date and has to meet with Matt for a "Pennsylvania Dutch spa day" contains a bath filled with oatmeal milk, butter, bear made out of taxidermy and grain of oats. They get a shower as the two lay down on a fur rugs. Michelle explains Matt on a potential relationship that could start a better future, and would spend time with kids.

Bri goes next for her date, where she sees Matt to spend their day at Pennsylvania woods to set up a tent for a camping adventure. Matt then tells Bri about his relationship with his father earlier on, Bri then gets emotional on her strain relationship with her own father.

Rachael stands in to meet with Matt for her date to take part for pottery class. They would have to learn pottery from ceramist Lauren to make beautifully crafted ceramics. Then, Rachael steps away from the pottery class to think about her relationship with Matt especially on her future. Rachael and Matt later do crafting all by themselves with metamorphic fireworks are on display from the window.

All three ladies received their fantasy suite invitations at the end of each date.

The final two ladies, Michelle and Rachael, have their opportunity to introduce them to Matt's family (his older brother John and his mother Patty) at Nemacolin. Michelle comes in first to meet the family despite having a good conversation with the potential in-laws especially on his feelings with Michelle and Matt's mother became more emotional on her. Then, Rachael is next to overhear the conversation with Matt's family like they brought an upward moment during their overnight date. Matt's brother goes to talk with Rachael as she admitted that she has ever been in love. Matt's family gave a seal of approval for both women.

The next day, Chris Harrison visits Matt at his "house" to give therapy talk, as Chris takes on Matt's tearful doubts like having a good relationship with his mom. Chris then leaves.

Michelle's final date takes rappeling down the building and until they reached at one of the rooms where they gave presents including a shirt for themselves which have "Mr. James" and "Mrs. James" jerseys at the back on the shirt. Matt then gives a talk with Michelle to hear the conversation as Michelle felt a little distress that she is not the right choice for love and Matt gave her a final goodbye. Then, he meets up with Chris to give him counseling and he tells Matt showing his faded time.

In the wake on the scandal involved host Chris Harrison earlier in the season, Emmanuel Acho had to sit in place of Chris, hosting this special recapping events on the finale.

Michelle is the first one in the hot seat explaining on her breakup with Matt, and Emmanuel asked her on Rachael's Antebellum South themed party when she shows the picture that she felt a little hard on the reaction. Matt meets with Michelle for the first time since he eliminated her in Pennsylvania, explains with the heated conversation and soon he apologized Michelle about their bad encounters. Emmanuel had told to viewers about racism and diversity addressing his validity with person of color cast members. Matt didn't say any regrets on days after the filming ended, showing a picture of him and Rachael in the pre-honeymoon period as they spent more time together. Matt soon recognizes Rachael might not understand on racism issues, Matt then admits on his true feelings with Rachael that she did not go away. Rachael then shows her picture from Antebellum South party and she addresses about racism and explained that she did not give a risk on the party. Rachael soon accepts her plea.

Matt reunites with Rachael for the first time, Matt felt hard on how the relationship with Rachael could try to work hard and Matt started crying. Emmanuel then asked Matt on a probable reconciliation with Rachael on the future that he tells Rachael to do work on her own. Rachael then soon apologizes Matt on her tears and assures Matt could be the best for her.