Week 1 25 eligible men arrive from all over the country to try and win Jillian's heart, including an Olympic cyclist, a break dance instructor, a pizza entrepreneur, a commercial pilot and a wine maker, as well as a successful lawyer, general contractor, business developer and oil and gas consultant. Each is more handsome than the next with standout personalities. All the men saw Jillian on "The Bachelor" and can't wait to meet her. The first man out of the limousine blows Jillian away with his good looks and quiet charm; one man literally sweeps her off her feet and yet another becomes quite tongue-tied in her presence.The party kicks into high gear as Jillian starts to look for the bachelor who will receive the night's only first impression rose. One tall, dark and handsome guy attempts to woo her with his Latin style, a country crooner charms Jillian with a song and then two bachelors duke it out on the floor, battling in a dance-off! But in a stunning, first-ever twist, five strikingly handsome late arrivals crash the party. Jillian will be the first person in the history of "The Bachelor" and "The Bachelorette" to have 30 suitors to select from. The original group of 25 men quietly seethe as the additional guests get their time with the Bachelorette. One bachelor reveals that he is secretly obsessed with Jillian's feet, while a wealthy businessman impresses her with his laid-back confidence. In the end, Jillian presents her "first impression" rose to the man who managed to stand out in the crowd of eligible contenders. By the end of the evening, Jillian, having the time of her life and confident that her future husband is among this group of men, must eliminate ten of the 30 bachelors the first night, leaving 20 to compete for her affections and, in the end, her heart.
Week 2 When Jillian disappears from a sexy pool party, eight bachelors are in hot pursuit as they attempt to track her down via an outrageous scavenger hunt for the ultimate prize a candlelit dinner and private time with the elusive Bachelorette. One man receives a "dressing down" before Jillian surprises him with her ultimate dream date: A private concert by country music super star Martina McBride. Finally, seven men face-off against the world famous Harlem Globetrotters to score points with Jillian. But after careful deliberation, Jillian must eliminate four men, as she tries to make her fairytale come true.
Week 3 The ever-adventurous Bachelorette invites one man to take a leap of faith with her on a daredevil date, rappelling 33 stories down the side of a hotel. Then the Wild West is caught on film as 11 bachelors in full costume visit a Western set to shoot classic cowboy scenes, but some are more interested in rehearsing their romantic lines and screen kisses with Jillian. On another one-on-one date a bachelor is in seventh heaven when he gets an up-close look at premium vintage cars. Late that night still another man sneaks up to the mansion looking for a romantic tryst with the Bachelorette. Then two men face off before the rose ceremony when one bachelor's anger boils over. When Jillian gets down to business, some good guys will be sent home when she decides they're just not right for her.
Week 4 Jillian and the remaining 13 contestants travel to Vancouver, her hometown, where she takes 10 of them curling and five on a sunset boat ride. She also takes two on a "one-stays-one-goes" date that culminates atop a snow-covered mountain. In addition, Jillian and one guy heat up her kitchen, but another gets too steamy for her taste. And when she hears that three men might have girlfriends back home, she cancels the pre-rose ceremony cocktail party. At the ceremony, she pares the field to 10.
Week 5 Jillian, still stunned by the revelation that some of the men may have girlfriends, is determined not to let it destroy her strong feelings for the remaining ten bachelors. She brings them to one of her favorite Canadian vacation spots, the resort town of Whistler, to find out if the rumors are true. On an exciting one-on-one zip-trekking date that leads to a truly romantic evening, Jillian has some very serious questions to pose to this bachelor. Rose or no rose? The Bachelorette takes eight men on an exhilarating snowmobiling adventure again, still questioning if any of these guys has someone waiting for him at home. But she seems to be the only one who isn't aware that one man is not there for the right reasons. The spectacular beauty on the top of a glacier is the backdrop for the final individual date. A playful day in the snow leads to a steamy night in the hot tub. But in a shocking surprise, one man discloses something to Jillian that totally devastates her.
Week 6 The pressure mounts as Jillian must decide which five men will have the opportunity to take her home to meet their families. But first, the remaining eight bachelors are treated to an exclusive private train ride on the famed Rocky Mountaineer, traveling over 650 miles across the Canadian Rockies with breathtaking stops along the way. Roses are up for grabs on two crucial individual dates and one group date. If a bachelor does not receive a rose on the individual date, he must leave the train at the next station. The men ramp up their pursuit as the situation gets more serious, with one guy sneaking around for extra alone time with the Jillian, another putting on a spectacular display and yet another pleading to stay. It's obvious the bachelors' anxiety has reached an all-time peak, but in the end Jillian will offer her final five roses without hesitation to those lucky men.
Week 7 Jillian visits the hometowns of the five remaining bachelors. She fears that one guy's family might disapprove of her, questions if another bachelor is ready for marriage and wonders if she can meet another's family expectations. And one might be getting cold feet. Then there's the still-unresolved someone-has-a-girlfriend question. Before she eliminates a bachelor at the rose ceremony, two guys have an intense confrontation in her presence.
Week 8 As Jillian gets closer to her final decision, she sweeps the remaining four men - Ed, Kiptyn, Reid and Wes - on a grand romantic journey to Spain. As excited as she is to be with these four particular men as they explore the amazing sites and cuisine of Madrid, Sevilla and Barcelona, Jillian knows that she faces a very difficult decision to send one these bachelors home. At the end of each evening, the Bachelorette will present the man with an invitation to spend the night in a "fantasy suite," with the hope that he will accept. But will he? And will Jillian choose to stay the night.
Week 9 Romantic adventures await Jillian and the final three bachelors Ed, Kiptyn and Reid as they travel to the tropical heaven of Maui, Hawaii for the intimate overnight dates. After finally sending Wes home despite her strong feelings for him, Jillian is confident that she has three incredible men left. The dates are not only filled with amazing sand and surf adventures, but also excitement and passion, as Jillian continues to explore what her future would be like with each of these potential mates. She is once again faced with extending an invitation to each bachelor to spend the night in a "fantasy suite." However, there may be serious repercussions to their decisions and poignant reactions to these intensely emotional trysts.
The Men Tell All Eliminated bachelors dish about Jillian and each other, and Jillian dishes about them as she looks back over the competition. Also: Q&A sessions for Jillian and several of the bachelors, profiles of the two finalists and a preview of the season finale.
Week 10 Jillian's choice is down to Ed or Kiptyn in the Season 5 finale, taped on Hawaii's Big Island, where she has outdoor dates with the two, who are also grilled by her family. Then, following a last-minute confession, it's time for her to reveal her choice.