The Bing Crosby Show (1961)

Aunt Sally's Christmas Cookie Company is sold to a large conglomerate and executive Hannah must seal the deal and shut down the factory, which is the small town of Cookie Jar's lifeblood. What was supposed to be a simple assignment for Hannah becomes complicated when she meets Jake, the factory owner who's determined to keep the factory in town. Despite not being a fan of the holiday, the Christmas spirit in this small town is infectious and she gets swept up in the joy of the season while also falling in love with Jake.

Captain Grace Garland, a decorated U.S. veteran, returns home after two tours of Search and Rescue in Afghanistan. After being separated from her beloved K9 partner, Grace must rediscover the magic of Christmas. When she finds herself stranded in the town of River’s Crossing a couple weeks before Christmas, the local judge, Joe Peterson, offers her a place to stay on his property and takes it upon himself to show Grace everything she has been missing; Christmas, family, community, and love.

Joy Holbrook, is a corporate market researcher, gunning for a promotion within her firm. Just as her company's CEO is taking notice, Joy finds out her Aunt Ruby has broken her ankle and will be undergoing surgery. Despite the less than opportune timing, Joy makes her way back home to Crystal Falls, NC to be with her Aunt. Stars seem to be aligned as Joy sees her former crush, Ben Andrews, while at the hospital. At first, Joy is focused solely on helping her Aunt heal; even taking over her position as chair of the local Cookie Crawl competition. Eventually, she begins to let Ben in and remembers there's no place like home for the holidays. The pair work together on the Cookie Crawl to make the event a success.

Emma Reynolds returns to Oliver's Well to celebrate Christmas for the last time with her siblings in the home they grew up in. After their parents recently passed, the siblings reluctantly agree to sell the family home on Honeysuckle Lane after the New Year, leaving Emma in charge of its belongings. While antiques expert Morgan Shelby appraises Emma's mother's collection, they find a hidden surprise in an antique desk that takes them on a journey to discover the power of love and family during the holidays.

Pee-wee Herman and pals are celebrating Christmas in the Playhouse in their own creative ways: Pee-wee makes a list for Santa Claus 1.5 miles long, teaches Little Richard how to ice skate, goes for a sleigh ride with Magic Johnson, enslaves Frankie Avalon and Annette Funicello into making Christmas cards, receives a long phone call from Dinah Shore, even has more musical fun with k.d. lang, the Del Rubio Triplettes and Charo! Finally, Big Red arrives and announces that Pee-wee's Christmas list was so big, he didn't have enough presents for all the children of the world. Will Pee-wee follow his own advice and help others?

Holly Khun, known to Chicago as “Miss Christmas,” always finds a beautiful tree for the plaza, but this year’s was damaged, and the lighting ceremony is in 10 days. Hoping for a miracle, she combs through fan mail, and finds Joey McNary of Klaus, Wisconsin, has the perfect tree. Off she goes to Klaus, where she meets Joey’s handsome dad Sam.

When Anna Parisi, an unemployed fine arts painter, is unable to make ends meet, she is hired to become a personal Christmas shopper for Marc, an uptight corporate exec. As they begin working together, Marc learns that Christmas giving has less to do with the amount of money spent and more to do with the importance of the gift, while Anna discovers she might find success as an artist in a way she never expected. The best gift of all of course is the love they discover with one another.

Kristin, a cynical 34-year-old, drinks a mysterious champagne on Christmas Eve and wakes up seventeen years in the past, sharing a room with her 17-year-old self. Given the chance to change the worst Christmas of her life, she attempts to fix past mistakes, only to discover surprising truths about her family that may help her mend her present-day relationships.

Angie wonders what her life would be like if she had married a former boyfriend who became a famous sportscaster. She takes the train home to spend Christmas with her family and inexplicably finds herself 10 years in the past. With the advice of the train's enigmatic conductor, Angie has the chance to revisit that Christmas and learn what — and who — is truly important to her.

Burned out from the hubbub of the Chicago gallery world, artist Kelly returns home to the picturesque Grand Valley just in time for Christmas. Leo, businessman and all-star dad to his children, struggles to balance his time this holiday season. When he is assigned to review a hotel in Grand Valley for its value, he sees this as the perfect opportunity for a Christmas family vacation. It isn’t long until Kelly and Leo’s worlds collide.