Jane Lynch, former “Glee” star and two-time Emmy award winner, is coming to Boston this holiday season in her two-night performance, “A Swingin’ Little Christmas.”

Joined by “The Office” star Kate Flannery, musician Tim Davis and the Tony Querrero Quintet, Lynch will appear at the City Winery to sing some Christmas tunes from her 2016 album. Audience members can expect to hear familiar holiday songs arranged in a late 1950s to early 1960s swing style along with comedic banter throughout. 

“We love the city wineries because they’re small and intimate. People come to hear music even though they’re eating and drinking at the same time. It’s always a festive atmosphere,” Lynch said. “It’s Christmas music… You’ll know 95% of the Christmas classics.”

Flannery and Lynch met in Chicago while they were both working on independent theatrical productions, and they would informally sing and joke around together. Once both of their shows ended, they decided to turn their casual back-and-forth into something more. They started doing touring productions and eventually created their classic Christmas album. 

“Every winter we go out just after Thanksgiving and we go to places all over the country,” Lynch said. “We weren’t able to do it last year because of COVID, so we’re just chomping at the bit to get back at it.”

The music, Lynch said, is reminiscent of old Bing Crosby and Rosemary Clooney tunes, and the five-person band sounds like an entire orchestra. Davis, the other singer involved, arranged all of the vocals, including their three-part harmonies. His work can also be found on “Glee,” as he arranged the vocals for each song that appeared on the show. 

“We love the music. We love each other. We were in our 50s when we started doing it, so it’s not like we are trying to get somewhere else,” Lynch said. “We’re very much where we are, enjoying each other.”

Lynch was responsible for shaping the performance by producing the running order and writing much of the comedic banter. As an author and playwright, she said she often finds that what she loves most about writing is the finished product.

“I love nothing more about writing than having written,” Lynch said, referencing a quote she had heard in the past. 

In addition to her tour, Lynch is also working on a number of other projects. She will appear as Mrs. Rosie Brice alongside Beanie Feldstein as Fanny in next year’s “Funny Girl” Broadway revival. She will also appear in Starz’s “Party Down” reboot, where she will reprise her original role as Constance Carmell for six episodes. The show, which has not been revived since 2008, was a cult classic in its time that also starred Megan Mullally, Adam Scott and Ken Marino, among others.  

In her conservation with The News, Lynch reflected on her time on “Glee,” sharing that she is still close with many of the cast members, specifically Matthew Morrison, Iqbal Theba and Dot-Marie Jones. She runs into them in Los Angeles all the time, and she said everyone is doing well. She praised many of the younger cast members for their dedication, especially given “Glee’s” demanding rehearsal and filming schedule. 

“It was just a blast. It was a wonderful spirit. Everybody loved each other,” Lynch said. “There’s always the bad apples to spoil the whole bunch … but for the most part, it was a bunch of just red, juicy, delicious apples.” 

When asked what advice she had for college students, she recommended taking a step back to be in the moment. Working toward a degree or career can often be overwhelming, especially in a musical or theatrical field, but she said it’s not always about the future. 

“Be right where you are. Don’t worry about what something’s going to get you and what the next step is, just be right where you are and enjoy the hell out of it,” Lynch said. “And if you’re not enjoying it, then turn around and look somewhere else.”

Lynch encouraged people to come out to her show next week and bring a friend or two. The production runs Dec. 7 and Dec. 8 at 8 p.m., and proof of vaccination or a negative COVID test is required. 

“I don’t think anybody ever leaves and goes, ‘well, that was a waste,’” Lynch said. “I think everybody’s uplifted and looking forward to the holidays, and it’s really bright and cheery … We have so much fun, and I think that’s contagious.”