GYPSY (Sept. 14-Oct. 29, Engeman Theater at Northport, 250 Main St.) With this classic by Arthur Laurents, Jule Styne and Stephen Sondheim, the Engeman revisits the saga of Mama Rose and her two daughters, the youngest of whom becomes burlesque superstar Gypsy Rose Lee. 631-261-2900, engemantheater.com

A GRAND TOUR: THE SONGS OF JERRY HERMAN (Sept. 16, John Drew Theater at Guild Hall, 158 Main St., East Hampton) The only composer-lyricist to create three Broadway musicals that ran for more than 1,500 performances is celebrated in a Great White Way revue. His three longest-running smash musicals — “Hello, Dolly,” “La Cage aux Folles” and “Mame” — are featured along with other Herman favorites. 631-324-4050, guildhall.org

RENT IN CONCERT (Sept. 16 and 17, Adelphi University Performing Arts Center, Garden City) Jonathan Larson, Adelphi class of ’82, wrote “Rent” years later while living in Alphabet City, where the Pulitzer Prize-winning musical is set. But Larson’s creative roots took hold at Adelphi. This concert version features performers from “Rent,” “Hamilton” and more Broadway shows. 516-877-4000, pac.adelphi.edu

THE BRIDGES OF MADISON COUNTY (Sept. 16-Oct. 28, Theatre Three, 412 Main St., Port Jefferson) The musical based on Robert James Waller’s novel makes its Long Island premiere. It’s the story of a sudden romance involving a National Geographic photographer and a farmwife left alone while her husband and children are off to the state fair. 631-928-9100, theatrethree.com

WHY TORTURE IS WRONG AND THE PEOPLE WHO LOVE THEM (Sept. 29-Oct. 15, Studio Theatre, 141 S. Wellwood Ave. Lindenhurst) If you’re easily offended by cultural stereotypes, even when intended to shed light on hidden prejudices, skip this one. “Torture” is a wicked comedy about a young woman who wakes up to find that she might have married a terrorist. 631-226-8400, studiotheatreli.com

CAPITOL STEPS: ORANGE IS THE NEW BARACK (Oct. 7, Patchogue Theatre, 71 Main St.) We wonder who this could be about, with such songs as the title number, plus “Don’t Think Twice, It’s Alt-Right,” “Hey Mr. Tangerine Man” and “Oops, I Tweeted Again.” Led by congressional staffers and a few comic ringers, “Capitol Steps” has dished out bipartisan musical satire for 35 years. But can they keep up with Donald? 631-207-1313, patchoguetheatre.org

DAVID SEDARIS (Oct. 20, Staller Center, Stony Brook University) Although of a different vibe, Sedaris may be the most insightful American humorist mining the fertile grounds of political correctness, cultural euphemisms and the human condition since Will Rogers and Mark Twain. He brings his one-man show to the Island for one night only. 631-632-2787, stallercenter.com

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CLEVER LITTLE LIES (Oct. 26-Nov. 12, Hampton Theatre Company at Quogue Community Hall, 125 Jessup Ave.) The 2015 Off-Broadway comedy of sex, secrets, surprises and sentiment opens Hampton Theatre Company’s new season with a web of deceit and decorum that will leave you laughing at high society and lowbrow human foibles. 631-653-8955, hamptontheatre.org

A GENTLEMAN’S GUIDE TO LOVE AND MURDER (Oct. 28, Tilles Center, LIU Post, Brookville) The Broadway national tour series at Tilles opens with the 2014 Tony winner for best musical, a hilarious look at decidedly ungentlemanly misbehavior. 516-299-3100, tillescenter.org

OTHER DESERT CITIES (Nov. 25-Dec. 17, Merrick Theatre & Center for the Arts) This isn’t really a Christmas story though a long-absent daughter is home for the holidays. It’s not really a political story, either, though it involves Reagan-like Republicans. Just know that if you give away the surprise ending, the theater gods may have to kill you. 516-868-6400, merrick-theatre.com