Hudson Hall presents ‘Let There Be Love,’ a Valentine’s Day to remember with the legendary Marilyn Maye
Hudson, N.Y.— On Friday, February 14th at 7 p.m., Hudson Hall presents legendary singer Marilyn Maye, who Ella Fitzgerald called “The greatest white female singer in the world.”
Treat your special someone to “Let There Be Love,” a Valentine’s Day to remember with Marilyn Maye. At 96-years young, Maye is of the living legends of the golden age of show business, discovered by Steve Allen and beloved by Johnny Carson, who featured her on “The Tonight Show” over 75 times.
The concert is on Friday, February 14th at 7 p.m. at Hudson Hall at the historic Hudson Opera House, located at 327 Warren Street in Hudson, N.Y. Tickets and more information can be found online.
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Springfield Museums’ ‘Museums à la Carte’ lecture series continues with ‘Sweethearts at Sea: A Love Story from the Age of Whaling’
Springfield— On Thursday, February 6th from 12:15 p.m. to 1:30 p.m., the Springfield Museums’ “Museums à la Carte” lecture series continues with “Sweethearts at Sea: A Love Story from the Age of Whaling.”
During the nineteenth century when Yankee whale oil lit the world, New England whalemen sailed the seven seas in pursuit of their catch, leaving their wives and families behind for years at a time. That changed in the 1840s when a small group of married couples defied tradition by going to sea together. This lecture will focus on one of these remarkable couples: Captain John and Elizabeth Marble of Fall River, Massachusetts. Using the letters and journals they left behind, historian and educator Dr. Amanda Goodheart Parks presents a story of love, life, and loss at sea.

The lecture is on Thursday, February 6th from 12:15 p.m. to 1:30 p.m. at the Springfield Museums, located at 21 Edwards Street in Springfield. More information can be found online.
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Berkshire HorseWorks presents a Valentine’s Day photo opportunity with rescued horses and donkeys
Richmond— On Sunday, February 9th from 11 a.m. to 1 p.m., Berkshire HorseWorks presents “Romance at the Ranch,” an annual Valentine’s Day photo opportunity with rescued horses and donkeys.

Who’s your special person(s)? Is it your partner, son, daughter, mother, father, brother, sister, husband, wife, boyfriend, girlfriend, best friend, sweet Aunt Thelma or Grandma Pearl? Grab your favorite person and come to the ranch for an unforgettable first kiss with a rescued pony, donkey, or 1,200-pound horse, and capture it all in a Valentine’s Day photo.
The event is on Sunday, February 9th from 11 a.m. to 1 p.m. at Berkshire HorseWorks, located at 101 Patton Road in Richmond. Hot cocoa and cookies will be served. A $25 donation is suggested. Proceeds support medical care and food for the rescued herd. More information can be found online.
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Ventfort Hall presents a ‘Gilded Valentine Wine & Dine Experience’
Lenox— On Thursday, February 13th from 6 p.m. to 9 p.m., Ventfort Hall presents “The Gilded Valentine Wine & Dine Experience.”
The four-course meal by Chef Kevin Kelly of After Hours GB features expert Bordeaux & champagne pairings by Dare Bottleshop in the authentic and romantic Gilded Age ambiance of Ventfort Hall. Does it get any more romantic than this?

The event is on Thursday, February 13th from 6 p.m. to 9 p.m. at Ventfort Hall, located at 104 talker street in Lenox. More information can be found online.
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Berkshire Money Management’s second annual ‘Money Date,’ a dinner date to strengthen relationships and finances
Pittsfield— On Wednesday, February 12th at 6 p.m., Berkshire Money Management “Money Date” is back.
Berkshire Money Management invites couples to join them at Mazzeo’s Ristorante for a delicious three-course dinner and insightful presentation. “Money Date” pairs a 3-course prix fixe dinner by the fireplace with guided conversations and exercises designed to identify attendees’ financial love language, start fearless conversations about money, and begin the process of setting shared financial goals. The evening is designed to bring attendees closer to their partners and their retirement goals.

The event is on Wednesday, February 12th at 6 p.m. at Mazzeo’s Ristorante, located at 1015 South Street in Pittsfield. The event kicks off with hors d’oeuvres followed by a seated dinner. Tickets are $50 per couple and include a free follow-up conversation with a financial advisor. Reservations are required. Reservations and more information can be found online.
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Sharon Playhouse presents ‘Love Letters’ starring Gretchen Mol and Campbell Scott
Sharon, Conn.— On Saturday, February 15th at 7 p.m., for one night only, Sharon Playhouse presents A.R. Gurney’s “Love Letters” featuring stars of stage and screen Gretchen Mol and Campbell Scott.
Experience an unforgettable evening of romance and reflection as these two remarkable actors bring to life the timeless correspondence between Melissa Gardner and Andrew Makepeace Ladd III. Over the course of fifty years, their letters tell the story of a deep, enduring connection filled with dreams, disappointments, and a powerful love. Don’t miss this moving performance.

The performance is on Saturday, February 15th at 7 p.m. at the Sharon Playhouse, located at 49 Amenia Road in Sharon. Tickets and more information can be found online.
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Bennington Theater presents ‘Gypsy Layne: Sexy Valentine’s Surprises’
Bennington, Vt.— On February 14th and 15th at 7:30 p.m., Bennington Theater presents “Gypsy Layne: Sexy Valentine’s Surprises.”
Gypsy Layne, the Berkshires’ beloved cabaret and burlesque troupe, is bringing their dazzling, cheeky, and unforgettable show back to the Bennington Theater for two exclusive performances. Prepare for an evening full of red-hot dance numbers, glamorous acts, laughter, surprises, jaw-dropping performances, and a stunning debut by a brand-new Gypsy. Whether you’re celebrating romantic love, friendship, or just your fabulous self, Gypsy Layne promises to make your Valentine’s weekend a night for the ages. With Vegas-style flair and their signature blend of body positivity and heart, this show is fresh, exciting, and always sellout.

The performances are on February 14th and 15th at 7:30 p.m. at Bennington Theater, located at 331 Main Street in Bennington, Vt. Tickets and more information can be found online.