ORANGE COUNTY, N.Y. (Feb. 5, 2025) – Looking for an unforgettable holiday escape this February? Orange County, N.Y., just an hour from New York City, is your go-to destination for an extended celebration that blends Valentine’s Day charm with a President’s Day twist! Enjoy a variety of special events, from intimate dinners and lively line dancing to a captivating Cupid-themed murder mystery. Whether you’re celebrating romance, friendship, or simply the joy of the season, Orange County offers a little something for everyone. Come experience a festive atmosphere filled with delicious food, engaging activities, and the perfect backdrop for making unforgettable memories!
“However you want romance to flourish on Valentine’s Day, you’ll find your perfect date and four-day weekend in Orange County, N.Y.!” said Amanda Dana, Director of Orange County Tourism & Film. “Sip wine, nibble on chocolate, dance the nights away or test your knowledge of your special someone in a spirited competition. We’ve got the food, festivities and fun you’re looking for. And with our magnificent scenery, charming downtowns and one-of-a-kind shops, you’ll find plenty to do when you stretch your stay into a romantic weekend in one of our charming bed and breakfasts, inns or other fabulous accommodations.”
Here are just some of the many Valentine’s Day-related events in Orange County, N.Y.:
Thursday Feb. 13
Galantine’s Day at the Brewery, Newburgh Brewing Company, 88 S Colden St. Newburgh, N.Y.: Celebrate your besties at the brewery this Galentine’s Day! Gather your girls for an unforgettable evening featuring a unique “Girl Dinner Special” — a delicious combo of Caesar Salad and Truffle Fries, served with a complimentary glass of champagne or beer. Then, kick back and belt out your favorite tunes at a karaoke session. It’s the perfect way to honor friendship and make memories that will last a lifetime! Begins at 4 p.m. Learn More.
Friday, Feb. 14
Funk Junkies Valentine’s Show, The Silk Factory, 299 Washington St., Newburgh, N.Y.: Founded by Newburgh native Rich Fracasse, the Funk Junkies have been “laying down the funk” throughout the region for a decade. Dance the night away to their energetic tunes. Bring your special someone, friends or even come solo – everyone is welcome. Spread the love and good vibes through music and enjoy a groovy time. Four-course dinner available in downstairs room; The Funk Junkies play upstairs. Doors open at 6 p.m., The Funk Junkies play at 8:30 p.m. Learn More.
Friday, Feb. 14
Valentine’s Murder Mystery at Blue Arrow Farm, 86 Glenwood Road, Pine Island, N.Y.: Fill your Valentine’s Day with love, laughter and intrigue in “Inspector Clouseau and the Valentine’s Murder!” When love and mystery collide, everyone’s favorite bumbling detective faces his trickiest case yet. With Cupid’s arrow causing chaos and crime, join Clouseau in getting to the heart of the matter in this laugh-out-loud murder mystery. Begins at 6 p.m. Learn More.
Friday, Feb. 14
Valentine’s Dinner at Borland House, 130 Clinton St., Montgomery, N.Y.: Celebrate love with an unforgettable meal in this beautiful inn and restaurant, built in the 1780s, with a Greek Revival addition from the early 1800s. The three-course, pre-fixe annual Valentine’s Dinner is perfect for an enchanting evening, or as the start of a long, romantic weekend. Begins at 6:30 p.m. Learn More.
Friday, Feb. 14
Valentine’s Partner Line Dancing and Hillbilly Parade, Clemson Brothers Brewery, 22 Cottage St., Middletown, N.Y.: Begin this unique, fun night of romance when you are welcomed at the door with a chocolate rose. Then dance the night away with your loved one. The evening features the fantastic Hill Billy Parade, sure to keep your boots tapping and hearts racing. Don’t miss this enchanting evening filled with dancing, music, and love. Begins at 8 p.m. Learn More.
Saturday and Sunday, Feb. 15, 16
Valentine’s Weekend – Cupid’s Couple Challenge, Brotherhood, America’s First Winery. 90 Brotherhood Plaza Drive, Washingtonville, N.Y.: Celebrate your love with a romantic candlelit tour of Brotherhood’s historic cellars, followed by an intimate guided tasting of sparkling, red and white wines. Then, join the fun in the Cupid’s Couple Challenge, where you’ll test how well you and your Valentine know each other. Winners will be entered into a raffle for an exciting prize. Live music by Cristina Franciosa highlights the romantic ambience from 1 p.m. to 5 p.m. Available Times: 11:30 a.m., 12:30 p.m., 1:30 p.m., 2:30 p.m., 3:30 p.m. Learn More.
About Orange County Tourism & Film
Orange County Tourism & Film, based in Goshen, N.Y., is the county’s tourism and film production headquarters and a participant in the I LOVE NY program. A comprehensive listing of area attractions, lodging, events and film resources can be found at www.pickocny.com. Additionally, a fun, free, 60-page travel guide is available for digital download at pickocny.com/travel-guide/.