Cookeville’s feelin’ the love this week! 💕

Paint-and-sips, Valentine trains farm fun, live music, dances, and kid-friendly adventures- the Upper Cumberland is packed with sweet plans. Grab your favorite people, and get ready for a week full of heart, community, and good times. 💌🎶

Sip. Paint. Love
Thursday, Feb 12th | 5 - 6:30 PM | $17.85 - $28.52
1010 East Spring St, Cookeville

Valentine’s gets a creative twist with paint, wine, and a good cause. Come solo or bring your favorite person, sip a little, paint a little, and know your night out is helping the Alzheimer’s Association.

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98.5 Kiss FM Valentine Express
Saturday, Feb 14th | 10:00 AM, 1:00 PM, 6:30 PM, 7:30 PM | $100 - $200
Monterey Depot Museum

This isn’t just dinner—it’s a full-on Valentine experience. Styled ambiance, elevated food and drinks, music, and that “this was a great idea” feeling. Perfect for couples, friends, or a fun group night out.

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Home Opener – TTU Baseball
Tuesday, Feb 17th | 3:00 PM
1100 McGee Blvd, Cookeville

Baseball season is officially back. Tennessee Tech opens at home against Lipscomb, followed by a full opening weekend series.

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Greek Night – Basketball Doubleheader
Wednesday, Feb 19th | 5:30 - 9:30 PM | $10
1100 McGee Blvd, Cookeville, Cookeville

Greek Life takes over the stands for a high-energy basketball doubleheader. Big crowds, school spirit everywhere, and a halftime half-court shot with serious bragging rights on the line.

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Jordan Creek Farm Valentine’s Party
Friday, Feb 13th | 3:30 PM- 5:30 PM | $35
530 Stacy Cemetery Lane, Gainesboro

Valentine’s fun goes country at the farm. Horseback rides, a pony kissing booth, crafts with horses, and a sweet treat to top it off. Perfect for kids who love animals and a little muddy fun.

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2026 Valentine’s Dance
Friday, Feb 13th | 5 PM - 9 PM | $12
209 Mountain Rd. Livingston

Sunday best, dancing shoes, and a classic Valentine vibe for K–7th graders. Pizza, music, and a safe, fun night out that feels extra special.

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Sweet STEM – Safari Saturday
Saturday, Feb 14th | 9 AM - 12 PM | FREE
155 W 7th St, Cookeville

Science gets sugary at this Valentine-themed STEM event for little learners. Candy-powered experiments, hands-on fun, and take-home treats make this a favorite for curious kids. Free, family-friendly, and easy to drop into for a fun morning adventure.

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WestSide Scavenger Hunts
Saturday, Feb 14th | 10:30 AM - 2:30 PM | FREE
Cookeville Depot Museum

Grab your phone, your people, and explore Cookeville’s WestSide District through clues and photo challenges. It’s part scavenger hunt, part history walk, and a great excuse to see local spots in a whole new way.

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Dine and Dance
Friday, Feb 13th | 5:30 PM - 8:00 PM | Varies
Taverna On The Green, Cookeville

Greek food, beginner-friendly dance lessons, and an open floor afterward to show off your moves—or just have fun trying. Low-pressure, social, and perfect for anyone who likes to dance, eat, or both. Opa!

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Dry County ContraBand Live at 37 Cedar
Friday, Feb 13th | 9 PM | Varies
37 Cedar Restaurant & Bar Cookeville

Southern rock and outlaw country take over the night with gritty riffs and sing-along favorites.

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Booked & Unplugged: Acoustic Stories
Monday, Feb 16th | 6:30 - 8:30 PM | $15
Plenty Downtown Bookshop, Cookeville

A bookstore turns into a listening room for an intimate songwriter round. Acoustic sets, real stories behind the songs, and that cozy, Bluebird Café-style magic between the shelves.

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