Pittsboro-Siler City Convention & Visitors Bureau

Valentine's Chef's Tasting Menu at The Sycamore
2026-02-13 16:00 - 20:45, 2026-02-14 17:00 - 20:30 (America/New_York) | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, United States
Whether you’re celebrating love, friendship, or simply the joy of good food, check out the Valentine’s Chef’s Tasting Menu at the Sycamore on Fri, Feb 13, and Sat, Feb 14, 4pm-8:45pm. Make your Valentine’s Day unforgettable by treating yourself to an evening of elegance and culinary delight. This thoughtfully curated dining experience is $110 per person and designed to be savored — perfect for celebrating love, friendship, or simply the joy of exceptional food. Please contact the restaurant in advance regarding allergies or dietary restrictions. All tables, regardless of size, will have a two-hour window to enjoy their dining experience.
MENU

Amuse Bouche: Heirloom Tomato & Strawberry Bruschetta.
First Course: Tiger Shrimp & Avocado with Coconut Milk Velouté.
Second Course: Crème De Tomatoes with Arugula, Pecorino, and Focaccia.
Choice of Entree:

Butter Poached Lobster with Fennel & Mascarpone Risotto, Lobster Nage, and Chervil.
Duck a l’orange with Baby Spinach, Blood Orange Supremes, and Alfalfa Sprouts.
Sliced Filet Mignon with Pommes Purée, Grilled Asparagus, and a Strawberry & Fig Port Wine Sauce.
Pan Seared Scallops with Cauliflower Puree, Charred Leeks, and a Carrot Ginger Vinaigrette.

Choice of Dessert (one per couple):

Chocolate Dipped Strawberries.
Cheesecake with Chocolate Ganache.
Black Berry Olive Oil Cake with Tangerine Anglaise & Candy Mint.

See more events at The Sycamore.

Chocolate and Wine Pairing at Vino!!
2026-02-13 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for a special Valentine’s Chocolate and Wine Pairing on Fri, Feb 13, 5pm-7pm. Rita Tyrrell of American Premium Beverage will be there pouring four loveable wines and a killer sake that will pair perfectly with locally made truffles from Gigi’s Candy Jar. The tasting includes a box of 5 truffles (dark peach, dark key lime, chocolate, champagne, and caramel sea salt) for $8. If you only want to sample the wines, well, that’s free! Friday’s list includes:

2024 Le Morette Bardolino Chiaretto Classico Rosé, Veneto, Italy.
NV Shinsei “Yuzu Omoi” Sake, Kyoto, Japan.
NV Markus Molitor Riesling Sekt Brut, Mosel, Germany.
2017 Stellenbosch Vineyards Pinotage, Helderberg, Western Cape, South Africa.
2022 Tolaini Al Passo, Tuscany, Italy.

All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Show of Hands Gallery Second Anniversary Opening Reception
2026-02-13 17:30 - 20:00 | Show of Hands Gallery, Hillsboro Street, Pittsboro, North Carolina, 27312, United States
Join the Chatham Artists Guild for this Show of Hands Gallery Second Anniversary Opening Reception on Fri, Feb 13, 5:30pm-8pm. A special exhibit celebrating this local gallery’s second “birthday” will run from Fri, Feb 13-Tue, Mar 31, 2026, featuring 2-D and 3-D small artworks newly created by many of Chatham County’s local artists, along with a photograph of their hands creating their piece. The evening will also feature live music and a champagne toast. Plus – it wouldn’t be a birthday party without cake!
Show of Hands Gallery has established itself as a source for local original art, handmade crafts, and unusual gift items, featuring works by more than 60 North Carolina artists, including several members of the Chatham Artists Guild.
Participating Guild artists include Leslie Palmer, Lee Kazanas, Cally Curtis, Diane Swan, Mirinda Kossoff, Bridgette Comellas, Minnie C. Gallman, Colleen Black Semelka, Michael Thompson, Emily Anderson, Steevie Parks, Hamidou Sissoko, Ellison Goodwin, Annabelle Stein, Jane Eckenrode, and Lara O’Keefe.

Paint Your Valentine
2026-02-13 18:00 - 20:00 | O’Kelly Chapel, 9197 NC-751, Durham, 27713, 27713, United States
Join For Garden’s Sake for Paint Your Valentine on Fri, Feb 13, 6pm-8pm at O’Kelly Chapel. This creative painting experience invites guests to create a meaningful work of art inspired by someone they love. Each participant will receive a canvas pre-sketched with their chosen image and ready to paint, making the experience approachable and enjoyable for all skill levels. This event celebrates every kind of Valentine. Paint your partner, a best friend, your favorite houseplant, or beloved pet or family member.
After you sign up, you will receive an email from events@fgsdurham.com asking you to send a picture you would like to use for the workshop. Please send a picture by Fri, Feb 6, so they can sketch your image on the canvas. Last-minute sign-ups are welcome, but they cannot guarantee your image will be sketched in advance. The fee is $70 per person and includes an 11″x14″ canvas, all necessary materials and supplies, a beverage (alcoholic and non-alcoholic options available), charcuterie and cheeses, and a sweet treat.
FGS Marketing Coordinator Lexie Huck will lead this workshop. Space is limited for this intimate evening event. Payment at the time of registration is required to hold your spot. Registration without payment will be disregarded.
This class will take place indoors at O’Kelly Chapel. Free parking is available on site. No pets allowed. See more events at For Garden’s Sake.

Live Piano Music at The Sycamore
2026-02-13 18:00 - 21:00, 2026-02-14 18:00 - 21:00 | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, United States
Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here.
See more events at The Sycamore at Chatham Mills.

Mardi Gras Masquerade Ball
2026-02-13 18:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for a Mardi Gras Masquerade Ball on Fri, Feb 13, 6pm-9pm in the Smelt Art Gallery. Expect an evening of food, dancing, and revelry – masks encouraged!
During your visit, sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
There is no cover fee for this free public event, and parking is free. The event takes place indoors at The Plant. Pets are not allowed. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Local Love Valentine's Market
2026-02-13 18:00 - 21:00 | The Preserve at Jordan Lake, 840 The Preserve Trail, Chapel Hill, NC, 27517, United States
Visit the Pool Clubhouse at The Preserve at Jordan Lake Golf Club for a Local Love Valentine’s Market on Fri, Feb 13, 6pm-9pm. This shopping event will feature a photo booth and fun photo ops, as well as a variety of local vendors—perfect for unique gifts and last-minute Valentine’s shopping. Vendors include:

Bitty & Bug Creative Co.
Jesse Clapp Photography.
Blaires Clay Creations.
The Saddle Roast Coffee Company.
Cactus Cowgirl.
Ever So Creative.

And more to come!

Valentine's Massage Candle Making Workshop
2026-02-13 19:00 - 21:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Join Starrlight Mead and Essence 4 You Candles for a Valentine’s Massage Candle-Making Workshop on Fri, Feb 13, 7pm-9pm. In this intimate, hands-on class, creativity meets relaxation. You’ll craft a luxurious massage candle that melts into a warm, skin-nourishing oil—perfect for romantic evenings, self-care rituals, or gifting with intention. Set in the cozy atmosphere of Starrlight Mead, this Strawberry & Champagne–themed evening is designed to help you slow down, sip, create, and enjoy the moment.
Registration is $60 per person and includes:

All materials and supplies.
A strawberry and champagne–inspired scent experience.
Step-by-step instructions.
A finished massage candle to take home.
Light refreshments and a glass of mead.
Entry to win a Valentine’s Day Body Care & Candle Gift Basket.

This class is ideal for couples, a Galentine’s night out, self-love and wellness experiences, and anyone seeking to unwind and discover the benefits of natural body care. No prior candle-making experience is needed—just come ready to relax, connect, and enjoy a beautifully curated evening. Adults 21 and older only, please. The space is wheelchair accessible, with parking and entry available behind the production facility. Additional free parking is available on-site. Pets are not allowed. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Palentine's Yoga and Wine at FireClay
2026-02-14 10:00 - 11:00 | FireClay Cellars, 1276 Bowers Store Rd, Siler City, NC, 27344, United States
Join FireClay Cellars and instructor Liz Lahti for a special Palentine’s Yoga and Wine on Sat, Feb 14, 10am-11am. Relax and unWINEd with an hour of gentle yoga, followed by the chance to savor a complimentary glass of award-winning FireClay Cellars wine. The cost for this class is $25 per person. You can register here.
FireClay Cellars is part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at FireClay Cellars.

Winter Art Sale at the Vineyard
2026-02-14 11:00 - 17:00, 2026-02-15 12:00 - 17:00 | FireClay Cellars, 1276 Bowers Store Rd, Siler City, NC, 27344, United States
Join FireClay Cellars for a Winter Art Sale at the Vineyard. Winter is a little more inspiring! Browse an eclectic exhibition of fine art from the collections of Kate Ladd, Lucy Harris, and Wilma Schroeder while sipping a glass of wine. They’ll be open throughout the winter for the following hours:

Fridays, 11am-5pm.
Saturdays, 11am-5pm.
Sundays, 12pm-5pm.

Free parking is available on site. The porch and first floor are ADA-compliant, with wheelchair-accessible parking. FireClay Cellars is part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at FireClay Cellars.

Open Barn at Celebrity Dairy
2026-02-14 12:00 - 17:00 | Celebrity Dairy, 146 Celebrity Dairy Way, Siler City, NC, 27344, United States
You do not want to miss The Inn at Celebrity Dairy’s annual Open Barn hosted every Saturday, Feb 14-Apr 18, 12pm-5pm. Explore the barn, scratch a mama goat behind the ears, and cuddle with some adorable baby goats. This is a great opportunity to learn more about small farm life, with plenty of fun for the whole family. The price is $10 per person at the gate, with kids ages 2 and under receiving free admission. The Inn offers homemade lunch and other goodies for sale (including vegetarian options) for an additional cost.
Open Barns are rain or shine, so if it’s cold, make sure to bundle up, and if it’s wet, wear your boots! Most of the event takes place under cover (and the baby goats will help keep you warm)! Free parking is available on-site. No pets are allowed.
Book a stay at the inn to get in on all the baby goat fun, including daily baby bottle feedings! 2-hour private barn tours are also available throughout the season (February-April 2026). Celebrity Dairy will guide you through how to feed the goats and answer all your goat-related questions. Bookings are $225 for groups of up to 15 and $15 per additional guest. Your private tour includes a free cup of goat gelato, with cheese samplers available for an additional cost.
Please note that no open barn will take place on Sat, Mar 28 – come see Celebrity Dairy and celebrate Chatham County agriculture at Spring Ag Fest 2026.
Part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at The Inn at Celebrity Dairy. Book your stay.

Mead and Chocolate
2026-02-14 12:00 - 18:00, 2026-02-15 13:00 - 17:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Bring your honey, friends, or Gal-entines for Mead and Chocolate to enjoy some chocolate paired with your tasting! $12 per person for 8 samples and two chocolates – no reservation needed! This event occurs on the following dates:

Fri, Feb 13, 12pm-6pm.
Sat, Feb 14, 12pm-6pm.
Sun, Feb 15, 1pm-5pm.

This event takes place indoors. Free parking is available on-site. Starrlight Mead is wheelchair accessible. No pets allowed. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Mardi Gras at The Plant
2026-02-14 12:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Get ready to celebrate Mardi Gras at The Plant on Sat, Feb 14, 12pm-6pm. Enjoy a full day of Mardi Gras magic, including jester entertainment, live music, and a high-energy costume-and-music parade led by the Boom Unit Brass Band. Come dressed to impress, bring your friends, and celebrate New Orleans–style at The Plant!
ENTERTAINMENT SCHEDULE

12:30pm-3:30pm: Funk Band Jandr.
3:30pm-4:30pm: Jester entertainment.
4:30pm-5:30pm: Parade with Boom Unit Brass Band.

Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
There is no cover fee for this free public event, and parking is free. The event takes place indoors and outdoors at The Plant. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music: Funk Sandwich at The Plant
2026-02-14 12:30 - 15:30 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Funk Sandwich on Sat, Feb 14, 12:30pm-3:30pm. Hailing from Raleigh, NC, Funk Sandwich serves up a high-energy fusion of deep-pocket grooves, tight horn lines, and spicy improvisation, all steeped in the rich tradition of New Orleans Funk. Drawing inspiration from legends like The Meters, The Neville Brothers, Professor Longhair, Dr. John, and Galactic, the band blends second-line rhythms, swampy funk, and Southern Soul into a sound that keeps the dance floor moving.
Known for their infectious live show, Funk Sandwich delivers a hearty helping of gritty, syncopated beats and electrifying jams. Always keeping things fresh with a touch of improvisation. Whether it’s at a local club, a festival stage, or a late-night jam session, their mission is simple: spread the funk, one groove at a time. Get ready to move, because Funk Sandwich is bringing the heat straight from the bayou to the heart of North Carolina!
Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they are in a position of having to cancel, they will try to do so well in advance. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music: Mel Melton & The Wicked Mojos
2026-02-14 12:30 - 15:30 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for a Mardi Gras Celebration and Live Music with Mel Melton & The Wicked Mojos on Sat, Feb 14, 12:30pm-3:30pm. Mel Melton & The Wicked Mojos, a smokin’ Zydeco/Cajun flavored blues band out of North Carolina. In addition to Melton, the Wicked Mojos are Max Drake, T.A. James, and Kelly Pace. Learn more about them here.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will do so as far in advance as possible. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed, well-behaved pets are allowed outside; pet policies indoors vary by individual business. See all events at The Plant.

Free Wine Tastings at The Belted Goat
2026-02-14 13:00 - 15:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit The Belted Goat/Galloway’s Bar at Fearrington Village for free wine tastings select Saturdays, 1pm-3pm. Tastings will vary depending on when you visit, so please check their calendar before planning your visit.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Valentine's Day Oyster Roast at The City Tap
2026-02-14 13:00 - 21:00 | City Tap, 89 Hillsboro Street, Suite B, Pittsboro, NC, 27312, United States
Join The City Tap for a Valentine’s Day Oyster Roast on Sat, Feb 14, 1pm-9pm. It’s going to be a beautiful day for steamed and raw shucked oysters, available starting at 1pm until they’re gone. They will also offer a tasting flight of Valentine’s desserts throughout the evening. Plus, on Saturdays, enjoy $3.50 mimosas or a bottle for $12.50, with your choice of orange, pineapple, cranberry, or grapefruit juice.
This event takes place at The City Tap. There is no cover charge for this event, but tipping the musicians is recommended. The patio is wheelchair-accessible from the back of the building. There is a lift to the second floor, and the service area is located on the secondary staircase that connects to the patio. See all events at City Tap.

Valentine's Day Dinner at Doherty's
2026-02-14 16:00 - 22:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join Doherty’s Irish Pub & Restaurant for a wonderful Valentine’s Day Dinner on Sat, Feb 14, 4pm-10pm. Enjoy a thoughtfully crafted dinner experience featuring the full menu, plus a limited selection of Chef-driven à la carte items available for the night. Perfect for date night, friends, or simply enjoying a great dinner out.
MENU

Strawberry Baked Brie & Crostini – Fresh baked crostini topped with brie cheese, house-made strawberry compote, blood orange and balsamic reduction, and a chiffonade of fresh basil leaves.
Filet Oscar Wilde – Tenderloin of beef filet topped with jumbo lump crab, and a Bearnaise sauce with a kiss of Absinthe, all served over goat cheese mashed potatoes and sauteed asparagus.
Guinness & Chocolate Truffles – Decadent Guinness and chocolate truffles dusted with cocoa and powdered sugar, served on pillows of Chantilly cream and finished with a salted caramel sauce.

Chef’s features are first-come, first-served – reservations do not guarantee availability. Dinner reservations are strongly recommended and can be made online.

Live Music: Boom Unit Brass Band at The Plant
2026-02-14 16:30 - 17:30 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Boom Unit Brass Band on Sat, Feb 14, 4:30pm-5:30pm. Boom Unit Brass Band is the Triangle’s local version of a New Orleans Second Line jazz band. Their powerful sound, which fits somewhere between traditional Second Line bands and the ultra-tight Youngbloods Brass Band, comes from a full line-up of Trumpets, Trombones, and Saxophones plus a funky drummer holding it all together. They are fully loaded and ready to go straight from the parade to the stage. Boom Unit Brass Band has been featured at some of North Carolina’s premier music venues and festivals. Commanding audiences’ attention with their lively performances, infectious rhythms, and powerful horn arrangements, Boom Unit Brass Band has assembled a dedicated following in North Carolina and risen through the ranks of their brass band contemporaries.
Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they are in a position of having to cancel, they will try to do so well in advance. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music at Galloway's
2026-02-14 17:00 - 19:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit The Belted Goat/Galloway’s Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesday-Saturday, 5pm-7pm. Check out their events calendar to see who’s playing.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Wine and Swine Valentine's Dinner
2026-02-14 18:00 - 20:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for a Wine and Swine Valentine’s Dinner on Sat, Feb 14, 6pm-8pm, crafted by Mackenzie Withington of Lilly Den Farm. Mackenzie is serving up a four-course meal, all of which will involve pork from her own animals on her farm. In keeping with Valentine’s Day, Sommelier Dom Decastro will present 4 wines (all rosé and red) that pair perfectly with the courses.
Only 36 spots are available. The cost is $100 per person, all inclusive with tax and gratuity. Please call 919.542.3922 or email anna@vinowineshopnc.com to make your reservations. Reservations must be made by Wed, Feb 11, at 3pm. You must provide your credit card information in order to hold the reservation.
MENU

First Course: Pork belly bites served with an apple slaw. NV Argyle Brut Rosé, Willamette Valley, Oregon.
Second Course: Creamy butternut squash soup with bacon end crutons. 2024 Li Veli’ ‘Askos’ Susumaniello Rosato, Puglia, Italy.
Third Course: Braised pork shoulder with stewed pinto beans and microgreens. 2022 Alto Moncayo Veraton Garnacha, Compo de Borja, Spain.
Fourth Course: Chocolate mousse topped with sea salt and bacon crumbles. 2023 Ancient Peaks Zinfandel, Paso Robles, California.

Please note: Since Vino!! is open for business this day, doors will not open until 6pm.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Valentine's Champagne Wine Dinner at 458 West
2026-02-14 18:00 - 21:00 | 458 West Bed and Breakfast, 458 West St, Pittsboro, NC, 27312, United States
458 West B&B is excited to announce their Valentine’s Champagne Wine Dinner on Sat, Feb 14, 6pm-9pm. The cost is $155 per person or $395 per couple, and includes dinner, a room, and breakfast. The menu is listed below:

Apertif: Moet Imperial Brut Reserve.
Appetizer:

Legras & Haas Extra Brut Blanc de Blancs (NM – Côte de Blancs).
Marinated Shrimp with Champagne Beurre Blanc.

Salad:

Devaux Grand Réserve (CM Pinot Noir Dominant Blend – Côtes de Bar).
Poached pear and escarole salad, with savory croutons, goat cheese, and a Champagne vinaigrette.

Entree:

Vadin-Plateau Renaissance 100% Pinot Meunier (RM – Vallée de Marne BdN).
Sous Vide Lamb with roasted root vegetables and a Champagne Rosemary jus.

Dessert:

Boever Brut Rosé (RM Montagne de Reims).
Pink Champagne Cake with Vanilla Buttercream and strawberry ice cream.

Reserve your spot today! Send a DM or email them at innkeepers@458west.com. 458 West B&B is part of the Chatham County Craft Beverages and Country Inns Trail.

Brushes and Bubbles at House of Hops
2026-02-14 18:30 - 20:30 | House of Hops, 112 Russet Run, Pittsboro, NC, 27312, United States
Join House of Hops for Brushes and Bubbles on Sat, Feb 14, 6:30pm-8:30pm. Come paint with your love. You and yours will each paint on your pre-sketched canvas, creating a completed masterpiece together at the end.
This fun date night is $65 per couple. Each ticket includes:

2 pre-sketched canvases with instructions.
2 drinks of your choice (wine/bubbles/beer).
Chocolate-covered strawberries.

Silhouettes are customizable to suit each couple. Arrive 30 minutes early to order your drinks! Wine & Design will have everything ready for you to create your very own masterpiece with your love. Event is NOT BYOB, discounts/coupons not valid. This event takes place indoors. House of Hops is pet-friendly. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.
Cancellation Policy: All sales are final; no refunds will be issued if a customer cancels their reservation. To receive a credit, the customer must email ch@wineanddesign.com at least 24 hours before the event. Please note that if you are booking a reservation within 24 hours of the class, a credit will not be an option in the event you cannot attend class. If there is a threat of inclement weather or low attendance, the event may be canceled. If this is the case, you will be given credit for another class of equal value.

Valentine’s Day with Phantom Playboys at The MOD
2026-02-14 19:00 - 22:00 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, United States
Join The MOD for a Valentine’s Day with Phantom Playboys on Sat, Feb 14, 7pm-10pm. This is one of The MOD’s favorite bands and traditions. Come share the love!
This event takes place indoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. Any schedule changes due to weather, holidays, or unforeseen circumstances will be posted on their Facebook and Instagram pages. See more events at The MOD.

Live Music with Mondo Guitaro at Vino
2026-02-15 14:00 - 16:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop and rebound after Valentine’s Day with Live Music with Mondo Guitaro on Sun, Feb 15, 2pm-4pm. “Lonesome Tones for High Plains Drifters,” Mondo Guitaro performs spaghetti western, surf, and 1960s style instrumentals arranged for two guitars. Drink specials all day, including $7 mimosas.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Galentine's Wreath Workshop at Buck Naked Farm
2026-02-15 14:00 - 16:00 | Buck Naked Farm, 1873 Chatham Church Road, Moncure, NC, 27559, United States
Enjoy a cozy, creative February afternoon at Buck Naked Farm’s Galentine’s Wreath Workshop on Sun, Feb 15, 2pm-4pm. Celebrate the season of friendship with a hands-on workshop that blends herbal goodness, dried florals, and a little kitchen magic. Together you’ll create practical, beautiful kitchen wreaths using fragrant culinary herbs, winter greenery, and a few dried blooms for texture and charm.
These wreaths are designed to be useful as well as beautiful—perfect for hanging near the stove, snipping sprigs as you cook, or adding a warm, handmade touch to your winter kitchen. Think rosemary, bay, thyme, sage… a wreath that smells incredible and actually earns its place on your wall. Bring a friend for a relaxed, joy-filled Galentine’s afternoon on the farm. No experience needed — just a love of cozy kitchens and good company.
Tickets are $99 per person and include all materials, flowers, supplies, and a special take-home favor bag, along with light refreshments and good company. Given the venue’s rural setting, the space is not ADA-compliant. This event takes place indoors. Free parking is available on-site. No pets allowed. See more Buck Naked Farm events.
