Valentine's Day 2027 is a Sunday. Holly Springs' family dance, Valentine's on Ballentine, was Feb. 14 in 2026; 2027 dates and dinner menus are not out yet.

Last checked Oct. 11, 2026. This page is updated each year at the same address. Event details come from the Town of Holly Springs and each venue’s own website. Restaurant menus appear here only once the restaurant posts them. Cultural Center box office: 919-567-4000.

Valentine’s Day 2027 is Sunday, Feb. 14. It is more than four months away, and no Holly Springs venue had posted a 2027 Valentine’s event or menu when we checked. This page shows what the town held in 2026, marked by year, and the booking rules that matter for a Sunday Valentine’s Day.

What this means for you

  • Family dance: Valentine’s on Ballentine was Feb. 14 in 2026; watch the town’s ticket page from January.
  • Sunday tea: Pimiento Tea Room books Sundays by reservation only, 30 days ahead.
  • Sunday brunch: see our brunch guide for regular Sunday hours.
  • Monday, Feb. 15: WCPSS teacher workday, no school on the traditional calendar.

Valentine’s on Ballentine (2026 details)

The town’s family Valentine’s event, Valentine’s on Ballentine, was 4 to 6 p.m. Saturday, Feb. 14, 2026, at the Holly Springs Cultural Center, 300 W. Ballentine St. The town described it as “a sweet celebration for the whole family” with dancing in a ballroom, crafts, snacks and face painting, and asked guests to wear reds and pinks, in its February 2026 newsletter. Tickets were required and space was limited; they were sold through the town’s ticket page and the box office, 919-567-4000.

The 2027 date had not been announced. Valentine’s Day falls on a Sunday in 2027; we will add the new date when the town posts it.

Dinners and dates

Restaurants post Valentine’s menus in January. We list a dinner here only once the restaurant puts it on its own website. Until then, these downtown places publish their regular hours and booking rules online:

Venue Address What the venue says Phone
Nightingale Rooftop Restaurant & Bar 300 S. Main St., Suite 312 Rooftop restaurant and bar; Sunday brunch 10 a.m. to 2 p.m.; dinner Wednesday through Saturday 919-299-2004
Pimiento Tea Room 200 N. Main St. Sunday tiered service by reservation only, seatings at 11 a.m., noon and 1 p.m.; dinner reservations from 5 p.m. Tuesday through Saturday 984-225-4213
Vieni Ristobar 242 S. Main St., Suite 112 Italian restaurant with handmade pasta; reservations through Resy 984-225-1134
Niche Wine Lounge 109 N. Main St. Wine lounge open 5 p.m. to midnight daily, live music Friday and Saturday nights 919-552-2300

Booking a Sunday Valentine’s: Pimiento Tea Room’s reservation page says reservations open 30 days ahead to the hour, the largest party is six and Sunday tea needs a deposit that is refundable up to 48 hours before. Its Sunday page lists the tiered service at $35 a seat, with drinks extra.

More ideas, from theater to wine bars: date night in Holly Springs.

Shows at the Cultural Center

The Holly Springs Cultural Center’s 184-seat theater hosts concerts, community theater and comedy. Its Clean Comedy Series has shows Friday, Jan. 8, and Friday, March 5, 2027, on the series page; February shows had not been posted when we checked. Tickets: hollyspringsnc.gov/tickets.

Around Feb. 14

  • School: Monday, Feb. 15, 2027, is a teacher workday on the WCPSS 2026-27 traditional calendar, so traditional-calendar students have a three-day weekend.
  • Farmers market: the year-round Holly Springs Farmers Market is open Saturdays 9 a.m. to noon on its winter hours at 300 W. Ballentine St., according to its market page.

More: free things to do in Holly Springs and live music and nightlife.

Frequently asked questions

What day is Valentine’s Day 2027?

Sunday, Feb. 14, 2027.

Is there a Valentine’s event for families in Holly Springs?

The town’s Valentine’s on Ballentine was 4 to 6 p.m. Saturday, Feb. 14, 2026, at the Holly Springs Cultural Center, with dancing, crafts, snacks and face painting. Tickets were required. The 2027 date had not been announced.

When can I book Sunday tea at Pimiento Tea Room for Valentine’s Day?

Pimiento Tea Room takes Sunday tiered-service reservations only, up to 30 days ahead, so Feb. 14, 2027, opens about Jan. 15. Seatings are at 11 a.m., noon and 1 p.m.

Is there school on the Monday after Valentine’s Day 2027?

No, for WCPSS traditional-calendar students. Monday, Feb. 15, 2027, is a teacher workday on the district’s 2026-27 calendar.