Valentine's Day Cary

2016 Guide to Valentine’s Day in Cary

Cary, NC — Enjoy this guide to Valentine’s Day-themed dinners, wine tastings, shows, fitness runs and more in Cary.

2016 Guide to Valentine’s Day in Cary

In Cary, Valentine’s Day is so much more than a day for couples.

I found a love-themed fitness event, a Valentine’s Day shopping market, romantic concerts and shows and, of course, several luxurious dinners to enjoy with your dates or friends. The events grouped into categories below feature rich treats, elegant food, and creative or active activities that are great for couples, friends, family or yourself. Valentine’s Day is on Sunday this year, so many venues are hosting events on Saturday instead. Pay attention to the dates, and enjoy!

Wine Tastings

Wine Flights & Chocolate at Chatham Hill Winery, 8245 Chapel Hill Road
All Valentine’s weekend, Chatham Hill winery is offering a flight of wines that come with acclaimed Birnn chocolate truffles from Maine – a match made in heaven! You can throw in a winery tour for a fun adventure while you’re at it. Price is $25 a flight, and reservations are helpful but not required. Call 919-380-7135 for more information.

Friday, February 12, 2016; 11 am-10 pm
Saturday, February 13, 2016; 11 am-6 pm
Sunday, February 14, 2016; 1-5 pm


Lobster & Champagne Event at Chatham Street Wine Market, 111 W. Chatham Street, Cary
Celebrate Valentine’s Day at Cary’s newest wine market  with champagne by-the-glass specials and food from Cousins Maine Lobster food truck being served all day.

Sunday, February 14, 2016; 12-6 pm

Romantic Dinners

Valentine’s Dinner at Academy Street Bistro, 200 S. Academy Street, Cary
A special Valentine’s dinner menu will be available at the bistro on all three nights of Valentine’s weekend. For $48 a person (with $25 wine flights), guests will enjoy three courses with a “dessert-tasting trio.” Call 919-377-0509 for reservations.

Friday, Saturday & Sunday, February 12 – 14, 2016

Bites of Love at The Matthews House, 317 West Chatham Street, Cary
Dine in one of downtown Cary’s beautiful historic homes this Valentine’s Day for $75 a person (or $100 with a wine tasting). The Matthews House is hosting an elegant five-course dinner showcasing some of the best seasonal and local food available. There will be seven tables that seat eight available, so come make some new friends or bring seven of your own to join you! Seating is limited, and payment is required when making reservations; guests can do so by calling 919-467-1944.

Saturday, February 13, 2016; 6:30 or 9:30 pm

Valentine’s Day Dinner at The Umstead, 100 Woodland Pond Drive, Cary
Enjoy an evening with your valentine this year with an intimate dinner in Herons. Sit close and savor a special four-course menu with choices and wine pairings by the restaurant’s sommelier. Four course menu is $115 per person with wine pairings at $60 per person. Reservations can be made at 919-447-4050 with a 72 hour cancellation policy.

Friday, Saturday & Sunday, February 12-14, 2016

Parent’s Night Out

Parent’s Night Out at Jazzercise of Cary, 1070 W. Chatham Street, Cary
Parents, need a last-minute babysitter? Drop your child off on Saturday night at 5:30 pm at Jazzercize Fitness of Cary for an early Valentine’s Day date night. Your child will have fun exercising, dancing, racing in relay races and crafting. This opportunity is for children ages 5-11, and the cost is $20 per child. Call 919-815-3595 with any questions.

Saturday, February 13, 2016; 5:30 – 8 pm

Music & Theater

Cary Players: Crossing Delancey at The Cary Theater, 122 E. Chatham Street, Cary
All during Valentine’s weekend, and the weekend after, enjoy a romantic comedy performed by Cary’s own theater group. Audiences will follow the story of Isabel, a young, single woman who works in a lower eastside Manhattan bookstore, and her sharp-witted grandmother, “Bubbie,” who hires a matchmaker to help set Isabel up. Tickets are $20 each on etix.

Fridays-Saturdays – February 12-13 & February 19-20, 2016; 7:30 pm
Sundays – February 14 & February 21, 2016; 3 pm

Jazz Live Valentine’s Concert at the Halle Cultural Arts Center, 237 N. Salem Street, Apex
Technically in Apex but so close to Cary is this special love-inspired jazz concert featuring renowned international jazz pianist Lenore Raphael continues. Special guests will be head of UNC jazz Jim Ketch on trumpet and the great vocalist J.D. Miller. Accompanying them will be Jason Foureman on bass and Peter Ingram on drums. Call 919-249 1120 for tickets.

Saturday, February 13, 2016; 7:30 pm

Classic Love Notes at the Halle Cultural Arts Center, 237 N. Salem Street, Apex
Keep your Valentine’s spirit alive and join The Concert Singers of Cary’s Choral Artists, a 16-voice professional ensemble, as they present a concert of beloved themed works. Bring your spouse, partner or significant other for an intimate afternoon of love’s expressions by great classical composers and their contemporary counterparts. Buy tickets on etix.

Saturday, February 20, 2016; 7:30 pm

Valentine’s Market

Downtown Cary Food & Flea in Ashworth Village, downtown Cary
This Valentine’s Day, hear musicians, try some wonderful food from local food trucks, drink locally-made craft beer and and shop with some of the most creative crafters and artists in our community. This month’s food truck is Cousins Maine Lobster. Fortnight Brewing Company and Sweets by Shayda will be there serving food and drinks, too.

Sunday, February 14, 2016; 12-4 pm

Sole Mates Run

Sole Mates 5K & 10K Run at WakeMed Soccer Park, 201 Soccer Park Drive, Cary
Save the date for this love-inspired run produced by Fit & Able Productions. Participants can choose to run the race individually, or they can team up with a partner. Instead of placing by their individual race times, partners will instead place by their combined times. You can run with your spouse, kids, significant other, best buddy or neighbor – anyone! Registration starts at $20 for the 5K or $10 for the Kids Sprint. Register and find more information online.

Sunday, March 6, 2016; 2:30 pm

Across the Triangle

Valentine’s Day All-Inclusive Romance Package at Comfort Suites Raleigh/Durham
Enjoy a unique “all inclusive” stress-free Valentine’s Day experience with a romantic dinner for two, dancing, and overnight accommodations in one of the Sweetheart suites at the Comfort Suites RDU/RTP with a free, hot made-to-order breakfast the next morning. Everything is included, and the hotel handles transportation for you. Earlybird tickets are $180 each.

February 13-14, 2016; check-in at 3 pm on Saturday

70’s Old-School Valentine’s Day Ball at the North Raleigh Hilton
Come dressed in your favorite 1970’s outfit and expect to enjoy a wonderful meal, dancing and old school fun. Tickets ($57-150) include dinner, dessert, photos, flowers and memories. Dinner will be served at 6:30 pm.

Saturday, February 13, 2016; 6-10 pm

Valentine’s Day Nature Walk at 301 Little River Park Way, Rougemont, NC
Spend the morning with your sweetie on the trails of Little River Park. This informal group walk will be at a pace which allows for picture taking and enjoyment of the natural surroundings. There will be a few guide books and binoculars to loan. Meet at the Large Shelter. This event is free, and no registration is required.

Sunday, February 14, 2016; 9-11:30 am

Happy Valentine’s Day, Cary!

Did we miss a Valentine’s Day event in Cary? Let us know by leaving a comment below.

Candy photo by Alex. Roses by Liz West.

The Valentine’s Day Guide to Cary is sponsored in-part by The Green Room, the Concert Singers of Cary, Great Harvest Bread Company, Ten Thousand Villages and the Spa at Stonecreek