Valentine's Day in Horizon West 2027: events and date ideas

Last checked Oct. 8, 2026. This page is updated each year at the same address. Race details come from Florida Running Company; last year’s events from the Horizon West Happenings calendar and the City of Winter Garden calendar. We list restaurant dinners only when a restaurant announces them on its own site.

Valentine’s Day 2027 is Sunday, Feb. 14. The one dated event posted so far is the For the Love of Chocolate 5K that morning at Southern Hill Farms in Clermont. Most Valentine’s events near Horizon West are announced in January, so we show last year’s below, with the year marked, and will replace them with 2027 dates as organizers post them.

What this means for you

• Run: For the Love of Chocolate 5K, 8 a.m. Sunday, Feb. 14, 2027. $35 before Jan. 30.
• Long weekend: Presidents’ Day, Monday, Feb. 15, 2027, is a no-school day for OCPS.
• Restaurants: book early; Feb. 14 falls on a Sunday.
• Event or dinner to add? Send us the link.

For the Love of Chocolate 5K: Sunday, Feb. 14, 2027

The Dream Finders Homes For the Love of Chocolate 5K starts and finishes at Southern Hill Farms, 16651 Schofield Road, Clermont, about nine miles west, the organizer’s race page says:

• 8 a.m. 5K start; 9:15 a.m. Orlando Health Kids Races, 50 to 200 yards by age.
• Registration: $35 before Jan. 30, 2027; $40 from Jan. 30. Kids’ races are $15.
• 5K runners get chip timing, a shirt, a finisher medal, sweet treats at the finish and a strawberry doughnut from the farm. The organizer says the race has sold out the last three years.

Last year’s Valentine’s events (2026)

These were the 2026 dates. The 2027 dates had not been posted when we checked.

• The City of Winter Garden’s Little Cupid’s Carnival was free to attend.
• Cornbread’s Corner is Lake Louisa State Park’s two-hour horse experience for children 12 and under, with pony rides and crafts; the park books it through its Cornbread’s Corner page.

Date ideas

• Lake Louisa State Park, 7305 U.S. Highway 27, Clermont: the park’s activity provider lists a Sunset Trail Ride: Champagne and Charcuterie and a Night Kayak: Full Moon Paddle on its booking site. Check the dates offered in February.
• Garden Theatre on Plant, 160 W. Plant St., Winter Garden: shows are listed on the city calendar.
• Fridays on the Plaza: the City of Winter Garden hosts free live music at the Centennial Plaza gazebo downtown every Friday night, 7 to 9 p.m.
• Hamlin: restaurants, a luxury cinema and bars, all listed with addresses on our date night guide.

Brunch on Sunday, Feb. 14? Our brunch guide lists Horizon West restaurants that serve it, from their own websites.

What this means for you

• Register for the chocolate 5K before Jan. 30 to pay the lower price.
• Book Valentine’s dinners early; we will add restaurant announcements here as they appear.
• Check back in January for 2027 dates of last year’s events.

Frequently asked questions

What day is Valentine’s Day 2027?

Sunday, Feb. 14, 2027. Presidents’ Day follows on Monday, Feb. 15, when Orange County public schools are closed.

Is there a Valentine’s Day run near Horizon West?

Yes. The Dream Finders Homes For the Love of Chocolate 5K starts at 8 a.m. Sunday, Feb. 14, 2027, at Southern Hill Farms, 16651 Schofield Road, Clermont, with kids’ races at 9:15 a.m. Registration is $35 before Jan. 30.

What Valentine’s events were there in Horizon West in 2026?

On Friday, Feb. 13, 2026, Southern Hill Farms held a Valentine’s Date Night and Home State Brewing Co. hosted a LOVE SUX Market. 2027 dates for those had not been posted when we checked.

Where can couples go for a Valentine’s date near Horizon West?

Lake Louisa State Park lists sunset trail rides and full moon kayak paddles, the Garden Theatre on Plant in Winter Garden runs shows, and Hamlin has restaurants and a luxury cinema. Our date night guide has the list.