Thanks to its cobblestone streets, sidewalk cafes, and live oaks offering welcoming shade, it’s easy to see why Winter Park is one of Florida’s most gracious and romantic cities. Central Park is the lush green heart of town, flanked by the promenade called Park Avenue, where restaurants and people-watching are favorite activities. The Alfond Inn at Rollins, the award-winning hotel celebrating its 10th anniversary this year, is just a short stroll away.


Bike riding in Winter Park, FL. Courtesy The Alfond Inn at Rollins.

This Valentine’s Day and throughout the month of February, there are two ways to get to the heart of a stay at the Alfond Inn when the hotel’s Romance in the Park experience begins with checking into a Classic Room where a chilled bottle of welcoming champagne awaits. There’s a specialty cake to mark the occasion as well. Spend the afternoon lingering by the pool or explore the cutting-edge artwork from The Alfond Collection of Contemporary Art displayed throughout the property. It’s part of the permanent collection of the Rollins Museum of Art, making the Alfond the only hotel in the country to exhibit artworks from a museum collection. Then stroll along Park Avenue, check out the boutiques and the wine bars, and walk past the Mediterranean-style mansions. Back at the hotel, dress for a fashionable warm-weather evening and head down to Hamilton’s Kitchen for a romantic dinner-a-deux prepared by Executive Chef Stephen Doyle. It’s a fantastic way to feel romantic during this month dedicated to lovers.


Pool at The Alfond Inn at Rollins. Courtesy The Alfond Inn at Rollins.


  • One night stay in a classic room (double occupancy).
  • One chilled bottle of champagne in the room.
  • Specialty cake for two.
  • Dinner for two in Hamilton’s Kitchen, tax and gratuity not included.
  • Rates start at $329 per room per night, taxes are extra.
  • The package is based on availability.
  • Available February 1 through February 28, 2023
  • Details at The Alfond Inn at Rollins



On Valentine’s evening, Tuesday, February 14th, The Alfond Inn at Rollins will host Under the Stars, the hotel’s annual Valentine’s experience. The evening starts with 7 pm Cocktails in the Conservatory, followed by a 7:30 pm Dinner on the Courtyard Lawn, with live entertainment. The $119 per person price includes a champagne toast and a three-course plated dinner. Reservations at Eventbrite.