There’s nothing like the ease of an old-fashioned road trip, a great excuse for a quick getaway to someplace new (or familiar), with a few luxury and comforts added to the mix, including free valet parking. That’s the premise behind the The Alfond Inn at Rollins Let’s Go! Getaway Package.

Courtesy Winter Park Chamber of Commerce

The idea is simple. Take a drive to Winter Park, Florida, one of the state’s most beautiful small cities, and check into The Alfond Inn at Rollins, named one of the Best Hotels in Florida by Condé Nast Traveler Readers’ Choice Awards. The Alfond will gladly provide a luxury staycation with free valet parking and one $50 hotel credit per stay, valid toward hotel services such as the Bar and Hamilton’s Kitchen.

The Alfond Inn, The Alfond Collection, Rollins College
One of the pieces from The Alfond Collection of Contemporary Art on view at the Alfond Inn. Photo by Scott Cook.

The Alfond Inn at Rollins is the ideal basecamp for exploring Winter Park’s very walkable downtown on foot. The hotel is just a few minutes stroll from the heart of the upscale small city, home to Rollins College, Spanish Mediterranean-style mansions, and sparkling lakes. It has a charming, historic vibe and is frequently cited as one of the best small towns in the country.  Shopping boutiques, a vibrant café life and the stately elegance of the cobblestone streets and oaks hung with Spanish moss give it a relaxed pace.


Art is one great reason to enjoy a stay in Winter Park, which is home to the Cornell Fine Arts Museum on the campus of Rollins College, the Polasek Museum and the Charles Hosmer Morse Museum of American Art, which has the most expansive collection of works by Louis Comfort Tiffany in the world. The Alfond Inn at Rollins was itself designed to exhibit The Alfond Collection of Contemporary Art, which is part of the collection of the Cornell Fine Arts Museum. In fact, it is the only hotel in the United States that serves as the extension of an art museum. . The public areas showcase rotating installations of contemporary art from an extraordinary trove of paintings, photographs, sculptures and mixed-media works from collection.

Winter Park, Florida
A vintage postcard from Winter Park, Florida.


After a dedicated art walk, chill out with a classic Scenic Boat Tour that goes along Winter Park’s Chain of Lakes. Located on Lake Osceola, a few minutes stroll from the hotel, the boat tour is an hour-long, guided cruise through three of the city’s seven lakes and two, narrow manmade canals on the tranquil Winter Park chain. Then visit the Robert Bruce Barbour House, also known as Casa Feliz, a restored Spanish farmhouse designed by architect James Gamble Rogers II in the heart of Winter Park. Rogers designed many of the city’s finest homes and the best way to experience Casa Feliz is during one of their Sunday afternoon classical concerts.

Let’s Go! Getaway Package

  • One night stay in a Classic Room.
  • Complimentary valet parking during the stay.
  • One $50 hotel credit per stay, valid toward hotel services, including Hamilton’s Kitchen and the Bar.
  • Rates are per room, based on double occupancy.
  • Taxes are extra and the package is based on availability.
  • Florida residents enjoy a 10% discount on the package rate.

*Additional $50 nightly pet fee applies for guests bringing a pup.

Visit The Alfond Inn at Rollins for details.