Luxury Hotels Atlas / Places / United States / Dunedin / Fenway Hotel
Fenway Hotel
Dunedin, Florida, United States · Autograph Collection · Accessible Luxury
The Fenway opened in 1927 as a Jazz Age resort on Dunedin's St. Joseph Sound, and the site ran Pinellas County's first radio station, WGHB, a precursor to WFLA. Clarence Darrow and Arctic explorer Robert Bartlett checked in. After a private club, a seasonal hotel, and years as a school, the Taoist Tai Chi Society and Mainsail restored the 83-room house; it reopened in 2018 as Autograph Collection, with HEW Parlor & Chophouse and the Hi-Fi Rooftop Bar.
- 83 rooms
- Opened 1927
- Neighborhood: Downtown Dunedin
About Fenway Hotel
- The site housed Pinellas County's first radio station, WGHB, a precursor to WFLA.
- It became a private club called The Fenway in 1942, ran seasonally through 1961, then spent years as a school.
- The Taoist Tai Chi Society bought it in 2014 and partnered with Mainsail Lodging to restore it for the 2018 Autograph reopening.
History
The Fenway Hotel in Dunedin, Florida, was constructed in 1927 and opened as a Jazz Age resort. The site was home to Pinellas County's first radio station, WGHB - a precursor to WFLA - and hosted guests such as attorney Clarence Darrow and Arctic explorer Robert Bartlett. It later became a private club known as 'The Fenway' in 1942 and operated seasonally as a hotel through 1961 before serving for years as a school.
The Taoist Tai Chi Society acquired the property in 2014 and partnered with Mainsail Lodging & Development to restore it. It reopened in the fall of 2018 as a member of the Autograph Collection, with 83 rooms across three stories, the HEW Parlor & Chophouse, and the Hi-Fi Rooftop Bar.
The setting
5 miles from Clearwater Marine Aquarium. 8 miles from Caladesi Island State Park.
Restaurants and bars
- HEW Parlor & Chophouse — Restaurant · chophouse
- Room 27 — Restaurant
Experiences
- Live at Fenway on Monday and Tuesday nights — Live jazz performances in the Fenway lobby and heart of the hotel, 5 to 27 October.
- The Haunted Room 27: A Halloween Speakeasy Experience — Halloween speakeasy experience with specialty cocktails, eerie elegance and mystery, 26 to 29 October 2026.
- Halloween month of haunted happenings — October lineup including an Island Witches performance on the Front Lawn, a haunted speakeasy, trunk-or-treat and Halloween-night Fright Night.
- Valentine's speakeasy pop-up, tea service and rooftop brunch — February 2026 experiences pairing Prohibition-era intrigue, refined tea service and rooftop revelry; includes a limited-run speakeasy pop-up.
- Spring Afternoon Tea at HEW Parlor & Chophouse — Spring Afternoon Tea at HEW Parlor & Chophouse on two March dates, 2026.
Amenities
- Pool
- Fitness center
- Rooftop bar
Open Fenway Hotel in the atlas for live weekend rates, photos, and the full folio.
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