Fenway Hotel

We had our wedding welcome party at the Hi-Fi Rooftop at the Fenway Hotel, and it was the perfect way to kick off our wedding weekend! From the planning process to the event itself, everything exceeded our expectations. Ashley Havens was absolutely wonderful to work with. She was incredibly friendly, responsive, and made planning the event so easy. Her attention to detail and willingness to help ensured everything came together seamlessly. The rooftop atmosphere was beautiful, the food and drinks were fantastic, and our guests are still talking about how much they enjoyed the evening. The Fenway Hotel also provided the table centerpieces, which looked beautiful and made the space feel even more special. We couldn't have asked for a better venue for our welcome party. Thank you to Ashley and the entire Fenway Hotel team for helping us create such a fun, memorable evening for all of our family and friends. We highly recommend the Fenway Hotel for anyone looking to host a special event!

We've seen the Fenway many times before on previous trips to wonderful Dunedin but this was our "initial" stay. An amazing experience - historically very interesting, with various mementos from the Roaring Twenties onward are scattered around the walls. It'll celebrate 100 x years next year in '27 and we'd love to come back again to be part of the experience! Staffed by wonderful people: all at the Front Desk and our Bellman; Maid Service; Bartenders and various Servers. The Valet service was easy and quick, and friendly. The great location close to downtown shopping lends itself to spectacular Sunsets over the Clearwater Bay and Gulf - best seen from the Hi-Fi Rooftop Bar. Caveat: either go early or plan on standing - it's extremely popular with both locals and guests! Relaxing by the Pool and utilizing the Gym also lent themselves to our overall feeling of well-being and balanced our, let's just say, considerable consumption of the excellent food and drink the Fenway and Dunedin have to offer. If you like a smaller, boutique Hotel with very clean and well-apportioned Rooms and great ambience, the "Grand Lady of Dunedin" is a must stay!

Rating: 5/5 Stars We stayed at the Fenway Hotel, Autograph Collection while in town for work. Although it was a business trip, we chose to stay here, drawn to it's balance of historic elegance & charm and modern service. It is an intimate hotel with so much character, beautifully preserving the charm of its nearly 100-year-old Mediterranean Revival architecture. We stayed on the 2nd floor, in a room that was situated directly below the Hi-Fi Rooftop bar. We were pleasantly surprised by how quiet it was; we only heard the occasional sound of chairs being rearranged before opening. Our room offered a lovely view of the Gulf and was well-proportioned, stocked with a thoughtful assortment of healthy and fun treats & beverages. Everything was spotless and felt well-cared for. Hi-Fi Rooftop Bar: It is such a nice perk to have a beautiful rooftop bar just steps away within the hotel, and seeing it so well-supported by a local crowd really adds to the atmosphere. We were joined by some local friends and the 4 of us shared the smoked fish dip and the spinach artichoke dip—both were delicious—and we each enjoyed one of their specialty cocktails. Service was exactly what you would expect for a midsize, busy rooftop bar; the server was attentive in just the right amount for the setting. It is a wonderful place to take in the view, and the powerful fans tucked under the roof do a nice job of keeping the area comfortable. HEW Parlor & Chophouse: The highlight was the Delmonico, cooked to a perfect Pittsburgh rare (charred outside, cool red center). Many restaurants struggle with this, but HEW was spot on. The truffle black garlic fries were also a standout. The service was friendly and attentive. History & Ambiance: The hotel features several interesting nods to its Prohibition-era past. They’ve done a nice job highlighting the original speakeasy entryway, including the "Knock Three Times" door and a framed 1919 Volstead Act newspaper. It adds an authentic feel to the retro theme. Pool Area: The pool is a good size and well-maintained. The 60s music adds a great vibe. Pro-Tip: There are plenty of loungers, but umbrellas/shade are limited—plan accordingly. Location & Amenities: The hotel is right across from the waterfront with a view of Clearwater to the south. The Edgewater Drive path is a scenic, flat route for a walk or ride. The Fenway has bicycles available for guest use, which makes it easy to enjoy the waterfront path. Events & Weddings: During our stay, there was a wedding held at sunset on the front lawn. The waterfront setup was very lovely, and with the large private dining space available, it’s clearly a premier venue for events. We absolutely look forward to coming back for a longer stay!