As spring unfurls, one event stands as a quintessential celebration of tradition, elegance, and excitement—the Kentucky Derby. In Boston, several establishments are embracing Mint Juleps and fascinators, offering guests the opportunity to revel in the Derby spirit while indulging in luxurious experiences and Southern-inspired delights right here in the Hub. Here are the best places to watch the Kentucky Derby in Boston.

And to make sure you are derby ready, check out our list of the best Kentucky Derby hats to order on Amazon!

The Liberty Hotel: A Historic Gem

Nestled in the heart of Boston’s Beacon Hill, The Liberty Hotel stands as a testament to history, luxury, and innovation. Once the Charles Street Jail, this architectural marvel now boasts 298 meticulously designed rooms and suites offering sweeping views of the city skyline and the Charles River. With its ornate architecture and rich history, The Liberty Hotel provides an unparalleled backdrop for experiencing the Kentucky Derby in style.

The Derby tradition at The Liberty Hotel is a fusion of sophistication and excitement. Guests are invited to partake in the festivities by sipping on the iconic Mint Julep cocktail, donning elegant hats, and watching the exhilarating race unfold on a large TV in the lobby. With its blend of history, high-style luxury, and warm hospitality, The Liberty Hotel offers a truly “Quintessentially Boston” experience.

For those seeking a taste of Derby magic amidst opulent surroundings, The Liberty Hotel is the ultimate destination.

WynnBET SportsBook at Encore Boston Harbor: Derby Day

Situated on the Mystic River in Everett, Massachusetts, Encore Boston Harbor epitomizes luxury and entertainment on a grand scale. Boasting 210,000 square feet of gaming space, a lavish spa, specialty retail shops, and over 50,000 square feet of ballroom and meeting spaces, Encore Boston Harbor is a playground for those with a taste for the finer things in life.

On Derby Day, WynnBET SportsBook invites guests to immerse themselves in the excitement of the race with specialty cocktails featuring Woodford Reserve, prize giveaways, and a “Best Dressed” competition. The highlight of the event is undoubtedly the viewing of the race on a 10-foot-high, 123-foot-long video wall—an experience that promises to captivate and thrill spectators.

For a Derby celebration that seamlessly blends luxury, gaming, and excitement, WynnBET SportsBook at Encore Boston Harbor is the place to be. And to make sure you are derby ready, check out our list of the best Kentucky Derby hats to order on Amazon!

Loretta’s Last Call: Kentucky Derby viewing party

For a more laid-back and authentic Derby experience, look no further than Loretta’s Last Call. Located across from Fenway Park, this Boston gem is the city’s only Country Bar and Restaurant, offering a delightful blend of Southern cuisine, live music, and genuine hospitality.

At Loretta’s, guests can expect to don their finest hats and immerse themselves in the excitement of the Derby viewing party. With specialty cocktails, including the classic Mint Julep, and the chance to compete for the title of best hat, Loretta’s offers a casual yet spirited atmosphere where guests can kick back, relax, and enjoy the race.

Whether you’re a seasoned Derby enthusiast or looking to experience the thrill for the first time, Loretta’s Last Call promises an unforgettable celebration filled with Southern charm and Boston flair.

Alibi Bar & Lounge: Derby Patio Party

Located in the historic Charles Street Jail, Alibi Bar & Lounge offers a unique setting for Derby Day festivities. With its moody ambiance and playful nod to its “criminal” past through celebrity mugshots adorning the walls, Alibi sets the stage for an afternoon of sophistication and excitement.

At the Derby Patio Party, guests can indulge in Southern-inspired cocktails, vie for the title of best-dressed, and gather around the giant projector to watch the race unfold. With its spacious outdoor patio and capacity for up to 130 guests, Alibi provides the perfect setting for an elegant and memorable Derby celebration.

For those seeking an upscale yet playful atmosphere to toast to the Derby, Alibi Bar & Lounge offers an experience unlike any other.

In Boston, the Kentucky Derby is more than just a horse race—it’s an opportunity to indulge in luxury, tradition, and excitement at some of the city’s most esteemed destinations. From the historic charm of The Liberty Hotel to the lavish sophistication of Encore Boston Harbor, each venue offers a unique perspective on this iconic event. So don your finest attire, sip on a Mint Julep, and join in the festivities as Boston comes alive with the spirit of the Derby.

For more ideas on things to do in Boston this spring read about the Mandarin Oriental Boston.