Boston Hotel with a Rooftop Hot Tub

Perched high above the historic skyline, the rooftop sanctuary at Clarendon Square Bed and Breakfast is more than an amenity—it is our pièce de résistance. Welcome to a Boston escape where the city’s most coveted view is enjoyed from the warm, bubbling lounges of our signature hot tub.

An Elevated Urban Oasis
Unlike the crowded pools of generic hotels, our Jacuzzi offers a rare, intimate experience. Just steps from your suite, you’ll find a retreat that transitions beautifully with the rhythm of the city. Some guests swear by the quiet magic of a sunrise soak, watching the gold light hit the brick chimneys of the South End. Others insist the only way to experience it is under a velvet, starry sky, as the city lights begin to shimmer. Because we have just a few rooms, the deck and hot tub is typically for private use so you can enjoy a level of solitude and romance that is unrivaled in Boston and the region.

A View Without Equal
From this vantage point, you’ll discover a different side of the city—a perspective high above the ornate rooftops of our beloved Victorian brownstones. Whether you are lounging in the New England sun by day or celebrating a moonlit milestone with a bottle of chilled champagne, the panorama is captivating. Sweep your gaze across the towering silhouettes of Back Bay, the glittering towers of Downtown, and the charming, tree-lined streets of the South End.

Open for Every Season
We believe the luxury of a rooftop soak should be timeless. That’s why our hot tub remains open 24 hours a day, all year long. There is perhaps no greater Boston thrill than relaxing in 104-degree water while a light winter dusting of snow falls around you. Now we transition as the city blooms in the spring and glows in the heat of summer, the roof deck becomes the ultimate wellness destination. Imagine beginning your morning with a restorative yoga session on the deck, the gentle Boston breeze and morning light guiding your practice. There is no better finish to your flow than transitioning directly from your mat into the soothing waters of the hot tub, letting the jets melt away tension while you take in the fresh air.

Note on Safety
To ensure an impeccable experience, the roof deck may close during major snowfalls, sustained winds over 20 mph, or when temperatures drop below 5°F. Otherwise, the skyline is yours to enjoy.

What Guests are Saying
Ms. Morgan – Google Review 11/2025. “Clarendon Square B&B is the epitome of what a Bed and Breakfast should be—comforting, cozy, organized, and welcoming. The owners are professional, timely, and very flexible. I had no issues requesting an early check-in and the guest guide is quite informative of all the cute cafes, activities, and happenings around the South Boston area. The quality of the room, building history and architecture, and interior details are breathtaking! A unique find to say the least (with a rooftop hot tub too!). The next time you want to find a place for an excellent, stress-free getaway, I would strongly urge you to look here.”

Ms Pandey – Google Review 5/2025. “Best Boston experience. Such a luxurious stay! This building has so much history, it’s such a beautiful neighbourhood with elegant red brick buildings wherever you can see. The sidewalks are brick or cobblestone at few places, it’s so much near to the bay back station and have many historic places to visit in walking distance. The rooms and guest rooms were all very clean. There was not a single spot! I loved the cleanliness and if you have time, just look at the architecture and interior, every piece is curated and placed beautifully. There’s even a grand piano and an elegant working place if you like. Visit the hot tub on the roof, the views are amazing at night as well as in the morning! Stephen the proprietor, is very kind and helpful. We had a lovely experience!”