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The 10 Best Hotels In Boston's South End

The 10 Best Hotels In Boston's South End

Picture of Benjamin M. Smith
Updated: 9 February 2017
Brownstone abounds in Boston’s South End, whose Victorian brick-row house district is the largest in the country, listed also on the National Register of Historic Places. From its busier streets, like Tremont Street, Columbus Avenue, or Washington Street, to its quaint side streets, the South End has a variety of lodging styles to fit any traveller’s needs. Here are 10 of the best…

The 1863 House Bed and Breakfast

Off one of many of the South End’s cobblestone sidewalks, walk into the 1863 House Bed and Breakfast for one of the most accessible bed and breakfasts in the neighborhood. With the house’s historic roots and welcoming local hosts, this accommodation spot is ideal for anyone who wants a refined ambiance with oodles of knowledge at hand about the area. The freshly squeezed orange juice and complementary continental breakfast every morning alone make this lodging one of the best in Boston!

The 1863 Bed and Breakfast, W Canton St at Montgomery St, Boston MA, USA

Montgomery Place Bed and Breakfast

One of the best lodgings to start a tour of the South End is Montgomery Place Bed and Breakfast. The bed and breakfast’s quaint, yet spacious rooms resemble the character of the neighborhood itself, being a vintage part of the city, with space enough to take an evening stroll without bumping into other tourists on the same route. The mattresses at Montgomery Place are firm; the breakfasts are fresh, and the nights and mornings are quiet. Explore up the block and visit Wine Emporium, or try Sister Sorel for a drink and some tasty small plates.

Montgomery Place Bed and Breakfast, Dartmouth St at Montgomery St, Boston MA, USA, +1 888-486-6018


40Berkeley is the only hostel on the South End, although many might agree that it is less of a hostel and more of a hotel with very affordable rates, as well as having that characteristic sense of youthful camaraderie. With 168 guest rooms, a roomy common room, and a huge, free hot breakfast, 40Berkeley is the best place to stay in the neighborhood on a budget.

40 Berkeley, 40 Berkeley St, Boston MA, USA, +1 617-375-2524

The Apple of Boston

The Apple of Boston bed and breakfast is a sanctuary amongst the South End’s brick-row house district. Along with the hosts’ extreme attention to detail, this home-away-from-home has all the amenities to enjoy a private tour of Boston. The Apple has only two levels, with French doors opening to a private patio in the back of the garden-level suite. Being only a 10-minute walk to Copley Square, in the Back Bay, this bed and breakfast is yet another wonderful choice to see Boston’s up and coming areas.

The Apple of Boston, Appleton St at Clarendon St, Boston MA, USA, +1 888-486-6018

The Chandler Inn Hotel

On the corner of Berkeley St and Chandler St lies The Chandler Inn Hotel, the South End’s European-style boutique hotel. With its visible fire escape emerging out of the neighborhood’s characteristic brownstone, its simple yet modern décor, and the hosts’ attentive service, The Chandler Inn Hotel provides all the essentials. Catch a five-minute bus to the South End Open Market at SoWa, one of Boston’s most popular outside marketplaces.

The Chandler Inn Hotel, 26 Chandler St, Boston MA, USA, +1 617-482-3450

The Gilded Lily Bed & Breakfast

Situated amidst the South End’s Victorian row houses, 20 minutes from the city center, The Gilded Lily Bed & Breakfast consists of just two, well-kept rooms, with decorative marble mantles, firm queen-sized beds, and recently renovated private bathrooms. The owner here has a true sense for detail, as well as an extended knowledge of the South End and the rest of Boston. With a view of the tree-lined Claremont Park, this bed and breakfast is the perfect space to base an adventure through the South End.

The Gilded Lily, 4 Claremont Park, Boston MA, USA, +1 617-877-3676

Copley Square Hotel

Just a block into the Back Bay, to the near north of the South End, is the Copley Square Hotel. This elegant Boston landmark has been operating since 1891, making it one of the oldest hotels in the city. Its renovated interior, composed of plush leather furniture, its nightclub and bar, and XHALE, the trendy hotel restaurant, makes Copley Square Hotel a premier destination to visitors in the South End and the Back Bay. Be sure to check out the hotel’s “Daily Wine Down”, a free wine tasting event offered nightly to all guests.

Copley Square Hotel, 47 Huntington Ave, Boston MA, USA, +1 617-536-9000

Verona’s Bed & Breakfast

Within walking distance of the Boston Center for the Arts and many other South End institutions, is Verona’s Bed & Breakfast. This traditional, four-story brownstone has all the amenities of home, but adds an antique ambiance due to the Victorian-era collectibles scattered throughout its rooms. This bed and breakfast offers an extended-stay option in the winter, making this location the perfect place to bunker down in Boston’s colder months.

Verona’s Bed & Breakfast, Chandler St & Cazenove St, Boston MA, USA, +1 888-486-6018

Encore Bed & Breakfast

Encore Bed & Breakfast offers 21st century comfort in a 19th century town house, with an eclectic offering of themed rooms. Enjoy scenic views of Boston’s skyline from the vistas of this bed and breakfast, whose rooms go above and beyond the offerings of most hotels. Catch up with Reinhold – the owner – over breakfast, for some great knowledge and tips about the ins and outs of the South End.

Encore Bed & Breakfast, 116 W Newton St, Boston MA, USA, +1 617-247-3425

Clarendon Square Bed & Breakfast

Clarendon Square Bed & Breakfast is perhaps one of the finest boutique hotels in Boston, let alone the South End. Each of the building’s six stories makes for a luxurious, private experience. Originally built as a single family home, many renovations have been made to ensure an experience akin to the expectations of 21st century comforts. Don’t miss the rooftop deck either, complete with chairs and a jacuzzi.

Clarendon Square Bed and Breakfast, 198 W Brookline St, Boston MA, USA, +1 617-536-2229