Boutique hotels in Middlesex County

Orchard Room: The Inn at Fireside Tavern Sherborn

The perfect blend of New England charm and modern boutique luxury, The Inn at Fireside Tavern Sherborn offers 4 private suites, thoughtfully designed around unique local characteristics. Located in the heart of Sherborn, our guest rooms sit directly above our vibrant community tavern, providing a sophisticated and convenient haven for your stay. Whether here for a wedding, local getaway, or peaceful one-night stay, you’ll find a seamless connection between upscale comfort and exceptional dining.

Value · Amenities · Decor

Medical | Longwood Area | Perfect for Long Stays

Stay in a charming 1886 Victorian home in the heart of Brookline, Boston. Perfect for long stays, with cozy parlors and timeless charm. 🏡 Location & Accessibility Public Transport Nearby: Just a block from Saint Mary's Street Station, offering easy access to downtown Boston and surrounding areas. Restaurants & Local Shops: The vibrant Coolidge Corner neighborhood is only about 1 mile. Museums & Cultural Attractions: Fenway Park, Boston’s iconic baseball stadium, is about 1.2 miles away.

Location · Value · Parking

JD Hotel “Blue Lagoon”

Welcome to the new opening of the JD hotel! Full service fine art boutique hotel! Queen size temperpedic, massage chair,cedar closet ,new tv with Roku, Netflix’s starz’s and Wi-Fi!!Front hall kitchen area when you first walk in is equipped with everything! There’s also a mini fridge in the room and a private shower room attached to the room! Right near the Worcester airport! Free laundry and dish service.The bus stop is right outside! 🏳️‍🌈 very clean loft! All the art is for sale.

Location · Family · Check-in

Hotel Ivy Boston Common - Queen Room

Stay in a restored 1877 landmark in downtown Boston, in a comfortable queen room. Perfect for solo travelers or couples who plan to spend more time out exploring than hanging out in the room. Just steps from Boston Common and within walking distance of Tufts Medical Center, the Theater District, shopping, dining, and public transit. Ideal for guests who need fast, reliable access to the city’s core whether for appointments, patient support, work, or exploring Boston car-free.

Family · Value · Laundry

Getaway with Friends! 3 Units Close to Downtown!

Just minutes from the hustle and bustle of downtown Boston, this property offers a convenient, budget-friendly stay in the Boston area. Head to the nearby Stone Zoo or the Liberty Ride Trolley Tour for a fun day with the family. If you’re visiting the area for a campus visit, MIT, Harvard, Tufts, Boston University, and several other schools are just minutes away. Close to all the action, but away from the crowds, this property is a great choice for your Boston area getaway!

Location · Value · Check-in

Deluxe Queen at Ginkgo House

This sun-filled large bedroom is situated on the second floor our large Victorian-style house. It has four large windows with ample natural light and a view of our lovely ginkgo trees in the front. The room has one queen bed, and two twin beds for a perfect family stay up to four people, two adults and two children. This centrally situated house is only 7 minute walk from the red line subway station, 10 minute walk to Harvard, and a WholeFoods within 5 minute walk.

Value · Family · Amenities

Prentiss House by Thatch | Deluxe King #8

Prentiss House by Thatch is a 20-room boutique hotel nestled between Harvard and Porter Square in an iconic Cambridge neighborhood setting. Built in 1843 and renovated in 2022, the building’s rich architecture is complimented by modern amenities and fresh design, providing an upscale yet laid-back atmosphere. Using state of the art technology, roaming staff and a virtual front desk, most guests enjoy their stay without ever needing assistance from our staff.

Value · Family · Air conditioning

Charlesmark, boutique hotel room in Copley Square

Originally built in 1886 as a private residence in the heart of Boston's Back Bay neighborhood, the hotel has been completely renovated. Our European style boutique hotel features a hip cocktail lounge with an outdoor patio. (Lounge currently unavailable) Premier location. Exceptional value. European ambiance. The Charlesmark combines it all to create a memorable lodging experience. Ambiance - Genuine, Intimate Service

Location · Value · Check-in

The Whitney Boston, Classic Double Queen

The newly-opened Whitney rocks a classic brick townhouse vibe in lovely Beacon Hill, with thoughtful perks like house bikes and a Mediterranean-inspired restaurant, starring creative, seasonally-driven menus. Your room charge will be paid prior to your arrival. The remaining balance of taxes (14.95%) will be charged upon arrival. A refundable security deposit of $XX will also be collected.

Nearby

(SG) Sunny single, yard-facing with shared bath

Blending modern conveniences with historic charm in this 1867 Victorian-style house, this guest room has one full-size bed and can be booked together with Room 27 for a family or large group trip up to 4 people. This affordable single room has a shared bathroom with one other guest room. Located just 7 minutes from the Red Line T, we are at the heart of Cambridge between Harvard and MIT.

Value · Family · Breakfast

Harborside Inn-Boutique Hotel

Originally built in 1846 as a mercantile shipping warehouse on the Boston Harbor. Here, a modern design with a nautical theme is accented with the latest high technology amenities to satisfy the most savvy business or leisure traveler. Premier location. Exceptional value. Stylish decor. The Harborside Inn combines it all to create a unique lodging experience.

Value · Location · Nearby

Hotel : Contemporary rooms Near Red Line T

Offering both Victorian and contemporary-style rooms; for those preferring a more modern décor guests may choose to stay in a contemporary-style room located in our building just next door or may select a Victorian room located in the Victorian Main House or Carriage House. All rooms are equipped with private baths, cable television and Wi-Fi.

Value · Family · Breakfast