The Chester Hotel ico

The Chester Hotel

Hotels Near Of MeMassachusettsSuffolk CountyBostonRoxburyMassachusetts Avenue

507 Massachusetts Ave, Boston, MA 02118, USA

4.0

We loved our stay at The Chester! Great location, very close to Northeastern, the South End and Back Bay areas, very walkable. The rooms are spacious and it feels like a boutique 5-star hotel. We come to Boston often and we will be staying at The Chester again for sure!

Valeria Hernandez
  • Overview
  • (617) 918-7793
  • thechesterboston.com

The Chester Hotel Introduce

The Chester Hotel, located at 507 Massachusetts Ave, Boston, MA 02118, USA, distinguishes itself as a charming and upscale boutique option for users searching "Hotels Near Of Me" in Boston. Unlike larger chain hotels, The Chester offers an intimate, apartment-style experience within a beautifully restored brownstone in the desirable South End. This introduction will provide a detailed and objective overview of the hotel's environment, services, features, and any available promotional information, based on internet information and direct customer reviews.

Environment and Location: Historic Charm Meets Urban Vibrancy in the South End

The Chester Hotel is nestled in Boston's historic South End, a neighborhood renowned for its Victorian brownstone architecture, tree-lined streets, and thriving arts and culinary scene. Its location on Massachusetts Avenue, specifically in Chester Square, places guests in a highly desirable and walkable area that blends residential tranquility with urban convenience.

This prime location offers excellent access to several key Boston attractions and districts. Northeastern University is very close by, making it an ideal choice for prospective students, visiting families, or academics. The vibrant Back Bay area, with its upscale shopping on Newbury Street, charming brownstones, and the Prudential Center, is also easily accessible by foot, often within a 12-minute walk. Other cultural landmarks nearby include the Boston Museum of Fine Arts (MFA), Symphony Hall, and the Christian Science Plaza, all within a comfortable walking distance.

The immediate vicinity of The Chester Hotel is celebrated for its diverse and high-quality food scene. Guests can find a convenient selection of restaurants, from casual to fancy, as noted in customer reviews (e.g., "MIDA is GREAT"). Coffee options range from local favorites like Cacao to familiar chains like Dunkin's. The neighborhood also features charming green spaces, including the Southwest Corridor Park, and historic Victorian architecture that adds to its unique charm. While providing a quiet retreat from the busiest city thoroughfares, The Chester's location also ensures easy access to public transportation, with the Massachusetts Avenue MBTA Orange Line station just a short walk away, connecting guests to downtown Boston and other city highlights.

Services and Amenities: Apartment-Style Comfort with Boutique Touches

The Chester Hotel operates more as an upscale apartment-hotel within a restored brownstone, providing a unique lodging experience. It offers a limited number of individually decorated guestrooms, emphasizing spaciousness and residential comfort.

Key services and amenities guests can expect include:

  • Apartment-Style Accommodations: Rooms are spacious, often described as "apartment-style," and some units are classified as studios or one-bedroom apartments. This configuration provides more living space than a typical hotel room.
  • Kitchenette/Full Kitchen: A significant feature, many units come with a fully equipped kitchenette or, in some cases, a full kitchen. These typically include a microwave, mini-fridge, drip coffee pot, stovetop, and necessary dinnerware and cookware, allowing guests to prepare their own meals.
  • Complimentary Wi-Fi: High-speed wireless internet access is available throughout the property.
  • Modern Comforts within Historic Setting: Rooms combine restored historic details like original crown moldings and painted wood floors with modern amenities such as Smart TVs (in both living room and bedroom for some units), air conditioning, and renovated bathrooms with sleek, modern tiled showers.
  • Luxurious Bedding: Guests frequently praise the comfortable beds, often king-sized or memory foam, with high-quality linens (e.g., Egyptian cotton sheets). Some units also include a queen pull-out sofa bed for additional guests.
  • Virtual Front Desk / Owner-Operated: The hotel operates with a virtual front desk, meaning there isn't a traditional 24/7 manned reception. Guests receive check-in instructions and access codes via email. However, the owner/operator (e.g., "Drew") is noted for being an "awesome host" and highly responsive to guests' needs via text or app messaging, offering a personalized touch.
  • No On-Site Parking: It's important to note that the property does not have its own parking. Guests will need to rely on street parking (which can be challenging in Boston) or nearby public garages.
  • No Pets Allowed: Unlike some other modern properties in Boston, The Chester Hotel generally has a "no pets allowed" policy.
  • Cleanliness and Maintenance: The property and rooms are consistently described as "spotlessly clean" and well-maintained.
Features: Boutique Charm, Residential Feel, and Exceptional Service

The Chester Hotel's most distinctive features are:

  • Boutique 5-Star Feel: Despite not being a conventional 5-star hotel, guests often describe their experience as having a "boutique 5-star hotel" ambiance due to the attention to detail, quality furnishings, and personalized service.
  • Restored Brownstone Aesthetic: The property's charm comes from its beautifully restored historic brownstone building, blending classic Boston architecture with contemporary interior design.
  • Spacious Apartment-Style Units: This offers more space and the convenience of a kitchenette/kitchen, making it ideal for longer stays, families, or those who prefer to self-cater.
  • Highly Walkable Location: Its position allows guests to easily walk to major universities, cultural institutions, the Back Bay, and a plethora of dining options.
  • Personalized Virtual Service: The owner/operator's active and responsive communication via text or app provides a high level of personalized service, despite the lack of a physical front desk.
Promotional Information and Guest Experience: A Highly Recommended Hidden Gem

Promotional information for The Chester Hotel often highlights its unique blend of historic charm and modern comfort, its prime South End location, and its suitability for various types of stays. While it might not have large-scale loyalty programs like major hotel chains, it often promotes:

  • Direct Booking Advantages: Encouraging direct bookings for potentially better rates or exclusive offers.
  • Extended Stay Discounts: Given its apartment-style nature, it may offer discounts for weekly or monthly stays.
  • Location-Based Appeals: Emphasizing its proximity to Northeastern, Back Bay, and the South End's dining scene.

Customer reviews for The Chester Hotel are overwhelmingly positive, with very high ratings (e.g., 8.5 to 9.6 out of 10 on various booking platforms). Guests consistently express high satisfaction and a strong intent to return.

  • Strengths Highlighted by Guests:
    • Excellent Location: This is a universal praise point. Guests love its proximity to Northeastern University, the South End, Back Bay, and the overall walkability to restaurants, coffee shops, and public transit (subway and bus lines).
    • Spacious and Beautiful Rooms: Reviewers frequently mention that the rooms are "spacious," "beautifully renovated," "clean," and feel luxurious, like a "boutique 5-star hotel." The historic charm combined with modern amenities is highly appreciated.
    • Comfortable Beds and Linens: The quality of the beds and bedding is consistently highlighted, ensuring a very comfortable sleep.
    • Exceptional Host/Owner: Drew, the owner/operator, receives glowing reviews for being "awesome," "exceptionally friendly and helpful," and highly responsive to guest messages and needs. This personalized service is a significant differentiating factor.
    • Convenient Kitchenette: The presence of a well-equipped kitchenette is a major plus for guests, especially for longer stays, allowing for more flexibility with meals.
    • Safety and Security: Keypad entry on doors (both building and room) makes guests feel "very safe."
    • Great Ambiance and Decor: The attention to detail in the decor, blending classic and contemporary furnishings, creates a pleasant and inviting atmosphere.
    • Proximity to Dining: The abundance of nearby restaurants, including highly recommended ones like MIDA, and coffee shops like Cacao, is a strong positive. The Whole Foods nearby is also a great convenience.
  • Areas for Minor Improvement/Consideration Mentioned by Guests:
    • No On-Site Parking: The lack of dedicated parking requires guests to find street parking or use nearby garages, which can be an inconvenience and an additional cost.
    • Virtual Front Desk: While the responsiveness of the owner is excellent, some traditional travelers might prefer a physical 24/7 reception. Initial access/door codes might require careful attention upon arrival.
    • No Elevators: As a restored brownstone, it typically doesn't have an elevator, meaning guests need to climb stairs to reach their rooms (e.g., "15 steep stairs to reach the front door and about 10 stairs to reach the 2nd floor" for some units). This could be a consideration for guests with mobility issues or heavy luggage.
    • City Noise: As with any urban location, some city noise, including occasional sirens from nearby hospitals/fire departments, can be heard, though this is generally accepted as part of a city stay.

In conclusion, The Chester Hotel offers a unique and highly recommended stay for individuals and families searching for "Hotels Near Of Me" in Boston. Its prime South End location, combination of historic charm and modern apartment-style amenities (especially the kitchenettes), and the exceptionally personalized service from its owner-operator make it stand out. While guests should be aware of the lack of on-site parking and the need to manage stairs, these minor points are far outweighed by the spacious, clean, and comfortable accommodations and the fantastic access to Boston's best neighborhoods and dining. It is truly a hidden gem for those seeking a boutique and authentic Boston experience.

The Chester Hotel Photos

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The Chester Hotel Location

The Chester Hotel

507 Massachusetts Ave, Boston, MA 02118, USA

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Reviews

We loved our stay at The Chester! Great location, very close to Northeastern, the South End and Back Bay areas, very walkable. The rooms are spacious and it feels like a boutique 5-star hotel. We come to Boston often and we will be staying at The Chester again for sure!

Apr 27, 2025 · Valeria Hernandez

The Chester apartment is in a restored brownstone in Boston's South End. Good and convenient selection of restaurants (MIDA is GREAT) plus coffee (from Dunkins to Cacao--FANTASTICO btw!). Drew -- the owner/operator is awesome host! Highly recommended!

Apr 25, 2025 · Dennis Anderson

I thoroughly enjoyed my stay at the Chester. I will definitely be rebooking here for all my boston needs. Location is unbeatable for proximity to restaurants, hospitals, and public transportation. The building was eloquently designed to capture the historic Boston feel but also providing a clean modern flavor. Staying here gives you the opportunity to feel like you are living in Boston. The details within the room were beautiful from the furniture and art, but also the provided details necessary for an extended stay. The bed was massive and extremely comfortable perfect for a work trip or extended stay. The owner provided clear and detailed instructions as well as prompt responses to my messages. Highly recommended The Chester.

Sep 08, 2024 · Heather Jones

Perfect place if you like boutique hotels and don’t mind that there’s no front desk to run to for any inconvenience. The location was nice just a little loud occasionally but that’s just part of being in a city. Nice rooms felt clean and exactly like pictures. They were having an open house while we were visiting and we got to see some of the other rooms and all looked exactly like the pictures and had lots of natural light. I didn’t have any issues communicating with them. They were always very quick to respond and helped with any questions I had. Overall I loved it and would definitely stay again.

Oct 01, 2024 · McKessa Strong

I want to start off by saying, my husband and I stay in the city a few times a year for a mini getaway. We have stayed in a ton of beautiful 5 star and boutique hotels and we both agreed that from now on we will stay exclusively at a Chester property!! The room we stayed in was a studio with a stout in room and it was absolutely stunning! The decor was classic and high quality and we felt like the owners put so much care and effort in the space. The entire building is immaculately kept and with the only downfall that I can even think of being the stairs (not actually an issue) I can’t think of one negative thing to say about our stay there. The location was amazing there is two amazing restaurants one literally downstairs on the corner and the other one across the street we ended up eating at the one across the street which was a Mediterranean style restaurant and the food was 10 out of 10 unbelievable! If you stay on a weekend you can find street parking for free but if you don’t find street parking there are several parking lots right around the corner which are not expensive for overnight stays I think we paid like $20. We walked to Newberry Street couple of times that week and we just had a really fun time walking around the city there are city bikes that you can rent literally on every single block so transportation is so easy to get around. And there is my favorite café ( tatte) couple of blocks down the street which was very exciting. On our last day when we were getting our stuff together and then going to the car we ended up running into the owners and they were so extremely kind and pleasant. From the week leading up to our stay until the very last day they were available to answer all the questions I had and I truly appreciated that. Last thing I want to mention is the bed was the most comfortable bed I’ve ever slept in I literally haven’t slept that good in years and I’m going to ask them to give me the name of the mattress because I need to have one at my house! So if you stay in the city and you want an Airbnb style rental check them out you will not be sorry I cannot wait to stay again

Jul 31, 2024 · Jeanna Buccini

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