Most Boston travel guides will not fully capture everything that makes this wonderful city what it is. In fact, Boston, Massachusetts is hard to define in one word, with so many things to do, places to see, and experiences to enjoy here. It’s a fabulous place to visit for corporate travelers who are also sports buffs. It’s a place that seamlessly blends business and pleasure, with abundant luxury and sporting excitement thrown into the mix. 

So, how about transforming your regular Boston business trip into a lifestyle vacation? Sounds exciting right? Here is a guide to some of the best things to do, areas to stay, and activities to enjoy on your trip. 

Where to Stay: Luxury & Business-Friendly Accommodations

You can use this Boston city guide to uncover some of the top destinations for business travelers to put up. These top areas have ample serviced apartments and other accommodation options with work/corporate-friendly amenities.

That’s not all; they’re also well-connected to leading corporate hubs, meeting spaces, and entertainment and recreational joints. 

Back Bay- Where Business Meets Elegance 

Back Bay is undoubtedly one of the top places to stay on your trip. It’s an upscale neighborhood that's home to charming Victorian brownstones and a luxury shopping hub along Newbury Street. You’ll find a more refined and cosmopolitan community in this highly walkable area, along with excellent fine dining choices. There’s the Boston Architectural College and Boston Public Library here along with iconic buildings like the Trinity Church and Copley Square. There are also plenty of serviced apartments here with high-end amenities for corporate guests. 

Newbury Street is also where you’ll discover plenty of posh boutiques, art galleries, stores, and more. You’ll also enjoy walking on the Charles River Esplanade and at the Public Garden. Being a part of the Emerald Necklace network of parkways and waterways also helps you enjoy a somewhat tranquil feel in one of the city’s most desirable localities. Not for nothing it is known as one of the best places to stay in Boston. 

Seaport District- Boston’s Modern Business Hub

If there ever was an area that symbolizes business + pleasure in the truest sense, it has to be Seaport, Boston. It’s evolved rapidly over the last decade into a major commercial and business hub, with numerous corporate offices and a strong tech start-up community along with many other small businesses.

But it’s not all work and no play- you’ll also find numerous artist studios, bars, restaurants, shopping options, breweries, and indoor game arenas here. There’s also the Institute of Contemporary Art and the Boston Tea Party Ships and Museum to explore. The dining scene is lively here, with everything from Dunkin’s and Jimmy John’s to Starbucks present for residents. 

Of course, the waterfront views also make it a prime option in our Boston neighborhoods guide and you can take leisurely strolls on the charming Harborwalk. In terms of accommodation, there are plenty of serviced apartments in the area as well. You can easily connect to Boston Harbor and Downtown and there is easy access to public transportation too. 

Downtown Boston- Work Hard, Play Hard

Work hard, play hard aptly characterizes Downtown Boston. The best part for any business traveler is that you’ll easily connect to major financial districts and corporate offices nearby. You’ll also find several luxurious and comfortable business-friendly serviced apartments for your accommodation needs.

It’s a place where you’ll notice the vibrant and refreshing energy of a lively community. There’s a mix of tech, education, finance, healthcare companies, MNCs, and start-ups. The area is easy to walk around, and you’ll get access to the T subway network, commuter rail, and buses as well.  And there’s a lot that you can also do here.

Check out the Freedom Trail and Boston Common or enjoy the buzzing nightlife circuit with everything from theaters and live music to bars and popular restaurants. Watch the Celtics at TD Garden or the Red Sox at Fenway Park or enjoy shopping at the numerous stores here. The Boston Public Garden is worth a visit along with the Isabella Stewart Gardner Museum and the Museum of Fine Arts (if you’re into cultural experiences). It’s naturally one of the top Boston neighborhoods worth considering for your stay in the city. 

Meetings by Day: Where to Work & Network

Now that you’ve got an idea of the best areas to stay in Boston, what about meeting and work venues during the day? Don’t worry; the city’s got you fabulously covered in this department too! There are several places to go in Boston for your business needs, including the following: 

• Workbar Back Bay

It’s a vast network of co-working spaces throughout Greater Boston, offering spacious and open layouts with excellent maintenance and amenities. This is a no-brainer for focused work and collaborations. 

• NGIN Workplace

You’ll find NGIN Workplace incredibly useful if you’re a start-up, entrepreneur, or small company. There’s 24-7 access along with great amenities and options like private offices and shared desks. 

• Idea Space

This is a great option for collaborative work and team meetings, while being ideal for entrepreneurs with its dynamic spaces. You can count on the amenities and maintenance here as well. 

• District Hall

One of the best choices for meetings and networking, it is a non-profit entity which is ideal for smaller corporate companies. You’ll find spaces for economic development, innovation, meetings, events, and even community engagement here. 

Staying in serviced apartments in Back Bay, Seaport, or Downtown Boston will help you commute easily to these meeting/work spaces.  

Host Meetings from Your Serviced Apartment 

If you’re booking a serviced apartment in Boston for your stay, hosting meetings is no better option! You’ll find several business-friendly apartments that come with high-speed and complimentary Wi-Fi for seamless connectivity along with dedicated work desks and zones. 

There are comfortable and plush living and meeting spaces along with a pleasant and soothing work-from-home environment with excellent service and amenities. Why go to the trouble of renting a meeting space, when you can simply get colleagues and collaborators to come over to your apartment? 

Top Co-Working Spaces & Business Lounges

There are numerous popular and reliable co-working spaces and business lounges that you can count on during your stay in the city. Here’s a look at some of them: 

• WorkBar- Rent private office spaces or co-working seats here with enterprise suites available. There are 11 locations spread throughout Greater Boston with spaces tailored for better productivity and collaboration while being divided as per noise levels. 
• WeWork- From big corporates to remote workers, there are 27 private offices available under the WeWork banner in Boston that are ideal for all needs. Get full furnishings, quick Wi-Fi, unlimited coffee, on-site support, mail and package handling, and more here. 
• The Engine- This building is tailored to meet the specific requirements of early-stage tough tech entities. There are office spaces designed for every growth stage of your company and almost every kind of work. From open offices and shared conference rooms to phone booths, and private small offices, there’s everything you can possibly require. The Engine also offers an events space. 
• CIC Boston- It offers co-working and private offices for businesses, complete with community events, specialized facilities, and a café and events space. 

Best Business-Friendly Cafés & Power Lunch Spots

The travel and leisure Boston segment is not just about swanky fine dining joints and eateries that cater to tourists. There are plenty of top-class business-friendly cafes and spots for power lunches too. Here are some options worth considering: 

• Flour Bakery & Café- Opening in 2000, this iconic joint is helmed by award-winning pastry chef Joanne Chang and offers fabulous cakes, pies, cookies, pastries, sandwiches, soups, salads, and more. 
• Tatte Bakery & Café- You’ll love the innovative menu along with the amazing pastries and coffee. In fact, the menu comprises Mediterranean, European, and Israeli-themed choices and you shouldn’t miss the Halloumi sunny-side breakfast sandwich and Lamb hash here. 
• Grill 23 & Bar- It’s a premium joint but you’ll love the low-lit and tranquil ambience, along with the extensive selection of drinks and tempting mains including the 100-day Aged Prime Ribeye (which is a universal favorite). 
• Oak Long Bar + Kitchen- The crowd here is a mature and refined one, and you’ll love the charming views of Copley Square too. Locals absolutely adore the cocktails here along with the brasserie menu which includes hits like the olive oil-poached octopus, Merguez lamb meatballs, and more. 

Sports by Night: Where to Watch & Play

If there’s anything that causes mass fervor and hysteria in Boston, then it’s sports! The city loves its sporting heroes and you’ll feel the vibe right after you land! The question is, where are the best places to watch thrilling games and unwind cheerfully afterwards? Let’s get you the lowdown on both these aspects. 

Catch a Live Game at Iconic Venues

Boston’s home to multiple iconic sporting venues where you can enjoy catching some exhilarating live action. Here are some of the must-visits: 

• Fenway Park

Home to the Red Sox, it’s a historic venue that’s hosted the World Series a staggering 11 times (of course, the Sox won six of them too!). This has always been America’s Most Beloved Ballpark from 1912 onwards and you will love the view of the famous Green Monster, while you take a tour of the legendary moments and memories.

You can also consider getting Red Sox season tickets if you’re here in the city for quite some time. This will give you the best seats and amenities for sure! And it’s not just baseball; the venue hosts hockey, football, and soccer games too. 

• TD Garden

The state-of-the-art TD Garden is a massive arena with its own private restaurants, executive suites, an HD video scoreboard, and 360-degree LED tech. It’s the biggest entertainment and sports arena in New England, home to the NHL’s Boston Bruins and the NBA’s Boston Celtics.

Of course, there are plenty of sporting events taking place regularly along with concerts, wrestling, and more. VIP experiences here include the Premium Club with its special seating options and Legends, the private and members-only bar and restaurant. You can get access with a Boston Celtics and Bruins season/half-season/quarter-season ticket and membership. 

• Gillette Stadium

Home to the Patriots, it hosts several matches and concerts throughout the year. You’ll find the fun DraftKings Sports Zone here along with the Commons on the Main Concourse and Encore Boston Harbor Terrace. Watch the New England Patriots or New England Revolution play here, booking your tickets online via mobile devices. 

Best Sports Bars for Post-Work Entertainment

Fancy a pint or two (or maybe even three) at a vibrant bar after work, watching your favorite sports? Or want a nice pre or post-game drink? Boston’s got just the right places for you to check out: 

• Bleacher Bar- It’s probably the number one sports bar in Boston with its incredible vibe and extensive menu. One pro tip- get there as early as you can to avoid the rush! 
• Cask n’Flagon- This one’s hugely popular among the locals and tourists alike. Hear the crowd roar from nearby Fenway Park and savor the heady brew here. 
• Banners- Strategically located at the Hub on Causeway, it’s only a few yards away from the heart of the action and you’ll be able to enjoy possibly the largest sports bar television screen that you’ve seen (40 feet wide)! Oh, and there’s virtual golf too! 

Luxury & Leisure: Unwind in Style

What most Boston travel guides will tell you about, of course, is how the city’s synonymous with pure and unadulterated luxury above all else! If you’re a hard-working corporate who’s looking to unwind and relax in a luxurious environment, here are some experiences worth savoring in the city. 

• Dine at Ostra in Back Bay, feasting on modern Mediterranean preparations and fresh seafood. It’s one of the best and most premium eateries in the city. You can opt for the private dining experience or enjoy the nightlife experience at the piano lounge or marble bar. 
• Dine at the most exclusive table in Boston, namely Contessa. The setting itself will wow you and so will the delicious fine dining experience.
• If luxury shopping is what relaxes you, hit Newbury Street with its amazing boutiques and top names like Brunello Cucinelli, Alexander McQueen, Concepts, and more. Another option is Copley Place, with its designer labels such as Patek Philippe, Rolex, and Kent Stetson, to name a few.

Luxury in Boston is not an indulgence; it’s a veritable way of life as you’ll find out! 

High-End Dining & Rooftop Bars

When it comes to luxury, how can you miss out on the high-end dining experiences and rooftop bars? Boston’s pretty famous for its rooftop sip-and-bite destinations, being home to quite a few of them. Here are some of the must-try ones for your perusal. 

• Contessa- Of course we’ve got to mention it again! It’s one rooftop bar that you’ll keep coming back to, with its stunning views and exquisite food and wine menu.  
• Lookout Rooftop and Bar- One of the best rooftop bars in Boston, this one’s just above the Seaport Envoy Hotel and you should not miss the gorgeous sunset views here. Yes, there are crowds, but the wait is worth it, with the comfy seating, craft cocktails, and fantastic music. 
• Legal Harborside Roof Deck- You’ll fall in love with this fabulous lounge instantly, not just for its lovely harbor views, but also it's delicious seafood and classy wines. 

Final Thoughts: Make the Most of Your Business Trip

You can count on this Boston city guide to make the most of your business trip (read- transform it into an incredibly luxurious, relaxing, and sporting experience!). The city’s an ideal spot for business travelers who’re into sports big-time while also relishing the best shopping, dining, cultural, and recreational experiences.

Book a serviced apartment in Boston for your stay, it will give you ample space, comfort, convenience, and higher productivity with business-friendly amenities (it’s also lighter on your pocket for extended stays). For the best apartments in Boston, check out the vast line-up available at TheSqua.re today. Here’s to an enjoyable Boston trip ahead!