A Business Traveler’s Guide To Boston


The City of Boston is a vibrant blend of historic charm and cutting-edge innovation. As a major center for industries like education, technology, and healthcare, Boston provides numerous opportunities for business travelers to seamlessly mix work with pleasure. This guide will help you navigate the unique landscape of Boston, making sure your trip is wicked productive while allowing you to experience the best of what this iconic city has to offer. 


  • Boston, known as "The Cradle of Liberty," is one of the oldest cities in the United States.
  • Founded in 1630, it played a pivotal role in American history, particularly in the American Revolution.
  • Home to prestigious institutions like Harvard University and MIT.
  • Boasts a diverse population of over 700,000 residents.
  • Known for its historic sites, vibrant cultural scene, and thriving technology and healthcare industries.
  • Features the Boston Common, the oldest public park in the United States.

Logan International Airport (BOS) – BOSTON, MA


Where to Go:

How to Get to Downtown Boston
Silver Line Bus (SL1)
Cost: Free to South Station, then regular fare applies
Time: Approximately 20-30 minutes

Cost: Approximately $25-$35
Time: 15-20 minutes (traffic dependent)

Cost: Variable
Time: 15-20 minutes (traffic dependent)


Hanscom Field (BED) – BEDFORD, MA


Where to Go:

  • Minuteman National Historical Park: Explore this nearby historical site, rich with Revolutionary War history.
  • Wright Tavern: This historic tavern dates back to 1747 and played a role in the events leading up to the American Revolution.
  • Verrill Farm: A local farm stand offering fresh produce, baked goods, and a quaint café for a relaxing meal.
How to Get to Downtown Boston

Rideshare or Taxi
Cost: Variable
Time: 30-40 minutes (traffic dependent)

A Boston Red Sox game at Fenway Park

Boston Dos & Don'ts

Immerse yourself in Boston's unique blend of historic charm, academic prestige, and vibrant urban life. Following these tips will ensure a rewarding and smooth experience as you navigate Beantown for business and leisure.


  • Explore the Freedom Trail: Walk this 2.5-mile path through downtown Boston to see 16 historic sites that tell the story of the American Revolution.
  • Savor Seafood Delicacies: Boston is renowned for its seafood. Don't miss the chance to try clam chowder, lobster rolls, and fresh oysters.
  • Visit Harvard Square: Take a trip to Cambridge and explore the eclectic shops, cafes, and historic sites around Harvard University.
  • Embrace the Sports Culture: Boston is a sports fanatic's dream. Catch a game at Fenway Park or visit the TD Garden for a taste of the local sports scene.
  • Take Public Transit: The MBTA, or "T," is a convenient way to get around the city and avoid traffic and parking hassles.


  • Forget an Umbrella: Boston weather can be unpredictable, with sudden rain showers common throughout the year. Be prepared with an umbrella or raincoat.
  • Mispronounce “Massachusetts”: Locals are proud of their city and state, so take care to pronounce place names correctly.
  • Skip the Local History: With its rich historical heritage, missing out on Boston's numerous museums, landmarks, and historical tours would be a disservice.
  • Underestimate the Winters: Boston winters can be harsh. Dress in layers and be prepared for snow if visiting during the colder months.
  • Ignore Public Etiquette: Bostonians are known for their straightforwardness and appreciate politeness. Holding doors, saying "please" and "thank you," and respecting personal space go a long way.
The T Train in Boston

Boston Public Transportation

Here's how to make the most of the Boston’s transportation options:

1. MBTA (Massachusetts Bay Transportation Authority)

Boston's MBTA, commonly known as "the T," offers an extensive network of subway, bus, and commuter rail routes throughout the city and surrounding areas. It's an affordable and convenient option for travel.

2. Commuter Rail

The MBTA Commuter Rail connects downtown Boston with suburban areas and nearby cities. It's ideal for a stress-free journey into the city from towns like Worcester, Lowell, and Providence.

3. Biking and Bluebikes

Boston is a bike-friendly city with numerous bike lanes and paths. The Bluebikes bike-share program provides an easy and healthy way to explore the city. Stations are located throughout Boston and surrounding neighborhoods.

4. Rideshare and Taxis

Uber, Lyft, and local taxi services are readily available, offering a convenient and quick way to navigate Boston, especially for destinations not easily accessed by public transit.

A busy Boston street with their Old City Hall in the background.

Your Boston Soundtrack

Boston’s music scene is as rich and diverse as its storied history, spanning genres like rock, jazz, and folk. As you explore the city, let the sounds of iconic local acts like Aerosmith and The Cars, along with contemporary artists like Amanda Palmer and Dropkick Murphys, accompany your journey and give you a true taste of Beantown.


A hotel room in Boston, MA.

Best Business Hotels Boston

Boston's business-oriented hotels combine comfort, convenience, and historical charm, providing an ideal base for your corporate visit.

The Boston Harbor Hotel

Located on Rowes Wharf, the Boston Harbor Hotel offers a luxurious retreat with stunning views of the waterfront. The hotel features elegantly appointed rooms, state-of-the-art amenities, and multiple dining options, including a seafood restaurant and a vibrant bar. Its proximity to the Financial District and key business venues makes it a top choice for business travelers.

The Westin Copley Place

Situated in the heart of Back Bay, The Westin Copley Place offers a stylish and contemporary stay. Guests can enjoy rooms with stunning city views, a luxurious spa, and direct access to the upscale Copley Place Mall. The hotel also boasts extensive meeting facilities, making it perfect for business events and conferences.

Renaissance Boston Waterfront Hotel

Located in the Seaport District, the Renaissance Boston Waterfront Hotel is known for its sophisticated comfort and excellent service. The hotel features spacious, modern rooms with ergonomic workspaces and high-speed internet. With an on-site restaurant serving New England cuisine and a prime location near the Boston Convention and Exhibition Center, it's ideal for those looking to mix business with pleasure.

Hilton Boston Logan Airport

Experience elegance and convenience at the Hilton Boston Logan Airport, directly connected to Logan International Airport via a sky bridge. The hotel offers spacious accommodations and thoughtful amenities, including multiple dining options and a fitness center. With easy access to Boston's business and entertainment areas, it caters to the needs of business travelers seeking both efficiency and leisure.

Skyline of Boston with a harbor in the foreground.

Where To Work Outside Of Your Boston Hotel

Boost your productivity by exploring Boston's diverse work-friendly spots, perfect for a change of scenery.

Tatte Bakery & Cafe (Charles Street)

Tatte Bakery & Cafe on Charles Street is a favorite among locals and visitors for its inviting atmosphere and excellent coffee. This charming café offers a comfortable space for working, complete with free Wi-Fi and a menu featuring artisanal coffee, pastries, and light bites. The cozy interior and friendly vibe make it an ideal spot for a productive work session.

Boston Public Library (Copley Square)

The Boston Public Library, located in Copley Square, provides a serene and resource-rich environment. With its stunning architecture, quiet study areas, and free Wi-Fi, it’s an ideal spot for focused work, research, or meetings. The library also features beautiful reading rooms and an outdoor courtyard, offering a peaceful setting in the heart of the city.

Gracenote Coffee (Leather District)

Combining a coffee shop, work space, and social hub, Gracenote Coffee caters to a variety of needs. Located in the Leather District, it’s a unique venue where you can work from a cozy booth, enjoy a meal, or relax with a handcrafted espresso. The sleek decor and relaxed atmosphere make it a popular spot for creatives and professionals.

Workbar (Downtown Crossing)

Workbar in Downtown Crossing is a co-working space designed for entrepreneurs, freelancers, and business travelers. Offering day passes and a variety of workspaces, it’s a great spot for networking, collaborating, or working solo in a dynamic and inspiring environment. The space also hosts events and workshops, providing opportunities for professional growth and connection.


A rooftop bar in Boston

Best Happy Hours To Entertain Clients In Boston

Boston's happy hour scene is as lively as you'd expect, and a delightful way to unwind and connect with clients, featuring a mix of great drinks and appetizing bites.

Legal Sea Foods - Long Wharf

Located on the waterfront, Legal Sea Foods - Long Wharf is a Boston staple known for its fresh seafood and relaxed yet sophisticated atmosphere. Its happy hour provides an excellent setting for client meetings, complete with expertly crafted cocktails and a selection of gourmet small plates. The menu includes items like clam chowder, lobster rolls, and a variety of oysters.

State Street Provisions

In the heart of the Financial District, State Street Provisions offers a welcoming and stylish environment for happy hour. The menu features a variety of creative cocktails, local beers, and delicious bites such as truffle fries, flatbreads, and charcuterie boards. It's an ideal spot for a casual yet professional business gathering.

Row 34

Located in the Seaport District, Row 34 is a popular spot for seafood lovers. Known for its extensive beer list and fresh oysters, Row 34's happy hour includes a variety of drink specials and small plates. The lively atmosphere and top-notch service make it a great choice for client meetings.

The Beehive

Nestled in the South End, The Beehive offers a unique and artistic setting with live jazz music and a cozy, eclectic vibe. Their happy hour menu features craft cocktails and a range of appetizers, making it an excellent spot for a relaxed yet impressive client gathering. The vibrant ambiance and creative drinks are sure to leave a lasting impression.

Aerial view of downtown Boston at night

Best Rooftop Bars & Restaurants in Boston

You can't park your car in the harbor yard, but you can check out Boston’s skyline and historic charm from a rooftop bar. The spots blend stunning views with the city’s culinary innovations and signature drinks.

Lookout Rooftop and Bar

Perched atop the Envoy Hotel in the Seaport District, Lookout Rooftop and Bar offers breathtaking views of the Boston skyline and harbor. This elegant rooftop bar is known for its expertly crafted cocktails and small plates, making it a perfect spot for a memorable evening in the city.


Located on the seventh floor of the Revere Hotel in Back Bay, Rooftop@Revere provides a chic and stylish setting with panoramic views of the Boston skyline. The rooftop bar offers a variety of refreshing cocktails and delicious bites, ideal for a relaxed yet upscale evening.

The Colonnade Rooftop Pool Bar

Located atop The Colonnade Hotel in Back Bay, the Rooftop Pool Bar offers a unique and refreshing experience with a stunning view of the Boston skyline. Enjoy handcrafted cocktails, light bites, and a relaxing poolside atmosphere perfect for a summer evening.

Coppersmith Rooftop

In the heart of South Boston, Coppersmith Rooftop offers a laid-back, industrial-chic atmosphere with sweeping views of the city. Known for its innovative cocktails and eclectic menu, this rooftop bar is perfect for casual business gatherings or enjoying the sunset over the Boston skyline.

Boston Commons

Where To Exercise In Boston

Keep yourself in wicked shape during your Boston business trip with these versatile exercise options, from outdoor activities to state-of-the-art gym facilities.

Run or Walk on the Charles River Esplanade

The Charles River Esplanade offers a scenic path perfect for running or walking. Enjoy the beautiful views of the river and the Boston skyline while staying active, with plenty of green space and iconic landmarks along the way.

Hotel Fitness Centers

Many Boston hotels boast excellent fitness centers. These facilities are well-equipped with modern exercise equipment, providing a convenient option for guests to keep up with their workouts.

Yoga and Fitness Studios

Boston is home to numerous yoga and fitness studios, offering a range of classes that cater to different levels and styles. Whether you're looking for a high-intensity workout or a calming yoga session, there's something for every traveler.

Hike in the Blue Hills Reservation

For those who enjoy outdoor workouts, the Blue Hills Reservation offers a variety of hiking trails. These trails provide a challenging workout with rewarding views of the city and the surrounding natural landscape.

Enjoy Outdoor Activities at Local Parks

Boston’s parks, like the Boston Common and the Public Garden, are great for outdoor workouts. These parks offer a refreshing environment for jogging, cycling, or even a quick bodyweight exercise routine amidst the city's historic and natural beauty.

The exterior of the Isabella Stewart Gardner Museum in Boston

Blend Work with Pleasure: Boston

Boston, where historical charm meets modern innovation, provides a wealth of opportunities for a fulfilling bleisure experience. Here's how you can enjoy the best of Boston’s attractions at a comfortable pace.

Start with Coffee at Thinking Cup

Begin your day at Thinking Cup, a popular local coffee shop known for its cozy atmosphere and high-quality Stumptown Coffee. With several locations in Boston, it's a great place to relax, enjoy a cup of coffee, and prepare for your day.

Explore the Boston Tea Party Ships and Museum

Dive into Boston's revolutionary history by visiting the Boston Tea Party Ships and Museum. This interactive museum offers a unique experience where you can participate in a reenactment of the famous protest and explore restored tea ships.

Visit the Isabella Stewart Gardner Museum

Discover the enchanting Isabella Stewart Gardner Museum, an art museum housed in a stunning Venetian-style palace. The museum features an eclectic collection of art, antiques, and artifacts from around the world, all curated by the museum's founder.

Lunch at Eataly Boston

For lunch, head to Eataly Boston in the Prudential Center. This vibrant Italian marketplace offers a variety of eateries and food stalls where you can enjoy authentic Italian dishes, from freshly made pasta to wood-fired pizzas.

Relax at the Arnold Arboretum

End your day with a visit to the Arnold Arboretum, a serene and expansive green space managed by Harvard University. Explore the beautifully landscaped gardens, enjoy a peaceful walk among the diverse plant collections, and take in the natural beauty of this urban oasis.

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