BOSTON: America’s Walking City

boston america

BOSTON: America’s Walking City

This post originally appeared on The Overnight Commute on March 14, 2016. As “America’s Walking City,” there is no better way to see Boston than by foot – a must-do activity is walking along the Freedom Trail and experiencing the 16 unique historical sites significant to the American Revolution.

Prime Time for Travel

Due to Boston’s proximity to the North Atlantic, the city tends to receive quite a bit of snow and rain between December and March (which can often cause flight delays).  Aim to visit between early spring and late fall.

Boston Logan International Airport (BOS) is the most convenient and common, with over 40 airlines flying nonstop to over 100 domestic and international destinations.

Essential Eateries

neptune oyster
This restaurant may just hit every ‘top-restaurant’ list in Boston, but for good reason. This 42-seat hot-spot tucked into Boston’s North End is exactly what you would imagine when you think of an oyster bar in New England.
NOTE: Try to beat the crowds by having a light breakfast and standing outside between 20-30 minutes before it opens to get seated in the first wave.

b&g oysters
A classic oyster bar by way of its menu, but with a modern twist aesthetically. This is a perfect venue for a mid-week client lunch. You can’t go wrong with virtually any item on this menu, but don’t skip out on the clam chowder here.

Popular Offsites

bike along the back bay
Though a 2.5-mile walk on the Freedom Trail doesn’t seem like a difficult task, all of the stops and knowledge gathered along the way can keep you occupied for days. Consider booking a private bike tour for your organization (divided into groups of 20-25) that can cover a great deal of the Freedom Trail over a shorter time-span.

team-building on the water
Break your company’s departments up into small groups for this sailing regatta experience. All team members will have the chance to participate and race against different groups. Post-sail, book Pier 4 in the historic Charlestown Navy Yard for a clambake (available to host up to 1,000 guests).


like i said…drink
Head underground for Drink, a concept catering to the new generation of craft cocktail lovers. By omitting the use of any type of set menu, guests are able to experiment by choosing their liquor and watching the bartender get to work on their custom drink using some impressive contraptions.
NOTE: If you ask politely, they’ll even light something on fire for you.

Venue Spotlight

-The Boston Opera House-
Originally built as an elaborately decorated movie theater in 1928, this beautiful building has undergone several renovations to ensure it’s historical elegance stays in tact. With event space available for over 1,200 people, there is an area within this building perfect for several different group sizes.

The Grand Lobby
200 reception / 90 seated
The Mezzanine
300 reception / 160 seated
The Fireplace Lounge
50 reception
The Versailles Room
30 reception / 15 seated
The Walnut Room
120 reception / 50 seated
The VIP Room
100 reception / 50 seated
The Stage
300 reception / 160 seated

– The Grand Lobby is simply stunning. The space contains 100% silk walls and carrera marble columns lit up by original 1928 chandeliers
– For a truly memorable experience, consider utilizing a king’s table to be placed down the center of the space beneath the chandeliers

Curious? Click here to read more about the Boston Opera House.

-The State Room-
If your attendees can’t get enough of a good view, look no further than the State Room. Views span both the city and the harbor, with rooms perfect for smaller groups of 100 or larger groups of over 900.

The Great Room
900 reception / 600 seated
Harborside Salons (retractable walls – optional)
420 reception / 200 seated
Cityside Salons (retractable walls – optional)
360 reception / 180 seated
The Loft (oversees the Great Room)
150 reception / 100 seated

– This venue was designed for flexibility. Modern or traditional décor work equally well in this space
– The 20-foot-tall glass ceilings in the Great Room (at 33 floors up) makes for perfect photo ops at dusk

Curious? Click here to read more about the State Room.

-Jessica Jehorek

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