Planning a corporate outing doesn’t have to be stressful. Consider these questions to help determine the perfect location and activity for your group – and then read on for some great spots!

  • Who are the attendees – employees only, employees and guest, or employees and their families?
  • What purpose will this event serve – celebration of company achievements, employee appreciation, or meetings / strategy session
  • What is the desired outcome – employee morale boost or productivity?

Once you have these questions answered you can start looking for an event professional, like Swank, to help with event idea generation and logistical planning. While some traditional outdoor corporate events may come to mind, like attending a sporting event or playing in a golf tournament, an event planner can help you look outside the box and take advantage of what beautiful New England has to offer!

Where To Go

Once you have your goals defined for the event, start exploring where you would like to hold it. Here are some of our favorite suggestions outside of Boston:


For a getaway and a taste of nature – head west! One place we enjoy is heading out to western Massachusetts to the Lenox area. There are various options for either a company retreat or a family-friendly gathering that include sleeping accommodations and local attractions. No matter where you hold the outing in the Berkshires, you should have activities planned both at the hotel / inn you are staying at as well as group outings to nearby sites.

North Shore

Looking for a beach experience? Heading to the Cape during the summer for a beach-side outing can be a daunting trip due to traffic and high seasonal pricing. Heading to the North Shore during the warmer months of the summer or early fall is a great alternative! Salem, Gloucester and Ipswich are all lovely locations that offer hotels, inns, dining and great historical outing opportunities beyond the beach.

On the Water

If you are Boston-based and want a unique experience just outside of the city, consider an outing to the Harbor Islands or a Charles River boat cruise – both are really fun options!


Another New England option that is rich in history and picturesque, with plenty to do is Newport RI and the Mansions. There are many events held throughout the spring and summer in the coastal enclave, so planning your outing well in advance to avoid or coincide with one of the many Newport happenings is crucial.

Wherever you hold your summer event, a professional event planner can help with the details and execution to make it a memorable occasion.

Contact us today to get started planning your next event.