617.431.1880 |

7 Adventures for Retirees in Boston This Fall

With its crisp air and beautiful colors, there’s no place like Boston to experience the fall season. The area comes alive in autumn with fun outdoor activities and festive events to celebrate harvest time and New England history. Whether you’re a Boston native or new to town, retirees are never short on adventures to take throughout the fall.

“Fall is a wonderful time to get out and experience Boston at its finest,” says Jake Quigley, Executive Director of Waterstone at the Circle, a luxury senior living community in Boston, Massachusetts. “As a senior-friendly city, retirees don’t have to miss out on some of the best excursions the area has to offer. Whether you want to soak up the natural beauty or explore city life, there’s something for everyone this time of year.”

Fall Adventures for Every Preference

Boston and the surrounding areas have lots to offer residents and visitors looking for a fun adventure during the fall. According to Boston Travel Blog, the best fall activities are versatile and perfect for couples or individuals, groups of friends or family outings. Check out the top seven adventures we suggest taking:

  1. Day Trip to Salem – If you’re looking for an entertaining and educational excursion this fall, take a short trip to Salem to explore the site of the famous Witch Trials. The town is full of fun, haunted happenings during October and surrounding Halloween, including special tours through the Salem Witch Museum.
  2. Berklee Beantown Jazz Festival – Happening on September 29th this year, the Beantown Jazz Festival is a must-see for music lovers. This free, outdoor festival includes a concert, an array of activities for all ages, food vendors and arts and crafts. There are also performances by various jazz musicians at different venues around the city.
  3. Special Exhibits at the Museum of Fine Arts – Boston’s Museum of Fine Arts is a wonderful destination for any art or history connoisseur and admirer. This fall, the Museum is sharing special exhibits including a Winnie the Pooh collection in September and “Boston Made: Arts and Crafts, Jewelry and Metalwork” in November.
  4. Brewery Tours – Home to many breweries including Samuel Adams, Boston welcomes beer lovers to indulge in their seasonal offerings. Visit one of the breweries to try delicious fall flavors like pumpkin, apple and spices and tour the facilities to see how your favorite beverages are crafted. Sam Adams also hosts special Octoberfest events all month long.
  5. Boston Book Festival – Taking place in Copley Square on October 13th, this very popular Book Festival attracts readers and writers from the surrounding area for a day of lectures, performances and discussions. The festival includes a giant book fair and hosts big-name authors for book signings.
  6. Soak Up the Fall Foliage – It’s no secret that New England offers the best fall scenery. Enjoy nature’s beauty this season by exploring one of Boston’s nearby hiking trails, taking a drive out of town or biking along the banks of the Charles.
  7. Visit Plimouth Plantation – Step back in time and experience what life was like for some of our nation’s earliest settlers. Visit the Plimouth Plantation in Plymouth and explore this living history museum, complete with a historic village, educational presentations and more. Stop by during Indigenous Peoples Weekend in October or celebrate Thanksgiving early with their New England Harvest Feast.

The Best of Boston All Year Round

If you’re looking for your ideal place to enjoy your retirement in the heart of Boston, we invite you to discover Waterstone at the Circle, a luxury independent living community in Boston’s historic Cleveland Circle neighborhood. Offering a vibrant lifestyle and upscale services for today’s seniors, Waterstone at the Circle welcomes you home to the exquisite retirement you’ve aspired to.

Come experience the best of Boston retirement living. Contact us at 617.431.1880 to schedule your personal tour today.