The summer of 2021 is already off to a great start here in New England. Residents at The Overlook are taking advantage of an array of activities on campus, as well as throughout the surrounding Worcester area.

Pronounced “WOO-ster” and nicknamed Wormtown (which was bestowed by a local punk rock DJ more than 40 years ago), Worcester is a cool, quintessential New England town. It’s also the second-largest city in Massachusetts behind Boston. And although it doesn’t boast the same size as Beantown, plenty of reasons exist to make your way to Worcester. Here are a few to get you started:

Summer 2021 Events in Worcester

Just a 30-minute car ride north from The Overlook, check out a few of the highly anticipated events happening in Worcester this July, August and beyond:

  • Re-Emerging in the Valley: The Blackstone Valley Art Association is hosting a community arts exhibition now through August 20 that celebrates the re-emergence of community after a year of isolation.
  • Worcester Red Sox @ Polar Park: This brand-new stadium is home to the Minor League Baseball team the Worcester Red Sox. The ballpark just opened last May and seats up to 10,000 people. The WooSox, as they’re affectionately known, are exciting to watch, and the ballpark has lots of fun promotions including Friday Night Fireworks, Silver Seniors Day on July 28 and Los Wepas de Worcester games, which celebrate Hispanic and Latino culture.        
  • Beaver Brook Farmers Market: Shop local, meet the community and get fresh New England produce at the Regional Environmental Council’s Beaver Brook Farmers Market on Mondays and Fridays from 9 am to noon through November 5.  
  • Summer Thursday Evenings at Tower Hill: This botanical garden invites you to come explore the flora of Worcester while enjoying live music, lawn games, hiking trails and sunsets on Thursdays in July and August.
  • Free Summer Concert Series: The Dennis H. Rice Community Plaza is hosting free concerts every Thursday evening this summer. A variety of music is on the schedule so there’s sure to be something for everyone, including rock n’ roll, country, R&B, bluegrass, blues and classical.

Good Eats

Summer is also a great time to explore new restaurants and watering holes. For some nostalgia, head to the Miss Worcester Diner for breakfast or lunch. Sit at the counter and have a kielbasa and cheese omelet and sticky bun stuffed French toast, or perhaps a delicious bacon blue burger, fries and a root beer float.

If you’re looking for date night dining, you can’t go wrong with Nuovo, a popular Italian restaurant that offers both indoor and outdoor dining under a tent. It’s open Wednesday through Saturday, and we recommend making a reservation. Start with the fig mascarpone and orzo chicken lemon soup, followed by a fresh chopped salad, and then perhaps the filet Napoleon or drunk ziti. Don’t forget the tiramisu for dessert. Nuovo has an extensive wine list as well as signature and seasonal cocktails, such as an Italian cosmo or an Aperol spritz. 


As Plato once philosophized, “He was a wise man who invented beer.” For fellow beer enthusiasts, Worcester offers several craft breweries, including:

The Worcester Food Truck and Craft Beer Festival is on August 28 this year, where you can taste dozens of regional and national craft brews, plus enjoy some food truck noshes.

Summers at The Overlook

Of course, there’s a lot going on this summer at The Overlook.

  • The 280-seat Performing Arts Center regularly hosts concerts, plays and speakers. Plus, there are outdoor concerts in the courtyard that are open to the greater Charlton community—a true Tuesday-night treat.
  • The modern health and fitness club offers personal training and a variety of exercise classes, and the heated indoor pool is open year-round.
  • Dozens of resident-run clubs and committees mean there are always events and activities happening, always something new to learn and do, and always new people to meet. (Have you tasted our Brew Crew’s award-winning IPA, “Senior Moment”?)
  • The 450-acre campus includes a creative arts studio, woodworking shop and library, as well as tennis courts, horseshoe pits and much more.  

Whether you’re in Worcester or here at The Overlook in Charlton, stay cool, seize the moment and do what you love this summer. Cheers!

Skip to content