Calendar of Events
If you thrive on social interaction and planned activities, you’ll find plenty of options to keep busy when you call The Overlook home. We offer a wide variety of events, clubs and outings to keep life fun and interesting on a daily basis! There is every opportunity to enjoy life here with old friends and new.
Social
At The Overlook, we regularly host events to bring residents together and to promote fun.
Friday Mingle
On Friday nights from 4:30 to 6:30 pm, we serve hors d’oeuvres and you bring your favorite drink!
Concerts in the Courtyard
Our summer concert series are on Tuesdays, 6pm-8pm. Kick off your Tuesdays with live bands, great friends and drinks!
Active
To encourage you to get out and get moving, we offer a number of opportunities that focus on activity and fitness — and many are lead by residents who are passionate about what they do.
Tennis Club
Calling all tennis lovers, tennis continues every Saturday morning at 10 am. See you on the courts!
Walking Club
Come work your body and mind with this nature-loving group.
Pickleball Club
Education
Studies have shown that learning a new language, a new technique or a new experience helps keep your brain healthy and improves memory retention. Some of those offerings are:
Fall Scholar in Residence Program
Visiting scholars from different disciplines facilitate workshops at The Overlook.
Lecture Series
Topics include history, art and music.
Creative Arts
Quilting, scrapbooking, knitting, beer crafting and tasting — if you love to “create” we’ve got clubs and classes just for you. Bring your talent and passion and spend time with others who share the same interests.
Brew Crew
Get your hops on with The Overlook Brew Crew. This club crafts their own beer while endeavoring to master brewing through practice and education.
Art & Conversation
Gather to discuss art, sculpture, writing and more. A great time to create while enjoying stimulating conversation!
Chorus
We’ve joined together to learn new music, rehearse and present winter and spring concerts.
Woodworking
Whether you’re a skilled wood worker or interested in learning the trade, join us in our professional woodshop.
We’d love to hear from you.
Photo Gallery
Browse through our photos to get an overview of The Overlook.
View Floor Plans
View our apartment homes and cottages, ready for your personal touch.
Learn more and see for yourself what life is like at
The Overlook
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Join us for an
Open House
Wednesdays
9:00 am - 4:00 pm
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Simply stop by or
RSVP to 508-434-2318
Download Our Guide
Get to Know Ted Theodores: Overlook Resident Enjoying Retirement in Charlton
Ted Theodores has been a resident of The Overlook for several years now, and he is one of the most valued members of our community. Ted originally semi-retired in 1998 after working as an executive for a large corporation. From there, Ted bought a large home on the...
Our Location
Massachusetts Retirement Community
Our retirement community is located in Worcester county. A short drive from Boston, Hartford and Providence.