Westborough, MA 55+ Active Adult Retirement Communities

Westborough, MA is a picturesque New England town with a charming town square as well as numerous nearby outdoor recreational opportunities. The town is situated in a beautiful area surrounded by plenty of hiking trails and parks to explore. Westborough offers active adult homebuyers a serene setting and proximity to both Worcester and Boston. Westborough also boasts a thriving arts and culture scene, with local galleries and theaters offering a variety of events throughout the year. Overall, Westborough is an excellent choice for 55+ homebuyers who are looking for 55+ communities near a small, welcoming town.

Westborough, MA is a picturesque New England town with a charming town square as well as numerous nearby outdoor recreational opportunities. The town is situated in a beautiful area surrounded by plenty of hiking trails and parks to explore. Westborough offers active adult homebuyers a serene setting and proximity to both Worcester and Boston. Westborough also boasts a thriving arts and culture scene, with local galleries and theaters offering a variety of events throughout the year. Overall, Westborough is an excellent choice for 55+ homebuyers who are looking for 55+ communities near a small, welcoming town.

Some local resources that may be helpful for those considering moving to Westborough include the town's official website, the Westborough Community Land Trust, as well as the Westborough Public Library. These websites offer information on local events, parks and trails, and community resources, providing a comprehensive overview of all that the town has to offer.

Although Massachusetts offers some tax advantages for retirees, retirees need to carefully consider the state’s overall cost of living and housing expenses. Residents of Massachusetts pay a flat income tax rate of 5%, which includes most types of retirement income from pensions and benefits. Additionally the state has an estate tax, however there is no inheritance tax. Social Security income is also exempt from income taxes, which benefits active adults who want to retire in Westborough. Sales tax is 6.25% across the state and there are occasionally local sales taxes added to that rate.

The overall cost of living in Westborough is more than one-third higher than the national average, therefore retirees pay more for the luxury of living in the area. Residents tend to pay more for groceries, utilities, and miscellaneous goods and services, but housing costs are undoubtedly the most significant expense. Housing tends to cost more than double the national average. Homeowners in the area pay a property tax of 1.1% among the highest median property taxes in the nation. However, to alleviate the tax burden of retirees, the state offers a refundable tax credit to 65+ homeowners.

Westborough Climate and Geography

Residents of Westborough, MA enjoy four distinct seasons. Summers are typically warm and somewhat humid, with average temperatures in the high 70s to low 80s. On the other hand winters are cold with average temperatures dipping down into the teens, particularly in January. Westborough receives an average of 45 inches of snowfall each year, according to Best Places, making it a great location for winter sports enthusiasts. In the fall, the town is known for its stunning foliage, with vibrant shades of red, orange, and yellow covering the trees. Spring is a beautiful time of year as well, with blooming flowers and milder temperatures.

Geographically, Westborough is located in a beautiful area of Eastern Massachusetts near rolling hills, scenic forests, and sparkling lakes. The town is located south of Lake Chauncy, which provides opportunities for boating, fishing, and other water activities. The George H. Nichols and Westboro Reservoirs are also nearby. Westborough is located along the eastern edge of the Appalachian Mountains, providing residents with stunning views and access to hiking trails. Moreover, the geography of Westborough makes it a great location for outdoor enthusiasts, offering a range of recreational activities throughout the year. The town's natural beauty and varied terrain also make it an excellent place for nature lovers to call home.

Recreation, Shopping, and Entertainment in the

Westborough Area

Westborough offers a wide range of recreational activities, cultural events, shopping, and entertainment options for 55+ homebuyers living in the area. Below are some of the many attractions active adults can explore and enjoy in and around town.

Golf and Racquet Sports

  • Westborough Country Club
  • Juniper Hill Golf Course
  • Westboro Tennis and Swim Club
  • Pickleball courts at Haskell Field

Hiking, Biking, and Boating

  • Chauncy Lake and Beach
  • Tall Grass Trail
  • Westborough Reservoir Loop
  • George H. Nichols Reservoir

Museums and Historical Sites

  • Westborough Historical Society
  • Willard House and Clock Museum
  • New England Botanic Garden at Tower Hill
  • EcoTarium Museum of Science and Nature

Performing Arts

  • Westborough Players' Club
  • Donald F. Flanagan Theater
  • Performing Arts Center of MetroWest
  • Fenwick Theatre

Shopping

  • Westborough Shopping Center
  • DownTown Crossing
  • Northborough Crossing

Parks

  • Veterans’ Freedom Park
  • Lake Chauncy Public Beach and Park
  • Whitehall State Park
  • Upton State Forest

Festivals and Fairs

  • Westborough Rotary Spring Festival
  • Westborough Farmers Market
  • Arts In Common
  • Westborough Community Band Concerts

Health and Wellness in Westborough

Westborough is conveniently located near several major medical centers and hospitals, including UMass Memorial Medical Center in Worcester, which offers a variety of services, including primary care, outpatient specialty care, and inpatient care. Additionally, Saint Vincent Hospital, also located in Worcester, provides a wide range of medical services, including emergency care, cancer treatment, and orthopedic surgery.

For those interested in keeping fit, Westborough offers several local options. The Westborough Public Library provides a range of health and wellness resources, including books, magazines, and online resources. The Westborough Senior Center offers a variety of fitness programs. Additionally there are several local fitness centers, including Planet Fitness, the MetroWest Yoga Studio and Training Center, and the Westboro Tennis and Swim Club.

Recommended Itinerary for Visiting

Westborough 55+ Communities

Day One

Morning:

  • Start the day with breakfast at South Street Diner, a cozy local restaurant serving delicious breakfast sandwiches, omelets, benedicts, and coffee.
  • Visit the Westborough Historical Society Museum to learn about the history of the town and its significance in the American Revolution.
  • Take a walk or bike ride around the scenic Westborough Reservoir and enjoy the beautiful natural surroundings.

Afternoon:

  • Have lunch at Arturo's Ristorante, an Italian restaurant known for its fresh pasta dishes and brick oven pizza.
  • Head to the Wayne F. MacCallum Wildlife Management Area, a designated greenspace west of Chauncy Lake.

Evening:

  • Dine at Ted’s Montana Grill, a steakhouse known for its bison burgers and chops.
  • Take a stroll around the town square, stopping in at various shops along the way.

Day Two

Morning:

  • Enjoy breakfast at Harry’s Restaurant on Turnpike Road, where locals enjoy hearty breakfast dishes and coffee.
  • Meet with the local 55places expert to discuss and tour 55+ community options in the area.

Afternoon:

  • Enjoy lunch at Tavolino, an Italian restaurant with a lively atmosphere and delicious food.
  • Take a walk through a portion of the 28-mile Westborough Charm Bracelet Trail System, which connects many of the area’s open spaces and neighborhoods.

Evening:

  • Have dinner at Westborough Korean Restaurant, which serves Korean barbecue and various traditional Korean dishes.
  • End the day with a drink at Central House Tavern, a bar and grill with an extensive selection of wine, beer, and spirits.

Recommended places to stay:

Getting to Westborough

Westborough is conveniently located near major highways, making it easily accessible by car. Visitors driving from Boston can take I-90 (also known as the Massachusetts Turnpike) and folks traveling from the north can take I-495. 

The closest major airport is Boston Logan International Airport (BOS), which is approximately 36 miles east of Westborough. Boston Logan is a hub for several airlines, including Delta, JetBlue, and American Airlines, making it easy to find direct flights from major cities across the country. From the airport, visitors can rent a car, take a taxi, or use public transportation to get to Westborough.


Communities Near Westborough
Buy
Rent
loading

Price Range

Rent or Buy

Home Types

Age Restriction

New Construction or Resale

Community Size

Gated

Amenities

Price Range

Bedrooms

Bathrooms

SqFt

3 communities near Westborough

0 Homes for Sale

Del Webb Chauncy Lake - Westborough MA

Del Webb Chauncy Lake

For Sale
Orchard Hill - Westborough, MA

Orchard Hill

For Sale

Want more community information?

Global - Lead Form - Buyer or Renter

*55places does not provide or maintain community HOA information.
By requesting more information, you agree that
55places and its affiliates, partner providers, or

“Real Estate Professionals” includes a network of local real estate agents from trusted brokerages including Century 21, Coldwell Banker, Compass, eXp Realty, Keller Williams, RE/MAX, and more.
real estate professionals
may call, text, or email you about your inquiry, which may be made with automated means (including SMS or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.
The Villages at Walker Meadow - Westborough, MA

The Villages at Walker Meadow

For Sale

86 More Communities Found in Massachusetts

Not seeing what you are looking for? Check out these nearby communities in Massachusetts.

View More Communities

$369,000

1056 Southern Hills Drive, Banning, CA

Meadow Ranch Community

  • 3 bed
  • |
  • 3 bath
  • |
  • 2320 SqFt
MLS CV23099287
Call Us: (888) 625-4885

Want to learn more about active adult communities around Westborough, Massachusetts? We can help!...

See in Map List View

View the map to explore communities

Map Image of Westborough
Remove Boundaries ×
Scroll to Top