Beyond our campus, even more adventure.

When you want additional culture, entertainment or dining, you won’t have to travel far. Although situated in a rural setting in the quaint town of Charlton in Worcester county, The Overlook is only an hour’s drive away from Boston, Providence and Hartford, with everything those cities have to offer. And even closer is the popular and quaint town of Sturbridge, which draws visitors from all over the northeast.

The interactive map below will give you a sampling of the many ways you can find whatever you want, just a short drive from The Overlook.

The Overlook

88 Masonic Home Rd
Charlton, MA 01507

The Overlook

88 Masonic Home Rd, Charlton, MA 01507, USA

88 Masonic Home Rd
Charlton, MA 01507

Direction

Wachusett Mountain Ski Area

499 Mountain Rd
Princeton, MA 01541

Wachusett Mountain Ski Area

Recreation

499 Mountain Rd, Princeton, MA 01541, USA

499 Mountain Rd
Princeton, MA 01541

Direction

Green Hill Golf Course

1929 Skyline Dr
Worcester, MA 01605

Green Hill Golf Course

Recreation

1929 Skyline Dr, Worcester, MA 01605, USA

1929 Skyline Dr
Worcester, MA 01605

Direction

Buffumville Park

229 Oxford Rd
Charlton, MA 01507

Buffumville Park

Recreation

229 Oxford Rd, Charlton, MA 01507, USA

229 Oxford Rd
Charlton, MA 01507

Direction

Quinsigamond State Park

10 N Lake Ave,
Worcester, MA 01604

Quinsigamond State Park

Recreation

10 N Lake Ave, Worcester, MA 01604, USA

10 N Lake Ave,
Worcester, MA 01604

Direction

Elm Park

284 Highland St
Worcester, MA 01602

Elm Park

Recreation

284 Highland St, Worcester, MA 01602, USA

284 Highland St
Worcester, MA 01602

Direction

Leicester Country Club

1430 Main St
Leicester, MA 01524

Leicester Country Club

Recreation

1430 Main St, Leicester, MA 01524, USA

1430 Main St
Leicester, MA 01524

Direction

Harvard Forest

324 N Main St
Petersham, MA 01366

Harvard Forest

Recreation

324 N Main St, Athol, MA 01331, USA

324 N Main St
Petersham, MA 01366

Direction

Wells State Park

159 Walker Pond Rd
Sturbridge, MA 01566

Wells State Park

Recreation

159 Walker Pond Rd, Sturbridge, MA 01566, USA

159 Walker Pond Rd
Sturbridge, MA 01566

Direction

The Hanover Theater

2 Southbridge Street
Worcester, MA 01608

The Hanover Theater

Cultural Attractions

The Hanover Theater, 2 Southbridge St, Worcester, MA 01608, USA

2 Southbridge Street
Worcester, MA 01608

Direction

Mechanics Hall

321 Main Street
Worcester, MA 01608

Mechanics Hall

Cultural Attractions

321 Main St, Worcester, MA 01608, USA

321 Main Street
Worcester, MA 01608

Direction

Worcester Art Museum

55 Salisbury St
Worcester, MA 01609

Worcester Art Museum

Cultural Attractions

55 Salisbury St, Worcester, MA 01609, USA

55 Salisbury St
Worcester, MA 01609

Direction

Old Sturbridge Village

Cultural Attractions

1 Old Sturbridge Village Rd, Sturbridge, MA 01566, USA

Direction

DCU Center

50 Foster St
Worcester, MA 01608

DCU Center

Cultural Attractions

50 Foster St, Worcester, MA 01608, USA

50 Foster St
Worcester, MA 01608

Direction

EcoTarium

222 Harrington Way
Worcester, MA 01604

EcoTarium

Cultural Attractions

222 Harrington Way, Worcester, MA 01604, USA

222 Harrington Way
Worcester, MA 01604

Direction

Worcester Polytechnic Institute

100 Institute Rd
Worcester, MA 01609

Worcester Polytechnic Institute

Cultural Attractions

100 Institute Rd, Worcester, MA 01609, USA

100 Institute Rd
Worcester, MA 01609

Direction

Clark University

950 Main St
Worcester, MA 01610

Clark University

Cultural Attractions

950 Main St, Worcester, MA 01610, USA

950 Main St
Worcester, MA 01610

Direction

College of the Holy Cross

1 College St
Worcester, MA 01610

College of the Holy Cross

Cultural Attractions

1 College St, Worcester, MA 01610, USA

1 College St
Worcester, MA 01610

Direction

Becker College

61 Sever St
Worcester, MA 01609

Becker College

Cultural Attractions

61 Sever St, Worcester, MA 01609, USA

61 Sever St
Worcester, MA 01609

Direction

Harrington Hospital

100 South St
Southbridge, MA 01550

Harrington Hospital

Health & Wellness

100 South St, Southbridge, MA 01550, USA

100 South St
Southbridge, MA 01550

Direction

Harrington Healthcare

10 N Main St
Charlton, MA 01507

Harrington Healthcare

Health & Wellness

10 N Main St, Charlton, MA 01507, USA

10 N Main St
Charlton, MA 01507

Direction

UMASS Memorial

10 N Main St
Charlton, MA 01507

UMASS Memorial

Health & Wellness

55 N Lake Ave, Worcester, MA 01655, USA

10 N Main St
Charlton, MA 01507

Direction

Saint Vincent Hospital

123 Summer St
Worcester, MA 01608

Saint Vincent Hospital

Health & Wellness

123 Summer St, Worcester, MA 01604, USA

123 Summer St
Worcester, MA 01608

Direction

Heritage Golf Club

85 Sampson Rd
Charlton, MA 01507

Heritage Golf Club

Health & Wellness

85 Sampson Rd, Charlton, MA 01507, USA

85 Sampson Rd
Charlton, MA 01507

Direction

Shoppes at Blackstone Valley

70 Worcester-Providence Turnpike
Millbury, MA 01527

Shoppes at Blackstone Valley

Shopping

70 Worcester-Providence Turnpike, Millbury, MA 01527, USA

70 Worcester-Providence Turnpike
Millbury, MA 01527

Direction

Auburn Mall

385 Southbridge St
Auburn, MA 01501

Auburn Mall

Shopping

385 Southbridge St, Auburn, MA 01501, USA

385 Southbridge St
Auburn, MA 01501

Direction

Heritage Mall

567 Southbridge St
Auburn, MA 01501

Heritage Mall

Shopping

567 Southbridge St, Auburn, MA 01501, USA

567 Southbridge St
Auburn, MA 01501

Direction

Greendale Mall

7 Neponset St
Worcester, MA 01606

Greendale Mall

Shopping

7 Neponset St, Worcester, MA 01606, USA

7 Neponset St
Worcester, MA 01606

Direction

Solomon Pond Mall

601 Donald Lynch Blvd
Marlborough, MA 01752

Solomon Pond Mall

Shopping

601 Donald Lynch Blvd, Marlborough, MA 01752, USA

601 Donald Lynch Blvd
Marlborough, MA 01752

Direction

Brimfield Antique Show

35 Palmer Rd
Brimfield, MA 01010

Brimfield Antique Show

Shopping

35 Palmer Rd, Brimfield, MA 01010, USA

35 Palmer Rd
Brimfield, MA 01010

Direction

I-395

Transportation

Oxford, MA, USA

Direction

I-290

Transportation

569 Oxford St S, Auburn, MA 01501, USA

Direction

I-190

Transportation

5 Norton Dr, Worcester, MA 01606, USA

Direction

Massachusetts Turnpike

Transportation

Marcam Village Rd, Oxford, MA 01537, USA

Direction

I-495

Transportation

Bullmoose Run, Hopkinton, MA 01748, USA

Direction

I-84

Transportation

Wilbur Cross Hwy, United States

Direction

Bradley International Airport

Schoephoester Rd
Windsor Locks, CT 06096

Bradley International Airport

Transportation

Bradley International Airport (BDL), Schoephoester Rd, Windsor Locks, CT 06096, USA

Schoephoester Rd
Windsor Locks, CT 06096

Direction

Union Station

Transportation

Amtrak Station - WOR, 2 Washington Square, Worcester, MA 01604, USA

Direction

T.F. Green Airport

2000 Post Rd
Warwick, RI 02886

T.F. Green Airport

Transportation

Bruce Sundlun Terminal, 2000 Post Rd, Warwick, RI 02886, USA

2000 Post Rd
Warwick, RI 02886

Direction

Logan International Airport

1 Harborside Dr
Boston, MA 02128

Logan International Airport

Transportation

1 Harborside Dr, Boston, MA 02128, USA

1 Harborside Dr
Boston, MA 02128

Direction

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Meet Jennie Frisella: New England Native and Avid Gardener

Jennie Frisella moved from her home in New Hampshire to The Overlook in Charlton, MA. She wanted to be closer to her daughter and young grandchildren and enjoy the benefits of a maintenance-free retirement lifestyle. However, the life she found at her new home held...

Our Location

Massachusetts Retirement Community
Our retirement community is located in Worcester county. A short drive from Boston, Hartford and Providence.