55 Plus Communities in Maryland’s Best Small Towns for Retirement

There are many small towns in Maryland perfect for retirement living in the Mid Atlantic Region. Some of popular small towns in MD include Berlin, Bowie, Cambridge, Columbia MD, Centreville, Easton, Ellicott, Towson MD, Talbot County. Annapolis, Baltimore, DC metro areas, Southern MD, Western MD, and the popular Easter Shore of Maryland.

Best Small Towns in Maryland

Maryland is a traditional New England state that is filled with beautiful landscape and enchanting villages that attract tourists and retirees year after year. The weather offers four very distinct seasons, crisp evening air and warm and sunny summer days. The summer and fall seasons offer a prime climate for outdoor activities and travel around the state.

Below are some of Maryland’s best small towns not to be missed or overlooked during the peak travel season:

1. Easton

Located along Maryland’s eastern coast, Easton offers beautiful and distinct seasons and a variety of outdoor activities. The Chesapeake River offers a nice location for sailing, fishing or boating and the town presents seven scenic golf courses that are noted throughout the region as some of the best holes in New England. Day trips are offered on the outlying bodies of water and views of Canadian Geese and soaring eagles are seen on a daily basis. The town offers beauty in a natural and undisturbed way.

2. Crofton

The town of Crofton was originally a gated community that surrounds a large scenic loop that encompasses two elementary schools, a country club and a town hall. The loop is designed for bicyclists and joggers who long for outdoor exercise and fresh air offered in Crofton. The area is a safe community with an exceptionally low crime rate. With Baltimore only thirty minutes away, Crofton has become a highly sought after area for those wanting to escape the buzz of the big city.

3. Eldersburg

With a population of just over 31,000, Eldersburg is considered to be one of the best small towns in Maryland.The community is a convenient commute for those working in Washington,D.C. and offers the best schools in the state of Maryland.The home prices can be expensive, but the amenities are worth it by far. The town offers new department stores while surrounded by expansive farmland. Lush rolling hills and a beautiful reservoir make this town picturesque and inviting.

4. Montgomery Village

Montgomery Village is a town of approximately 41,000 residents and is located between Baltimore and Washington, D.C. For those who do not want to live in the city but do desire working there, Montgomery Village offers the perfect location. The area provides a reputable public school system and semi-affordable housing compared to the city. The area offers large green spaces and a reservoir that is fit for viewing wildlife and fishing for hours.

5. Tilghman Island

Along Maryland’s eastern shore lies the picturesque town of Tilghman Island.The area is considered to be unspoiled and a place where one goes to unwind and relax. The town is filled with quaint spots for shopping and dining and offers a number of hidden paths for exploration.

6. Wye Mills

Wye Mills is one of Maryland’s oldest towns and is filled with historic ambience that is hard to beat. Visitors may choose from the Little Red Schoolhouse to the Wye Church for beautiful pictures and backdrops of history.

7. Oxford

James Michener features this quaint little town in his book entitled “Chesapeake.” The town is filled with New England charm and beauty that is attached to both land and water. Residents take part in annual festivals that draw crowds from all over the state during the warm summer months.

Maryland Retirement Communities

CarrollVista – Del Webb. Located in the rolling hills of Carroll County, Maryland, Carroll Vista is a community for adults age 55 and better who are interested in a carefree lifestyle with all the social activities that have made Del Webb the leader in active adult living for more than 40 years. Within 60 miles of Baltimore and Washington D.C. and 10 miles from historic Gettysburg, Carroll Vista offers an intimate setting with the attractions of the big city just a short drive away.
Carroll Vista features a state of the art 15,000 square foot clubhouse with an indoor swimming pool, driving range, fitness center, exercise rooms, billiards and card rooms, arts and crafts room and multi-purpose ballroom. Outdoor recreation includes a swimming pool, a network of walking paths, two tennis courts, a four hole chip and putt, bocce courts, and a bird watching sanctuary, along with a peaceful meditation garden and picnic area.

Chesapeake by Del Webb. Easton, a charming town of approximately 10,000 residents, provides excellent healthcare from a strong local hospital and medical community and is a thriving center for cultural activities, with a historic theater and numerous art venues. In addition, the town is convenient to the splendid Chesapeake Bay and its tributaries.

Enjoy Easton and all that it has to offer including a new home at the beautiful lifestyle community, Chesapeake by Del Webb. Spend a day at the community clubhouse, play tennis, work-out at the state-of-the-art fitness center, swim a few laps in the 25-meter swimming pool, or join the other happy residents in one of the many activities that await you! If that is not enough, escape to St. Michaels, a nearby historic town, situated on the Chesapeake Bay, known for its boating opportunities. Enjoy a breathtaking sailboat ride or tour the quaint shops, and then enjoy a bushel of fresh Maryland crabs!