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Finding the right place to retire is a big decision for most seniors. It is important to consider factors such as housing, entertainment, accessibility, and healthcare. Fortunately, the charming state of Vermont in New England is a treasure trove of delightful small towns. They meet all the requirements for a comfortable retirement. These towns boast an array of benefits without the stress of urban cities. One can find great medical centers, friendly locals, and fresh food for a comfortable lifestyle astray from hustle and bustle. Additionally, most towns are within easy reach of Vermont's natural attractions. Examples include the majestic Green Mountains and the picturesque Lake Champlain, which provide ample outdoor opportunities. With these advantages, the following ten towns are ideal destinations for older individuals to enjoy their golden years in the Green Mountain State.

Woodstock

The county seat of Windsor County, Woodstock is an eccentric town that combines small-town vibes with urban amenities. Taking advantage of New England’s charming landscapes, seniors here have a range of ways to enjoy their time. Those who wish to stay in town can check out the array of cultural landmarks lining the streets. Central Street and Elm Street are two of the best spots, boasting tons of boutiques, stores, and eateries. From running errands to buying a new piece of winter wear at the Vermont Flannel Co. these streets are full of life. Meanwhile, if you walk a bit further, one of Woodstock’s four covered bridges are sure to grab your attention. Built between 1837 and 1970, these bridges are perfect picture spots, each with a historic story and beautiful surroundings to share.

Speaking of surroundings, Woodstock offers tons of outdoor sights, ideal for those who want to stay fit in their retirement. Spots like the Marsh-Billings-Rockefeller National Historic Park are a trip to the past. With a historic mansion, beautiful garden, and over 25 miles of trails, it is a historic way to enjoy nature. Billings Farm & Museum and the Sunflower House is another hotspot, with barns, sheds, and a Sunflower House to explore. With over 100 varieties of sunflowers, some 14 feet tall, it is a unique experience.

Along with the activities, the town has a median age of 55.5, which is about 30% higher than the state average. Thus, there are tons of like-minded people to spend time with and you will never feel alone here. Although Woodstock does lack some amenities such as healthcare due to its remote surroundings, residents do not need to worry. Just drive 30 minutes to the city of Lebanon, which is home to the Dartmouth Hitchcock Medical Center and Alice Peck Day (APD) Memorial Hospital. These centers offer great medical care for seniors, and the APD Memorial Hospital was ranked as a high-performing hospital for hip replacement by the U.S. News & º£½ÇÉçÇø Report.

Montpelier

Montpelier is the capital of Vermont, showcasing a different side of this charming state. The town is full of life, whether it is the 8,000 residents, abundant cultural scene, or bustling historic district. No matter what you are looking for, there is something for everyone in town. Retirees in Montpelier often spend their time taking advantage of the cultural hotspots, such as galleries, museums, and events. One can watch a show at the famed Lost Nation Theater or take a glimpse into local art heritage at the T.W. Wood Gallery and Arts Center. Moreover, historic areas like the Vermont Historical Society Museum and Vermont State House whisper echoes of the past for an enthralling experience. Even if one gets bored of these sites, the town hosts regular festivals. Retirees love events like ‘Ecstatic Dance Vermont’ and ‘Tim Jennings Words & Music’.

While there is no end to the cultural charm in Montpelier, the town also has quiet areas to get away from the crowd. Hubbard Park is a fan favorite, with 194 acres of tranquil scenery. Take advantage of the hiking trails, sledding hills, and picnic tables for a relaxing day of nature within the state capital. Similarly, the Bragg Farm Sugar House & Gift Shop is another outdoor retreat where seniors can grab some delicious food. Offering tours of the facility where they produce their award-winning maple syrup, both locals and tourists love the farm.

As the state capital, there is no shortage of º£½ÇÉçÇø-class amenities and services in Montpelier. From medical care at the Montpelier Health Center to massage therapy at Leane Rexford Massage Therapy, this town has everything one will need. However, these benefits come at a price, and the average house in Montpelier costs $327,000, which is $50,000 more than the state average. Thankfully, the town has amazing retirement homes such as the Heaton Woods Residence and Westview Meadows. Offering independent housing, medical care, and great staff, seniors can focus on having as much fun as possible in their golden years.

Norwich

Norwich is a haven for wealth, home to some of the richest residents in the state. To this end, the town in Windsor County is perfect for seniors who want to enjoy a close-knit community. Making friends is easy, and everyone knows everyone in this jolly environment. Locals love to spend their time at the Norwich Farmers Market, which is full of organic goods, live music, and smiling faces. While the market will cover your regular groceries, the King Arthur Baking Company and Kildeer Farm Stand are ideal for those special meals. Selling some of the best breads and fruits in the state, there is no shortage of delicious food in Norwich. After a hearty meal, stop by the Montshire Museum of Science of Norwich Historical Society for a fun day of learning in town.

The best part about living in Norwich is that everything is easily accessible. Most major stores and services are on Main Street, so seniors don’t have to travel too far in town. If something isn’t available here, continue driving south and you’ll reach Hanover in 5 minutes. As a major city, Hanover is home to Dartmouth College, Dartmouth Hitchcock Medical Center, and plenty of eateries, so everything is within reach. In addition, Norwich has a high per capita income of $77,000 and a low poverty rate of 5.4%, promoting a positive environment.

Guilford

Guilford is a wellspring of nature’s beauty, allowing seniors to escape from urban woes. Nestled in the endless landscape of Windham County, this town of 2,100 has many outdoor hotspots, such as Fort Dummer State Park. This iconic park stands out with an array of ecological features and wildlife habitats that support unique species. For example, one can spend the day hiking through the park’s Sugar Maple-Ostrich Fern Riverine Flood Plain Forest for a mesmerizing experience. Along with activities like hiking and camping, the park is also a wellspring of history home to the 1724 Fort Dummer remains. For seniors who want to enjoy a lakeside view, opt for the Sweet Pond State Park instead. Spanning 100 acres around the Sweet Pond, it is a great place to meet up with friends.

Back in town, Guilford has a laid-back vibe that allows residents to relax. The town is quite spread out, allowing everyone to enjoy their personal space. While the median household in town costs $291,000, which is 10% higher than the state average of $272,000, most properties in town are larger than average. With large lawns, backyards, and scenery, the extra views and space make it worth the added cost. When you do head into crowded areas, there is an air of comfort as the median age is 49.5. Thus, seniors are all around, whether it is grabbing a meal in town or enjoying a lakeside walk.

Brattleboro

Just north of Guilford lies the cultural mecca of Brattleboro. Often ranked as one of the best art towns in America, it is a haven for retirees who enjoy any kind of creativity. Head straight into Main Street to experience the vibrance, as each step is accompanied by a stunning boutique, galley, or theater. Check out majestic paintings at the Mitchel Gibbons Fine Art or take in the town’s artistic past at the Brattleboro Museum & Art Center. The town’s array of artistic hotspots come to life during the famous Gallery Walk. Taking place on the first Friday of each month, locals and tourists come together for a tour of the town’s immense creativity, showcasing the town’s radiant creativity. Add plenty of other events like the Brattleboro Film Festival and Winter Carnival for a lively environment that will never get boring.

One of Brattleboro’s key attractions for seniors is its high median age of 46. As 25% of the population is above the age of 65, it feels like a large gathering of retirees. Most of these residents can buy their own homes thanks to Brattleboro’s affordable housing costs. An average house here costs $226,200, which is $45,000 less than the state average, so people can enjoy their dream retirement home. Moreover, the Brattleboro Memorial Hospital is a prominent healthcare feature and has served the town for over 100 years. With 61 beds, 600 employees, and state-of-the-art care, residents can rest assured in town.

Grafton

Grafton is the perfect town for seniors who want to sit back and relax in nature’s embrace. Centered within the mountains of southern Vermont, it is reminiscent of an alpine village with the same set of activities. One can head out into the scenic wilderness to stay fit while enjoying the beauty all around. Grafton Trails & Outdoor Center is a great option, with dozens of hiking and skiing trails of varying difficulty. From steep mountain routes to slow forested trails, people of all ages can have a blast. Back in town, Grafton has a close-knit vibe and tons of heritage. Seniors often spend their time at sites like the Grafton Historical Society, The Nature Museum at Grafton, and the Vermont Museum of Mining and Minerals. With exhibits on the town’s past, local mining, and Vermont’s wildlife, one will never get bored of these cultural attractions.

Beyond the activities, Grafton has various benefits that attract seniors. First of all, the town has a median age of 57, which is much higher than the state average of 43. This indicates a healthy social environment for retirees so there will be like-minded people for company. Additionally, the town is far from urban centers, providing a tranquil escape from hustle and bustle. Gone are the problems of traffic, crowds, and noise and you can bask in these peaceful surroundings. The only drawback is that the town is lacking in some services, such as healthcare. To this end, locals have to travel to cities such as Concord and Albany for modern amenities.

Bennington

Bennington, a town in Bennington County, offers residents a vibrant lifestyle with a strong sense of heritage. Within the town’s boundaries, there is an air of relaxation, palpable in the many historic landmarks throughout. Seniors enjoy spots like the Bennington Museum, Bennington Battle Monument, and Old First Congregational Church. Bennington Museum is one that never gets boring, as it showcases multiple exhibits on art collections and local history, including the Battle of Bennington. Apart from these, the town has rustic bridges, vibrant theaters, and antique shops that cater to the stunning heritage present in town. As you continue along areas such as downtown Bennington’s Main Street, the crowds turn up, drawn in by the shops, restaurants, and cafes all around. Whether you want to grab a bite at the Sunny Side Dinner or enjoy a beer at the Madison Brewing Company Pub & Restaurant, there is always something fun to do. 

Bennington also offers a range of amenities, suited for seniors in town. For example, people who want to stay fit in their old age can take advantage of the large Bennington Recreation Center. Featuring a basketball court, park, walking trails, and swimming pool, there are plenty of fun ways to work out. While regular activity should keep you fit, Bennington has various medical facilities in case anything happens. Major operations are covered by the Southwestern Vermont Medical Center, while the nearby Dewey Street has rehab centers and smaller clinics for regular checkups. To top it off, the town has a median housing value of $191,200, which is 30% lower than the rest of Vermont, making for a budget-friendly lifestyle.

Wilmington

Continue the historic vibe of Bennington with a side of outdoor activities in Wilmington. This town in Windham County is great for seniors who want the peace and quiet of a small town, but still have an adventurous spirit within them. During summer, the Harriman Reservoir is a wonderful retreat, with glistening water and lush forests as far as the eye can see. Boating, swimming, hiking, and picnicking are a few ways seniors can enjoy their day in this scenic area. Meanwhile, as the warm summer sun turns to a cool winter breeze, the Haystack Mountain Ski Area comes to life. Cut through the 48 majestic trails along Haystack Mountain to relive the charm of your youth. The establishment also offers a club membership, which includes access to the bar, restaurant, bowling alley, and game room where you’ll find most of the town’s seniors having a blast.

Back in town, Wilmington has a lovely vibe that will help you cool off after a day outdoors. Take a stroll through the Wilmington Village Historic District, which echoes tales of a bygone era. Enjoy the unique architecture of buildings like Crafts Inn and Memorial Hall in these calm surroundings. No matter what way you want to spend your day, Wilmington makes it easy with a strong transport system. Managed by the Deerfield Valley Transit Association, seniors can use the bus network and state highway connectivity to get around. These buses also connect the town to Bennington, where one can access high-quality healthcare and medical facilities.

Manchester

Manchester is a scenic town that attracts seniors with its picturesque location. Nestled in the heart of the Green Mountains, it was once an iron-mining town, that has now become a popular tourists destination. Locals and tourists adore the town’s historic district, which is full of heritage, from rustic buildings to delicious restaurants. For example, Hildene, the former summer house of Robert Todd Lincoln is a favorite with retirees, boasting stunning architecture and gardens. As you continue along the streets, a few establishments make retirement easy, such as Northshire Bookstore and the American Museum of Fly Fishing. Whether it is reading rare books at this historic bookstore or learning the ancient secrets of fly fishing, these places offer seniors a fun way to pass time. However you want to spend the day, Manchester’s mountainous backdrop will make everything exciting.

Speaking of mountains, why not head out into the wilderness yourself? The town offers various ways to enjoy Vermont’s lush wilderness and majestic peaks. Seniors adore the Lye Brook Falls Trail, a straightforward 1.6-mile route that is easy enough for most people to conquer. Upon completion, the route rewards hikers with the mesmerizing 125-foot-high Lye Brook Falls, which is a true testament to Mother Nature’s appeal. The Lye Brook Wilderness surrounds the waterfall, with tons of trails, lakes, and forests to explore. Keep your eyes open to spot some of the locals, such as bobcats, deer, and pine marten.

While the activities are plentiful, things can get boring if you are all alone. Thankfully, seniors won’t have this problem in Manchester as the town has a median age over 60, which is much higher than the state average. To this end, like-minded people are all around, always up for a fun hike or drink in town. While housing rates are expensive, going upwards of $400,000 on average, the town boasts amazing independent and assisted living facilities like Equinox Terrace. Offering medical assistance, memory care, and an array of amenities, it is a great alternative for seniors in Manchester.

Shelburne

Shelburne is a dream for golden agers who want a cozy place to spend their retirement. Hidden from the woes of urban living, this tranquil in Chittenden County attracts people with its homely vibe. To this end, it has become a suburban reprieve of wealth, home to some of the richest people in the state. Most of the locals spend their days at peaceful locations in town, such as the Shelburne Farms, Shelburne Vineyard, and Shelburne Bay Park. These sights offer acres of open land, each with a unique set of activities to enjoy. For example, the farm offers fresh food and property tours, while the vineyards are perfect for some wine tasting in the evening. Meanwhile, Shelburne Bay Park is a hub of community, where people come out to walk, hike, and cycle on the scenic waterside trails. Bolstered by the array of relaxing activities, 29.2% of the town’s 7,900 residents are above the age of 65. This creates an air of comfort, as there are always people to share experiences with. Another key feature of Shelburn is its proximity to Burlington, which brings everything into arms reach. Whether it is calling your family over via the Burlington International Airport or getting a checkup at the UVM Medical Center, life is comfortable in Shelburne.

Vermont, with its towering mountains and endless landscapes is a wellspring of retirement destinations. Each of these small towns is loaded with natural beauty, cultural charm, and an interesting past. Moreover, they all have something unique to share that attracts different kinds of seniors. For example, Montpelier is an art lovers dream with its lively festivals, while Wilmington’s skiing resort attracts adventurous souls. Add on retirement benefits such as healthcare, affordable housing, and great transport for a great environment that seniors love.