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08 Top Most Fascinating Towns In Vermont

Vermont is a beautiful state with a wide variety of cities and towns to choose from. If you’re looking for a place to settle down and raise your family then Vermont is definitely a good choice.

Attractions And Towns in Vermont

Best Towns In Vermont

There is no shortage of charming small towns to explore in the Green Mountain State, but there are a few that we think really stand out. From a historic town that has a longstanding ties to Vermont’s Quaker roots, to a quaint town known for its beautiful fall foliage, these are some of our favorite spots in the state.

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America’s smallest state capital, Montpelier is a twee town bursting with artisan shops and farm-to-table restaurants. It’s also home to Bragg Farm Sugar House, where you can sample Vermont’s sweet-tart maple syrup straight from the source.


A verdant oasis in the foothills of the Green Mountains, this quaint college town boasts an enviable combination of history and the great outdoors. It’s a burgeoning culinary hotspot with restaurants serving locally grown produce, pasture-raised meats and fresh cheese.

Towns In Vermont
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A quaint town that is well known for its scenic vistas, this Burlington suburb has plenty of fun outdoor activities to enjoy during your trip to Vermont. You can hike Bald Mountain, go kayaking at nearby Lake Paran or just enjoy the beauty of the area in general!


Ski-lovers will be drawn to this cute ski retreat in the northern corner of Vermont. It’s just half an hour from Mad River Glen and Sugarbush ski areas. The town is known for its beautiful fall foliage and the pristine mountain scenery.


A quaint town with just 619 residents (for reference, that’s 18 people per square mile), Grafton is a true gem surrounded by the natural wonders of southern Vermont. It’s a must-visit with its covered bridges, lovingly restored historic buildings (including the iconic white-steepled church and brick meetinghouse), grassy meadows and farm stands selling raw milk.

Vermont’s towns have a lot to offer you and your family, so it’s important that you take the time to figure out which town is right for you! To help you out we’ve put together this list of the best towns in Vermont.

Brattleboro #1

The town is home to a number of attractions that will leave you and your family with memories that will last a lifetime. It is also known for its great restaurants, shopping, and entertainment options.

Brattleboro is a small town that has everything you need to have a memorable vacation. It offers a wide variety of amenities, including a nice hotel with a pool, a hospital, and more. As a matter of fact, Smithsonian Magazine called it one of the “Best Towns in America.”

Towns In Vermont
7 High St, Brattleboro, VT 05301, United States

This charming town is characterized by a contagious community spirit and unique experiences that will leave you with lasting memories. Located in the heart of downtown Brattleboro, the Estey Organ Museum will inspire you with its musical instruments and interactive displays.

It is also a great place for children to explore and have fun! The town also has a wide variety of shops where you can find clothing, jewelry, food, books, and more. It is a must-visit destination for any avid shopper!

Manchester Village #2

Whether you’re here for a long vacation or just a day trip, Manchester Village offers plenty of things to see and do. There’s a historic main street lined with interesting buildings that shine a light on this classic New England town’s rich history.

The quaint main street is also home to some of the best hotels in Manchester, VT. Many of them are family-owned and operated, resulting in a friendly, relaxed vibe and charming historic features.

40 Jeff Williams Way, Manchester Center, VT 05255

A stay at one of these Manchester bed and breakfasts is a perfect way to experience the history of the area firsthand. Your innkeeper will help you explore local attractions like Hildene, art galleries, and the beautiful natural wonders nearby.

Another popular destination in this part of Vermont is Mount Equinox, a mountain that’s home to a ski resort and several outdoor activities. The scenic drive to the summit is especially lovely during fall when autumnal foliage colors illuminate the surrounding mountains.

Woodstock #3

Woodstock is a town that will charm you with its historic architecture, quaint shops, and picturesque landscape. It’s one of the most beautiful towns in Vermont and a great place to visit on a New England road trip. The best time to visit Woodstock is during the fall or winter months.

The weather is perfect during this time with temperatures averaging between 50degF-60degF. If you’re a history buff, you’ll want to check out the Woodstock History Center. This area has a variety of historical buildings, including a house from 1807, and is located in the heart of the town.

31 The Green, Woodstock, Vermont

This is a great place to learn about the town’s history and walk around while looking at all of the interesting signs and information. You can also take a walk down Central Street, which has plenty of restaurants and boutique shops.

If you’re planning to spend some time in Woodstock, you should definitely stay at the Woodstock Inn & Resort. This luxurious building has 142 guest rooms and suites in classic New England style. Its elegant building oozes class, and it’s perfectly located right on The Green in the heart of the village.

Greensboro #4

Located in the Northeast Kingdom, Greensboro is a beautiful rural community filled with farms and forests. It is also home to Caspian Lake, which attracts visitors from around the country during the summer.

The town’s amenities include a general store called Willey’s, a farm stand known as Hazendale, and several world-renowned artisanal food producers including Jasper Hill Farm, winner of the 2014 World Cheese Awards. These businesses offer local produce, meat, eggs, and more at great prices.

82 Craftsbury RD; Greensboro, VT 05841

Aside from its natural beauty, Greensboro also offers a wide range of activities for the whole family. The Craftsbury Chamber Players, Circus Smirkus, Caspian Monday Music, and the Green Mountain Monastery are just a few of the many cultural organizations and events that take place in Greensboro throughout the year.

The area has also been famous for its ice making, which dates back to the 1800s. At one time, three commercial ice houses in Greensboro harvested 180,000 tons of ice per year to keep dairy products cool during the summer. This practice helped keep the region’s farmers in business.

Weston #5

Weston is the quintessential Vermont mountain town, complete with charming shops, restaurants, inns, and an idyllic village green. In addition to being home to the Weston Playhouse, a world-class theater arts venue, this quaint town also offers many other attractions and events that visitors love.

The town is filled with amenities like period homes, antiques, thoughtful small museums, and a town common complete with a gazebo. You will find plenty of things to do and see in Weston, and there is no better place for a holiday getaway than this picturesque town.

Weston Weston Municipal Building PO Box 98. Weston, VT 05161

During the winter, you can enjoy horse-drawn wagon rides, visits with Santa, caroling and much more at Christmas in Weston. This is one of Yankee’s favorite New England holiday traditions and is sure to fill you with holiday spirit.

While staying in this beautiful town, you can also visit the Calvin Coolidge Estate and Long Trail Brewery. They are both within a few miles of Good Commons and offer changing exhibits, old buildings to tour, a site restaurant and a cheese factory.

Grafton #6

If a little bit of history, a touch of serenity and the true small-town lifestyle is what you’re looking for, Grafton, Vermont is your destination. This picturesque town is one of the prettiest in Vermont and has been a popular stop for stagecoach traffic since 1801.

The village center, lined with clapboard buildings, a steeped church, a tiny pond and grassy lawns, looks straight out of central casting. The Windham Foundation has rehabilitated many of these old structures and today, this quaint town is bustling with local businesses, including MKT Grafton, The Nature Museum, the historic Grafton Forge Blacksmith Shop and more.

Grafton Grafton Municipal Building PO Box 180. Grafton, VT 05146

With winter in full swing, this southeastern Vermont village turns from a bustling summer and fall hub to a tranquil retreat for snow lovers. It’s been ranked as one of the prettiest winter villages in New England!

Stay in the country inn’s porch rockers, visit local artisan shops, take a dip in the swim pond, dine on locally grown food or simply recharge your batteries at the outdoor center. If you’re ready to get out and explore, the Grafton Trails & Outdoor Center offers year-round activities for all ages including hiking, mountain biking, swimming and canoeing in the summer or skiing, snowshoeing, fat bike and sleigh rides in the winter.

Ludlow #7

Ludlow is a charming town in Windsor County that is known for its scenic beauty and thriving outdoor recreational activities. It is also home to several popular attractions, including Okemo Mountain Resort.

Okemo Mountain is one of the most popular ski destinations in Vermont, and is known for its world-class amenities and diverse range of activities. It has an impressive 121 trails and a state-of-the-art lift system that allows visitors to enjoy the slopes no matter their skill level.

While skiing is the most common activity during the winter, Ludlow also offers other exciting things to do in the area. For example, you can visit Buttermilk Falls to admire the beautiful scenery and relax by the water.

P.O. Box 359, Ludlow, VT 05149

Another must-visit attraction in Ludlow is Weston Priory, a monastery that provides spiritual renewal to its guests. It is a peaceful retreat and is surrounded by beautiful natural scenery, making it a must-visit destination for anyone looking to unwind and reconnect with their spiritual selves.

The town is also home to a number of shopping venues, including the famous Green Mountain Sugar House, which offers maple syrup, fudge and gifts. You can also check out the Blue Sky Trading Company and ClearLake Furniture to find some unique items for your home.

Shelburne #8

Located on Lake Champlain in Chittenden County, Shelburne is a popular tourist destination with many attractions and events. It’s home to the Shelburne Museum and the Vermont Teddy Bear Factory. Shelburne also hosts a variety of festivals and special events throughout the year.

These include Shelburne Day and the Champlain Mini Maker Faire. One of the most prominent attractions in Shelburne is the Shelburne Museum, which has a collection of folk art and decorative arts. It also features landscaped gardens and a cafe.

The Shelburne Museum is a must-see for locals and visitors alike, and it is a great place to spend time with friends or family. The museum also offers a variety of tours and educational programs.

P.O. Box 88 5420 Shelburne Road Shelburne, VT 05482

Another popular attraction in Shelburne is Shelburne Farms, which is a national historic landmark. This working farm and nonprofit educational center offers tours four times a day between May and October. Shelburne is also a popular location for people looking to retire, and it is home to several assisted living facilities.

These communities are staffed around the clock and provide residents with private or semiprivate accommodations, meals and snacks, recreational programming and nonmedical assistance with activities of daily living.

FAQs about Towns In Vermont

How many towns does Vermont have?

Vermont is the 14th state of the United States and has 251 municipalities. These municipalities include 237 towns, 9 cities, 5 unincorporated areas, and a single gores. The largest town by population is Burlington, while the smallest is Somerset. Vermont is known for its picturesque towns, charming villages, and beautiful natural scenery.

What makes a city in Vermont?

In Vermont, a city is typically distinguished from a town by its form of government. Cities have a mayor and a city council, while towns are typically governed by a selectboard. Vermont has only nine cities, including Burlington, the largest, and Montpelier, the state capital. Cities in Vermont may also have larger populations and more developed urban areas than towns, although there are some exceptions.

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