West Cornwall Covered Bridge spanning the Housatonic River in Cornwall, Connecticut.

These Towns In Connecticut Come Alive In Winter

Connecticut, located in the beautiful New England landscape, transforms into a wonderland of outdoor adventures and festivals in the winter. The "Constitution State" welcomes winter enthusiasts to explore its incredible ski areas, scenic mountains, and New England charm. Throughout the state, several small towns come alive in winter. These small towns boast winter events for aspiring Olympic athletes, miles of snowshoe and cross-country ski trails, and serene river walks to explore. From the northwestern town of Salisbury to Bethlehem and several towns in between, these small towns in Connecticut provide the perfect New England winter getaway.

Salisbury

The largest and brightest sign in downtown Salisbury, Connecticut points the way to the ski jump at Satre Hill, Connecticut.
A sign in downtown Salisbury, Connecticut, points the way to the ski jump at Satre Hill. Image credit: WBUR Boston's NPR News Station via Flickr.com.

Salisbury is the northwesternmost town in the state, situated along the tri-state area of Connecticut, Massachusetts, and New York. The town is a haven for winter enthusiasts, particularly in February when the town celebrates the annual Jumpfest. A tradition since 1926, skiers and aspiring Olympic athletes compete in the ski jumping competition on Satre Hill. Skiers and outdoor enthusiasts also enjoy skiing in the nearby Berkshires, a segment of the Appalachian Mountains. The Appalachian Trail also runs through the town and connects winter hikers in boots or snow shoes to Bear Mountain. Located within the Taconic Mountains, it is the tallest mountain in the state at 2,316 feet. For more outdoor adventures, outdoor enthusiasts can ice fish in East Twin Lake or take a scenic stroll around the lake.

Litchfield

Winter scenes in Litchfield, Connecticut.
Winter scenes in Litchfield, Connecticut.

Nestled amid the Litchfield Hills of northwestern Connecticut, the charming town of Litchfield transforms into a winter wonderland when cold weather arrives. Outdoor enthusiasts enjoy cross-country skiing, sledding, and tubing in Topsmead State Forest. More cross-country skiing adventures await at White Memorial Conservation Center, the state's largest nature center and wildlife sanctuary, with 40 miles of snow-covered trails that range from easy to moderate. 

Winter enthusiasts seeking tranquility can stroll around the Little Pond, a 10-acre pond that receives water from the Bantam River. The winter fun continues in town at the Litchfield Farmers Market. One of the few year-round farmers markets in Connecticut, visitors can warm up with seasonal items, artisanal breads, and live music during the winter.

Cornwall

Housatonic River in Cornwall, Connecticut.
Housatonic River in Cornwall, Connecticut.

Although the town of Cornwall has a population of only 1,379, the small town offers big winter adventures. Cornwall boasts the largest ski area in the state, Mohawk Mountain, which offers a 650-foot vertical drop. The ski area provides 26 trails for expert and beginning skiers, along with the thrill of night skiing and snow tubing. More winter adventures await at Mohawk State Forest, also known as Mohawk Mountain State Park. The rugged terrain and breathtaking vistas within the forest provide the perfect place for snowshoeing and cross-country skiing. The area is also home to the Mohawk Trail, previously part of the Appalachian Trail, providing glimpses of wildlife in the winter, such as deer and bobcats. When there is six inches or more of snow, more than ten miles of trails in the park open up to snowmobiles. 

Bethlehem

The gazebo at The Green of Bethlehem, Connecticut.
The gazebo at The Green of Bethlehem, Connecticut.

The small town of Bethlehem, Connecticut, is a wonderland for winter enthusiasts. In December, visitors enjoy Bethlehem's annual Christmas Town Festival, featuring an old-fashioned Christmas celebration near the Weekeepeemee River. Festival attendees enjoy hayrides, bell choir concerts, and viewing historical landmarks, such as the Bellamy-Ferriday House and Garden. The house was built from 1754 to 1767 by Reverend Joseph Bellamy, a renowned New England preacher at the time. 

For outdoor adventures, visitors can explore the area's hills and valleys for cross-country skiing, snowshoeing, and hiking. Located south of town is Nonnewaug Falls, a cascading waterfall that offers a short hiking trail, weather permitting, in the winter. More scenic winter hikes are available nearby at the scenic Mattatuck State Forest.

Kent

Kent Falls State Park in winter.
Kent Falls State Park in winter.

Kent comes alive in the winter with scenic views, annual festivals, and outdoor adventures. Visitors can explore the quaint downtown during the annual Gingerbread Festival in December when gingerbread creations by local artisans are on display. The town also hosts the annual Kent Holiday Fest in December, a joyful celebration with Santa Claus, fire pits, and seasonal entertainment. Located along the Housatonic River, the charming town offers scenic winter views along the banks of the river. For those willing to brave the cold and snow in winter, Kent is home to several hiking trails. Outdoor enthusiasts can hike in Macedonia Brook State Park for views of snow-capped Catskill and Taconic Mountains. Weather permitting, visitors can also hike the .25-mile trail at Kent Falls State Park for a view of the 250-foot waterfall in the winter.

Norfolk

Downtown Norfolk, Connecticut.
Downtown Norfolk, Connecticut. Image credit: Elisa.rolle via Wikimedia Commons.

Norfolk invites visitors to explore the town's New England charm and musical heritage during a winter escape. In February, the town harmonizes its natural beauty and mountain music at the annual Winter Weekend Festival in Norfolk. Set against the Berkshire Mountains, the festival features live performances by local musicians, art shows, and ice skating at the town skating rink. The town also offers outdoor adventures at the festival and throughout the winter season. For those who enjoy the winter weather, there are several scenic hiking trails of snow-covered trees in the area. Nature lovers can hike at Dennis Hill State Park, Campbell Falls State Park, and Haystack Mountain State Park. Atop Haystack Mountain is a 34-foot stone tower with views of Massachusetts, New York, and the Green Mountains in Vermont. For a tranquil winter escape, visitors can stroll along the Blackberry River, which flows through the town.

Simsbury

Winter scenes in Stratton Brook State Park near Simsbury, Connecticut.
Winter scenes in Stratton Brook State Park near Simsbury, Connecticut.

The winter season transforms the town of Simsbury into a snowy playground, inviting outdoor enthusiasts to explore local parks and trails. Visitors can cross-country ski on trails at Stratton Brook State Park. Hikers can also brave the cold and take the scenic trails at Talcott Mountain State Park and Massacoe State Forest.

For those who visit the town early in the winter season, the Simsbury Celebrates festival illuminates the winter sky with fireworks, a parade, and a celebration ringing in the holidays. Visitors can also explore the town's colonial history by visiting the Simsbury Historical Society and the 16 buildings preserved by the society, including Phelps Tavern from 1771. The historic buildings are enchanting when blanketed in snow during the winter.

Connecticut's Winter Wonderland

When winter arrives, these small towns in Connecticut transform into winter wonderlands of snow and serene outdoor adventures. From the exciting ski jumping competition in Salisbury to the charming Christmas Town Festival in Bethlehem, these small towns provide unforgettable winter escapes. Whether enjoying historical landmarks, the excitement of seasonal festivals, or the beauty of snow-covered landscapes, Connecticut's small towns offer something for all who wish to experience the enchantment of the winter season.

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