Expert Connection
Thomaston

Highwood Farms, Thomaston Neighborhood

Thomaston offers predominantly single detached houses with diverse sizes, from lofts to spacious four-bedroom homes, catering to a variety of preferences. The area features convenient parking and access to multiple bus lines, with bus stops located close to most properties. Residents have access to around 20 restaurants and a pharmacy nearby for essential needs. Primary schools are found within a short distance from many homes, providing accessible education options for younger students. The community is notably quiet and benefits from easy access to numerous nearby parks and green spaces, supporting outdoor recreation and relaxation opportunities in a calm setting.

There is a great variety of green spaces in Thomaston. Although this postal city does not contain any parks, public green spaces are well-distributed in nearby postal cities, resulting in them being easy to access from a lot of locations within Thomaston. Finally, it remains relatively serene in this postal city, since there are very few people out and about on the streets.

Highlights of Highwood Farms

Parks, schools, dining, and what makes this neighborhood special

🌳 Highwood Farms Greenbelt

This scenic stretch of preserved woodlands along Carter Road offers residents beautiful hiking paths, birdwatching options, and a peaceful environment for daily walks directly adjacent to Highwood Farms.

🏫 Black Rock School

Located just around the corner on Hancock Street, Black Rock School serves as the top-rated elementary option for Highwood Farms families, featuring a close-knit atmosphere and community-driven events.

🍽️ The Black Rock Tavern & Restaurant

A beloved local dining spot at the edge of Highwood Farms along Waterbury Road, the Black Rock Tavern offers classic American fare and is known for its welcoming ambiance, outdoor patio, and regular live music nights.

🛒 Highland Plaza Shopping Center

Conveniently situated just southeast of Highwood Farms, Highland Plaza provides residents with easy access to grocery stores, coffee shops, and essential shopping without needing to travel far from home.

🚴 Naugatuck River Greenway Trailhead

Accessible via Old Northfield Road, this paved trailhead invites cyclists, joggers, and nature enthusiasts from Highwood Farms to explore miles of scenic riverside pathways stretching through the Thomaston area.

A Thomaston Neighborhood

This June in Highwood Farms

Things to do, events, and what's happening this month

June 13, 2026

Litchfield Marketplace Arts & Crafts Fair

The Green, Litchfield, CT • 9:00 AM–3:00 PM

This lively juried craft fair on the Litchfield Green features local artisans and family-friendly activities, and its proximity to Thomaston makes it an easy, enriching day out for residents of Highwood Farms seeking community connection and quality handmade goods.

June 19, 2026

Summer Sunset Concert Series – Potter’s Field

Litchfield Community Center, Litchfield, CT • 6:00 PM–8:00 PM

A free outdoor concert just a short drive from Thomaston, enjoying harmonies and cover songs by Local Favorite, complete with food truck, BYOB, and relaxed ambiance – perfect for families or neighbors gathering under the evening sky.

June 24, 2026

Concerts on the Green: Wooden Horse

Litchfield Green, Litchfield, CT • 6:00 PM–8:00 PM

Kick off the free summer concert series near Thomaston with Wooden Horse performing music of Crosby, Stills, Nash & Young; bring a picnic, local dinner, lawn chair, and enjoy a classic community summer night.

June 27, 2026

Litchfield Wellness Festival

Litchfield Community Field, Litchfield, CT • 9:00 AM–4:00 PM

An immersive wellness festival featuring yoga, mindfulness sessions, workshops, local wellness exhibitors and food—just minutes away for Highwood Farms residents to explore holistic health offerings and community connection.

June 20, 2026

Danbury Farmers' Market

CityCenter Danbury Green, Danbury, CT • 9:00 AM–1:00 PM

A nearby weekly farmers’ market where local residents can pick up fresh produce and artisan goods; its Saturday schedule makes it a convenient and seasonal shopping opportunity close to home.

June 26, 2026

250th Birthday Fireworks at Plumb Hill Middle School

Plumb Hill Middle School, Litchfield, CT

A festive fireworks show celebrating Litchfield’s 250th anniversary—an easy evening outing from Thomaston for families looking to mark the town’s history with colorful spectacle under the stars.

From the Neighborhood

Stories, updates, and things to know in Highwood Farms

Know Your Neighborhood

Local characteristics and demographics for Highwood Farms

Neighborhood Characteristics

Full Guide →

Demographics

Full View →