By Karen McKenna

Follow the Wine Trail through some of the most picturesque towns and villages in Connecticut. A tremendous variety of wines and stunning scenery are to be enjoyed as you sip and stroll throughout our beautiful state. 

Haight – Brown Vineyard – Litchfield, CT

Connecticut’s first vineyard, Haight-Brown has been producing wine for more than four decades. The winery – created by Sherman Haight – pioneered the states proliferation of wineries. Situated on ten pastoral acres, the vineyard is representative of a New England farm winery. The tasting room includes a custom built wine bar for tasting each of the 9 vintages. The upstairs patio and downstairs terrace are perfect for sipping wine, and there are 2 stone fireplaces for lingering on a chilly day. Artisanal cheese platters, antipasto platters and other gourmet snacks can be purchased from an on-site farm shop if you need a “nibble” while you sip. Open year round, 7 days a week from Memorial Day into the Fall Season.

Sunset Meadow Vineyards – Goshen, CT

Nestled in the scenic and beautiful Litchfield Hills of Connecticut, Sunset Meadow Vineyards is a family run business that reflects the beauty and character of the region. The winery is located inside a 1800s Bank Barn which has been used to support the numerous agricultural operations over the years and the tasting room has been crafted using estate antiques and original hand-hewed beams. SMV grows 14 varieties of grapes - on a 50 plus acre farm. They offer high quality, award winning estate grown wines for your tasting pleasure. The 2010 Chardonnay took home a Gold Medal in the Eastern Wine Competition. The tasting room and outdoor patio both face the west, so the sunsets here are spectacular. Sunset Meadows was awarded “ Best 101 Wineries in America” by The Daily Meal, “ Best Family Winery” by Yankee Magazine and “ Best of Connecticut” by CT Magazine in 2017. Beautiful Sunsets, Incredible Views.

Gouveia Vineyards – Wallingford, CT

Located on 140 sun-kissed acres and built of stone and old timbers, the winery - and the location - command 360 degree panoramic views of lush woodland, open fields and over 32 acres of pristine vineyards. Visitors are welcome to bring food, family and friends to enjoy a glass of their 11 award winning wines on the tasting menu. Picnic in the summer or cozy up to the fireplace during the winter months. Awards: “Best Winery” by Hartford Magazine Readers Poll 2016.

Stonington Vineyards – Stonington, CT

Stonington Vineyards was one of the first Connecticut wineries, established in 1987. This year marks their 30th year in business. A founding member of the CT Wine Trail, Stonington Vineyards is best known for their barrel fermented Chardonnay and their proprietary blends – Seaport White and Triad Rose.  The majority of their wines are sold in their tasting room, with the balance sold in fine restaurants and wine shops throughout Connecticut and Rhode Island. The winery is the perfect setting for a day of picnicking and wine tasting. They offer events year round including festivals, concerts, pre-release events and more. Soak in the beauty of this vineyard and savor their wines!

Sharpe Hill Vineyard – Pomfret, CT

Sharpe Hill Vineyard is Connecticut’s largest and most award winning winery located in the historic town of Pomfret- minutes from scenic Route 169 and the Putnam antiques district. The gardens – not to be missed - are situated at the base of the vineyard and are modeled after the wine gardens of Europe. In addition to their award winning wines – 350 awards for Excellence in both national and international competitions – they encourage visitors to make a reservation and enjoy a gourmet meal in The Fireside Tavern.

Thinking about buying your own vineyard or working estate? We have included a few links to some properties in Connecticut that are currently on the market that can be yours!  

419 Bald Mountain Road, Norfolk, CT

A 550 acre property that includes a historical colonial revival house, stunning barn with living quarters and a small cabin. Surrounded by forest fields and breathtaking views of Connecticut, New York  and Massachusetts. This could be your own slice of heaven.

100 Clark Road, Cornwall, CT

This property consists of 140 acres with 3 sides hugging state forest - a superb opportunity for builders and hobbyists alike to create a spectacular working estate. The property showcases a 65,000 square foot stable that can easily be converted into non-equestrian use – such as a winery/vineyard/tasting room. The possibilities are endless!

222 Spring Valley Road, Ridgefield, CT

This 10 + acre property affords a blank canvas in which to paint your dreams. Build a dream home, barn or riding ring. It is close to numerous horse trails and horse farms in North Salem. Act now and start living the life you’ve imagined! 

Karen McKenna is a real estate specialist. She can be reached at or 201.600.9997.