10 of the Best Wine Trail Wineries in CT

While summer and autumn are the perfect seasons for exploring local wineries in CT, this activity can be enjoyed any time of year!


The Connecticut Wine Trail passes right through the Greenwich area. Here, you’ll discover plenty of shopping, dining, Connecticut breweries, and hiking to add to your must-do list!

Here are just a few of the best wineries in CT.


These wineries in CT are just the beginning of what you’ll discover during your trip to New England. Greenwich, CT, is the perfect place to start or end your vineyard explorations! This sophisticated, scenic town is under an hour away from New York City and close to all of the best local vineyards.


And for more fall things to do in Connecticut beyond the best wineries in CT, check out our guide to Fall in Connecticut!

Here Are 9 of the Best Wineries in CT

While it’s impossible to choose the best, we do have our particular group of favorites. Here are some of the best local wineries you’ll experience along the Connecticut Wine Trail!

White Silo Farm and Winery

An hour north of Stanton House Inn near Danbury is White Silo Farm and Winery in Sherman, Connecticut. Here, visitors can participate in wine tastings Friday through Sunday between 11 a.m. and 6 p.m. This winery also offers tours of the surrounding farm! This is the perfect place to bring a picnic lunch and enjoy the scenery. After all, it’s just south of stunning Litchfield Hills!

Paradise Hills Vineyard

Paradise Hills Vineyard, a beautiful spot in Wallingford, Connecticut, offers 65 acres of rolling hills and pastoral hay fields. This family-owned farm and winery is only 45 minutes east of Greenwich. Visitors love tasting unique New England-grown varietals and attending live music shows! Paradise Hills Vineyard also hosts fun wine releases every once in a while.

Jones Family Farm and Winery

Driving back toward Greenwich from one of the above wineries? Hop on the scenic Merritt Parkway and be sure to stop in Shelton for a tasting at Jones Family Farm and Winery! In addition to delicious wine, you’ll find multiple working farms and an opportunity to buy Connecticut maple syrup. The Jones Family has worked this farm for over 150 years and their 19th-century dairy barn now serves as a tasting room. In October, this local favorite sells pumpkins and squash. It’s one of the best things to do in the fall in CT! Jones Winery is just 40 minutes south of Paradise Hills Vineyard.

Chamard Vineyards

If you’re planning an extended stay in Greenwich, Chamard Vineyards in Clinton, CT is a must-see. At just an hour and 15 minutes north of Greenwich, Chamard Vineyards makes for a great day trip. Here, you can enjoy wine tastings in a beautiful Connecticut vineyard as well as savor delicious food at the on-site bistro! This Connecticut winery specializes in Chardonnay, Merlot, Cabernet Franc, and Cabernet Sauvignon varietals.


They also offer live music, picnics, and a farm to kitchen menu at their winery restaurant.

Gouveia Vineyards

Gouveia Vineyards uses Connecticut-grown grapes and offers 32 acres of pristine vineyards in the rolling hills of Wallingford, Connecticut. We recommend trying as many of Gouveia’s 11 award-winning wines as possible! This winery is about an hour and 15 minutes away from Stanton House Inn.

Bishop’s Orchards Winery

Located in Guilford, CT, Bishop’s Orchards offers fruit wines, hard ciders, and popular Connecticut Farm Wines that highlight the orchard’s produce. This includes apples, peaches, pears, strawberries, raspberries, and blackberries. Guests can experience a one-of-a-kind tasting year-round at the wine bar, located inside an original 1928 barn.

Hopkins Vineyard

Situated on the shore of Lake Waramaug near Danbury, Hopkins Vineyard has been growing grapes since 1979 and now features 30 acres of vines and a state-of-the-art winery. They also host a variety of fun events throughout the year, including Wine Festivals in May and September. Guests are also invited to the tasting room on weekends for wines by the glass, artisan cheese platters, and fine teas.

Sunset Meadow Vineyards

Sunset Meadow Vineyards in Goshen, CT, was originally a working farm purchased in 1996. Today, 50 acres of vineyards lie on rich and fertile soil and produce a flavorful assortment of wines including robust reds and bright whites. Be sure to check out the historic tasting room, which has been crafted using estate antiques and original hand-hewed beams and overlooks the picturesque Western Connecticut Highlands.

Connecticut Valley Winery

An hour and 15 minute drive or so up to Litchfield will get you to Connecticut Valley Winery. This small, Ferraro family-owned winery has won plenty of awards for its wine. More than a few wine aficionados have argued that their wine is the best in the Northeast. And the vineyard itself is beautiful and worth a stroll, and the tastings are inexpensive.

Which are the Best Connecticut Wineries with Restaurants?

While most of these are fantastic places for a picnic or farmers markets with options to mix and match, only a few offer dining on-site.


Our favorites on this list are:

  1. Chamard Vineyards
  2. Hopkins Vineyard
  3. White Silo Farm & Winery

What About Wineries on the Other Side of Connecticut?

Connecticuters have a long history of being territorial. In Colonial times and early history, Western Connecticutians looked down on people from Eastern Connecticut, calling them Swamp Yankees.


Even today, people from one side don’t often go to the other side. Even our accents are different!


That’s a historical excuse for saying we don’t know a ton about the wineries on the eastern side of the state.


But the wineries around Mystic and Stonington are worth a visit as well, if you’re planning a day trip through Connecticut. Even if you’re not heading to historic villages along the Connecticut coast, you can swing-by a vineyard or two after gambling at Mohegan Sun.


Some highly-rated wineries around Mystic, CT, include:

  1. Jonathan Edwards Winery
  2. Saltwater Farm Vineyard
  3. Maugle Sierra Vineyards

About the Connecticut Wine Trail

If you’re a fan of scenic vineyards, then you don’t want to miss the Connecticut Wine Trail! This wine lover’s journey features 24 of the best wineries in CT, some of which are located near the Stanton House Inn in Greenwich. Explore the trail and discover why it is worthy of a spot on your Connecticut trip itinerary.


Be sure to keep a Connecticut wineries map handy, to navigate.


The Connecticut Wine Trail is the perfect way to indulge in tasty local wines while experiencing some of the state’s most interesting places. Many of the wineries along the journey also offer tours, tastings, and events to make your adventure even more memorable. Don’t forget to pick up your Connecticut Wine Trail passport from any of the wineries! This allows you to collect stamps from each location you visit, some of which will earn you free prizes.


It’s every wine lover’s dream come true!


Keep exploring our state by planning your trip around visiting:

We hope you re-discover your love of Connecticut!