Local Wineries Near New Milford, CT

Bowman Properties

09/21/26


By Bowman Properties

New Milford sits in the heart of the Litchfield Hills, one of Connecticut's best regions for wine. While the tasting rooms are a short drive from town, the wineries near New Milford, CT, make for an easy day trip through rolling countryside. We love pointing buyers toward these local spots when they want a feel for the area and the lifestyle that comes with it. Here are the ones worth the visit.

Key Takeaways

  • The best wineries near New Milford, CT, sit a short drive away in the Litchfield Hills.
  • Hopkins Vineyard on Lake Waramaug is a longtime regional favorite.
  • White Silo Farm and Winery in Sherman is known for its fruit wines.
  • A winery day trip is an easy way to explore the countryside around New Milford.

Hopkins Vineyard in Warren

The closest and best-known stop is Hopkins Vineyard, set on the shores of Lake Waramaug in nearby Warren. The winery pours a wide range, from dry and sparkling wines to sweet and ice wines, all in a restored barn with lake views.

The setting alone is worth the short drive from New Milford, with the vineyard rows sloping down toward the water. Tastings and tours run through the season, and the porch is a favorite spot to relax with a glass. It is the kind of place that gives you a real sense of the Litchfield Hills.

What to Know About Hopkins Vineyard

  • Set on Lake Waramaug in Warren, near New Milford
  • A restored barn tasting room with lake views
  • Wines from dry and sparkling to sweet and ice
  • Tastings and tours available through the season

White Silo Farm and Winery in Sherman

A short drive the other direction brings you to White Silo Farm and Winery in Sherman, which borders New Milford. White Silo is best known for its fruit wines, made from crops grown on the farm. That focus sets it apart, even though the winery pours some grape wines too.

The result is a lineup of fruit wines, made from crops like rhubarb and berries, that stand out from the usual reds and whites. The farm setting and seasonal events make it a relaxed, welcoming stop. It is a fun change of pace if you have already worked your way through the region's reds and whites.

What Makes White Silo Different

  • A farm winery in nearby Sherman
  • Fruit wines made from farm-grown crops
  • A relaxed setting with seasonal events
  • An easy stop on a New Milford area wine day

More Litchfield Hills Wineries to Explore

Beyond the two closest stops, the wider Litchfield Hills hold more wineries within a scenic drive of New Milford. Together they form part of the Connecticut Wine Trail, which links tasting rooms across the region. Each one has its own character, from larger estate vineyards to small independent operations, and each is worth a stop.

A little planning turns a single visit into a full day among the vineyards and back roads. The drives between them are half the fun. Fall is an especially pretty time to make the loop, when the hills turn color.

Other Stops Near New Milford

  • Connecticut Valley Winery in New Hartford
  • Sunset Meadow Vineyards in Goshen
  • Tasting rooms along the Connecticut Wine Trail
  • Scenic Litchfield Hills back roads between them

Making a Day of It Around New Milford

The best winery outings pair a tasting or two with time in New Milford itself. The town Green and Bank Street give you easy options for a meal before or after your drive into the hills.

We often suggest a loop that starts and ends in town, so you get the countryside and the local charm in one trip. A winery day is also a great way to see the towns just beyond New Milford, from Warren to Sherman.

How to Plan Your Winery Day

  • Start with lunch near the New Milford Green
  • Drive out to Lake Waramaug and Hopkins Vineyard
  • Add a fruit-wine stop at White Silo in Sherman
  • Finish with dinner back on Bank Street

When to Visit the Wineries Near New Milford

Timing your visit makes a good day even better. Many tasting rooms keep seasonal hours and get busy on warm weekends, so it pays to check ahead before you drive out.

Fall draws crowds for the foliage, while quieter weekdays give you a calmer tasting. Either way, plan a driver so everyone in your group can enjoy the trip.

Tips for Your Winery Trip

  • Check seasonal hours before you go
  • Weekdays and mornings tend to be quieter
  • Bring a designated driver for the group
  • Dress for country roads and outdoor patios

FAQs

Are there wineries in New Milford, CT?

The wineries sit just outside town in the surrounding Litchfield Hills, a short drive from the New Milford Green. Spots like Hopkins Vineyard in Warren and White Silo in Sherman are the closest and most popular, and both are an easy drive from town.

Which winery near New Milford is best for a first visit?

Hopkins Vineyard on Lake Waramaug is a great starting point, with its restored barn tasting room and lake views. It captures the Litchfield Hills setting that makes the area special, and the barn and porch are worth seeing on their own.

Can I make a full day of visiting wineries near New Milford?

Yes, several wineries sit within a scenic drive of town, so you can pair a couple of tastings with a meal in New Milford. We are happy to suggest a route that fits your day and the time of year you visit.

Contact Us Today

The countryside around New Milford is one of the reasons people love calling this area home, and the local wineries are a big part of that charm. We enjoy helping buyers discover the spots that make the Litchfield Hills special, from tasting rooms to the towns around them.

Reach out to us, Bowman Properties, and let's find your place near the wineries of New Milford, CT.


Lisa Bowman

Lisa Bowman

About The Author

With over 20 years of Award Winning success in Real Estate, I have built a reputation for excellence, integrity and results. Having guided a significant number of clients through successful transactions, I bring a deep understanding of the market, strategic negotiation skills, and unwavering commitment to personalized service. 
 
I have recently completed the Luxury Home Marketing Certification, thus becoming a Luxury Specialist. I combine a refined eye for quality, with a curated approach that speaks to the discerning needs of high net worth clients. From Waterfront Estates to architecturally significant homes, I provide white glove service backed by decades of experience and Local market insight. 
 
Clients value me for my discretion, professionalism, and tailored marketing strategies that consistently deliver exceptional results. Whether buying or selling, I can ensure every detail is handled with precision and care, elevating the Real Estate experience to a Luxury Standard. 

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