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 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
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
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
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
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