Connecticut Wine Trail Guide: Planning the Perfect Getaway

April 3, 2026
Connecticut Wine Trail Guide

Connecticut’s wine trail offers a mix of scenic countryside, coastal charm, and small-town experiences. Few places capture that balance quite like Preston Ridge Vineyard. Whether you’re planning a relaxed day trip or a full weekend getaway, this guide walks you through where to go, what to eat, and how to build a memorable itinerary around one of southeastern Connecticut’s most inviting wineries. 

Planning Your Day Trip Itinerary

A visit to Preston Ridge Vineyard works well as either a slow-paced afternoon or part of a broader southeastern Connecticut itinerary. 



  • Morning Idea - Start nearby in Mystic or Norwich with breakfast or coffee before heading inland. 
  • Midday - Arrive at the vineyard for tastings and time to explore the grounds. 
  • Afternoon Add-Ons - Pair your visit with nearby attractions like historic villages, scenic drives, or coastal stops. 


Because our vineyard is part of New London County, a region known for small towns, historic sites, and access to forests and waterways, it’s easy to mix nature, history, and food into your trip. 

Where to Eat Near Preston Ridge Vineyard

While our vineyard often hosts food trucks and allows picnics, there are several nearby dining options, as well as café stops and local shops worth checking out in Norwich and the surrounding towns: 



Nearby Attractions & Things to Do

To turn your winery visit into a full experience, consider exploring a few nearby landmarks and attractions, such as: 




These stops make it easy to customize your itinerary depending on whether you’re looking for outdoor activities, history, or entertainment. 

Weekend Getaway Ideas

If you’re staying overnight, consider splitting your time between inland vineyard views and the nearby shoreline. 


Day 1

  • Arrive in Mystic 
  • Explore shops, cafés, and waterfront views 
  • Dinner in town 


Day 2

  • Head to Preston Ridge Vineyard 
  • Enjoy tastings, live music, or events 
  • Stop in Norwich for dinner on the way back 


Mystic is especially popular thanks to its mix of scenery, dining, and seasonal attractions, making it a natural complement to a vineyard-centered trip. 

Experiences at Preston Ridge Vineyard

At Preston Ridge Vineyard, there’s plenty to enjoy once you arrive, including: 


  • Tasting Room & Wines - Visitors can sample a wide range of estate wines in our tasting room, with options for guided tastings or casual glasses enjoyed outdoors. 
  • Winery Events - Our vineyard regularly hosts live music, food trucks, yoga sessions, and seasonal events, creating a lively but relaxed atmosphere throughout the weekend. 
  • Private Events & Weddings - Our property is also designed for private gatherings, including weddings and corporate events, with space for groups ranging from intimate to larger celebrations. 
  • On-Site Activities - Beyond wine, guests can enjoy open outdoor spaces, scenic views, and unique offerings like a disc golf course

Visit Preston Ridge Vineyard

Set on a ridge overlooking miles of rolling countryside, Preston Ridge Vineyard is known for its wide-open views and laid-back atmosphere. Our vineyard spans roughly 60 acres and sits about 15 miles from Long Island Sound, creating a unique setting shaped by coastal influences. Serving Ledyard, Mashantucket, Montville, Mystic, North Stonington, Norwich, Preston, Stonington, Uncasville, CT and Westerly, RI, our property offers a scenic escape with estate-grown varietals and a relaxed environment designed for both casual visits and special occasions. We’re also a recognized stop along the Connecticut Wine Trail, making for an easy anchor for a day of vineyard hopping or a weekend centered around wine and local exploration. Whether you’re planning a quick afternoon escape or a full weekend itinerary, visit us for a memorable experience! Contact us today with any questions or read through our FAQs

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