MIDDLEBURY, CONNECTICUT
Enjoy the Day
With Us
A day trip designed around food, wine, shopping, relaxation, and unforgettable experiences — all in the heart of Middlebury, Connecticut.
THE EXPERIENCE
A Full Day of
Discovery
Spend the day discovering everything Middlebury has to offer. From brunch and boutique shopping to wine tastings and dinner under the lights, every stop is thoughtfully designed to turn a simple outing into an unforgettable escape.
YOUR CURATED ITINERARY
Your Day in Middlebury
11:00 AM
Brunch at Vyne
Start your day with brunch at Vyne — where elevated dining, handcrafted cocktails, and warm hospitality set the tone for the perfect escape.
1:00 PM
Explore & Shoppe
MIDDLEBURY FURNITURE • TAKE 5 AUDIO • THE SHOPPES
Start your day with brunch at Vyne — where elevated dining, handcrafted cocktails, and warm hospitality set the tone for the perfect escape.
3:30 PM
Wine Flights at Tranquillity Vineyard
Slow down with vineyard views and handcrafted wine flights at Tranquillity. Relax, reconnect, and enjoy the beauty of the countryside with every pour.
6:00 PM
Dinner & The Game at Brewbury
End the evening with incredible food, craft drinks, and a vibrant atmosphere at Brewbury — where casual comfort meets unforgettable flavor.
8:00 PM
Dessert & Cocktails at Vyne
Finish the night back at Vyne with dessert, cocktails, and late-night conversation in an atmosphere designed to make moments linger a little longer.
Times listed are simply suggestions — explore at your own pace and enjoy the experience in any order you’d like. The possibilities are endless.
Experience Middlebury Like Never Before
Romantic Escape
Perfect for date days, anniversaries, and unforgettable evenings.
Food & Wine Experience
Designed for food lovers, wine enthusiasts, and weekend explorers.
Girls Day Out
Shopping, wine flights, cocktails, brunch, and beautiful photo moments.
Free Parking
Everything Within Minutes
Perfect for Weekend Day Trips
Easy Drive from most areas in Connecticut & New York
PLAN YOUR DAY
Explore the Vyne Hospitality Group Locations
Most destinations are within minutes of one another.
Need help planning your day?
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A Hidden Destination Worth Discovering
Just a short drive from New York, Westchester, Fairfield County, and beyond, Middlebury offers a different kind of Connecticut experience — sophisticated yet relaxed, luxurious yet welcoming.
Whether you're planning a spontaneous Saturday, a couples getaway, or simply looking for somewhere new to explore, VHG invites you to spend the day with us.
About Vyne Hospitality Group
VHG is a collection of hospitality, dining, retail, and lifestyle destinations created to bring people together through exceptional experiences. Rooted in generations of hospitality, every VHG destination is built around connection, quality, and unforgettable moments.
FREQUENTLY ASKED QUESTIONS
Before You Visit
From reservations and parking to planning your itinerary, here's everything you need to know before your visit.
How far apart are the VHG destinations?
The VHG destinations are located within 2.5 miles or less of one another in Middlebury, Connecticut. Middlebury Furniture, Take 5 Audio, and The Shoppes are all located in the same building, while Vyne, Brewbury, and Tranquillity Vineyard are just a short drive away. Exploring the full experience is easy and convenient.
DRINKS & DINING
Vyne Restaurant & Bar
Reservations: 📞 (203) 518-4000 | 🌐vynerestaurant.com
📍1365 Whittemore Rd 2nd Floor, Middlebury, CT 06762
Brewbury
Reservations: 📞 (203) 518-9000 | 🌐 brewbury.com
📍 1383 Whittemore Rd, Middlebury, CT 06762
*Vyne and Brewbury share a parking lot
Tranquillity Vineyard
Reservations: 📞 (203) 518-4444 | 🌐 tranquillityvineyard.com
📍 1892 Middlebury Rd, Middlebury, CT 06762
SHOPPING
Middlebury Furniture, Take 5 Audio, & The Shoppes
📍1101 Southford Rd, Middlebury, CT 06762
Do I need to make reservations?
Reservations are recommended for Vyne, Brewbury, and Tranquillity Vineyard, especially on weekends and during peak seasons. You can book directly with each business or submit the form below if you'd like assistance planning your visit.
Is the itinerary planned, or can I explore at my own pace?
The suggested timeline is simply inspiration for your day. You're welcome to visit the destinations in any order, spend more time at your favorite stops, or create your own unique experience.
Can I visit just one destination?
Absolutely. While the Enjoy the Day With Us experience was designed to showcase everything VHG has to offer, each destination can be enjoyed on its own. Whether you're joining us for brunch, shopping, wine tasting, dinner, or all of the above, we're happy to have you.
Is there parking available?
Yes. Complimentary parking is available at all VHG destinations, making it easy to enjoy your day without worrying about parking fees or logistics.
How long should I plan to spend in Middlebury?
Most guests spend anywhere from a few hours to a full day exploring the VHG destinations. We recommend allowing enough time to relax, enjoy each experience, and make the most of your visit.
Is this experience suitable for couples, families, or groups?
Yes. Whether you're planning a date day, a girls' outing, a family gathering, or a day trip with friends, there are experiences for every type of visitor throughout the VHG destinations.
Can someone help me plan my day?
Of course. If you'd like recommendations, reservation assistance, or help creating the perfect itinerary, simply fill out the form below and a member of our team will be happy to assist you.
What is Vyne Hospitality Group?
Vyne Hospitality Group is a collection of dining, retail, hospitality, and lifestyle destinations located in and around Middlebury, Connecticut. Together, these businesses create unique experiences centered around exceptional hospitality, memorable moments, and meaningful connections.
