The Best Vineyard & Winery Wedding Venues in Middlebury, CT

The Best Vineyard & Winery Wedding Venues in Middlebury, CT

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7 Wedding Venues in Middlebury, CT

Vineyards, wineries
250-300 guests
Quick responder
Whispering Estate 

4.8

Goshen, CT
  • Up to 300 guests
  • Raw space
  • Indoor & outdoor

Welcome to Whispering Estate, a stunning country retreat set on 70 private, manicured acres in the heart of Litchfield County. Designed and built with the warmth of a Utah ski lodge in mind, this extraordinary estate blends rustic elegance with timeless romance. From the moment you enter the long, tree-lined drive, you are embraced by serenity, beauty, and complete privacy. Perfect for weddings, milestone celebrations, romantic escapes, or intimate gatherings, Whispering Estate offers a breathtaking backdrop where love stories unfold. Couples are drawn to the crystal-clear pond, meandering stream, and gentle waterfall, each creating natural photo-worthy moments. Whether it’s a quiet weekend together or the start of forever, this estate was designed to make memories last.

Why you'll love this venue

  • Raw space for complete customization
  • Offers convenient lodging options
  • Surrounded by beautiful vineyards

Venue considerations

  • No built-in audiovisual options
  • Not for you if you're looking for a sleek and contemporary space
  • Additional event staff required
Whispering Estate is absolutely breathtaking! From the moment you arrive, you’re surrounded by elegance, charm, and natural beauty. The grounds are perfectly landscaped, offering endless photo opportunities, while the interior spaces feel both luxurious and inviting. The wine room, movie room, and guest accommodations make the experience unforgettable, whether you’re hosting a wedding, an event, or just enjoying a romantic getaway. The staff is warm, attentive, and truly dedicated to making sure every detail is perfect. It’s rare to find a venue that balances sophistication with comfort so seamlessly. If you’re looking for a place that will wow your guests and create memories that last a lifetime, Whispering Estate is it!
Alex, a month ago
Priam Vineyards 

5.0

Colchester, CT
  • Up to 400 guests
  • Select services
  • Outdoor
  • Starts at $10,450

We do exquisite and unique weddings and special events. Our vineyard and winery offer world class wines, picturesque hilltop event sites, and natural beauty ideal for an unforgettable celebration. The magnificent, natural environment will enhance any wedding vision. It’s a place where you can truly unplug from everyday life to focus on and enjoy the people in your life that are invaluable.

Why you'll love this venue

  • Venue is completely outdoors
  • Allows pets
  • Sophisticated wine experience

Venue considerations

  • No in-house catering options
  • No on-site guest accommodations
  • Venue feels large for events with small guest lists
We were at first drawn to Priam because of its organic wines and sustainable philosophy. We stayed because of the endlessly supportive team, the flexibility of the space, and the beauty of the venue. Kristine Herrold, the site’s wedding coordinator, goes way out of her way to ensure a good experience. She even arranged a bond fire (bonfire??) for us for a private ceremony the night before our wedding!!! The only downside is that it is a “blank canvas” that required some design (especially the ceremony space). It is also a working vineyard so access can be an issue at times. All of these issues were resolved. We had the most beautiful wedding!!! Everyone had a great time!!! Especially us!!!! Oh and the wines are amazing. We’ll be back!!!
Pamela B., 3 years ago
East Wind Long Island 

4.5

Wading River, NY
  • Up to 1000 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $12,000

East Wind Long Island is an award-winning catering facility situated on 26 lush acres of the North Fork, where you find a venue for any size or style event. For your "one wedding at a time" experience, our ALL NEW VINEYARD with picturesque grounds offering a romantic, rustic setting, or experience luxurious elegance at the Estate, where the space is exclusively yours for the day. For a stately soiree, the Inn features Grand Ballroom and the Newly renovated Veranda. East Wind is a destination, with a luxury hotel, a 10,000 square foot full-service Spa & Salon, Desmond’s Restaurant, just right for the rehearsal dinner and breakfast buffet. The Shoppes, just a few steps away, offer impressive array of retailers and Ruggero's Family Style Italian Restaurant with a grand carousel right outside the front door for a perfect photo backdrop. East Wind caters to all cultural, ethnic and LGBT wedding clients with many inclusive package options. It's the perfect destination to say “I do”!

Why you'll love this venue

  • All-inclusive venue packages
  • Provides lighting and sound
  • Provides event staff

Venue considerations

  • Best for events with big guest lists
  • Does not allow pets
  • Not for you if you are drawn to more unconventional venues
The Estate is such a beautiful space. When we booked about 2 years ago, we were nervous with the outdated look to it but ultimately thought the rooms were so big and would fit a big wedding. Over that time, they updated so much and it transformed the rooms it feels so open and airy in there. Jennifer was amazing throughout the whole process. She answered all of my questions so quickly. It gave me so much calm knowing I would have an answer within an hour. The day before we met with Tony who was our Maitre D. He is very obviously very experienced. He took all 1,645 bins of things I had and made sure everything was set. He made me so excited and took away my anxiety. Sweet Marylou was an angel. Marylou was our bridal attendant and oh my goodness she really made the day so lovely. She helped reapply my lipstick after dinner, fixed my bustle, made sure I ate and had a drink. We were so thankful to her. She said something my husband will never forget. “My wedding day was the absolute happiest days of my life and I am lucky enough to be a part of everyone else’s happiest day. Cherish each other” We will never forget them because they made it so wonderful. Every guest said they were never hungry or thirsty. The service was wonderful and there was not an issue in sight. We were so so pleased we chose The Estate as our venue. Thank you guys for everything!
Cassandra M., 3 months ago
Red Maple Vineyard 

5.0

West Park, NY
  • Up to 300 guests
  • All-inclusive
  • Indoor & outdoor

Red Maple Vineyard is a beautiful vineyard and farm, located on 143-acres of vibrant and diverse property which over looks the historic Hudson River. The land is composed of a renovated cow barn from the 1800's, stone foundation ruins, horse paddock, chicken coop, expansive lawns, forests, vineyards, fruit & vegetable, herb and floral gardens. Our property provides endless opportunities for pictures, and sets an incomparable scene for your ceremony and reception. Red Maple Vineyard wants to bring you a wedding experience you will remember for the rest of your lives. We look forward to hearing from you and helping you dream, create, and experience the wedding of your dreams. All catering and event planning is done in-house.

Why you'll love this venue

  • Surrounded by beautiful vineyards
  • Dressing room available
  • Pets can join the celebration

Venue considerations

  • No on-premises lodging options
  • Large venue, not ideal for small guest lists
  • Not for you if you're looking for a sleek and contemporary space
Red Maple Vineyard was the perfect venue for our wedding day. Their communication style was effective, open, clear, and awesome - they were on top of everything, helping coordinate with other vendors and always keeping a drink in our hand. The venue itself was spacious, beautiful, and truly magical. Amy could not have been a more amazing point person, and Melissa was such a helpful day-of wedding coordinator. We are so grateful to the entire Red Maple Vineyard team for making our special day absolutely perfect.
Kat & P., 3 months ago
Quick responder
The Vineyards at Aquebogue 

5.0

Aquebogue, NY
  • Up to 300 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $14,100
  • Open house

Nestled on the North Fork of Long Island, The Vineyards at Aquebogue provides a captivating setting at any time of year for your next event. Whether it be your dream wedding, an intimate celebration or corporate event, we will make your dreams come true.

Why you'll love this venue

  • Versatile for various event styles
  • Provides a dedicated team on-site
  • All-inclusive venue packages

Venue considerations

  • Does not allow pets
  • Not wheelchair accessible
  • Not for you if you are drawn to more unconventional venues
I could not have asked for a better experience with this venue. It speaks for itself, but the decor and indoor spaces just add to the overall beauty. They have multiple areas for photos, both indoor and outdoor. The staff was also incredible to work with. I cannot say enough good things as they were more than willing to accommodate us and it truly seemed like it was their goal to make us happy. I would highly recommend the Vineyards!
Danielle K., a year ago
One Woman Wines & Vineyards 
Southold, NY
  • Up to 250 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $10,000

Our vineyard and winery are located in Southold, NY. Previously a potato and melon farm, Claudia fell in love with the property across from her home and when it came up for sale in 2001 she did not want to see the farm developed. After closing her restaurant in western Nassau county she went forward with purchasing the property and selling the development rights to preserve it's beauty. Since then she's slowly hand planted and renovated the potato barns that existed on the property into her winery.

Why you'll love this venue

  • Unique barn setting
  • Has a dance floor to dance the night away
  • Pets can join the celebration

Venue considerations

  • No dedicated areas for getting ready
  • Not for you if you're looking for a sleek and contemporary space
  • No on-site guest accommodations
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Breezehill Farm 
Peconic, NY
  • Select services
  • Outdoor
  • Starts at $25,000

Nestled into over 72 acres of sprawling apple orchards and a private hunting preserve on the North Fork of Long Island rests an exquisitely constructed farmhouse and charming Farm Stand featuring fresh-picked fruits and veggies along with sweet treats like our famous apple cider donuts and fresh-baked pies. One visit to Breeze Hill Farm and Preserve and you’ll quickly realize why it’s one of Long Island’s local gems and most treasured destination.

Why you'll love this venue

  • Venue is completely outdoors
  • Exudes old-world charm
  • Has a sophisticated vibe

Venue considerations

  • Couple must handle cleanup and setup
  • Not wheelchair accessible
  • No in-house lighting and sound packages available

Location flexible? Discover venues near Middlebury, CT

About wedding venues in Middlebury, CT

Connecticut creates a magical backdrop for weddings with its diverse landscape ranging from historic mansions to renovated barns, waterfront properties and lush gardens. You'll find venues that perfectly blend traditional New England charm with modern amenities while showcasing the state's distinct seasonal beauty - exactly what you need to create those perfect wedding memories.

What Makes Connecticut Wedding Venues Distinctive?

Architectural diversity really sets Connecticut wedding venues apart. Eolia Mansion features an incredible amphitheater ceremony space and lovingly preserved period details that transport you back in time. The Barns at Wesleyan Hills stands out with its Edison Light Wall that creates absolutely magical evening ambiance you and your guests will remember forever. Fall weddings between September and October deliver spectacular foliage colors for ceremonies while July offers perfect conditions for waterfront celebrations along the Connecticut shoreline with comfortable temperatures and stunning water views.

How Much Do Connecticut Wedding Venues Cost?

Wedding venue costs in Connecticut typically range from $8,300 to $10,200 and represent about 17% of your total wedding budget. This aligns nicely with the national average of $6,500-$12,000 or 25% of total wedding costs, so you're getting good value in Connecticut.

For different guest counts, your approximate total wedding budgets will look like:

  • 50 guests: $24,172
  • 100 guests: $39,982
  • 150 guests: $54,842
  • 200 guests: $68,120
  • 250 guests: $81,398
  • 300 guests: $94,676

Where Can You Find Accessible Wedding Venues in Connecticut?

The Riverview in Weatogue accommodates up to 500 seated guests with complete accessibility features and packages starting at $10,000. You'll find The Waterview in Monroe offers beautiful lakeside event spaces for up to 300 guests with handicap-accessible indoor and outdoor areas that make movement easy for all your guests.

Eolia Mansion at Harkness Memorial State Park gives you accessible ceremony locations for up to 150 guests with pricing starting at $5,000, while The Glastonbury Boathouse welcomes 150 guests with wheelchair accessibility throughout its indoor and outdoor spaces so everyone can enjoy your special day without limitations.

Which Connecticut Venues Offer Outstanding Culinary Experiences?

The Omni New Haven Hotel at Yale showcases local ingredients through their upscale in-house catering that will impress even your foodie guests. Delamar West Hartford features the award-winning Artisan Restaurant offering refined cuisine in an upscale setting that perfectly complements your celebration.

The Pond House Cafe in West Hartford has earned serious praise for unique food options and stunning presentation that elevates your reception experience. Winvian in Morris delivers true 5-star farm-to-table dining with ingredients harvested from their on-site gardens; you'll taste the difference in every bite and your guests will be talking about the meal for years.

How Can Connecticut Venues Accommodate Remote Wedding Guests?

The Waterview offers cutting-edge virtual reality applications allowing your remote guests to explore venue grounds and interact with on-site attendees almost like they're physically there. Anthony's Ocean View provides dedicated event concierges who help integrate technology for seamless remote participation so no one feels left out.

Innovative venues now incorporate interactive video conferencing virtual reality experiences and personalized virtual engagement platforms that go far beyond simple streaming. These technologies create truly inclusive experiences for remote guests who can't make it in person but still want to share in your special day.

When Should You Book Your Connecticut Wedding Venue?

Connecticut venues typically need booking 16 months in advance with September generating the highest volume of venue inquiries. The peak wedding season spans September-October when fall foliage creates stunning natural decor driving serious competition for prime weekend dates at barn and outdoor venues. You'll want to secure your date early especially if you're dreaming of that perfect autumn wedding.

What Wedding Costs Should You Expect in Connecticut?

Key wedding expenses for a 150-guest wedding include:

  • Venue: $9,243 (17%)
  • Catering: $7,395 (13%)
  • Florists: $6,399 (12%)
  • Bar Services: $5,916 (11%)
  • Planners: $5,119 (9%)
  • Photographers: $4,977 (9%)

Connecticut creates a magical backdrop for weddings with its diverse landscape ranging from historic mansions to renovated barns, waterfront properties and lush gardens. You'll find venues that perfectly blend traditional New England charm with modern amenities while showcasing the state's distinct seasonal beauty - exactly what you need to create those perfect wedding memories.

What Makes Connecticut Wedding Venues Distinctive?

Architectural diversity really sets Connecticut wedding venues apart. Eolia Mansion features an incredible amphitheater ceremony space and lovingly preserved period details that transport you back in time. The Barns at Wesleyan Hills stands out with its Edison Light Wall that creates absolutely magical evening ambiance you and your guests will remember forever. Fall weddings between September and October deliver spectacular foliage colors for ceremonies while July offers perfect conditions for waterfront celebrations along the Connecticut shoreline with comfortable temperatures and stunning water views.

How Much Do Connecticut Wedding Venues Cost?

Wedding venue costs in Connecticut typically range from $8,300 to $10,200 and represent about 17% of your total wedding budget. This aligns nicely with the national average of $6,500-$12,000 or 25% of total wedding costs, so you're getting good value in Connecticut.

For different guest counts, your approximate total wedding budgets will look like:

  • 50 guests: $24,172
  • 100 guests: $39,982
  • 150 guests: $54,842
  • 200 guests: $68,120
  • 250 guests: $81,398
  • 300 guests: $94,676

Where Can You Find Accessible Wedding Venues in Connecticut?

The Riverview in Weatogue accommodates up to 500 seated guests with complete accessibility features and packages starting at $10,000. You'll find The Waterview in Monroe offers beautiful lakeside event spaces for up to 300 guests with handicap-accessible indoor and outdoor areas that make movement easy for all your guests.

Eolia Mansion at Harkness Memorial State Park gives you accessible ceremony locations for up to 150 guests with pricing starting at $5,000, while The Glastonbury Boathouse welcomes 150 guests with wheelchair accessibility throughout its indoor and outdoor spaces so everyone can enjoy your special day without limitations.

Which Connecticut Venues Offer Outstanding Culinary Experiences?

The Omni New Haven Hotel at Yale showcases local ingredients through their upscale in-house catering that will impress even your foodie guests. Delamar West Hartford features the award-winning Artisan Restaurant offering refined cuisine in an upscale setting that perfectly complements your celebration.

The Pond House Cafe in West Hartford has earned serious praise for unique food options and stunning presentation that elevates your reception experience. Winvian in Morris delivers true 5-star farm-to-table dining with ingredients harvested from their on-site gardens; you'll taste the difference in every bite and your guests will be talking about the meal for years.

How Can Connecticut Venues Accommodate Remote Wedding Guests?

The Waterview offers cutting-edge virtual reality applications allowing your remote guests to explore venue grounds and interact with on-site attendees almost like they're physically there. Anthony's Ocean View provides dedicated event concierges who help integrate technology for seamless remote participation so no one feels left out.

Innovative venues now incorporate interactive video conferencing virtual reality experiences and personalized virtual engagement platforms that go far beyond simple streaming. These technologies create truly inclusive experiences for remote guests who can't make it in person but still want to share in your special day.

When Should You Book Your Connecticut Wedding Venue?

Connecticut venues typically need booking 16 months in advance with September generating the highest volume of venue inquiries. The peak wedding season spans September-October when fall foliage creates stunning natural decor driving serious competition for prime weekend dates at barn and outdoor venues. You'll want to secure your date early especially if you're dreaming of that perfect autumn wedding.

What Wedding Costs Should You Expect in Connecticut?

Key wedding expenses for a 150-guest wedding include:

  • Venue: $9,243 (17%)
  • Catering: $7,395 (13%)
  • Florists: $6,399 (12%)
  • Bar Services: $5,916 (11%)
  • Planners: $5,119 (9%)
  • Photographers: $4,977 (9%)

What types of wedding venues are in Middlebury, CT?

What other Middlebury vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?