The Best Vineyard & Winery Wedding Venues in Chester, IL

The Best Vineyard & Winery Wedding Venues in Chester, IL

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8 Wedding Venues in Chester, IL

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The View at Charleville 

5.0

Sainte Genevieve, MO
  • Up to 275 guests
  • Select services
  • Indoor & outdoor
  • Starts at $499

The View at Charleville is a brand new wedding venue created to highlight the breathtaking landscape that Missouri Wine Country has to offer. Every detail of this space was thoroughly thought out and planned to enhance the best day of your life. Couples who book The View at Charleville can share their big days with up to 175 guests inside and 100 people in the outdoor event space. The venue's experienced team has put together several wedding packages for to-be-weds to choose from. Ceremony, reception, micro wedding, elopement, and vow renewal options are available, each featuring helpful amenities. The staff would be happy to provide set-up and clean-up services, as well as essentials such as tables, chairs, linens, china, and glassware. To ensure that your unique vision comes to life down to the last detail, the venue's coordinator would be delighted to work with you and your partner.

Why you'll love this venue

  • Both indoor and outdoor options
  • Sophisticated wine experience
  • Private area for the wedding party

Venue considerations

  • On-site parking not available
  • No in-house lighting and sound packages available
  • Large venue, not ideal for small guest lists
Awarded Best of Zola
“Nestled in the beautiful rolling hill of Ste. Genevieve, Charleville Brewery and Winery will truly take your breath away! This elegant and modern space provides exceptional wedding ceremony and reception services for a memorable event that will be talked about for years to come. Their indoor and outdoor spaces offer breathtaking views of endless terraces and stunning landscapes. Priding themselves on their exceptional service and top-of-the-line amenities, you are guaranteed to have the ultimate wedding experience that will leave an unforgettable impression on you and your guests!”
Grace, a year ago
Pebble Creek Farm 

5.0

Farmington, MO
  • Up to 300 guests
  • Select services
  • Indoor & outdoor
  • Starts at $2,500

Slightly off the beaten path, PCF boasts a relaxing atmosphere amidst stunning scenery. With a laidback wine country feel, we’re proud to feel secluded and yet be conveniently located between two small towns. The showstopper of Pebble Creek Farm is our large, gorgeous white barn. You have the ability to decorate as much or as little as you’d like, and the beauty of this grand space will shine through in whichever you choose. Every aspect of the barn awaits your personal touch - it looks lovely in a farmhouse chic style and also in a classic, elegant style.

Why you'll love this venue

  • Scenic vineyard views
  • Accommodates more than 200 guests
  • Natural elegance with open spaces

Venue considerations

  • Does not have a dance floor
  • No built-in audiovisual options
  • Not wheelchair accessible
“Pebble Creek Farm was the perfect venue for our wedding. From the beginning, the communication with the staff was quick, attentive, and friendly. The venue itself was beautiful, elegant, and modern - the perfect backdrop for our special day. Lisa, the coordinator, was there all day and helped make the day run so smoothly. We also loved the cute cabins on the property that our guests could rent, making the whole experience feel like a weekend getaway. It was picture perfect and all the staff were so friendly and accommodating. We couldn't have asked for a better venue to celebrate our marriage.”
Sydney S., 4 months ago
Quick responder
The Venue by Bloom Ridge Farm LLC 

5.0

Alto Pass, IL
  • Up to 300 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $5,950

BloomRidgeFarm is the perfect place for your special day. Our scenic views of wine country, rows of lavender, and stunning outdoor metal chapel create the perfect backdrop for a wedding that’s both beautiful and unforgettable.

Why you'll love this venue

  • Flexible event spaces
  • Provides a dedicated team on-site
  • Space for a large guest list

Venue considerations

  • Venue feels large for events with small guest lists
  • No dedicated areas for getting ready
  • No in-house lighting and sound packages available
“The Venue by Bloom Ridge Farm LLC was an absolute dream to work with for our wedding. From the very first interaction, the owners were incredibly thoughtful and thorough in their communication, ensuring our experience was seamless. The open and airy space provided ample room for our guests to move freely and enjoy the celebration. On the day of, the owners were attentive to every detail, allowing us to be fully present and soak in the joy of our special day. Our wedding at The Venue was perfect in every way, and we are so grateful to the team for making our vision a reality.”
Marie J., a month ago
Dodson Orchards 

5.0

Fredericktown, MO
  • Up to 220 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $3,000

Nestled within the breathtaking Ozark Mountains, our barn wedding venue offers a truly magical setting for your special day. The centerpiece of this idyllic location is our authentic old-world barn, a rustic gem that exudes charm and character. Perched on our picturesque farm, the barn overlooks a lush valley, providing a stunning backdrop for your wedding celebration. With a proven track record of hosting hundreds of flawless weddings, our venue takes pride in offering full-service packages that encompass everything from decor planning to catering services. As you step into this enchanting haven, you'll find yourself transported to a world of rustic elegance, where the natural beauty of the Ozarks combines seamlessly with the expertise of our dedicated team to make your dream wedding a reality.

Why you'll love this venue

  • Provides setup and cleanup
  • Space for a large guest list
  • Has a relaxed and casual vibe

Venue considerations

  • Venue feels large for events with small guest lists
  • Not for you if you don't want a rustic vibe
  • Not wheelchair accessible
Awarded Best of Zola
“Starting with the owners, would be an easy one, they are some of the nicest people to work with. But instead, I’m going to start with the property overall. Every corner you turn every item you see has been handpicked by Jen and Steve to do nothing more than elevate your overall experience at the Dodson Orchard. The bridal quarters are gorgeous, but the grooms quarters just make you feel like you’re supposed to be at this venue. The reception hall, the barn, is the epitome of country chic. With a rustic feel and the beautiful, handcrafted touches, it is some thing that is really set apart from everything else you can imagine. The food is cooked by the owner Steve, who is one of the most excellent chefs I’ve had the privilege of meeting and working with. Sometimes you go to an event, and the food is dried out and over cooked, that never happens here, it is always a highlight of the venue. There’s not much more I can say about the orchard, the owners make you feel like family and add a personal touch to each and every event they put together. Go check this place out you won’t be disappointed!!”
Jason Betancourt , a year ago
Quick responder
Dragonfly Wedding Venue 

5.0

Herrin, IL
  • Up to 300 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $3,550

Located in the heart of Southern Illinois, Dana, Morgan, and Joe welcome you to Dragonfly. Born from the need to have a place all to yourself on your Big day, Dragonfly sits on a 36-gorgeous acres. The venue features a 1-acre pond, a 3-bedroom Bridal Cottage, a down-stairs Groom's Room, a large climate-controlled wedding barn, an outdoor patio, a covered pavilion​ with stone fireplace, and the wonderland woods. At Dragonfly, you have a place for all your wedding festivities: engagement pictures​, rehearsal dinner, ceremony, and reception.

Why you'll love this venue

  • Multiple event spaces
  • Rustic-chic setting
  • Raw space for complete customization

Venue considerations

  • Additional event staff required
  • Best for events with big guest lists
  • Not for you if you don't want a rustic vibe
Awarded Best of Zola
“Not only is Dragonfly a gorgeous venue with so much to offer, the owners and staff always go above and beyond to make a wedding or event top notch. I highly recommend Dragonfly!”
Alanna Milby, 4 years ago
The Monarch Venue & Event Center 
Perryville, MO
  • Up to 200 guests
  • Select services
  • Outdoor
  • Starts at $3,000

The Monarch Venue & Event Center combines contemporary style with versatile event spaces, perfect for modern weddings. With sleek décor and state-of-the-art facilities, the venue's commitment to exceptional service ensures a memorable and personalized celebration.

Why you'll love this venue

  • Exudes style
  • Offers convenient lodging options
  • Offers full-service amenities

Venue considerations

  • Does not have a dance floor
  • Not wheelchair accessible
  • No in-house lighting and sound packages available
Cave Vineyard 
STE. GENEVIEVE, MO
  • Up to 250 guests
  • Select services
  • Indoor & outdoor

Cave Vineyard in Ste. Genevieve derives its name from the remarkable Saltpeter Cave located just a short walk from the Tasting Room. This is a must-stop destination for those looking to enjoy a unique wine country experience. Sample the Cave Vineyard’s award-winning wines in The Tasting Room, located on top of the cave. Enjoy the scenic views of the vineyard & rolling hills from our outdoor Pavilion. Only an hour south of St. Louis, Cave Vineyard in Ste. Genevieve offers a gorgeous backdrop of the rolling hills and vineyards in Ste. Genevieve County. This setting, along with the Cave and Winery, is sure to provide a memorable experience for your guests as well as fabulous photo opportunities! In addition, historic Ste. Genevieve is just minutes away, providing a variety of activities for out of town guests.

Why you'll love this venue

  • Full catering menu to choose from
  • Has a dance floor to dance the night away
  • Both indoor and outdoor options

Venue considerations

  • Couple must handle cleanup and setup
  • Venue feels large for events with small guest lists
  • Not wheelchair accessible
The Barn At Lone Eagle Landing 
Sainte Genevieve, MO
  • Up to 200 guests
  • Select services
  • Indoor & outdoor

FROM THE TIME YOU ENTER THE GATE, THE COUNTRYSIDE FULL OF CROPS AND ALL ITS NATURAL BEAUTY IS SECOND TO NONE AND A SENSE OF COMFORT, SIMPLICITY, WARMTH, AND HOME SURROUNDS YOU. Off a twist of backroads a mere 10-15 miles out of town, lies a little slice of heaven. The Barn at Lone Eagle Landing is a quiet, family-owned wedding and event venue located on 400+ acres in beautiful Sainte Genevieve county, the heart of southeast Missouri wine country.

Why you'll love this venue

  • Feels like a getaway
  • Offers convenient lodging options
  • Provides event staff

Venue considerations

  • Lighting and sound are not included
  • Not for you if you're looking for a sleek and contemporary space
  • Not wheelchair accessible

Location flexible? Discover venues near Chester, IL

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The Silo Event Center

5.0 (5)

Hopkinsville, KY
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Burdoc Farms
Crofton, KY
White Chateau at Cecil Farms

5.0 (1)

Owensboro, KY
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Amor on the River

5.0 (2)

Scott City, MO
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The View at Charleville

5.0 (4)

Sainte Genevieve, MO
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Valley Mist Events
Ironton, MO
Pebble Creek Farm

5.0 (1)

Farmington, MO
The Barn At Lone Eagle Landing
Sainte Genevieve, MO
GemHidden gem
Arcadia Academy

5.0 (2)

Arcadia, MO
The Venue at Sawyers Landing

5.0 (1)

Fredericktown, MO
The Monarch Venue & Event Center
Perryville, MO
Best Wedding Chapel
Shelbyville, IL

Get inspired by real weddings in Chester, IL

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Event types for wedding venues in Chester, IL

About wedding venues in Chester, IL

How much do wedding venues typically cost in Chester, IL?

The cost of a wedding venue varies widely by location, number of guests, and many other details of the wedding package. Chester, IL offers a range of options that can fit most budgets. Raw venue space rentals (which only include the space itself) start at $3,600 and average $5,000.

What types of venues can I find in Chester, IL?

Chester offers a wide range of venues, including Barn and ranch, Historic estate and Vineyard.

What are some of the best wedding and reception venues available in Chester, IL?

Some of the most popular venues in this area include Moonlight Pine Event Barn, Celebrations Event Center and Dragonfly Wedding Venue. But just like finding "the one," finding the perfect wedding venue takes time and a little bit of magic. Start by envisioning your dream wedding - the ambiance, style, and location. Then, explore our extensive collection of carefully curated wedding venues. Our marketplace provides detailed information, stunning photos, and real couples' reviews to help you make an informed decision. Trust your instincts, and when you find that venue that gives you butterflies, you'll know it's the one.

What questions should I ask when booking a venue in Chester, IL?

It all depends on what you're looking for, but you may want to consider things like whether the venue has an on-site bridal suite (100% in Chester do) or whether the venue provides an event coordinator (33% in Chester do!).

Additionally, some venues work with certain caterers and require a minimum food and beverage spend in addition to the space rentals. Others might have a recommended list of preferred caterers that they'd like you to work with.

Can the venues in Chester, IL accommodate both small and large weddings?

Of course! Small wedding venues in Chester, IL can host intimate parties while large venues can accommodate up to 300. The average venue in Chester can seat 200 guests.

What amenities do the reception venues in Chester, IL offer?

The venues in Chester, IL are known for the exceptional suite of services and amenities offered to couples and their wedding parties. The most common services provided are Dance floor, Set up and Clean up. Some venues even offer Event coordinator!

What types of wedding venues are in Chester, IL?

What other Chester vendors will I need?

What other wedding venues are nearby?

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