The Best Covered Outdoor Wedding Venues in Canaan, CT

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.

From our memorable destination weekend weddings with up to 220 Guests to small, intimate affairs, Interlaken offers impeccable service, seasonally inspired farm-to-table cuisine, a gorgeous lakeside ceremony site, and a garden wedding reception. We are located on 30 acres of manicured lawns and traditional New England style gardens, nestled in between two shimmering lakes. Guests staying with us enjoy use of the many property amenities. We host only one wedding per day to insure that our focus is entirely on you.

Discover the ideal location for a weekend long celebration whether you’re hosting a bridal shower, wedding reception, rehearsal dinner or farewell brunch; create the celebration you desire. Nestled in the heart of the scenic Litchfield Hills, The Litchfield Inn offers one of the most picturesque wedding venues in Connecticut. Surrounded by lush woodlands and rolling countryside, our charming location provides the perfect setting for your dream wedding. Whether you’re planning an intimate garden ceremony, an elegant tented reception, or a grand ballroom celebration, our versatile spaces are designed to make your special day unforgettable.

Transform your special occasions into unforgettable experiences against the backdrop of pristine lake views and mountain vistas. From intimate weddings to large gatherings, our collection of distinctive venues accommodates 40 to 200 guests. Say your vows in a place where promises have been made for over a century — one built on reverence for nature, the beauty of gathering, and the sacred duty of hosting those you love.

Welcome to Camp Lenox, your destination for unforgettable events and celebrations. Nestled in the scenic beauty of the Berkshire Mountains in Western Massachusetts, Camp Lenox offers a unique and versatile venue for weddings, corporate retreats, family reunions, and more. Our family-owned camp provides a down-to-earth atmosphere, personalized service, and attention to detail that ensures your event is as memorable as it is special.

Wyndcrest Estate is a wedding venue located in picturesque Bethlehem, CT. The newly built rustic-style barn is positioned on top of a hill, overlooking a beautiful equine facility. This stunning property can host up to 250+ guests and features a gazebo for cocktail hour, spacious lawns for yard games, and new ceremony building! Wyndcrest Estate Venue is set up a bit differently, which is something we pride ourselves on! We are exclusive in the sense that we host only one wedding a weekend and we give wedding parties the entire weekend to enjoy their big day! This includes the day before for set up and rehearsal, the day of for the event, and the day after for cleanup. Additionally, onsite housing allows for the parties to gather throughout the entire weekend. We do not have a preferred list of caterers, in order to allow you to chose however you would like to celebrate your wedding. We also allow special requests such as dogs, bounce houses, mobile bars, etc.

Based in Bristol, Connecticut, Larimar is an elegant banquet hall available to host wedding ceremonies and receptions. It can also accommodate rehearsal dinners. Recently refurbished, this family-friendly location has beautiful views of the club’s immaculate fairway and surrounding countryside. Large windows allow plenty of natural light to illuminate your celebration before the sun goes down over the golf course. From the moment you enter Larimar, you will be captured by its spectacular sparkling crystal lighting, unique designer mirrors, soft couch and chairs by the fireplace, flowing sheer drapes, white velvet tablecloths and neutral palate tones. You will Begin to feel your emotions swirl while looking through glass walls, which lead to Larimar’s heated wrap around porch descending to a stone patio that features an outdoor gas fire pit overlooking the beautifully manicured lawns and gardens.

Thank you for considering TurnPark as the venue for your dream wedding or event. Our wide open spaces, world class sculptures and beautiful views are just some of the reasons TurnPark is one of the most unique wedding venues in the Berkshires. Our grounds offer a stunning marble amphitheater for ceremonies and two large fields for receptions. Fields of wild flowers, a marble quarry, and the picturesque New England town of West Stockbridge provide a magical backdrop for wedding photos.

The Riverview is a place like no other. We are a modern event venue on the beautiful waterfront setting of the Farmington River. The Riverview captures the beauty of Connecticut while bringing glamour and elegance to your reception. Since the building opened in 2008, our unique blend of personalized comprehensive service, architectural grandeur and intimate waterfront landscapes have set us apart and attracted guests from across Connecticut, New York and Massachusetts. We strive to make dreams into reality for each and every one of our clients… and to make their event the first and most memorable part of their happily every after.

As a family-owned and operated business, we consider every single client and guest a member of our own family. Our values reflect this welcoming attitude—we strive to provide the highest-quality cuisine, professional service and an incredible setting for you to celebrate. One special day, one special place.

Inspiring & Affordable The Brass Rail Meeting House offers beautiful lakeside views for your event along with: · Multiple Rooms that can accommodate up to 250 people · Smaller rooms available · Outdoor Deck available for onsite ceremonies & events · Beautiful Backdrop for Photos · Bridal Suite & Groomsmen Pub available onsite · We offer full-service catering It’s the perfect location for your wedding. You and your guests can have a unique celebration of the upcoming nuptials while making memories that will last a lifetime!

Here at Tunxis, we offer two unique wedding venues:  First is the outdoor Pavilion that you will find nestled in a pine grove.  Spring through Fall, this outdoor escape is perfect for your rustic wedding with up to 300 guests.  The second is the indoor Fireside Dining Room.  Year-round, this cozy tavern space is ideal for weddings with up to 120 guests. 

A gorgeous barn venue just waiting to host your dream event! We are a seasonal venue open from April-October. We are a large one story barn with a open floor plan and a neutral feel. Perfect to decorate how you want for your dream wedding. Since out barn is so large we typically only recommend people book with us if their attending guest count is 100+ people. If you book with us we promise it will be a day you will never forget and the beginning to the start of your lives together!

From a formal gathering to a more intimate get together, a multi course sit down dinner to a fire roasted family style meal, The BARN at Liberty Farms is a beautiful and flexible venue ready to satisfy your needs and desires. With your vision and our experience, together, we will make your entire day personal, unique and truly unforgettable.

“The Quintessential Hudson Valley Farm Wedding Venue” Nestled in Quaker Hill, a small hamlet northeast of Pawling, NY, Kirby Hill Farm offers a rustic-styled wedding backdrop on a sprawling countryside. Kirby Hill farm is a unique and beautiful equestrian farm just an hour north of New York City. It offers horse enthusiasts the finest boarding, training & recreational options for nearly every discipline and skill level. The estate is complete with indoor riding arenas, horse barns, paddocks, riding trails, an outdoor event field with observation pavilion and clubhouse. With over 250 majestic acres, you will find yourself surrounded by beautiful outdoor landscapes, a few breathtaking ceremony sites to choose from, and newly renovated barn overlooking our pristine grounds. From intimate celebrations to large formal occasions, Kirby Hill Farm couples farm elegance and modern celebration in a country setting with many picture-perfect spots to capture your special moments.

We can’t think of a more fitting place to say "I do" than where our Kindred Creeks join to become one. Your ceremony can overlook the water as you walk along the creek to meet your new partner. Our beautiful site is customizable to any style of wedding from bohemian to modern and everything in between. Select your tenting, table settings and catering menu to match the day you’ve been dreaming of – all from one place. We have a multitude of crockery, fabrics and styles for you to choose from and customize yourself.

The Hudson Milliner Art Salon is a creative and collaborative space located in a historic 1860's building in the center of Hudson, NY. Conveniently located to the train station, this unique location is the perfect place to have an intimate event in upstate New York.

We are honored to have served the community for 9 years and counting - whether you are a regular or a new friend, it is our pleasure to host you. We look forward to welcoming you to BackBar in Hudson. Get a quote today!

✨ Planning Your Perfect Event? We've Got You! ✨ Looking for a seamless, no-stress vibe for your ceremony? We’re all about making it easy—ceremonies are on the house! 🎉 Keep the party going with music until 11 pm (yep, gotta respect those town rules) and wrap up your event on time, but don’t worry—we’ve got after-party options in Hudson or Rhinebeck! 🌃 Bars stay open ‘til 3 am, and food’s served ‘til 1 am, so you can keep the energy high. 🍕🍸 Bonus: Get rehearsal time the day before AND clean-up time the morning after. More time to make it perfect, less stress on the big day. ✨ We don’t do catering, but no sweat—we’ve got a lineup of awesome vendors we recommend. Plus, we require a wedding coordinator (because organization = peace of mind) and wedding insurance to keep things covered. ✅ Let’s make your event one for the books! 📖

The Lake House catering facility is located within steps of its own private lake. Situated on over 19 acres, privacy and sophistication adorn you from the moment you arrive. Designed and built to capture unsurpassed lake views from every seat, The Lake House delivers the finest service and cutting-edge cuisine to satisfy the most discerning of palates.

The Phelps-Hatheway House & Garden highlights the elegant lifestyle enjoyed by two 18th-century families on Suffield’s historic Main Street. From the grand staircase to the fine Connecticut furniture and Parisian wallpaper, the house showcases Federal period high style. The landscaped grounds feature formal flower beds and an herb garden. A historic barn and cozy summer house are perfect for weddings, meetings, and other special occasions.

Located just south of the Catskill Mountains where the Esopus Creek meets the Hudson River and 100 miles North of NYC, Diamond Mills in beautiful Saugerties NY is one of the most flexible, modern and beautiful facilities in all of the Hudson Valley. Whether you’re looking to host an elegant wedding reception in our traditional Grand Ballroom, or have cozy gathering in mind, Diamond Mills has the innate ability to tailor our venues to your unique style. With 30 boutique hotel rooms and a full-service restaurant on-site, we are the perfect destination to celebrate all weekend long in Upstate, New York. Our Event Professionals understand and truly appreciate the importance of your event and work with you each step of the way throughout your planning process. From start to finish, we customize and coordinate each little detail to ensure you the best day ever on your wedding day!

At Hutton Brickyards we understand that everyone has a specific vision for their special day. When creating your wedding with us, our team of experts are here to assist you in creating a lasting experience for both you and your guests. Nestled along the Hudson River and spanning 100 acres, Hutton Brickyards is truly a remarkable, romantic backdrop for your special day.  With unique accommodations in either the beautiful Edgewood Mansion or our modern, newly built cabins. The property offers a variety of indoor and outdoor venues for your weddings, allowing guests to enjoy the views of the Hudson River and our beautifully manicured grounds. Our wedding packages are priced seasonally and include exclusive use of our distinctive spaces allowing you privacy to create unforgettable moments. 

A home to Hudson Valley food + bev adventure seekers since 2013, Plan Bee Farm Brewery proudly brews 100% NYS beer. Our beers go from ground to glass within measurable feet of their origins. At Plan Bee Farm Brewery, our beers are created by the limitation of local resources. From the yeast we cultivate from our honeycomb, to the grain and hops in our fields, if it isn’t in our community it doesn’t enter our beer. Weddings at Plan Bee Farm Brewery are relaxed, romantic, and environmentally conscious. Nestle in with your closest family and friends for a garden ceremony and cocktail hour, followed by dinner, dancing, and sweeping sunset views in our brand new hilltop pavilion. We would be so thrilled to host your special day on the grounds of our whimsical woodland farm, where we proudly grow the ingredients for our 100% NYS Farm Beer. With us, the natural world is never too far away.

They say a picture is worth a thousand words, let Fortune Valley Manor be the barn venue for those beautiful words. A private 35 acre manor nestled in the Hudson Valley offering a 5,000 square foot barn or outdoor tented reception, cocktail hour, and wedding reception sites. The barn offers a beautiful rustic yet elegant feel with black iron chandeliers, white draping, and bistro lights around the property. When you combine stunning ponds, plush green meadows, and a natural wooded backdrop, the options for your special day become endless. We are located 10 minutes off of the NYS Thruway exits Saugerties/KIngston NY Offering hotels within 5 minutes from our venue for the ease and convenience of your out of town guests. FVM prides itself on offering a stress free and fun wedding planning process. We look forward to working with you to create your picture perfect dream wedding

Nestled on 12 private acres in the foothills of the Berkshires, our property offers comfort and luxury beyond compare with some of the most breathtaking views for your incredible event. Our venue offers an elegant space with a neutral palette to meet every design aesthetic. Our private Berkshire oasis is the perfect backdrop to create memories that will last a lifetime.

Your wedding at Bellavista Country Estate will include a two night or longer stay at the beautiful 12,000 square foot estate for up to 16 guests. The property is located on 60 private acres in picturesque Hudson Valley. Amenities include nearly 2,000 square feet of beautifully appointed bridal & groom men’s suites. Perfect for photo ops, the estate also includes a game room with air hockey, pinball, card table, home theater, an in-house gym, library, five full bathrooms, library and fully stocked kitchen .. all for the wedding couple, family and friends to enjoy during their stay.

Black Walnut Farm is a 34-acre historic estate in Saugerties, NY, where the Catskills meet the Hudson Valley— and where weddings become full weekends of revelry. Our Wedding Weekend gives you time to settle in, welcome your favorite people, throw one hell of a party, and actually enjoy it all. Celebrate in our restored 1891 barn with a four-foot disco ball, choose from three distinct ceremony sites, gather around the bonfire, and stay onsite in our 1747 farmhouse. Our hospitality team is here throughout the weekend, with thoughtful extras including wedding-morning breakfast, a Hospitality Concierge, welcome event space, and plenty of fun around the farm. Most couples who fully embrace the Black Walnut Farm weekend experience plan for a total wedding budget of approximately $65,000–$100,000+. We believe in great food, seriously good drinks, packed dance floors, and one more song.

The Bykenhulle House is the perfect setting for a country chic wedding located in the heart of Hudson Valley, New York. Our historic estate boasts a formal ballroom, perennial gardens, a manicured lawn, and multiple stone patios to stage your event.

Welcome to The Farm at Abeel House, a unique wedding venue in the heart of the Catskills, where rustic charm meets natural beauty! Our stunning, spiraling outdoor space features a barn, a serene stream, vibrant flowers, and a picturesque meadow, providing the perfect backdrop for your dream wedding. Celebrate your love story in a way that's uniquely yours, free from the ordinary and predictable. Our barn accommodates intimate gatherings of up to 50 people for seated dinners and 75 for dancing, while the expansive outdoor space can host larger celebrations. With the flexibility to configure any area of the property to fit your vision and the option to bring in tents for outdoor festivities, every detail can be tailored to create a memorable experience that stands out. Together, we are committed to making your wedding day a remarkable celebration filled with love, beauty, and creativity. Our in house food team is lead by led by Stephanie Skiadas, formerly Chef du Cuisine at Gaskins.