Top Middlebury Venues

• Spaces for 50-250 Guests
• 1 Ballroom
• 1 Event Space
• 2 Historic Spaces

19Main occupies the United Bank Building in historic downtown New Milford, Connecticut — a beaux-arts structure built in the early 1900s following the Great Fire of 1902, listed on the National Register of Historic Places in 1982. After nine months of restoration by Village Green Investments, the building opened as an event venue in September 2015, preserving three original bank vaults as a nod to its storied past alongside thoroughly modernized amenities. The venue offers two reception rooms suited to a range of event sizes. The larger room accommodates up to 150 guests seated or 250 for cocktail-style receptions; the smaller room fits up to 50 seated or 100 cocktail-style. For wedding receptions with a dance floor, the venue hosts up to 130 guests. 19Main books only one event per day, ensuring exclusive use of the full space from morning through midnight. Weddings, social events, and corporate gatherings are all welcome. Outside caterers and vendors may be brought in with prior approval, and the dedicated event coordinator — on-site since 2016 — supports planning from initial booking through the final hour of the event.

• Spaces for 200 Guests

Hunt Hill Farm — now home to The Silo Cooking School — is a cultural institution with more than five decades of history in New Milford, Connecticut. Founded on Ruth and Skitch Henderson's passion for food, fine art, music, and conservation, the property helped spark the recreational cooking movement in the 1970s, well before the Food Network era. Today, The Silo operates as a cooking school, event venue, and community gathering place tucked into the Litchfield Hills. Led by Chef Constantine "Dino" Kolitsas, the program offers hands-on cooking classes, corporate team-building sessions, private group classes, catering services, and youth summer camps. The campus has served tens of thousands of children and adults from across the region and holds accredited NGO status with the United Nations Economic and Social Council. The farm's white barn and silo buildings sit on open grounds surrounded by trees — a rural Connecticut setting that suits celebrations, cultural events, and creative programming in equal measure.

• Spaces for 150-400 Guests
• 2 Hotels
• 1 Ballroom
• 1 Event Space

Set in the rolling hills of Litchfield, Connecticut, The Litchfield Inn is a family-operated colonial boutique hotel that has been welcoming guests for more than 40 years. The property spans 10.5 acres adjacent to over 100 acres of conservation land, offering a secluded countryside setting just two hours from New York City and Boston and less than two miles from downtown Litchfield's shops and restaurants. The inn accommodates events of varying scales across its indoor and outdoor spaces. The Ballroom provides a spacious, high-ceilinged setting for weddings, receptions, and corporate galas, while the Gathering Room suits more intimate occasions — baby showers, small parties, and meetings. The grounds extend the venue outdoors, with formal gardens and open lawns available for ceremonies and tented receptions. With 32 guestrooms on-site, wedding parties and their guests can stay for the full weekend, and the inn's event team works with each group to tailor catering and logistics throughout the planning process.

• Spaces for 50-250 Guests
• 1 Ballroom
• 1 Event Space
• 2 Total Spaces

Hawk's Landing Country Club is a full-service event venue and country club set on an 18-hole golf course in Southington, Connecticut, surrounded by rolling hills and manicured grounds. The BellaVista Banquet Facility is the club's flagship event space, hosting more than 50 weddings a year alongside corporate gatherings, galas, and milestone celebrations. The room's cathedral wooden ceiling and glass facade frame panoramic views of the golf course, creating a backdrop that works in every season. Private outdoor patios off the main room provide a natural space for cocktail hours before guests move inside. The BellaVista accommodates up to 250 guests. For smaller gatherings, the Fairway Room offers a more intimate setting for up to 50 guests, with its own private paver patio covered by an awning. In-house catering through the on-site team rounds out the full-service experience, with menu options spanning weddings, brunches, corporate events, and bereavement services.

• Spaces for 600 Guests
• 1 Hotel
• 1 Ballroom

Tavern 201 at the Best Western Plus North Haven is a full-service hotel event venue in North Haven, Connecticut, offering a newly renovated banquet facility and on-site restaurant for weddings, corporate gatherings, and private celebrations of all sizes. The banquet facility spans multiple configurable spaces — including the Ballroom, Diamond, Emerald, Ruby 1, Ruby 2, Sapphire, and Emerald Ballroom 1 — accommodating up to 650 guests across the property. A 64-by-24-foot hardwood dance floor anchors the main event hall, and white linens are provided for all events. Wedding packages range from a Bronze to Platinum tier, each covering a five-hour event window with social hour, plated dinner, and bar service; a bridal suite with in-room refreshments and a complimentary overnight stay for the couple are also available. Scarlett's Fine Events, the venue's catering division, handles planning from initial consultation through event day and draws on a culinary team with expertise across a wide range of cuisines. Hotel guest rooms are available for out-of-town attendees, with room discounts offered based on availability.

• Spaces for 150-350 Guests
• 2 Ballrooms
• 1 Outdoor
• 3 Gardens

La Mirage Wedding & Banquet Facility has been helping Connecticut families celebrate special occasions for over 60 years. Located in North Haven and convenient to I-91 and Route 15, the facility hosts weddings, anniversary parties, retirement celebrations, showers, and banquets for groups of 50 to 350 guests. The venue offers two distinct reception rooms, each with its own private garden featuring a fountain and gazebo. The Crystal Room, the larger of the two spaces, seats up to 350 guests and features chandeliers and picture windows overlooking its garden. The Mirage Room is a more intimate setting accommodating up to 150 guests, with its own private garden access. Both rooms are available with or without an onsite ceremony. The Ceremony Garden serves as a dedicated outdoor ceremony space, centered on a 15-foot waterfall and accented by stone fountains, flower beds, and antique statuary. In-house catering is provided for all events, with wedding and banquet packages available across multiple tiers to fit a range of budgets.

• Spaces for 125 Guests

Il Palio by Margherita Aloi brings an authentic Tuscan dining experience to Shelton, Connecticut. Founded by Bob Scinto with a vision of "extraordinary dining in a true Tuscan setting," the restaurant draws its name and spirit from the famous medieval horse race held twice yearly in Siena's Piazza del Campo. The exterior features hand-carved sculptures depicting that storied race, while inside, frescoed walls, imported marble floors, and golden lighting create a richly detailed Old World atmosphere. Chef Margherita Aloi leads the kitchen with a commitment to authentic regional Italian cooking, with dishes crafted to highlight the depth and nuance of traditional flavors. The venue offers private event services including custom wine dinners, corporate events, buffets, banquets, and culinary classes — suited to weddings, rehearsal dinners, anniversaries, milestone parties, and corporate gatherings alike. A dedicated events director oversees private bookings from planning through execution.

• Spaces for 1,000 Guests

Danbury Sports Dome, located at 25 Shelter Rock Lane in Danbury, Connecticut, bills itself as the East Coast's largest domed facility — a 120,000-square-foot, temperature-controlled indoor space that operates year-round regardless of weather. The soaring inflatable dome rises more than 90 feet overhead, sheltering full-size turf fields, multi-sport courts, a running track, batting cages, and meeting rooms under a single roof. The venue is suited for corporate team-building events, departmental conferences, and group celebrations including birthday parties. For corporate groups, the facility offers meeting rooms with whiteboard and A/V support, while the expansive field space provides room for active team-building activities and large-group games. Birthday party packages can be customized to the group's age range and sport preferences. A professional on-site staff provides planning support across all event types.

• Spaces for 150-400 Guests
• 1 Ballroom
• 3 Country Clubs

Grassy Hill Country Club is a public championship golf and event facility set in the rolling hills of southern Connecticut. The clubhouse hosts weddings and private events for groups ranging from intimate gatherings to receptions of up to 375 guests, with a portfolio of flexible banquet spaces that can be configured separately or combined. The Main Ballroom features a coffered ceiling accented by crown molding and brass chandeliers, and opens to a formal foyer finished with stately columns, crystal chandeliers, and Italian marble flooring. Two additional rooms — The Twilight Room, overlooking the 9th green, and The Sunset Horizon Room, with views of the Rock Patio — seat up to 150 and 200 guests respectively. Outdoor ceremonies are hosted in a canopied courtyard anchored by a garden gazebo, with cocktail receptions available on the adjoining patio. In-house wedding packages connect clients with trusted vendors and a dedicated events team that coordinates each celebration from planning through the event day.

• Spaces for 200-2,000 Guests
• 2 Outdoor Spaces
• 1 Historic Space
• 2 Total Spaces

Quassy Amusement & Waterpark sits on the south shore of Lake Quassapaug in Middlebury, Connecticut, and has welcomed guests since 1908 — one of only eleven trolley parks still operating in the United States. The 20-acre park combines a historic character with a working lakeside setting, making it an unusual backdrop for weddings, corporate outings, reunions, and group celebrations. Events are hosted across three dedicated catering areas, each with its own character. The Fieldside Pavilion — the park's original 1937 structure, fully renovated in 2024 — anchors large-scale gatherings with a two-acre activity field and expanded event space. The Patio Party area, situated on the lakefront adjacent to the park restaurant, accommodates groups of 50 to 200 under covered awnings with views of Lake Quassapaug. A third facility, the Trolley Stop Pavilion, serves smaller groups looking for a more intimate setting. Lakeside Caterers handles all on-site events with a menu of more than 100 items. Catered events include use of the facility for the full day, a front gate attendant, free parking, and all-day ride and Splash Away Bay waterpark passes for all guests.

Vyne Restaurant offers event spaces for your next celebration in Middlebury, Connecticut.

• Spaces for 100-2,570 Guests
• 1 Bar
• 2 Landmarks
• 3 Total Spaces

The Palace Theater is a National Historic Landmark performing arts venue in downtown Waterbury, Connecticut, built in 1921 to a Second Renaissance Revival design by architect Thomas W. Lamb. Following a $30 million restoration, the theater reopened in 2004, restoring its marbleized staircases, gilded domed ceilings, cut glass chandeliers, and intricate plaster relief details to their original grandeur. The theater's elegant lobbies, crystal chandeliers, and gold detailing establish it as one of Greater Waterbury's most distinctive event settings. Webster Hall — the 2,570-seat main stage where Broadway touring productions take center stage — is available for large-scale gatherings and ceremonies. The Grand Foyer and ornate lobbies accommodate up to 200 guests for receptions and banquets, while the intimate Poli Club on the second floor seats up to 100 for private dinners, business meetings, and small celebrations. The Palace Theater hosts weddings, corporate events, holiday parties, graduation ceremonies, and a wide range of private functions, welcoming groups of all sizes from 20 to over 200.

• Spaces for 220 Guests

The Farms Country Club is a private, full-service family country club set on 120 acres of rolling hills and woodlands in Wallingford, Connecticut. The property traces its roots to a working dairy farm, and its 18-hole championship golf course — designed by Geoffrey Cornish in 1960 — reflects that pastoral character, with wide fairways and views of the surrounding landscape. The club hosts a wide range of private events, from weddings and galas to bar and bat mitzvahs, birthday celebrations, baby showers, business meetings, and fundraisers. Multiple indoor and outdoor event spaces offer flexibility across group sizes and event styles, supported by an on-site catering team and full-service bar. Manicured grounds provide a backdrop for outdoor ceremonies and photography. Beyond events, the property includes an Olympic-style swimming pool, four Har-Tru tennis courts, and multi-purpose courts for tennis and pickleball — giving guests a full-service setting that extends well beyond the event itself.

• Spaces for 200 Guests
• 1 Restaurant
• 1 Country Club

Chippanee Country Club is a privately owned, family-oriented country club set on 150 acres in Bristol, Connecticut. The property features an 18-hole golf course, driving range, Har-tru tennis courts, and an Olympic-size pool, alongside a fully renovated clubhouse with panoramic views of the front lawn and first fairway. The clubhouse hosts a full-service restaurant and banquet facility equipped to accommodate private events ranging from 25 to 200 guests. The recently remodeled lobby and grill room provide a modern, elegant backdrop for a wide range of occasions — wedding receptions, anniversaries, showers, baptisms, confirmations, reunions, bar and bat mitzvahs, holiday parties, and business functions. A complimentary professional event staff is on hand to support planning and execution.

• Spaces for 350 Guests

Fairfield Inn & Suites Wallingford New Haven offers event spaces for your next celebration in Wallingford, Connecticut.