Top Middletown Venues

• Spaces for 50-1,000 Guests
• 2 Restaurants
• 5 Bars
• 6 Total Spaces

City Winery Hudson Valley is a dynamic event destination in Montgomery, New York that blends handcrafted wine, farm-to-table cuisine, and live music with flexible spaces perfect for weddings and celebrations. Set along the Wallkill River, the property includes an elegant indoor venue, outdoor lawn and amphitheater, intimate patios, and multiple indoor rooms that can be tailored for rehearsal dinners, ceremonies, receptions, and cocktail hours. Whether hosting an intimate gathering or a large celebration, couples and guests enjoy stunning river views, on-site winemaking and tasting experiences, and curated menus crafted from local ingredients. With both indoor comfort and scenic outdoor settings, City Winery Hudson Valley offers memorable moments framed by vineyard charm and Hudson Valley beauty.

• Spaces for 150-200 Guests
• 1 Resort

Nestled along the tranquil banks of the Neversink River, the Neversink River Resort is more than just a destination; it's where stories unfold, and moments are etched in nature's embrace. Our resort offers 16 cozy cabins, each a retreat under the stars, inviting you to fall asleep to the soothing sounds of the river. As the sun rises, discover the soft glow filtering through pine trees, marking the beginning of a new day in this serene escape. The Riverside Lodge, overlooking the banks of the Neversink River, presents an idyllic venue for reception dinners, large retreat gatherings, and customizable events. What sets us apart is our commitment to creating personalized experiences, especially when it comes to your special day. Our dedicated team collaborates with you to customize your dream wedding, ensuring every detail reflects your unique vision. Whether in our cabins, our Hammock Village, within the Riverside Lodge, or one of our other event spaces, every stay with us is a chapter in your personal story, waiting to be written. Welcome to the Neversink River Resort, where every moment is a brushstroke on the canvas of your unforgettable journey.

• Spaces for 300 Guests
• 2 Event Spaces

Villa Venezia is a family-owned wedding venue located in Middletown, NY. Featuring Italian-style architecture and classic design, the Villa is a stunning setting for your wedding celebration. The expert staff strives to provide exceptional service to make your special day truly unforgettable. At Villa Venezia, gatherings of up to 300 guests can be accommodated for your momentous day. With ornate chandeliers, a wooden mezzanine, and a white staircase- this venue offers timeless elegance and style. The outdoor patio area is ideal for open-air ceremonies, with the majestic stone fountain creating a beautiful backdrop for your exchange of vows. The surrounding countryside vistas will provide a beautiful backdrop for your wedding photos. Alternatively, you may choose the chandelier ballroom to hold your celebration. This versatile space can be transformed to host your ceremony, reception, or cocktail party. The room has a large dance floor which is ideal for dancing the night away with loved ones. Before your celebration, you and your beloved can prepare in the luxurious get-ready suites. For some rest and relaxation, the on-site spa offers a peaceful retreat for anyone in need of pampering. Various wedding packages are offered by Villa Venezia. The staff can provide wedding planning services to help you coordinate your wedding with ease. Glassware, linens, and flatware are available, along with lighting, sound equipment, and clean-up services. The attentive staff can provide white-glove service at your reception. Guests can choose from an extensive selection of beverages at the bar, with premium liquor, specialty wines, and signature cocktails available. The in-house catering team can prepare delicious cuisine for you and your guests. From buffet-style meals to traditional plated dinners, there are options to suit your palate. The team at Villa Venezia can also provide a selection of cakes and desserts to sweeten your day. Catering to various dietary needs, such as vegetarian and vegan options, as well as guests with food allergies. The venue also offers on-site accommodations, WiFi, wheelchair access, and valet parking.

• Spaces for 175-300 Guests
• 4 Barns
• 4 Farms

Located in Middletown, NY, The Barn at Villa Venezia is a one-of-a-kind rustic wedding destination that is sure to delight! Situated across from Villa Venezia on Goshen Turnpike, and nestled in the beautiful Hudson Valley, The Barn is surrounded by breathtaking countryside vistas. Offering modern elegance and an attentive staff for a picture-perfect event. The Barn is available to host ceremonies and receptions of any kind. Our event coordinators at The Barn at Villa Venezia are on-hand to help you bring your dream countryside wedding to life. With its elegant atmosphere and rustic accents, our space offers a blank canvas that can transform into your ideal venue. The property is owned by the Fidanza family, who are committed to making every event a shining example of excellence. The Barn at Villa Venezia has 27,000 square feet of event space available for you to use on your celebration day. Featuring six acres of picturesque countryside surrounding the venue, providing an unforgettable backdrop for your day’s events. Ceremonies can be held throughout the grounds, including on the sprawling patio accompanied by the sound of waterfalls. The Barn at Villa Venezia has two reception rooms for your perfect day. Our larger scale room on the main level has floor-to-ceiling glass windows to enjoy our captivating sights. Accommodating 150-300 guests with ease. Our additional reception room is located on our second floor with a large picturesque window overlooking the countryside. Accommodating 125-150 guests. In addition, we offer two on-site ceremony locations; a beautiful stone grotto with soothing waterfalls and our stone patio overlooking six acres of scenic farmland. Equally perfect spots to say "I DO"! Our wedding cuisine plans can be fully customized to include vegetarian, vegan, kosher, and allergen-free options. Booking with The Barn at Villa Venezia also offers access to our Farmhouse, which houses eight get-ready suites for the to-be-weds. Enjoy casual get-togethers with your wedding party in our Tavern or keep your celebration going with an after party in this inviting upscale pub setting.

• Spaces for 350 Guests

Relais & Chateaux’s Glenmere Mansion is a luxury escape, ready to host the contemporary guest in modern comfort while offering an irresistible opportunity to turn back the pages of time to a more graceful, gracious way of living. The exceptional privacy and elegance of Glenmere make it an extraordinary location. With its rolling lawns, sweeping views, formal gardens and magnificent mansion, Glenmere could quite possibly be the most romantic setting for any wedding. Set on 150 secluded yet gloriously landscaped acres, the possibilities are endless for the discerning couple in search of a unique wedding experience. Whether celebrating in our new Barn at the Meadow with up to 350 guests or using Glenmere as your own private country estate for the weekend, our staff will customize your wedding to meet your every desire.

• Spaces for 125 Guests
• 1 Museum
• 1 Historic Space

The Harness Racing Museum & Hall of Fame occupies a historic 1913 Tudor-style stable in downtown Goshen, New York — a town known as "The Cradle of the Trotter." Haughton Hall, the museum's primary event space, accommodates up to 125 guests indoors and opens to an adjacent patio, courtyard, and lawn for larger celebrations. The venue hosts a full range of private events, from weddings and bar and bat mitzvahs to corporate conferences, fundraisers, and family reunions. Ten approved caterers serve the venue, nine of whom hold liquor licenses for alcohol service. Standard rentals include tables, chairs, a screen, podium, microphone, and two hours of setup time. The museum is wheelchair accessible and sits on Main Street in downtown Goshen, one hour from Manhattan and minutes from Route 17.

• Spaces for 20-110 Guests
• 3 Restaurants
• 1 Meeting Space

Limoncello at The Orange Inn is a fine-dining Italian restaurant and event venue housed in a historic building in Goshen, New York. Originally constructed in the 1700s, the structure served across the centuries as a courthouse, post office, and inn — hosting notable guests including George Washington and James Cagney. Limoncello has occupied this storied building for nearly a decade, bringing contemporary Italian hospitality into a setting shaped by centuries of local history. Three private dining areas — the Main Dining Room, the Blue Room, and the Conference Room — accommodate gatherings ranging from 20 to 100 guests, alongside a fully stocked bar and outdoor patio seating. The kitchen offers both onsite and offsite catering. The adjoining boutique hotel, The Orange Inn, provides overnight accommodations for guests traveling from outside the area.

• Spaces for 80-200 Guests
• 1 Outdoor
• 1 Event Space
• 2 Total Spaces

The Venue at Winding Hills sits on more than 85 acres of wooded landscape in the rolling highlands of New York's Hudson Valley, operating as the event side of Winding Hills Golf Club in Montgomery. The renovated indoor space is built around high vaulted ceilings, large windows that draw in natural light, rustic fixtures, and a double-sided fireplace, while a newly structured tent with cross-back chairs extends the setting outdoors for receptions. Together the indoor rooms and tented patio accommodate up to 200 guests, making the venue suited to weddings, bridal and baby showers, milestone celebrations such as quinceañeras and sweet sixteens, corporate conferences, and golf outings alike. On-site catering with customizable menus comes through the club's TO GO Catering service, and the venue's team guides each host through a one-on-one planning process from first meeting to event day. A dedicated bridal suite is available for wedding parties.