Holiday Party Venue New York
The Preston Barn at Old Drovers Inn is a holiday party venue serving New York groups who book when they want a setting that does the work for them. We are located at 196 East Duncan Hill Road in Dover Plains, NY, 80 miles north of Manhattan in the Hudson Valley. We offer exclusive use of the property, in-house catering, and full coordination for holiday parties from 20 to 220 guests.
The Preston Barn was constructed from reclaimed Hudson Valley barns, and the architecture does the seasonal decorating for you. Exposed hand-hewn beams, vaulted ceilings, sliding barn doors, and warm barn wood throughout create a setting that already feels festive in December without a single added decoration. Climate-controlled with heat and A/C, comfortable for up to 220 guests with room for a dance floor and a live band or DJ.
We provide 10 rustic farm tables as the base layout and bring in round tables to accommodate larger groups. All seating, linens, flatware, china, and glassware are included.
Outdoor Space for the Season
Our 40x50-foot stone patio opens directly off the barn doors and works beautifully as a cocktail arrival area even in late fall and early winter with the right setup. For groups looking for a genuine New York Outdoor Holiday Party Venue experience with a fire pit, open sky, and the Hudson Valley countryside as a backdrop, our property delivers that alongside a fully finished indoor space. The fire pit managed by our on-site staff is one of the most requested additions to any holiday event at The Preston Barn. Guests gather around it after dinner and linger in a way they simply would not in a hotel ballroom.
The Menu
All food and beverages are in-house by Old Drovers Inn. Every menu is built by our chef using fresh local ingredients prepared in our Board of Health-approved commercial kitchen. We customize every menu around your group's preferences and dietary needs.
Guests choose from three stationary hors d'oeuvres or one salad. Starter options include Arancini, Beef Empanada with Cilantro Lime Crema, Franks in Puff Pastry with Whole Grain Mustard, Spanakopita, Tomato and Fresh Mozzarella Bruschetta with Balsamic Drizzle, Vegetable Spring Rolls with Thai Chili Sauce, and an Imported and Domestic Cheese Display with Fresh Fruit, Vegetables, and Crackers.
Entrees include Chicken Saltimbocca, Prime Rib of Beef, Filet Mignon, Crab-Stuffed Filet of Sole, Chicken Francese, Chicken Marsala, Herb Grilled Chicken with Charred Lemon and Shallot Vinaigrette, Sliced Flank Steak with Chimichurri Sauce, and Slow Cooked Salmon with Citrus and Pickled Chilis. You select two, all entrees come with Penne alla Vodka, fingerling potatoes, seasonal vegetables, and freshly baked cookies.
We accommodate all dietary restrictions and can fully customize the menu to match the preferences of your group.
Event Spaces
The Preston Barn — Up to 220 Guests. Full audio system, wireless microphone for speeches and toasts, TV screen and live-feed device for year-in-review slideshows, Wi-Fi, stone patio, and fire pit. The right choice for a full company or family holiday celebration.
The Colonial Tap Room — Up to 60 Guests. A private dining room at Old Drovers Inn with dark wood walls, candlelight, and a historic character that turns any holiday dinner into an occasion. Well suited for a departmental holiday gathering or a leadership team celebration.
The Federal Dining Room — Up to 30 Guests. Original hand-painted murals from the 1940s and a wood-burning fireplace make this the most atmospheric space on the property for a small group. An executive holiday dinner here feels nothing like any other holiday dinner your team has had.
Company Holiday Party Venue - Where the Whole Company Actually Wants to Show Up
The biggest challenge with a company holiday party is getting people genuinely excited about attending. As a Company Holiday Party Venue New York event planners and office managers book when they want employees to actually enjoy the night, The Preston Barn offers something a midtown event space or chain hotel cannot, a destination that feels like a reward. The 90-minute drive from Manhattan or 45-minute drive from Westchester removes the group from their daily routine. The barn, the property, and the festive setting do the rest.
Our full audio system handles live music or a DJ. The TV screen and live-feed device support a year-in-review presentation or photo slideshow. The wireless microphone is set up for executive remarks, toasts, and award announcements. We coordinate the full schedule so the program runs without interruption.
Corporate Holiday Party Venue With Overnight Options
For companies that want to turn the holiday party into a proper overnight event, The Preston Barn is the only Corporate Holiday Party Venue New York in the Hudson Valley that offers the full package in one location. Old Drovers Inn has six guest rooms on-site, each with a private bath. The Carriage House directly across the street has seven bedrooms, with breakfast at Old Drovers Inn included. The Preston House just down the road sleeps eight across four private en-suite bedrooms with a full kitchen and two living rooms.
Teams that stay together after the event connect differently. The evening extends naturally. The night ends when people are ready, not when the venue kicks them out. For companies investing in a meaningful end-of-year celebration, overnight lodging turns one good evening into a full team experience.
Our New York Venue For Holiday Parties Works for Every Guest
When companies and families search for New York Venues For Holiday Parties that are accessible from multiple parts of the metro area, location becomes as important as the venue itself. The Preston Barn is 80 miles north of Manhattan and sits at a convenient distance from the markets that travel to us most.
From Westchester County, we are 45 to 60 minutes north. From Long Island plan for 90 to 120 minutes. From New York City it is approximately 90 minutes by car, and the property is accessible via Metro-North to Dover Plains station. From Hopewell Junction and Putnam County, we are under 30 minutes away.
Our parking lot accommodates large groups and coaches. A golf cart shuttle is available for guest transport across the property and a Suburban SUV shuttle can be arranged for guests staying in off-site lodging.
Indoor Holiday Party Venue With No Weather Concerns
Planning a December or January event always raises the same anxiety about the weather. As a fully climate-controlled New York Indoor Holiday Party Venue, the barn runs comfortably in the coldest months with no risk of your event being disrupted. Heat, lighting, full audio, and a finished interior that already looks the part for the holiday season. The stone patio and fire pit are available whenever the night allows. When it does not, the indoor space is self-sufficient and requires nothing extra to feel festive.
The Right New York Company Holiday Party Space From Boutique to Full Scale
Whether you are hosting 25 people or 220, we have the right configuration. The Federal Dining Room, the Colonial Tap Room, and the main barn give you three distinct options based on group size and the tone you want for the evening. As a New York Company Holiday Party Space that serves boutique gatherings and large-scale events with equal attention, we do not treat small groups as secondary bookings. Every holiday party at The Preston Barn gets a dedicated coordinator, a custom menu, and full use of the space for the duration of your event.
Book Your Retirement Party at The Preston Barn
We host holiday parties for companies and families coming from New York City, Westchester County, Long Island, and Putnam County. Reach out to schedule a tour or get a custom quote before your preferred date books up.
FAQs
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November and December weekends fill faster than any other time of year. We recommend reaching out by September to secure your preferred date. If you are flexible on weeknight vs. weekend, we may have availability later in the season.
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Yes. Our TV screen and live-feed device support virtual guests joining remotely. The full audio system and wireless microphone ensure everyone in the room can be heard clearly, and anyone joining remotely gets a full experience.
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Yes. We work with you to create signature drinks that fit the theme or feel of your holiday celebration. Custom cocktail options are available as part of the beverage planning conversation with our coordinator.
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The fire pit is weather permitting. For December and winter events, it is often available, and we manage it with on-site staff throughout the evening. We will confirm availability closer to your event date.
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Yes. The barn is equipped with a full audio system and has ample space for a dance floor alongside dining. Outside entertainment vendors are welcome with the required insurance documentation.
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Yes. Old Drovers Inn, the Carriage House, and the Preston House provide on-site and nearby lodging. Teams that stay over extend the celebration naturally and avoid the pressure of a last train or a long drive after a party.
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Yes. The TV screen, live-feed device, and wireless microphone are all set up to support presentations, award announcements, and year-in-review slideshows. Our coordinator will build your timeline around the program so everything runs without interruption.
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About 80 miles north, approximately 90 minutes by car. The property is also accessible via Metro-North to Dover Plains station. From Westchester County, we are 45 to 60 minutes. From Long Island expect 90 to 120 minutes.
