Brands, Companies & Nonprofits

Some of the best work happens when you leave the office behind. At The Caboose, your Hudson Valley corporate retreat gives your team the perfect setting to breathe, think, and reconnect, under soaring beamed ceilings, flooded with natural light, with sweeping views of the Catskills and the Hudson River just beyond the door.

A thoughtfully designed meeting space with genuine historic charm and all the modern amenities your company retreat demands, just a short walk from the Hudson Amtrak and an easy escape from New York City.

From corporate meetings and breakout sessions to evening receptions and cocktail hours, our flexible 3,500 sq ft carbon-neutral barn adapts to your group size and agenda. It's the perfect blend of creativity, connection, and fun that every upstate New York retreat needs. Director of Culinary Hagan Whelchel and Bar Director Caitlin Frame lead the charge on food and drink, from farm-to-table menus to small-batch, boutique-label spirits that make the after-hours conversations the best part of any gathering.

And when the day is done, our sister property, The Wick Hotel, is a three-minute walk away: accommodations, dining, and entertainment all on one block, so your team never has to go far.

GETTING DOWN TO BUSINESS

Just a hop, skip, and a jump from the Hudson Amtrak!

The Caboose takes an elevated approach to catering, with an emphasis on fresh, seasonal ingredients that are part of a menu we’ll curate to meet your tastes and needs. Choose from buffet, family-style, or plated service.

Spaces Designed to Adapt!

Good Work Deserves a Great View

Long banquet tables set for a wedding in a rustic barn with wood beams and large windows decorated with hanging flowers.

The Changemakers’ Rate

Big Impact. Smaller Bill. We know that every dollar saved on an event is a dollar that goes back into our community. To support the incredible work being done in the Hudson Valley and beyond, we offer exclusive rates for registered 501(c)(3) organizations:

The Venue: 50% Off Rental Fees. (Because we believe your budget should go to your cause, not just the room.)

The Fuel: 25% Off Food & Beverage. (Seasonally inspired catering from our Culinary Team to keep your team energized.)

Learn more

Why to host with us?

Accessibility: Just a short walk from the Hudson Amtrak for NYC-based board members or regional partners.

Full Support: Our in-house A/V and sound systems are included, so your presentation goes off without a hitch.

Inspirational Space: 20-foot ceilings and Catskill views to help your team think outside the box.

A group of six people in a cozy living room, engaging in a casual meeting or discussion, some with laptops and coffee cups, surrounded by warm wooden walls and a large window in the background.
A woman is speaking into a microphone in a wooden-finished event space, with an audience sitting at tables watching her. A large screen behind her displays an outdoor landscape scene.
Overhead view of a long dining table with various dishes of food and multiple people serving and reaching for food at a gathering or celebration.
Conference room with tables set with white tablecloths, plates, and glasses, facing two large screens displaying the logo 'CREO'. There is a camera on tripod in the foreground, and chairs behind the tables, with a wooden, high-ceiling structure and l
A man and woman exchanging a shopping bag at the entrance of a building with holiday decorations, outside snowy landscape with train passing by.
Long banquet tables decorated with flowers, set with wine glasses and place settings, in a rustic wooden hall with natural light and floral decorations on the windows.
A banquet table setup with flower arrangements, wine glasses, plates, and utensils in a well-lit room.
A view through a large window of a restaurant or event space decorated with illuminated, colorful fabric and rope art pieces hanging from the ceiling. Inside, people are seated at tables, and some chairs have "ART OMI" tags on them.
Group of people walking down a snow-covered sidewalk near a wooden fence and a sign that reads 'THE WICK', with snow on the ground and bare trees in the background.
A coffee or beverage station with coffee urns, cups, cans of soda, and glassware against a brick wall with decorative plants.
The exterior of The Caboose art gallery with a wooden facade, featuring large window displaying a sign about an upcoming event, surrounded by dried grasses and trees reflected in the window.
Art gallery with sculptures on pedestals, wooden walls, and large window showing outdoor greenery and sky.
Interior of an art gallery with wooden floors, dark climbing beams, and large windows. Various paintings are displayed on light-colored walls, and a small group of people is viewing artwork on the left.
A woman and a man talking at a coffee shop counter, with large coffee urns and beverage options behind them.
A woman leading a business presentation on a large screen to an audience in a conference room with large windows.
Two women are exchanging a tote bag with red text, inside a room with large windows and a presentation screen in the background.
A reception area with a black wall displaying the words 'THE WICK' in large metallic letters and a stylized flame logo above. Two golden pendant lights hang from the ceiling, illuminating the area. A man in a brown coat and glasses stands at the coun
A group of people at an airport, standing in front of an electronic flight departure board, some wearing winter coats, smiling, with one woman drinking water. There are framed pictures on the white wall behind them.