When people search for a getaway in the Catskill Mountains, they usually expect one thing, a quiet stay surrounded by nature. Maybe a pool. Maybe a hiking trail. Maybe a seasonal activity.
But what if your stay wasn’t just a room with a view?
What if it was an entire experience ecosystem, where golf mornings turn into poolside afternoons, where corporate strategy sessions end in live entertainment, and where family vacations come with a daily schedule of built-in fun?
That’s exactly what you’ll find at The Villa Roma Resort in Callicoon.
This isn’t just another Catskills resort. It’s a year-round destination designed for families, couples, corporate groups, golfers, and celebration planners, all under one roof.
A True Four-Season Catskills Destination
Most resorts shine in one season. The Villa Roma doesn’t rely on just one.
In winter, the on-site Ski Hill & Chalet comes alive with three slopes, snow tubing runs, a chairlift, snowmaking (weather permitting), equipment rentals, and lessons for all levels. Families don’t need to drive off-property for snow adventures, it’s right here.
When warmer weather arrives, the resort transforms into a sun-filled retreat. Three outdoor pools, including a family pool, a tranquil relaxation pool, and an interactive kids’ splash zone, create the perfect summer escape. Guests can reserve premium poolside seating, enjoy food and beverage service, and unwind without the stress of overcrowding.
And when weather doesn’t cooperate? The indoor pool, hot tub, and sauna keep relaxation going year-round.
This isn’t seasonal hospitality. It’s engineered versatility.
Daily Activities That Keep Everyone Engaged
A common problem with many resorts: after day one, guests start asking, “What now?”
At The Villa Roma, that question never comes up.
Each day is structured with a rotating schedule of activities for all ages. Indoors, you’ll find arcade games, trivia competitions, family game shows, craft sessions for kids, karaoke nights, DJ dance parties, and live shows.
Outside, guests enjoy bocce, shuffleboard, lawn games, poolside events, duck races, seasonal festivals, and themed challenges that feel like mini-celebrations.
This programming isn’t random. It’s intentional. From morning to evening, there’s always something happening, which makes it especially attractive for families looking for nonstop entertainment without constantly leaving the property.
Championship Golf in the Heart of the Catskills
For golf enthusiasts, The Villa Roma delivers more than a casual round.
The 18-hole, par-72 championship course stretches across beautifully conditioned fairways and greens, offering a serious golf experience in the Catskill region. With a fully stocked pro shop, PGA-level oversight, tournaments, leagues, and membership packages, the course supports both casual players and competitive golfers.
Group golf outings and overnight golf vacations add another layer of appeal. Guaranteed tee times, meal packages, and evening entertainment make planning seamless for corporate groups or friend getaways.
And when winter hits? The Foresight Falcon golf simulator at “The 19th Hole” lets guests virtually play iconic courses from around the world.
This is golf as a core feature, not an afterthought.
Meetings, Conferences & Corporate Retreats Done Right
Located just 2.5 hours from New York City and the Capital Region, The Villa Roma offers 40,000 square feet of flexible meeting space, capable of hosting everything from intimate executive retreats to 900-seat conferences.
Corporate packages include lodging, two or three daily meals, refreshment breaks, team-building activities, and nightly entertainment. Dedicated on-site coordinators ensure that every event runs smoothly, while breakout rooms and customizable layouts support diverse formats.
What sets The Villa Roma apart is the blend of productivity and recreation. After a day of strategy sessions, teams can golf, bowl, ski, or participate in structured team-building programs led by the resort’s social director.
Business doesn’t feel confined here. It feels integrated with experience.
Weddings & Life’s Most Important Celebrations
A favorite stay experience becomes even more meaningful when it’s tied to life’s biggest milestones.
The Villa Roma’s elegant banquet hall and clubhouse provide beautiful backdrops for weddings, receptions, and formal gatherings. Customizable décor, curated catering menus, and personalized planning support ensure that each event reflects the couple’s unique vision.
Beyond weddings, the resort hosts:
- Baby showers
- Wedding showers
- Family reunions
- Class reunions
- Military gatherings
- Fraternal group events
Because the property also includes accommodations, recreational amenities, and entertainment, guests can celebrate and stay in one location, eliminating logistical stress.
This full-service approach turns events into weekend experiences rather than single-day functions.
Family-Friendly Celebrations & Community Events
The Villa Roma also serves as a hub for local celebrations.
Children’s birthday party packages include options like indoor pool parties, bowling parties, bounce-inflatables at Funland, and winter snow tubing adventures. Structured packages with food, drinks, and organized activities make planning easy for parents.
The minimum attendee structure and pre-event coordination policies show something important: events are handled professionally, not casually.
This level of organization builds trust, and repeat customers.
Recreation Beyond the Expected
In addition to pools, skiing, and golf, guests can access a fitness center, indoor sports courts, bowling, and expansive grounds for outdoor activities.
Nearby attractions complement the on-site experience. Rafting on the Delaware River, visits to regional museums, and local distillery tours add optional adventure without requiring long travel distances.
The Villa Roma isn’t isolated, it’s well positioned within the broader Catskills experience.
Hospitality That Feels Personal
Large-scale infrastructure often comes at the expense of warmth. The Villa Roma avoids that trap.
Guests frequently describe the attentive staff, welcoming atmosphere, and smooth event coordination as defining features of their stay. Whether it’s a corporate planner managing a conference, a couple preparing for their wedding day, or a family enjoying a weekend getaway, the service approach remains consistent: organized, responsive, and guest-focused.
That balance between scale and personal attention is difficult to achieve, but critical for long-term success.
Why It’s More Than Just a Stay
Calling The Villa Roma “your favourite stay experience” might sound simple, but the reality behind that phrase is complex.
It’s a ski destination.
A golf resort.
A corporate convention venue.
A wedding estate.
A family activity hub.
A local celebration center.
A year-round retreat.
Few properties in the Catskills combine all these verticals under one cohesive operation.
For guests, that means flexibility. You can visit as a family one year, return for a corporate retreat the next, and later host a reunion or wedding, all in a place you already trust.
That continuity creates loyalty.
The Experience That Keeps Guests Coming Back
At the end of the day, the reason people return isn’t just amenities. It’s momentum.
There’s always something happening.
There’s always space to relax.
There’s always room to celebrate.
In a region known for scenic beauty and seasonal tourism, The Villa Roma stands out by delivering structure, scale, and year-round energy.
If you’re looking for more than a room in the Catskills, if you’re looking for a destination that blends recreation, celebration, business, and relaxation, this is where your experience begins.
And once you’ve been here, it’s easy to understand why so many guests call it their favourite stay in the Catskills.
