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How to Plan a Family Reunion in the Pocono Mountains (For 20 to 100+ Guests)

Planning a Pocono Mountains family reunion for 20 to 100+: matching the head count to the beds (92 in all four buildings), what matters, and what to settle first.

· Updated · 6 min read

The Castle from the air: the courtyard and pools, the car park along the west wing, and the Mansion across the road

A family reunion is one of the best things you can organize, and one of the hardest. You need somewhere that works for Grandma, the toddlers and the teenagers all at once, with a bed for everyone and a table big enough for the whole family. The Pocono Mountains of northeastern Pennsylvania are a good place to look: woods, rivers and lakes in every season, and close enough to New York City, New Jersey and Philadelphia that everyone can drive.

Why the Poconos work for reunions

Distance is the first reason. Hilltop Castle World, in Beach Lake in the northern Poconos, is two hours by car from New York City and Philadelphia and two from Newark: far enough to feel like a real trip, close enough that nobody has to fly, and easy for a family to arrive in convoy on a Friday afternoon.

The second is what is around you. The Delaware River is five minutes from Hilltop, for rafting and kayaking; Lake Wallenpaupack is twenty-five minutes away, and Ski Big Bear twenty. The activities page has the rest, with driving times.

The third is the kind of place you can stay. Instead of a resort, where your family is scattered across hotel rooms and shares the pool with everyone else, you can rent a building of your own: the building you book, and everything in it, is yours alone for the length of your stay.

Start with the head count

How many people are coming is the first question, and the right one. Once you have a rough number, match it to beds, not to “sleeps up to”. At Hilltop, where the four buildings can be booked alone or in any combination, here is what fits:

And above 92?

Ninety-two is the number of guests the four buildings have beds for, and we would rather say so plainly. A bigger family can still come, in a few ways:

If you are planning for more than 92, tell the team your numbers on the contact page and they will help you work out what fits.

The dining room: long tables with red chairs down a bright room with wall sconces
The Castle's dining room seats 48 in a single sitting.

What matters for a reunion

Not every amenity matters equally when three or four generations are together. These are the ones that do:

Families are welcome with guests of any age; the person who books must be 25 or older.

The indoor basketball court under bright lights, a pickleball net set up at center court over painted lines
The Castle's indoor court, for basketball or pickleball, whatever the weather.

Tips for organizing a large reunion

Once you have the place, the logistics come next. A few things make a big difference:

The best time of year

Every season works in the Poconos. Summer is pool weather: the outdoor pools are open from May 15 to October 1, and rafting on the Delaware is the favorite thing to do here. Fall brings the color to the woods along the trails. In winter the road and driveways are plowed, snowshoes can be delivered to your building, and the Farmhouse pool is as warm as ever. Spring is green and good for walking.

A trail post with a lit lantern and an arrow pointing down a leaf-strewn path into autumn woods
One of Hilltop's trails in the fall.

Hilltop Castle World

Hilltop Castle World is four buildings, the Castle, the Mansion, the Farmhouse and the Lodge, on one private 130-acre hill in Beach Lake, Pennsylvania, each a short walk from the next. Take one for a family of twenty, or all four for 92, and if you book all four, the whole hill is yours, trails and all. The friends and family page shows what every combination sleeps and what it comes with.

The buildings in this post

CASTLE WORLD

Bring everyone.

Tell us your dates and how many are coming, and we will find the buildings that fit.

Friends and family

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