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A large family group sits round a long dining table with 2 dogs in sunglasses, chatting over tea and coffee.

One House, Twenty Opinions: How to Plan a Group Break Everyone Actually Enjoys

Organising a weekend away for two people is fairly straightforward. Organising one for 16, 20 or 30 people can feel more like chairing a particularly lively committee. One person wants long country walks. Someone else considers walking to the pub quite sufficient. There’s always somebody interested in history, somebody looking for good food, children who need entertaining and at least one person whose preferred holiday activity is doing absolutely nothing. The good news? A successful large-group holiday doesn’t depend on finding one activity everybody loves. In fact, quite the opposite. The secret is choosing the right base and giving people enough freedom to enjoy the break their own way.

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Start With the House, Not the Itinerary

It can be tempting to plan a group break around a packed list of things to do. But when lots of people are travelling together, the house itself becomes an important part of the holiday.

Choose somewhere spacious enough for everyone to relax, eat and spend time together and suddenly there’s much less pressure to entertain the group from breakfast until bedtime.

A large holiday house in the Wye Valley and surrounding countryside can become your own private base for the weekend.

Some people can head out for the day. Others can stay behind with a book, enjoy the garden or settle in for a leisurely morning.

Nobody needs to feel they’re missing the holiday simply because they’ve skipped an excursion.

Accept That You Don't All Have to Do the Same Thing

This might be the single most useful rule for a large group getaway.

You are allowed to split up.

There. We said it.

Perhaps eight people fancy a long walk through the Forest of Dean while four would rather explore a market town. The children might want an outdoor adventure while grandparents prefer a garden, historic house or leisurely lunch.

That isn't a group holiday going wrong.

It's a group holiday working beautifully.

The Wye Valley, Forest of Dean, Herefordshire and Monmouthshire are particularly good for this because there is such a variety of experiences within a relatively compact area.

Walking, canoeing, castles, gardens, independent shops, heritage attractions, food and drink experiences and spectacular countryside can all become part of the same weekend.

Give People Choices, Not a Timetable

walking in the woods _BHHL
canoeing on the Wye

Unless your group genuinely adores military precision, resist creating an itinerary where every hour has an assigned activity.

Instead, offer possibilities.

Saturday morning might have two options: a walk for those who want fresh air and a local visit for those who don't. Everyone then meets back at the house later.

That leaves room for spontaneity — including the highly underrated holiday activity of deciding not to go anywhere at all.

A little organisation is helpful. Over-organisation can leave people feeling as though they've accidentally booked themselves onto a residential training course.

Use the Countryside as Your Playground

One of the advantages of choosing this part of the country for a group break is how easy it is to get outdoors.

The Wye Valley offers riverside walks, viewpoints and opportunities to get onto the water, while the Forest of Dean gives walkers and cyclists miles of woodland to explore.

And you don't necessarily need a huge expedition.

A morning stroll followed by lunch in a country pub can be every bit as memorable as an activity-packed day.

That's another advantage of travelling as a group: you can decide what suits you rather than following somebody else's holiday formula.

Add One Standout Experience

Rather than filling every day, consider choosing one thing that becomes the experience everyone remembers.

It might be a private chef preparing dinner at the house, a guided walk, wine or cider tasting, an afternoon canoeing, a fascinating historic visit or something completely unexpected.

One really good shared experience often creates more memories than five activities rushed through because somebody put them on the itinerary.

And when you have a large house to return to afterwards, the experience doesn't end when the activity does.

You can come home, open a bottle of wine, put dinner together and spend the evening talking about the day.

Make Dinner the Reunion Point

family around a table for dinner at Forest House_BHHL
Dinner at Forest House

When groups separate during the day, meals become wonderfully important.

Breakfast is where plans are made.

Dinner is where everybody comes back together.

A big dining table gives you a natural gathering point where walkers can compare their day with the people who went sightseeing — and those who spent four peaceful hours reading can feel extremely pleased with their own decision.

You might cook together one evening and arrange something special for another.

Either way, eating together gives the holiday its rhythm without requiring everybody to spend every minute together.

Remember the People Who Prefer to Stay Put

There's often somebody in a large group who doesn't particularly want excursions.

And that's perfectly fine.

Perhaps mobility makes a full day out difficult. Perhaps they've had a frantic month and genuinely want to sit in a beautiful house doing very little. Or perhaps they're simply the person who looks at a proposed ten-mile hike and says, “Absolutely not.”

Choosing accommodation that feels like a destination in itself means staying behind doesn't feel like the consolation prize.

Comfortable living spaces, gardens and room to relax allow everyone to enjoy the weekend at their own pace.

Finish the Day Together

bar at river wye lodge
The bar at River Wye Lodge

Eventually the walkers return. The shoppers appear with bags. Somebody produces photographs. Somebody else claims they know a shortcut tomorrow that everyone immediately distrusts.

And gradually everybody gravitates back towards the kitchen, dining room or sitting room.

Those are often the best hours of a group holiday.

Not the organised attraction.

Not the photograph everybody posed for.

Just twenty people in one house, telling stories about what they did that day.

Your Holiday Doesn't Need Everyone to Agree

Perhaps that's the real beauty of a big group getaway.

You don't have to find the perfect activity for 20 different personalities.

You simply need a wonderful place where everyone can come together — and enough possibilities nearby for them to enjoy themselves when they venture out.

The large holiday houses available through Big House Holiday Lets provide exactly that kind of base across the Wye Valley, Forest of Dean, Herefordshire and Monmouthshire.

Bring the walkers, the foodies, the history lovers, the children, the grandparents — and the person who has absolutely no intention of leaving the sofa before lunchtime.

They can all have a brilliant weekend.

Just don't ask 20 people to agree on what to do before you book it. You could be there for months.

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