The Inn at Castle Hill
A team of 8 to 10 can take the whole inn, meet all day in a private tavern room, and walk straight out to a 2,100 acre coastal estate between sessions. It is under an hour from Logan, there are no TVs in the rooms, and the quiet setting keeps people focused on each other.
What your team gets.
- The stay
- Under one roofA private house, lodge or estate your team has to itself, like a large vacation rental. Everyone has a bedroom of their own, there are no other guests, and the team shares the great room, the kitchen and the table.
- Group size
- 8 to 10, up to 22 if some share
- Where people stay
- 10 rooms in one historic inn on the Crane Estate, most with marsh and ocean views. Groups over 5 rooms book the whole inn.
- Where the team meets
- The Tavern, a private beamed room with a fireplace and terrace for meetings of up to about 40, plus the inn’s dining room seating 32 when you rent the whole inn
- Getting there
- Boston Logan (BOS), about 55 minutes
- Room, per night
- $$ to $$$ by season$ up to $250 · $$ up to $500 · $$$ up to $750 · $$$$ up to $1,000 · $$$$$ over $1,000
Best May to June and September to October.
The inn is closed January to March and open only on weekends in November and December, so plan spring, summer or fall, and bring layers for cool, windy days on the water.
What the team can do.
- Walk four miles of Crane Beach from the inn
- Guided sea kayaking on Essex Bay with Crane Outdoors (Memorial Day to mid October)
- Tour the Great House and gardens on the Crane Estate
- Hike the Castle Hill trails and Crane Wildlife Refuge
- Bike the estate on the inn’s hybrid bicycles
How we would run your retreat at The Inn at Castle Hill.
We interview every leader before we write a word of the agenda. The place sets the mood. The work starts weeks earlier.
- 1Discover
Working sessions with you and a one-on-one interview with every leader.
Weeks 1–3 - 2Design
A custom agenda built from what we heard. You sign off before anything is set.
Week 3 - 3Connect
Your team gets to know each other beneath the roles.
Retreat day 1 - 4Clarify
An honest look at what's working and what isn't.
Retreat day 1–2 - 5Align
Two or three priorities and a plan the team wrote together.
Retreat day 2 - 6Sustain
A written readout of what we heard, what the team decided and who owns each priority.
After the retreat
Planning a retreat at The Inn at Castle Hill.
How big a group fits at The Inn at Castle Hill?
Group size: 8 to 10, up to 22 if some share. Where people stay: 10 rooms in one historic inn on the Crane Estate, most with marsh and ocean views. Groups over 5 rooms book the whole inn. Where the team meets: The Tavern, a private beamed room with a fireplace and terrace for meetings of up to about 40, plus the inn’s dining room seating 32 when you rent the whole inn.
When is the best time for a retreat at The Inn at Castle Hill?
May to June and September to October. The inn is closed January to March and open only on weekends in November and December, so plan spring, summer or fall, and bring layers for cool, windy days on the water.
How does the team get to The Inn at Castle Hill?
Getting there: Boston Logan (BOS), about 55 minutes.
What does a room at The Inn at Castle Hill cost?
$$ to $$$ a room per night, depending on the season. Our scale: $ up to $250 · $$ up to $500 · $$$ up to $750 · $$$$ up to $1,000 · $$$$$ over $1,000. We confirm current rates with the venue for your dates.
Can Everest Collective run our leadership retreat at The Inn at Castle Hill?
Yes. Choose full service and we book The Inn at Castle Hill, plan the meals and run the schedule. Or book it yourself and we bring the leader interviews, the agenda and the facilitation. Either way, your team leaves with two or three priorities it wrote together.
We’ll handle the rest.
Choose full service and we book The Inn at Castle Hill, plan the meals and run the schedule. Or book it yourself and we bring the interviews, the agenda and the facilitation.