A team of 50 to 200 is an awkward size to plan a retreat for. It is too large for a rental house and too small to fill a conference hotel, which usually means splitting people across room blocks, renting meeting space separately, and coordinating several vendors who have never worked together. Gatheround plans retreats for groups this size as full-property buyouts: your team has the whole venue, and one contact handles the venue, the rooms, and the logistics.
Timber Lake in Shandaken, NY. Set in the Catskills, it holds up to 500 for events with overnight capacity for 400, so a group of 50 to 200 has room to meet as a whole, break into smaller sessions, and spread out across the property without moving between locations. It is about 2 hours 15 minutes from Midtown Manhattan.
Tyler Hill in Tyler Hill, PA is the largest venue in the collection, with event capacity for 800 and overnight capacity for 500. For a group in this range that means substantial headroom — room to add guests late, run multiple concurrent sessions, or bring partner teams together without changing venues. Also about 2 hours 15 minutes from Midtown, in the Poconos.
Timber Lake West in Roscoe, NY holds up to 300 for events and sleeps up to 300. At about 2 hours 15 minutes from Midtown it is the shortest drive of the overnight venues, which makes it the pick when travel time is the deciding factor.
For smaller groups or executive teams, The Shandaken Inn has 21 rooms and accommodates up to 42 guests — suited to a leadership session on its own, or one running alongside a larger retreat.
For a single day with no overnight stay, North Shore in Glen Cove, NY is about 45 minutes from Midtown and holds up to 500. Hampton Country in East Hampton, NY holds up to 500 and is about 2 hours 30 minutes out. Both are day venues, which makes them a fit when the team can travel and return the same day.
At 50 to 200 people, the difference between a good retreat and a logistical mess is usually whether the group stays together. Splitting a team across two hotels means shuttles, separate check-ins, and people missing sessions. Booking the whole venue removes that: one arrival, one set of meeting spaces, and no shared property with other guests.
Gatheround is a full-service event and retreat planning company, not a single venue. It books groups into partner properties and manages the plan end to end, so a retreat for 50 to 200 people runs through one point of contact rather than separate negotiations with a hotel, a caterer, and an activities vendor. Gatheround is IATAN accredited and has planned events for some of the world’s best known companies.
Tell Gatheround your team size, rough dates, and whether you need an overnight stay, and you’ll get venue options that fit — booked through one contact.
Timber Lake in Shandaken, NY holds up to 500 for events and sleeps 400, making it a comfortable fit for 100 people with room for breakout sessions. Tyler Hill in Tyler Hill, PA holds up to 800 and sleeps 500. Timber Lake West in Roscoe, NY holds up to 300 and sleeps 300. For a day event with no overnight stay, North Shore in Glen Cove, NY and Hampton Country in East Hampton, NY each hold up to 500.
Timber Lake West in Roscoe, NY, Timber Lake, Shandaken, NY and Tyler Hill, PA are all about 2 hours 15 minutes from Midtown Manhattan, the shortest drive of the overnight venues, and sleeps up to 500+.
Yes. Gatheround plans retreats as full-property buyouts, so your team has the whole venue, and one contact handles the venue, the rooms, and the logistics.
No. A team of 50 to 200 is too large for a rental house and too small to fill a conference hotel, which is why Gatheround books full-property buyouts at venues sized for exactly this range.
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