The single question every NYC-based planner asks first is “how far is it?” — and almost no venue publishes the answer. Below are seven retreat venues within a short drive of Manhattan, each with its event capacity, overnight capacity, and approximate drive time from Midtown. Every one is a Gatheround owned property so you are booking directly, the numbers are real and the booking runs through one point of contact.
| Venue | Location | Drive from Midtown | Event capacity | Overnight |
|---|---|---|---|---|
| North Shore | Glen Cove, NY | ~45 min | 500 | Day only |
| Timber Lake | Shandaken, NY | ~2 hr 15 min | 500 | 400 |
| Tyler Hill | Tyler Hill, PA | ~2 hr 15 min | 800 | 500 |
| Timber Lake West | Roscoe, NY | ~2 hr 15 min | 300 | 300 |
| The Shandaken Inn | Shandaken, NY | ~2 hr 15 min | 100 | 42 |
| The Inn at Tyler Hill | Tyler Hill, PA | ~2 hr 15 min | 100 | ~20 |
| Hampton Country | East Hampton, NY | ~2 hr 30 min | 500 | Day only |
~2 hours 15 minutes from Manhattan. In the Catskills. One of the largest venues here: up to 500 for events and overnight capacity for 400. Suited to a full-company retreat or a multi-team offsite that needs room to break into groups and still come back together.
~2 hours 15 minutes from Manhattan. In the Poconos, and the largest venue on this list: up to 800 for events and overnight capacity for 500. This is the option for the largest gatherings — a company-wide retreat, a multi-company event, or anything that outgrows the Catskills sites.
~2 hours 15 minutes from Manhattan. The shortest drive of the overnight venues. Holds up to 300 for events and sleeps up to 300, so a group can arrive, meet, and stay entirely on one site with no shuttle logistics. A clean fit for a mid-sized company that wants everyone under one roof for two or three days.
~2 hours 30 minutes from Manhattan. Also in the Catskills, and the most intimate overnight option: up to 100 for events, sleeping 42 across 15 suites and 3 x two-bedroom cottages. Right-sized for a leadership offsite or a single department that wants a more finished, inn-style stay rather than a camp setting.
~45 minutes from Manhattan. The closest option on this list, on Long Island’s Gold Coast. A day venue: it holds up to 500 people for an event but has no overnight accommodation, which makes it the natural pick for a single-day offsite, summit, or team day that doesn’t need people to stay over. If your team can be home for dinner, this is the one that keeps travel out of the equation.
~2 hours 30 minutes from Manhattan. On the same site as Tyler Hill but a distinct, smaller space: up to 100 for events with overnight room for around 20. Works as a leadership retreat on its own, or as the executive accommodation alongside a larger event running at Tyler Hill next door.
~2 hours 30 minutes from Manhattan. In the Hamptons. A day venue holding up to 500, with no overnight accommodation — the East End counterpart to North Shore for a larger single-day event that wants a Hamptons setting without the overnight logistics.
If your team can travel and return the same day, North Shore (west of the city) and Hampton Country (east) both hold up to 500 with no overnight needed. If you want everyone to stay over, the shortest drive is Timber Lake West at about 2 hours 15 minutes. For the largest groups, Tyler Hill holds up to 800. For a smaller, more polished overnight stay, The Shandaken Inn sleeps 42.
Gatheround books all seven directly, so you compare and reserve through one contact rather than negotiating with seven properties. Get in touch →
North Shore in Glen Cove, NY is the closest at about 45 minutes from Midtown Manhattan. It holds up to 500 people for an event but is a day venue with no overnight accommodation.
Tyler Hill in the Poconos, PA is the largest, holding up to 800 people for events with overnight capacity for 500. It is about 2 hours 30 minutes from Midtown.
Timber Lake West (sleeps 300), Timber Lake (400), The Shandaken Inn (42), Tyler Hill (500), and The Inn at Tyler Hill (around 20) all offer overnight accommodation. North Shore and Hampton Country are day venues with no overnight stays.
Timber Lake, Shandaken, NY, Tyler Hill, PA and Timber Lake West in Roscoe, NY are about 2 hours 15 minutes from Midtown, Manhattan the shortest drive of the overnight venues.
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