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Ram's Head Inn

4.4(239)
Hotel

About

Perched on a hillside on Shelter Island, Ram's Head Inn blends historic charm with modern comfort across 13 cozy rooms featuring Frette bedding and waterfront views. The inn's private beach and landscaped grounds offer a serene setting just steps from the water.

The on-site Coastal American restaurant serves fresh seafood and local produce crafted by executive chef Michael Giletto, complemented by a bar with live music. Ram's Head Inn provides a distinctive venue for intimate business gatherings, combining relaxed hospitality with a scenic island escape.

Best for

  • Executive retreats with waterfront views
  • Intimate client dinners & fine dining
  • Small-group brainstorming & relaxation

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Meeting

Custom request

Professional meeting space for your team — whether it's a meeting, training, workshop, or multi-day offsite. Half-day, full-day, or multi-day — with the option to request AV, catering, and your preferred room layout.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology

Room Block

Custom request

Reserve a block of rooms for your group — ideal for multi-day conferences, offsites, or any event where attendees are traveling from out of town.

What's typically included

  • Reserved guest rooms for your group
  • Flexible check-in & check-out dates
  • Negotiated group rates

Meeting + Room Block

Custom request

Bundle your meeting space and guest rooms in one request — perfect for multi-day offsites and conferences where the team meets by day and stays overnight.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology
  • Reserved guest rooms for your group

Venue Details

Standout features

Setting
Secluded island location with private beach
Situated atop a hillside on Shelter Island, this historic inn offers 4.5 acres of landscaped grounds and a private beach with moorings, providing a serene waterfront backdrop for events and stays.
Dining
Coastal American cuisine by Executive Chef Michael Giletto
The inn’s restaurant features a farm- and sea-to-table menu focusing on fresh seafood, pasta, and local produce, delivering a refined yet approachable dining experience for guests.
Atmosphere
Historic charm with cozy, elegant interiors
Guests enjoy intimate, stylish rooms with Frette bedding, a welcoming parlor with fireplace and live piano music, and a relaxed yet refined ambiance that balances historic character with modern comfort.

At a glance

Rated 4.4 on Google · 239 reviews