Most Popular Facilities

Free Wi-Fi
Free breakfast
Free parking
No Accessible
No Pool
Air-conditioned
Pet-friendly
Kid-friendly
Restaurant
No Airport shuttle
Spa
No Fitness center
Bar
Smoke-free

Welcome to The Ram's Head Inn

The Ram's Head Inn transcends the typical experience of a hotel stay, embodying the tranquility and charm of Shelter Island. With a commendable rating of 4.4, this elegant establishment, nestled at 108 S Ram Island Dr, offers both locals and travelers a serene retreat away from the hustle and bustle of daily life.

As Cassandra Leggio aptly describes, "The Ram's Head Inn is a true Shelter Island gem." The picturesque waterfront views and welcoming ambiance instantly immerse you in a sense of peace. The staff’s attentiveness and genuine hospitality elevate every visit, ensuring each guest feels right at home. In a personal note, she often recommends the inn to clients in search of a refined yet relaxed East End experience, corroborating the establishment's reputation for excellence.

Management, led by the amiable Nick, further enriches the experience. His friendly demeanor and insightful recommendations create a comforting environment, as noted by a satisfied guest, Jake Ruehl. Guests remark on the delightful nature of the staff, enhancing the warm, community-oriented feel of the inn.

Visitors flock not only for the accommodations but also for the enchanting setting, where one can admire stunning views while relaxing on the lawn, even engaging with the resident pet sheep. Yet, the culinary offerings stand out as a highlight. The elevated seasonal menu is a testament to the inn's commitment to local flavors and quality, although a guest did mention a desire for a more varied cocktail menu to further complement the delightful dining experience.

The Ram's Head Inn is perfectly positioned for those looking to explore the natural beauty of the area. Just a short distance away are stunning locales such as Orient Beach State Park, known for its serene beachfront and water activities, along with the celebrated Kontokosta Winery and Wölffer Estate Vineyard for wine enthusiasts.

With an array of amenities like free Wi-Fi, complimentary breakfast, and pet-friendly policies, The Ram's Head Inn caters to all types of travelers. This smoke-free oasis promises a tranquil escape, complete with air-conditioned comfort and accessible dining options at the on-site restaurant.

For anyone yearning for a retreat rich in comfort, beauty, and friendly hospitality, The Ram's Head Inn is undoubtedly a destination worth visiting. It encapsulates the essence of Shelter Island—a blend of relaxation, charm, and community that invites guests to return time and again.

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Good for visitors

Thing to do
Orient Beach State Park
4.7 stars 994 Reviews
Maritime forest, bay beachfront & a saltwater marsh plus kayaking, windsurfing, fishing & swimming.
Kontokosta Winery
3.8 stars 502 Reviews
Wölffer Estate Vineyard
4.3 stars 648 Reviews
Long-running winery estate featuring a stylish, airy by-reservation-only tasting room.
Airports
Long Island MacArthur Airport
Driving: 01 hour 39 minute | Transit: Loading
Tweed New Haven Airport
Driving: 02 hour 57 minute | Transit: Loading

Last Reviews

Cassandra Leggio (Cassandra)
07 June 2025

⭐⭐⭐⭐⭐ The Ram’s Head Inn is a true Shelter Island gem—peaceful, elegant, and full of charm. From the waterfront views to the welcoming staff and elevated seasonal menu, every visit feels like a retreat. As a local real estate professional, I often recommend it to clients seeking a refined yet relaxed East End experience. A beautiful destination that perfectly captures the essence of Shelter Island. — Cassandra Leggio, Licensed Real Estate Salesperson Curating Legacy, Refining Worlds

Jake Ruehl
19 May 2025

Nick, the manager makes his place feel like home. Listen to his recommendations, you will not be disappointed. Everyone else who works there is truly a delight. I'm just terrible with names otherwise I'd name them all.

Jackie Gordon Singing Chef
10 April 2025

Even if you're not staying at the inn you should pop in for a drink. It's a beautiful spot. You can sit on the lawn and take in the view and admire the pet sheep. I would love to see a more varied cocktail menu. My Bees Knees cocktail was a bit short on that Bees. It definitely needed more honey to balance it. My friend's enjoyed their RHI 75 cocktails.

Info (Essential details)

  • Check-In16:00
  • Check Out
    Check-Out11:00
  • Phone
    Phone Number+1 631-749-0811
  • Address108 S Ram Island Dr, Shelter Island Heights, NY 11965, United States