Photo by Erisa Dilo

Hotels in Shelter Island Heights

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Find and book your perfect stay

Unlock travel rewards with One Key
Save more with Member Prices
Free cancellation options if plans change

Where to stay in Shelter Island Heights?

The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.8 out of 10, Good, (16)
The Rams Head Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
On a rooftop patio, a person leans back in a lounge chair while reading a magazine. Skyscrapers are visible in the distance.

Black Friday: Members save 30%+

One Key™ members save 30%+ on select hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Top landmarks in Shelter Island Heights

Sunset Beach

Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

See properties
Sunset Beach

Frequently asked questions

What accommodations do travelers recommend in Shelter Island Heights?
House on Chase Creek and The Chequit are a couple of accommodations that are popular with guests.
Where can I find free parking with my stay in Shelter Island Heights?
Park your car for free at West Neck Guesthouse.
Can I book a refundable hotel in Shelter Island Heights?
If you want the flexibility to change your travel plans to Shelter Island Heights, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Shelter Island Heights?
Your animal companion is welcome at these pet-friendly hotels: The Rams Head Inn and The Chequit.
Which Shelter Island Heights hotels do our guests like for their central location?
Travelers like The Pridwin Hotel for its great location.
Where can I stay in Shelter Island Heights if I want a cheap accommodation?
An inexpensive option worth considering is Dering Harbor Inn.
Where can I stay in Shelter Island Heights if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 36 vacation homes.
Where can I stay if I'm visiting Shelter Island Heights with my children?
Your kids are welcome at The Pridwin Hotel and Shelter Island House.
Where should I stay in Shelter Island Heights for a trip with my partner?
The Pridwin Hotel is a great option for a romantic getaway.
What will the weather in Shelter Island Heights be like during my visit?
The warmest months in Shelter Island Heights are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Shelter Island Heights hotel through Hotels.com?
There are plenty of reasons to book your Shelter Island Heights travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.