Photo by Erisa Dilo

Hotels in Shelter Island Heights

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Where to stay in Shelter Island Heights?

View from property
House on Chase Creek
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (79)
The price is $104
$119 total
includes taxes & fees
6 Jan - 7 Jan 2026
House on Chase Creek
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.
See more propertiesforward arrow

When is the best time to visit Shelter Island Heights?

Our prices for hotels in Shelter Island Heights are cheapest in December
Price trends for hotels in Shelter Island Heights
Pricing is based on two traveller single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Shelter Island Heights
December
Low crowds
High 8°C / low 4°C. Cloudy most days.
View properties in December
8°
weather_cloudy
December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
4°
4°
weather_partly_sunny
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
0°
4°
weather_cloudy
February, Low crowds, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
6°
weather_partly_sunny
March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
10°
weather_sun
April, Moderate crowds, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
15°
weather_sun
May, Moderate crowds, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
20°
weather_sun
June, High crowds, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
24°
weather_sun
July, High crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
August, High crowds, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
22°
weather_sun
September, High crowds, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
17°
weather_sun
October, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
12°
weather_sun
November, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
Monthly weather averages (˚C)

Top neighbourhoods in Shelter Island Heights

The Heights

The The Heights neighbourhood has lots to see, including Sunset Beach and Shelter Island Country Club.

Hay Beach

Shelter Island's Hay Beach neighbourhood offers attractions, including Menhadden Lane Beach.

Top landmarks in Shelter Island Heights

Crescent Beach

4.6/5 (7 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Crescent Beach, located 1.2 mi (1.9 km) from central Shelter Island Heights. Catch the sunset by the shore at Sunset Beach, just a short walk away.
See properties

Shelter Island Country Club

You might want to practise your swing at Shelter Island Country Club, a golf course located 0.5 mi (0.8 km) from central Shelter Island Heights. If Shelter Island Country Club doesn't quite scratch your golfing itch, Gardiner's Bay Country Club, and Island's End Golf and Country Club are also nearby.
See properties

Learn more about Shelter Island Heights

Shelter Island Heights is well known for its attractions such as Sunset Beach and Crescent Beach. This beachside city has something for everyone including sights like Shelter Island Country Club and Sylvester Manor.

See all hotels in Shelter Island Heights
View of Dering Harbor
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Check out reviews of Shelter Island Heights hotels guests love

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Excellent views. Quiet and calm "
Jonathan 1-night trip
Posted 4 days ago
Offshore Montauk

Frequently asked questions

How much does a hotel room cost in Shelter Island Heights?
You can find top hotels in Shelter Island Heights from $119 with options to suit your budget and needs. If you're after an affordable hotel in Shelter Island Heights that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How much does a hotel room cost in Shelter Island Heights?
You can find top hotels in Shelter Island Heights from $119 with options to suit your budget and needs. If you're after an affordable hotel in Shelter Island Heights that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Shelter Island Heights hotels?
Discover great deals on Shelter Island Heights hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Shelter Island Heights hotels.
How can I find deals and earn rewards at Shelter Island Heights hotels?
Members can save up to 20% on select hotels in Shelter Island Heights. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Shelter Island Heights hotels with free cancellation?
In order to book a refundable Shelter Island Heights hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Shelter Island Heights beach hotels?
For a beach holiday in Shelter Island Heights, Crescent Beach is a top place to visit. Stay at a top-rated Shelter Island Heights beach hotel and make the most of your holiday. Check out The Pridwin Hotel if you're after a hotel that's near the water. With a private beach and guestrooms offering dressing gowns, our travellers rate it highly at 9.6 out of 10.
What are some top pet-friendly hotels in Shelter Island Heights?
Our travellers' top pet-friendly hotels in Shelter Island Heights include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Shelter Island Heights.
What are some of the best kid-friendly hotels in Shelter Island Heights?
Some of the best Shelter Island Heights hotels for kids include $The Pridwin Hotel and Shelter Island House. The Pridwin Hotel is a kid-friendly hotel with a guest score of 9.6 out of 10 plus family-friendly amenities like a private beach, children's meals, and a seasonal outdoor pool. Check out Shelter Island House with a guest score of 8.4. This popular hotel has a seasonal outdoor pool and free parking as well as free cots in the guestrooms. Discover more kid-friendly hotels in Shelter Island Heights by using the Hotels.com "Family friendly" filter in your search.
What are the top Shelter Island Heights hotels with a pool?
For some added luxury, discover the best Shelter Island Heights hotels with a pool. The Pridwin Hotel is a great hotel with a seasonal outdoor pool and a guest rating of 9.6 out of 10. To find more stays in Shelter Island Heights with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Shelter Island Heights hotels with free parking?
If you're exploring by car, finding a great Shelter Island Heights hotel with free parking is a win. Our travellers' favourites include:
What are some popular hotels in central Shelter Island Heights?
If you're looking for hotels in central Shelter Island Heights, check out The Harbor Front Inn and Fordham House. Travellers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour gym this hotel offers. Fordham House is another popular central bed & breakfast with a free full breakfast and free parking, plus down comforters in the guestrooms. Pipes Cove and Silver Beach are some of the most central areas for your Shelter Island Heights holiday.
Can I book a refundable accommodation option in Shelter Island Heights?
If you want the flexibility to change your plans to Shelter Island Heights, most hotels offer refundable* rates that you can book. You can find this accommodation by searching our site and using the "fully refundable" filter to narrow the results down.

Keep exploring