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
Dec 18 - Dec 19
Tomorrow
Dec 19 - Dec 20
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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 CNY734
CNY838 total
includes taxes & fees
Jan 6 - Jan 7, 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 January
Price trends for hotels in Shelter Island Heights
Pricing is based on two traveler 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 neighborhoods in Shelter Island Heights

The Heights

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

Hay Beach

Shelter Island's Hay Beach neighborhood 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 practice 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

Montauk Manor

Montauk Manor

10/10 Excellent
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
Kathleen 1-night trip
Posted 3 days ago
Montauk Manor

Frequently asked questions

How much does a hotel room cost in Shelter Island Heights?
You can find top hotels in Shelter Island Heights from CNY714 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 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.
Can I book Shelter Island Heights hotels with free cancellation?
It's easy to book a refundable Shelter Island Heights hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of 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 vacation 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 vacation. Check out The Pridwin Hotel if you're after a hotel that's near the water. With a private beach plus a seasonal outdoor pool and a full-service spa, our travelers rate it highly at 9.6 out of 10.
What are some top pet-friendly hotels in Shelter Island Heights?
Our travelers' favorite 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 hotels in Shelter Island Heights for couples?
Stay at a top-rated Shelter Island Heights romantic hotel and make the most of your couple's vacation. Our travelers love The Pridwin Hotel, a hotel with a private beach and an ocean-view restaurant. Another romantic hotel with top reviews is The Rams Head Inn. This inn offers a private beach as well as in-room champagne service for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Shelter Island Heights for couples on Hotels.com.
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 cribs in the guestrooms. Explore more kid-friendly hotels in Shelter Island Heights by using our "Family friendly" filter in your search on Hotels.com.
What are the top Shelter Island Heights hotels with a pool?
For a little extra luxury, discover some of 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. Plus, you can make the most of its private beach and full-service spa. Shelter Island House is a popular hotel that features a seasonal outdoor pool along with a restaurant and a poolside bar. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Shelter Island Heights with a pool.
What are some of the best Shelter Island Heights hotels with free parking?
If you're driving, a great Shelter Island Heights hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Shelter Island Heights?
For hotels in central Shelter Island Heights, check out The Harbor Front Inn and Fordham House. Travelers 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 neighborhoods for your Shelter Island Heights vacation.
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 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 34 vacation homes.

Keep exploring