Photo by Brian V. Rowe

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

This weekend
Next weekend

Where to stay in Shelter Island Heights?

House on Chase Creek
House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
The price is CNY727
CNY831 total
includes taxes & fees
Jan 12 - Jan 13
House on Chase Creek
The Rams Head Inn
The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
The Rams Head Inn
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (560)
The price is CNY938
CNY1,271 total
includes taxes & fees
Jan 12 - Jan 13
The Harbor Front Inn
American Beech Hotel
American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
The price is CNY1,250
CNY1,708 total
includes taxes & fees
Jan 11 - Jan 12
American Beech Hotel
Sound View Greenport
Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (604)
The price is CNY1,032
CNY1,378 total
includes taxes & fees
Jan 28 - Jan 29
Sound View Greenport
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (234)
The price is CNY1,296
CNY1,480 total
includes taxes & fees
Jan 11 - Jan 12
The Shoals Suites and Slips
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (143)
Silver Sands Motel & Beach Bungalows
The Menhaden
The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (174)
The price is CNY1,879
CNY2,426 total
includes taxes & fees
Jan 25 - Jan 26
The Menhaden
Stirling House Bed & Breakfast
Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
The price is CNY2,339
CNY2,672 total
includes taxes & fees
Jan 23 - Jan 24
Stirling House Bed & Breakfast
Zey Hotel
Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (294)
Zey Hotel
Vine & Sand
Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
Vine & Sand
The Sagaponack
The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (220)
The price is CNY1,062
CNY1,493 total
includes taxes & fees
Jan 23 - Jan 24
The Sagaponack
Topping Rose House
Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (139)
The price is CNY3,740
CNY4,298 total
includes taxes & fees
Jan 19 - Jan 20
Topping Rose House
Mill House Inn
Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (76)
The price is CNY1,746
CNY2,195 total
includes taxes & fees
Jan 19 - Jan 20
Mill House Inn
The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162)
The price is CNY1,648
CNY2,254 total
includes taxes & fees
Jan 11 - Jan 12
The 1770 House Restaurant & Inn
Bridgehampton Inn
Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (220)
The price is CNY2,088
CNY2,386 total
includes taxes & fees
Jan 12 - Jan 13
Bridgehampton Inn
Southampton Long Island Hotel
Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
The price is CNY733
CNY875 total
includes taxes & fees
Jan 10 - Jan 11
Southampton Long Island Hotel
The Maidstone
The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (150)
The Maidstone
Journey East Hampton
Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (162)
The price is CNY1,232
CNY1,549 total
includes taxes & fees
Jan 11 - Jan 12
Journey East Hampton
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1001)
Pier Blue Inn Old Saybrook - Essex
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.

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 January
Currently viewing crowd sizes and weather for January.
Typical weather for Shelter Island Heights
January
High 4°C / low 0°C. Partly sunny.
View properties in January
weather_partly_sunny
January, no crowd data, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
weather_cloudy
February, no crowd data, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
weather_partly_sunny
March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
10°
weather_sun
April, no crowd data, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
15°
weather_sun
May, no crowd data, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
20°
weather_sun
June, no crowd data, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
24°
weather_sun
July, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
August, no crowd data, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
12°
weather_sun
November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
weather_cloudy
December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
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

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.

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

Frequently asked questions

How much does a hotel room cost in Shelter Island Heights?
You can find top hotels in Shelter Island Heights from CNY831 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 33 vacation homes.