A wooden gazebo by a pond with a large tree trunk nearby.

Beach Resorts in Shelter Island

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Check availability on Shelter Island Beach Resorts

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Shelter Island beach hotels

1. House on Chase Creek

House on Chase Creek
The Heights
S$359
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

2. The Chequit

The Chequit
The Heights
S$410
includes taxes & fees
8 Sept - 9 Sept
The Chequit

3. Shelter Island House

Shelter Island House
Shelter Island Heights
S$462
includes taxes & fees
25 Aug - 26 Aug
Shelter Island House

4. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
  • Unwind on a private sandy shoreline with loungers and umbrellas at this bayside retreat, where ocean-view dining meets coastal tranquility.
S$858
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
  • Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.
S$576
includes taxes & fees
16 Sept - 17 Sept
Silver Sands Motel & Beach Bungalows

6. Zey Hotel

Zey Hotel
Greenport
S$355
includes taxes & fees
10 Sept - 11 Sept
Zey Hotel

7. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
  • Rejuvenate on a private island with beach yoga and sunset views on the bay.
S$457
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

8. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
S$449
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodation at this tranquil seaside aparthotel.
S$562
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums
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Choose what matters most at beach hotels in Shelter Island

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Shelter Island Hotel Reviews

Ocean Resort Inn

Ocean Resort Inn

8/10 Good
"Nice stay"
Lisa 2-night trip
Posted 2 hours ago
Ocean Resort Inn
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Excellent all around."
Kelly 2-night trip
Posted 6 hours ago
Sound View Greenport
 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
Allan 3-night trip
Posted 2 days ago
Hampton's Vacation Inn
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Russell 2-night trip
Posted 3 days ago
Water's Edge Resort & Spa
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"we like the location near the bay and the sunset however, we were not happy about having trash cans outside of our front door and the brooms too. Staff was very nice we would stay there again"
Debra 2-night trip
Posted 5 days ago
Kenny's Tipperary Inn

Frequently asked questions

What is Shelter Island like for travellers who love the beach?
Discover your ideal place to stay in Shelter Island, which has a lot to offer the traveller looking for a beach getaway.
What's the best place to stay to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach .
When's the best time for a beach holiday in Shelter Island?
Plan your trip to the beach with this snapshot of year-round temperatures in Shelter Island: The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.
What is there to see and do around Shelter Island?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can head straight to Wades Beach or Shell Beach for some quality time by the water. Discover a variety of local attractions, which include Sunset Beach and Crescent Beach. For more things to see and do, consider visiting Shelter Island Historical Society or Mashomack Preserve.
What's the best way to get to my beach hotel in Shelter Island?
Here's some information to help you get to and around your beach accommodation in Shelter Island more easily: Make your way to Shelter Island with a flight to East Hampton, NY (HTO), the closest major airport which is located 8.8 mi (14.2 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.

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