A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotel Guide - Family Friendly Hotels in Shelter Island Heights, New York

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Check availability on Shelter Island Heights Family Friendly Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Shelter Island Heights family-friendly hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A staircase with wooden balusters and a white wall.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
The Heights
€152
includes taxes & fees
1 Nov - 2 Nov
The Chequit
Property grounds
Property amenity
Bar (on property)
Front of property – evening/night

2. Shelter Island House

Shelter Island House
Shelter Island Heights
  • Kids splash in seasonal outdoor pool at this Shelter Island Heights hotel steps from golf and beaches.
€204
includes taxes & fees
6 Oct - 7 Oct
Shelter Island House
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

3. The Harbor Front Inn

The Harbor Front Inn
Greenport
€189
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn
A living room with a sofa, a chair, a coffee table, a TV, and windows with views of the outdoors.
A grassy area with trees and a view of a body of water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A lakeside patio with outdoor seating and a view of the water.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
€330
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A swimming pool with lounge chairs and umbrellas.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.
A spacious room with wicker furniture, large windows, and a view of the sea.

5. Sound View Greenport

Sound View Greenport
Greenport
  • A beach haven where kids play and explore—this waterfront retreat offers family dining, a private beach, and a seasonal pool to splash in.
€220
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
Terrace/patio
Room
Living area
Beach

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Family-friendly beachfront retreat with seasonal outdoor pool, furnished balconies, and direct beach access for sunset views.
€270
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

7. American Beech Hotel

American Beech Hotel
Greenport
€290
includes taxes & fees
7 Oct - 8 Oct
American Beech Hotel
A beach with people relaxing on chairs and sunbathing.
A marina with several boats docked, including a white and blue boat named 'PECONIC STAR Express'.
A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.
A living room with a ceiling fan, a sofa, a coffee table, and a kitchen in the background.

8. Harbor Heights

Harbor Heights
Pipes Cove
€224
includes taxes & fees
1 Nov - 2 Nov
Harbor Heights
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A dining area with a round table, chairs, a vase, and a painting on the wall.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A wooden shower enclosure with a tiled wall, a showerhead, and a toilet visible through the door.

9. Oyster Estate

Oyster Estate
Greenport
€291
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.
A covered patio with outdoor furniture, a door, and a view of a residential area.
A sign welcoming visitors to the Greenport Visitors Dock with no commercial traffic.
A compact kitchen with white cabinets, a built-in oven, a microwave, and a washing machine.

10. The SandPiper

The SandPiper
Pipes Cove
€224
includes taxes & fees
2 Nov - 3 Nov
The SandPiper
View all properties

Choose what matters most at family-friendly hotels in Shelter Island Heights

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Shelter Island Heights Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"My only complaint would be i wish there was a Keurig machine in the room instead of an espresso machine. Would definitely stay there again."
Fred 2-night trip
Posted 5 hours ago
The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Scenery was picture postcard perfect! Highly recommend balcony view from the main hotel Room service was excellent and the dining room staff and food were wonderful Only downside. There were no robes in the room and if you drank the bottled water, you were charged. Not really disclosed very well I'm actually planning on going back"
Billie 2-night trip
Posted 7 hours ago
Water's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
Sarah 3-night trip
Posted 22 hours ago
Montauk Yacht Club
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Perfect for weekend stay"
DAWN 1-night trip
Posted 1 day ago
Ocean Surf Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Friendly staff. Convenient location."
Rodhmir 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

What's Shelter Island Heights like for family-friendly holidays?
The destination of Shelter Island Heights is a great choice if you've been thinking about a holiday with your children. The whale watching, beaches and campsites are just some of the things that make this the perfect spot for family trips. Take to the air and fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) from the city centre.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good option for your family trip.
When's the best time to book a family-friendly holiday in Shelter Island Heights?
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 Heights is 1452 mm.
What's there to see and do with your family in Shelter Island Heights?
While you are visiting Shelter Island Heights, you and the family may want to explore some interesting spots such as Guild Hall, Harbes Family Farm and Tanger Outlets. Make sure that you have lots of time for activities such as Shelter Island Historical Society and Safe Harbor Stirling.