A pebbled beach with a sunset and a distant bridge.

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Check availability on Shelter Island Heights Family-Friendly Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
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 large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
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.

1. The Chequit

The Chequit
The Heights
฿5,009
฿5,722 total
includes taxes & fees
1 Nov - 2 Nov
The Chequit
Property grounds
Bar (on property)
Front of property – evening/night
Property amenity

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.
฿6,754
฿7,716 total
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 hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
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
฿5,406
฿7,135 total
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 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.
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
฿10,907
฿12,461 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A wooden shower enclosure with a tiled wall, a showerhead, and a toilet visible through the door.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.

5. Oyster Estate

Oyster Estate
Greenport
฿8,725
฿10,994 total
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate
A swimming pool with lounge chairs and umbrellas.
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

6. 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.
฿6,434
฿8,310 total
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
Terrace/patio
Room
Beach
Living area

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Family-friendly beachfront retreat with seasonal outdoor pool, furnished balconies, and direct beach access for sunset views.
฿5,672
฿10,204 total
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.
A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

8. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
฿5,235
฿5,981 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Long Island East End
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

9. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Delightful beach resort with indoor and outdoor pools offers families playground fun and arcade excitement by the private shoreline.
฿5,260
฿6,628 total
includes taxes & fees
3 Nov - 4 Nov
Water's Edge Resort & Spa
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

10. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Family-friendly paradise with seasonal outdoor pool, tennis, and free bicycle rentals for coastal adventures in Sag Harbour.
฿13,742
฿17,271 total
includes taxes & fees
2 Nov - 3 Nov
Faraway Sag Harbor
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

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 1 hour ago
Montauk Yacht Club
Sun N Sound

Sun N Sound

8/10 Good
"Everything was fine accept there really wasn’t any privacy people and staff were always by room and outdoor space"
Joseph 2-night trip
Posted 1 hour ago
Sun N Sound
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Perfect for weekend stay"
DAWN 1-night trip
Posted 6 hours 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 9 hours ago
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Melanie 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

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.

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