A pebbled beach with a sunset and a distant bridge.

Search Family-Friendly Hotels in Shelter Island Heights

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Check availability on Shelter Island Heights Family-Friendly Hotels

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Shelter Island Heights family-friendly hotels

1. 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.
₹19,084
₹21,802 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
  • Shelter Island Heights escape with a private beach, kid-friendly arcade room, and seasonal outdoor pool awaits families.
₹46,525
₹58,470 total
includes taxes & fees
15 Sept - 16 Sept
The Pridwin Hotel

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
₹31,201
₹35,647 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

4. 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.
₹22,923
₹28,898 total
includes taxes & fees
1 Oct - 2 Oct
Sound View Greenport

5. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
  • Splash and play all day at this Old Saybrook hotel where kids love the indoor pool and parents appreciate the quiet, comfortable rooms.
₹9,592
₹11,030 total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn Old Saybrook - Westbrook

6. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
  • Beach-ready rooms, kid-friendly pool, and complimentary extras create family holiday bliss seaside.
₹6,783
₹7,800 total
includes taxes & fees
4 Oct - 5 Oct
Econo Lodge Inn & Suites Old Saybrook Westbrook

7. 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.
₹16,997
₹21,183 total
includes taxes & fees
7 Oct - 8 Oct
Water's Edge Resort & Spa

8. Liberty Inn

Liberty Inn
Old Saybrook
  • Family-friendly fun at Liberty Inn's coastal retreat provides every comfort from private beach to free Wi-Fi and parking.
₹8,449
₹9,716 total
includes taxes & fees
14 Sept - 15 Sept
Liberty Inn
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
"Great room, hotel and water views! Fantastic!"
Patrick 1-night trip
Posted 4 hours ago
Montauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Very good"
Iosif 1-night trip
Posted 19 hours ago
Gurney's Montauk Resort & Seawater Spa
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Our stay at The Hampton Maid was such a great choice. The entire hotel is absolutely charming—you can tell that every corner and every detail has been thoughtfully designed. The front desk staff was wonderful: so friendly, welcoming, and very clear with all the information. We loved the bungalow-style rooms, each with its own deck and parking, which gives you wonderful privacy between rooms. But what truly stole our hearts was the gorgeous, beautifully kept garden—a true green oasis that brings complete peace and lets you fully disconnect from city stress. The room was spotless, and the restaurant was phenomenal—we had breakfast there, and it was spectacular. On top of that, getting a pass to 7 local beaches for just $5 is an incredible perk. You really couldn't ask for more! It’s one of those places where you haven't even left yet, and you're already planning your return. Can't wait to go back!"
Gloria 1-night trip
Posted 1 day ago
The Hampton Maid
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Welcoming, helpful, friendly, professional front desk staff. My room was impeccably clean and tidy. The property is centrally-located with ease of accessibility to main roads and major highways, yet far enough off Boston Post Road to ensure a quiet, peaceful and restful stay. Overall, an outstanding, no-frills property! I look forward to staying here once again!"
Marc 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."
Deborah 5-night trip
Posted 2 days ago
Saybrook Point Resort & Marina
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."
Demetra 4-night trip
Posted 7 days ago
Kenny's Tipperary Inn

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 Shelter Island Historical Society. Make sure that you have lots of time for activities such as Safe Harbor Stirling and Bay Street Theatre.

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