Photo by tom owens

Family Hotels & Resorts in Shelter Island from AU$127

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Family Hotels

Best Shelter Island Family Hotels

Property grounds
Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is AU$2,073
includes taxes & fees
5 Nov - 6 Nov
Work and Play Special! Extended Stay Discount
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
7.2 out of 10, Good, (456)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
United States
Brian
The price is AU$127
includes taxes & fees
29 Oct - 30 Oct
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1001)
"Breakfast was bomb"
United States
Jostiena
The price is AU$166
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
On the beach, sun-loungers, beach umbrellas, beach towels
Ocean View Terrace Inn
Ocean View Terrace Inn
2.0 star property
8.4 out of 10, Very good, (119)
"This place was very nice and quiet. "
United States
Shelly Ann
Ocean View Terrace Inn
On the beach
Freeboard at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
United States
Dana
The price is AU$258
includes taxes & fees
28 Oct - 29 Oct
Freeboard at Soundview · Beach+Ocean+Sunrise
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (2)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is AU$624
includes taxes & fees
11 Nov - 12 Nov
Rogers Lake House (87) · CT College+Beach+USCGA
Property grounds
Liberty Inn
Liberty Inn
2.0 star property
7.4 out of 10, Good, (634)
"Quiet, clean, comfy. Bit dated but tucked away and close to private beach! "
United States
Kimberly A
The price is AU$131
includes taxes & fees
4 Nov - 5 Nov
Liberty Inn
Smart TV
Hidden gem! Southampton beach cottage
Hidden gem! Southampton beach cottage
10.0 out of 10, Exceptional, (1)
The price is AU$712
includes taxes & fees
26 Oct - 27 Oct
Hidden gem! Southampton beach cottage
Aerial view
Harborside Motel
Harborside Motel
2.5 star property
8.8 out of 10, Excellent, (122)
"I loved this family owned hotel, they really made sure to make you feel at home and gave great recommendations as locals!"
United States
Seth
The price is AU$291
includes taxes & fees
27 Oct - 28 Oct
Harborside Motel
Outdoor pool
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (958)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
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.
View all properties

Top Shelter Island Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Staff was very helpful and room was nice and clean."
Christopher 1-night trip
Posted 6 days ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

What's Shelter Island like for family-friendly holidays?
The historic destination of Shelter Island is a great choice if you've been thinking about a holiday with the children. The bowling, beaches and island setting are just a few things that make this an attractive holiday destination for families. Arrange a flight into East Hampton, NY (HTO), which is the closest airport, or Fishers Island, NY (FID-Elizabeth Field), which is located 20.6 mi (33.1 km) from the city centre.
When's the best time to book a family-friendly holiday 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's there to see and do with your family in Shelter Island?
While you and your family are visiting Shelter Island, you may want to explore some child-friendly attractions such as Shelter Island Historical Society and Shelter Island Whale's Tail. Make sure that you have lots of time for activities such as Bay Street Theatre and Guild Hall.

Explore a world of travel with Expedia