Family Hotels & Resorts in Shelter Island from AU$116

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

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Shelter Island Family Hotels

On the beach
The Bridge at Soundview · Beach+OceanView+Sunrise

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (1)
"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."
United States
Emotional J.
The price is AU$743
includes taxes & fees
8 Dec - 9 Dec
The Bridge at Soundview · Beach+OceanView+Sunrise
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is AU$116
includes taxes & fees
4 Jan - 5 Jan 2026
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
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AU$175
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Old Saybrook - Westbrook
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA

Old Lyme
10.0 out of 10, Exceptional, (4)
"Communication was excellent. "
United States
Katy C.
The price is AU$613
includes taxes & fees
8 Dec - 9 Dec
Rogers Lake House (87) · CT College+Beach+USCGA
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AU$677
includes taxes & fees
14 Dec - 15 Dec
Seabreeze #3: Cozy Cottage by the beach
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is AU$129
includes taxes & fees
14 Dec - 15 Dec
Liberty Inn
Interior
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford
10.0 out of 10, Exceptional, (10)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AU$549
includes taxes & fees
18 Dec - 19 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Fridge, microwave, oven, stovetop
The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property
East Lyme
9.0 out of 10, Wonderful, (4)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is AU$553
includes taxes & fees
8 Dec - 9 Dec
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Lobby
Hero Beach Club

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is AU$399
includes taxes & fees
18 Dec - 19 Dec
Hero Beach Club
8 bedrooms, desk, iron/ironing board, free WiFi
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AU$11,048
includes taxes & fees
8 Dec - 9 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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

Madison Beach Hotel

Madison Beach Hotel

10/10 Excellent
"The Spa was wonderful and the staff was attentive and helpful. "
Emma 1-night trip
Posted 5 days ago
Madison Beach Hotel

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