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Find kid-friendly hotels & resorts in Shelter Island, NY from $82

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Top 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.
$1,165 nightly
The price is $1,331
Nov 5 - Nov 6
Total with taxes and fees
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
$72 nightly
The price is $82
Oct 30 - Oct 31
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun 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
$94 nightly
The price is $108
Nov 2 - Nov 3
Total with taxes and fees
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
$219 nightly
The price is $245
Oct 26 - Oct 27
Total with taxes and fees
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
$147 nightly
The price is $165
Oct 27 - Oct 28
Total with taxes and fees
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.
$356 nightly
The price is $403
Nov 3 - Nov 4
Total with taxes and fees
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
$76 nightly
The price is $88
Nov 23 - Nov 24
Total with taxes and fees
Liberty Inn
Smart TV
Hidden gem! Southampton beach cottage
Hidden gem! Southampton beach cottage
10.0 out of 10, Exceptional, (1)
$400 nightly
The price is $457
Oct 26 - Oct 27
Total with taxes and fees
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
$165 nightly
The price is $189
Oct 26 - Oct 27
Total with taxes and fees
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
$138 nightly
The price is $158
Oct 26 - Oct 27
Total with taxes and fees
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.
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Find out more about Shelter Island

Family friendly things to do in Shelter Island

Shelter Island, New York, is a gem for family travelers seeking memorable experiences. Start your adventure at the beautiful Mashomack Preserve, where kids can explore nature trails and spot wildlife, making it a perfect outing for budding naturalists. Head over to the Shelter Island Historical Society for a glimpse into the island's history, featuring engaging exhibits that can spark the imagination of the whole family. For a fun day in the sun, the family-friendly Crescent Beach offers sandy shores and calm waters ideal for swimming and building sandcastles. Don't miss a visit to the Shelter Island Whale's Tail for a unique dining experience where your family can enjoy fresh seafood while overlooking the water. Finally, the Hay Beach Wildlife Sanctuary is a tranquil spot where families can hike or birdwatch, providing a peaceful retreat. For accommodations, consider staying near Crescent Beach, where family-friendly hotels offer spacious rooms and amenities like pools and easy beach access, allowing you to unwind after a day of exploration. With attentive service and convenient locations, you’ll feel well taken care of as you create lasting memories together.

Find the best family friendly hotels in Shelter Island

For families looking to create unforgettable memories while enjoying the serene surroundings of Shelter Island, these hotels offer fantastic amenities and activities for guests of all ages.

Sunset Beach Hotel

  • Why it's great for a family-friendly adventure: Sunset Beach Hotel is a charming retreat for families, earning an impressive review rating of 9.2. With dedicated amenities like free cribs, toys for children, and onsite babysitting services, families can relax knowing their little ones are entertained and well taken care of. The hotel's nearby the beach enhances family fun, with ample opportunities for sandcastle building and beach games.
  • Other amenities: Guests will appreciate daily housekeeping, a snack bar, and beach towels for convenience. The hotel also features an electric car charging station, air conditioning, and luxurious Frette Italian sheets for a comfortable stay. Unique offerings include beach umbrellas, sun loungers, and massage services on the beach, ensuring a delightful vacation experience for families.
  • Nearby attractions: Crescent Beach - 0.15 miles, Sunset Beach - 0.02 miles, Shelter Island Whale's Tail - 1.91 miles

Top Shelter Island Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Very nice staff, amenities great, an older place, but well kept. Wish there was more than 1 window, a bit stuffy. Felt safe in parking lot and in my room."
Michelle 3-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

What's Shelter Island like for family-friendly vacations?
The historic destination of Shelter Island is a great choice if you've been thinking about a vacation with the kids. The bowling, beaches, and island setting are just a few things that make this an attractive vacation spot 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 center.
When's the best time to book a family-friendly vacation in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.
What's there to see and do with your family in Shelter Island?
While you and your family are visiting Shelter Island, you might want to check out some kid-friendly attractions such as Shelter Island Historical Society and Shelter Island Whale's Tail. Make sure you have lots of time for activities like Bay Street Theatre and Guild Hall.

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