
Shelter Island Holidays from NZ$3,378
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Shelter Island Holiday Deals

Night Hotel Broadway
Reviewed on 27 June 2026

The Fifth Avenue Hotel
Reviewed on 20 June 2026

Hotel St. James
Reviewed on 27 June 2026


San Carlos Hotel
Reviewed on 22 June 2026
Our guide on where to stay in Shelter Island

Menantic Creek
While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Wades Beach and Sunset Beach.
Shelter Island Holiday
Shelter Island Beach Holiday
There's nothing like a Shelter Island holiday to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town centre on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometres away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Our pick of the best Shelter Island Hotel Deals

Gurney's Montauk Resort & Seawater Spa
"Great experience."
Reviewed on 25 June 2026

Offshore Montauk
"We had a great stay"
Reviewed on 25 June 2026

Pier Blue Inn Old Saybrook - Essex
"staff and parking"
Reviewed on 22 June 2026






