Shelter Island Holiday Packages

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Top Shelter Island holiday packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was AU$4,368, price is now AU$3,201 per person
AU$3,201
per person
5 Oct - 13 Oct
found 8 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
6.8/10 (2,053 reviews)

WestHouse Hotel New York, an SLH Hotel

WestHouse Hotel New York, an SLH Hotel

5 out of 5
Manhattan
Price was AU$5,034, price is now AU$3,619 per person
AU$3,619
per person
26 Sept - 3 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very good! (1,006 reviews)
One of the larger rooms I have stayed in in NYC, great and quiet location. Breakfast and perks made the stay

Reviewed on 14 Aug 2026

Concorde Hotel New York

Concorde Hotel New York

4 out of 5
Manhattan
Price was AU$5,888, price is now AU$4,338 per person
AU$4,338
per person
26 Sept - 3 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,007 reviews)

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was AU$4,693, price is now AU$3,459 per person
AU$3,459
per person
26 Sept - 3 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (2,043 reviews)

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was AU$4,636, price is now AU$3,481 per person
AU$3,481
per person
26 Sept - 3 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (7,727 reviews)

Top Shelter Island hotels

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is AU$403 per night from 14 Sept to 15 Sept
AU$403
14 Sept - 15 Sept
includes taxes & fees
Water's Edge Resort & Spa: Business-friendly resort with free WiFi and free valet parking. Located by the ocean.
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."

Reviewed on 14 Aug 2026

Opens in a new windowWater's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AU$159 per night from 16 Aug to 17 Aug
AU$159
16 Aug - 17 Aug
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"Our unit had spider webs on the ceiling. Bed was short sheeted. We had to remake the bed ourselves. Nonexistent Wi-Fi connection. One bar. Kept disconnecting. One ice machine was working for all units. Staff was nice. Helpful. Upstairs chambermaid came down to remove the spider webs. We appreciated ..."

Reviewed on 14 Aug 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AU$574 per night from 9 Sept to 10 Sept
AU$574
9 Sept - 10 Sept
includes taxes & fees
Sound View Greenport: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
Opens in a new windowSound View Greenport
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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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