Shelter Island Holiday Packages

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Top Shelter Island holiday packages

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
4 Oct - 10 Oct
found 7 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
7.6/10 Good! (852 reviews)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
4 Oct - 10 Oct
found 7 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
The Dominick

The Dominick

5 out of 5
Manhattan
per person
4 Oct - 10 Oct
found 7 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
4 Oct - 10 Oct
found 7 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
8/10 Very Good! (2,135 reviews)
Warwick New York

Warwick New York

4 out of 5
Manhattan
per person
4 Oct - 10 Oct
found 7 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,647 reviews)
Well maintained older style property with charm. Staff are great. Room size was really good. Bathroom was smallish but well appointed. Note shower is over bath rather than being walk in. Common areas are well maintained. Nice bar and restaurant. Excellent location for everything you need. Can be busy with traffic on 6th Ave so some street noise in our room. We were on the 5th floor. Highly recommended.

Reviewed on 7 Feb. 2025

Top Shelter Island hotels

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
Beachcomber Resort at Montauk: Hotel with free WiFi and outdoor pool. Located near whale watching.
"The property was very well groomed. Unit 321 was nice but the air conditioning could be improved. Very nice view to Atlantic."

Reviewed on 7 Aug. 2025

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Beachcomber Resort at Montauk
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is AU$860 per night from 2 Sept to 3 Sept
AU$860
2 Sept - 3 Sept
includes taxes & fees
Marram: Beach hotel with free WiFi and free parking. Located near a train station.
"Great location! Highly recommend."

Reviewed on 12 Aug. 2025

Marram
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$580 per night from 9 Sept to 10 Sept
AU$580
9 Sept - 10 Sept
includes taxes & fees
Sound View Greenport: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
Perfect get away
"This place is a real joy so much energy and lots to do. They are not overly fancy but worth the ride."

Reviewed on 12 Aug. 2025

Sound 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.