Shelter Island Whale's Tail Flight + Hotel packages

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

Sheraton Parsippany Hotel

Save 100% on your flight

$404

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

Margaritaville Resort Times Square

Manhattan

Save 100% on your flight

$1,338

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

Outsite Chelsea

Manhattan

Save 100% on your flight

$1,225

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

Eurostars Wall Street

Manhattan

Save 100% on your flight

$1,323

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

PUBLIC, an Ian Schrager hotel

Manhattan

Save 100% on your flight

$1,119

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

The Iroquois New York

Manhattan

Save 100% on your flight

$1,562

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

Hotel Belleclaire

Manhattan

Save 100% on your flight

$1,478

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

Hotel Edison Times Square

Manhattan

Save 100% on your flight

$1,246

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to New York (NYC)

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Best Lodging Options Near Shelter Island Whale's Tail

The Harbor Front Inn

209 Front St Greenport NY

3.77 km from Shelter Island Whale's Tail

Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...

Sound View Greenport

58775 County Rd 48 Greenport NY

5.86 km from Shelter Island Whale's Tail

Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...

The Chequit

23 Grand Ave Shelter Island Heights NY

2.1 km from Shelter Island Whale's Tail

Stay at this hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...

House on Chase Creek

3 Locust Avenue Shelter Island Heights NY

1.86 km from Shelter Island Whale's Tail

Book a stay at this golf guesthouse in Shelter Island Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Shelter Island Country ...

Shelter Island House

11 Stearns Point Rd Shelter Island Heights NY

2.4 km from Shelter Island Whale's Tail

Book a stay at this golf hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sunset Beach and Shelter Island ...

Zey Hotel

439 Main Street Greenport NY

3.92 km from Shelter Island Whale's Tail

Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...

Sunset Beach Hotel

35 Shore Rd Shelter Island NY

2.81 km from Shelter Island Whale's Tail

Book a stay at this beach hotel in Shelter Island. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Sunset Beach and Crescent Beach are ...

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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.