Sheffield Island Vacations

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Photo by Richard Miska

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Find the Best Sheffield Island Vacation Packages

Sheffield Island Hotel Deals

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is AED 568 per night from Feb 15 to Feb 16
AED 568
AED 771 total
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,274 reviews)
Staff were courteous and helpful. Great location!

Reviewed on 3 February 2026

Sonesta White Plains Downtown
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundable
The price is AED 477 per night from Feb 12 to Feb 13
AED 477
AED 549 total
12 Feb - 13 Feb
includes taxes & fees
8.2/10 Very Good! (1,072 reviews)
Staff was very kind and accommodating. Premises are clean and welcoming. Very nice stay.

Reviewed on 27 January 2026

EVEN Hotel Norwalk by IHG
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
Fully refundableReserve now, pay when you stay
The price is AED 545 per night from Mar 2 to Mar 3
AED 545
AED 627 total
2 Mar - 3 Mar
includes taxes & fees
7.4/10 Good! (1,004 reviews)
The position of the desk next to the air-conditioning vent is not ideal. Perhaps a switched position with the bureau/TV is better.

Reviewed on 27 January 2026

DoubleTree by Hilton Stamford
See all 1,027 properties in Sheffield Island
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.

Frequently asked questions

How do I find cheap flights to Sheffield Island that have flexible change policies?
When it comes to traveling these days, flexibility is important. That's why we have a "No change fee" filter to help you track down cheap, flexible tickets to Sheffield Island. It's at the top left of your screen directly under the "Flexible change policies" subheading.
Which airlines fly to Sheffield Island?
Decide on your travel dates and then fly into or near Sheffield Island with one of these well-known airlines:

  • Delta Air Lines - 4,572 flights to or near Sheffield Island each month, including 4,572 flights to John F. Kennedy Intl. Airport (JFK) per month.
  • JetBlue Airways - 2,769 flights to or near Sheffield Island each month, including 2,769 flights to John F. Kennedy Intl. Airport (JFK) per month.
  • American Airlines - 1,967 flights to or near Sheffield Island each month, including 1,967 flights to John F. Kennedy Intl. Airport (JFK) per month.

How can I find cheap tickets to Sheffield Island?
Book ahead of time, fly in or out of nearby airports, avoid vacation periods — you're not short of ways! One more is to use Expedia's "flexible dates" function. Search for your Sheffield Island flight, then compare the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Sheffield Island was .
How much is a flight to Sheffield Island?
If you were traveling one way from (), you could've snapped up a cheap ticket for in the last seven days. Return flights to Sheffield Island ranged from to over the same period.
What are the most popular airports to fly into in Sheffield Island?
John F. Kennedy Intl. Airport (JFK) is the primary gateway for many headed to Sheffield Island. Around 9,751 flights a month touch down at this airport.
When is the cheapest time to fly to Sheffield Island?
Fly out on a Tuesday to improve your chances of getting the cheapest flight to Sheffield Island. Mondays are usually the second most affordable day to depart. Saturday is generally the costliest day to fly anywhere.
How much is a plane ticket to Sheffield Island?
Seats ranged from to in the last seven days. When you're ready to book, we'll be ready to help you land a low-cost flight to Sheffield Island.
What months are the cheapest to book a flight to Sheffield Island?
The top month to book affordable fares to Sheffield Island is February. Bear in mind that in the United States, the most expensive time to purchase a ticket is the busy month of December.
How long is a flight to Sheffield Island?
Your flight to Sheffield Island could be short or long depending on where you leave from. Before you load your laptop with podcasts and movies, have a look at the average flight times for these sought-after domestic routes:

  • Los Angeles, CA (LAX-Los Angeles Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 6 minutes
  • San Francisco, CA (SFO-San Francisco Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 27 minutes
  • Boston, MA (BOS-Logan Intl.) to John F. Kennedy Intl. Airport (JFK) - 1 hour and 23 minutes