Sheffield Island Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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
Top Flight + Hotel Deals in Sheffield Island
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
€2,505
per person
23 Dec - 29 Dec
found 1 day ago
Return flight included
Athens (ATH) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
The staff has lodged me in a wrong room and I had to start over the reservation. Not good.
Also, the breakfast room was so crowded that I had the feeling I was in the US Navy facility with so many people around.
Overall the stay was good.
Reviewed on 6 Oct 2026
Top hotels in Sheffield Island
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
€124
1 Nov - 2 Nov
includes taxes & fees
6.6/10 (1,852 reviews)
"I liked the size of the kind bed suite however the room had a mini fridge and no microwave so we had to heat our food in the lobby, also the bathroom tub was FILTHY I refused to take a shower there. The hotel needs some updates and the front desk staff was either on their cellphone or hiding in the ..."
Reviewed on 7 Oct 2026
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
€108
5 Nov - 6 Nov
includes taxes & fees
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
€214
1 Nov - 2 Nov
includes taxes & fees
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.
Stay near popular Sheffield Island attractions
Sheffield Island Lighthouse
8.8/10 (15 reviews)
You can learn about the history of Sheffield Island with a trip to Sheffield Island Lighthouse. Savour the top-notch restaurants and lively bars while in town.
Frequently asked questions
How much does a Sheffield Island holiday package cost?
You'll find cheap prices from €1,926 on Expedia for your Sheffield Island getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Sheffield Island costs.
What are the cheapest months to go to Sheffield Island?
January, February and March are great times to search for cheap Sheffield Island holiday packages. Choosing to travel in less busy months means you can usually find lower prices on flights and hotels.
How many days is enough for Sheffield Island?
The ideal duration for your Sheffield Island holiday depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to tick off all the leading sights and discover some hidden gems along the way.
How to find the best Sheffield Island package deals?
Finding a cheap Sheffield Island package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Sheffield Island package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Sheffield Island holiday as a package?
You can enjoy significant savings on your Sheffield Island retreat by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Sheffield Island?
If you're planning a spur-of-the-moment Sheffield Island holiday, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Sheffield Island?
- Choose when to travel: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to holiday in Sheffield Island.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Sheffield Island.
- Decide how long to go away for: Now that you're more familiar with Sheffield Island, you can work out the right length of your holiday. Pull together a rough plan and allocate enough time to cover everything you want to do.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Sheffield Island holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
