Sheffield Island Holidays

Photo by Richard Miska

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Top Flight + Hotel Deals in Sheffield Island

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,726, price is now €1,145 per person
€1,145
per person
12 Sept - 17 Sept
found 3 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very good! (2,471 reviews)
Reputation of Parking Lot is not good... so needed to part another place.

Reviewed on 7 Jul 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,242, price is now €1,339 per person
€1,339
per person
12 Sept - 17 Sept
found 3 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
Aire acondicionado no enfriaba

Reviewed on 8 Jul 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,164, price is now €1,300 per person
€1,300
per person
12 Sept - 17 Sept
found 3 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,652 reviews)
Todo estaba impecable

Reviewed on 8 Jul 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,983, price is now €1,246 per person
€1,246
per person
12 Sept - 17 Sept
found 3 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The staff is super friendly and accommodating. The hotel is located right in front of the famous L’industrie Pizza and down the street is Little Italy with many great restaurants. There famous caffe Paradiso is only a 7 min walk and a 5 min walk to Leons bagels! The hotel provided a free water dispenser down in their lobby as well as free coffee and teas. They also provide free yummy croissants in the mornings. I would definitely stay here again.

Reviewed on 6 Jul 2026

Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,823, price is now €1,190 per person
€1,190
per person
12 Sept - 17 Sept
found 3 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (1,004 reviews)
Ótima localização e atendimento

Reviewed on 7 Jul 2026

Top hotels in Sheffield Island

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is €179 per night from 9 Aug to 10 Aug
€179
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,070 reviews)
"We visited the hotel for the weekend for a wedding. Everything was delightful. The room was spacious and comfortable."

Reviewed on 7 Jul 2026

Hyatt Regency Greenwich
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 €216 per night from 26 Jul to 27 Jul
€216
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (1,322 reviews)
"Nicely renovated property."

Reviewed on 4 Jul 2026

Sonesta White Plains Downtown
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is €176 per night from 26 Jul to 27 Jul
€176
26 Jul - 27 Jul
includes taxes & fees
6.4/10 (1,678 reviews)
"I was treated very poorly. I had reserved a room with two beds, but when I arrived, they had already given it to someone else and didn't have any more available; they gave me a room with just one bed instead. My son had to sleep curled up on the floor on a cot. The staff at the front desk treated ..."

Reviewed on 8 Jul 2026

Radisson Hotel Hauppauge-Long Island
See all 1,002 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.

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 lively bars and top-notch restaurants while in town.
See properties

Frequently asked questions

How much does a Sheffield Island holiday package cost?
You'll find cheap prices from €1,145 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.