Sheffield Island Holidays

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Top Flight + Hotel Deals in Sheffield Island

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
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
7.6/10 Good! (852 reviews)
Their phone hasn't worked so I couldn't call down to the desk. Also they claimed that they never received payment from Expedia so everyone who registered that way had to give them a credit card again even if we paid in full already. I got the payment taken off, but not sure if they were trying to scam us

Reviewed on 11 Aug 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Loved everything about it

Reviewed on 6 Aug 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,135 reviews)
The size of the room

Reviewed on 13 Aug 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
From the first person who checked us in (Lucy) to Jay, the concierge to Andre, one of the excellent bellman our stay was perfect. Will never stay at another place in New York. Rooms were great, rooftop bar was beautiful and had great cocktails. Great location especially if you are theatre people. Walked everywhere easily! 5+stars

Reviewed on 12 Aug 2025

DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
Manhattan
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
8.2/10 Very Good! (2,548 reviews)
It was a bit noisy but we really liked our stay

Reviewed on 13 Aug 2025

Top hotels in Sheffield Island

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,281 reviews)
"Incredibly hotel"

Reviewed on 10 Aug 2025

Get rates
Norwalk Inn & Conference Center
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is €87 per night from 1 Sept to 2 Sept
€87
1 Sept - 2 Sept
includes taxes & fees
6.4/10 (709 reviews)
"It was great wonderful staff"

Reviewed on 12 Aug 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
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 €187 per night from 4 Sept to 5 Sept
€187
4 Sept - 5 Sept
includes taxes & fees
8.6/10 Excellent! (1,100 reviews)
"Stayed one night but wished I had more time. Beautiful hotel. Would stay here again when in the area"

Reviewed on 12 Aug 2025

Sonesta White Plains Downtown
See all 964 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 much does a Sheffield Island holiday package cost?
You'll find cheap prices from €1,102 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.

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