Sheffield Island Holidays from AU$4,096

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Your Sheffield Island Holiday

A great way to experience this city is with a customised Sheffield Island holiday package. Base yourself in the neighbourhood of Downtown Stamford, which is great for history, bars and pubs and dining or go someplace else — our packages are all about you. Every trip to Sheffield Island needs a well-designed itinerary. Fill yours with big-name attractions like Compo Beach, Chelsea Piers and Norwalk Maritime Aquarium. Check out Expedia's wide range of travel options and start planning your perfect holiday to Sheffield Island now.

The Latest Sheffield Island Holiday Deals

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

Hotel Beacon

4 out of 5
Manhattan
Price was AU$5,594, price is now AU$4,096 per person
AU$4,096
per person
1 Dec - 6 Dec
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9.4/10 Exceptional! (1,536 reviews)

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 AU$7,872, price is now AU$4,785 per person
AU$4,785
per person
1 Dec - 6 Dec
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AU$8,774, price is now AU$5,756 per person
AU$5,756
per person
30 Nov - 5 Dec
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
Hotel was very clean and staff was great. Would definitely stay here again!

Reviewed on 27 Oct 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was AU$9,326, price is now AU$6,308 per person
AU$6,308
per person
30 Nov - 5 Dec
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
9/10 Wonderful! (1,007 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was AU$11,688, price is now AU$8,195 per person
AU$8,195
per person
6 Jan - 13 Jan
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (293 reviews)

Sheffield Island Holiday

Sheffield Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
LaGuardia Airport (LGA)
Top Sights
Compo Beach, Norwalk Maritime Aquarium and Jennings Beach

Our pick of the best Sheffield Island Hotel Deals

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 AU$199 per night from 15 Nov to 16 Nov
AU$199
15 Nov - 16 Nov
includes taxes & fees
Radisson Hotel Hauppauge-Long 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 AU$326 per night from 19 Nov to 20 Nov
AU$326
19 Nov - 20 Nov
includes taxes & fees
8.8/10 Excellent! (1,206 reviews)
"I will definitely be back. such a great hotel. Especially love the lobby and staff; the rooms are super cute and cozy."

Reviewed on 27 Oct 2026

Hyatt Regency Greenwich
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is AU$200 per night from 28 Oct to 29 Oct
AU$200
28 Oct - 29 Oct
includes taxes & fees
East Norwich Inn
See all 1,022 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.
See properties

Frequently asked questions

How much does a Sheffield Island holiday package cost?
You'll find cheap prices from AU$4,096 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.