Sheffield Island Holidays from AU$3,064
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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.
OYO Times Square
Manhattan
AU$3,064
per person
28 Nov - 5 Dec
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
6.8/10 (2,082 reviews)
The hotel was perfect for a solo one night stay. The hotel is conveniently located in Time Square, and close to 5th Avenue.
Reviewed on 11 Sept 2026
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
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
AU$195
20 Sept - 21 Sept
includes taxes & fees
6.6/10 (1,784 reviews)
"Room was very clean"
Reviewed on 11 Sept 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
AU$244
20 Sept - 21 Sept
includes taxes & fees
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
AU$300
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,362 reviews)
"I walked into a magnificent lobby that was brightly lit and spacious. Room service was great and the mall across the street has a lovely food court. My room was comfy, roomy and spotless! A 10 out of 10 for me!"
Reviewed on 9 Sept 2026
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 AU$3,064 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.
