Sheffield Island Holidays from AU$808

Book a Hotel + Flight or Car together to unlock savings

Photo by Richard Miska

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
23 Aug - 25 Aug
found 4 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (2,108 reviews)
The rooms were large (for Manhattan) and the location was great for subways and trains out of Penn Station. Would definitely stay here again.

Reviewed on 17 Jun. 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
23 Aug - 25 Aug
found 4 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Loved the eco friendly sustainable theme and abundance of plants in the foyer. Thoroughly enjoyed staying there - light crowd, quick check, pleasant staff. Room was on a smaller side but that is to be expected I guess given the location. Enjoyed staying in Dumbo with everything being walkable around us. Worth the money and experience. Wish the gym was bigger but we were the only ones that morning so didn’t bother us.

Reviewed on 15 Jun. 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
1 Sept - 8 Sept
found 1 hour ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9.2/10 Wonderful! (3,397 reviews)
The staff was very helpful with whatever questions we had. The room was clean, the buffet breakfast was good and the hotel’s location was excellent for our needs.

Reviewed on 22 Jun. 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
1 Sept - 8 Sept
found 1 hour ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (2,727 reviews)
2nd time at this property and will be back a third.

Reviewed on 23 Jun. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
1 Sept - 8 Sept
found 1 hour ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9.8/10 Exceptional! (1,205 reviews)
Best hotel I’ve ever stayed at ✌❤️

Reviewed on 19 Jun. 2025

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

EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is AU$175 per night from 6 July to 7 July
AU$175
6 July - 7 July
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Great new concept."

Reviewed on 15 Jun. 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,597 reviews)
Set Reasonable Expectations
"The Amsterdam Hotel was an extremely cost-effective option in Stamford, where the average hotel rates have skyrocketed. That said, set your expectations accordingly. This is a dated hotel with old furnishings and no frills (although the included continental breakfast was a nice extra). However, the ..."

Reviewed on 20 Jun. 2025

Get rates
Amsterdam Hotel
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$298 per night from 20 July to 21 July
AU$298
20 July - 21 July
includes taxes & fees
8/10 Very Good! (945 reviews)
"Great hotel!"

Reviewed on 14 Jun. 2025

Hyatt Regency Greenwich
See all 954 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

Frequently asked questions

How much does a Sheffield Island holiday package cost?
You'll find cheap prices from AU$808 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.