Sheffield Island Holidays from £904

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Your Sheffield Island Holiday

From its highlights to its hidden treasures, this city is best experienced with a Sheffield Island holiday package. Book a hotel in Downtown Stamford, which is good for history, bars and pubs and dining. If your trip to Sheffield Island includes a little sightseeing, check out much-loved attractions like Chelsea Piers, Norwalk Maritime Aquarium and Compo Beach. A couple of clicks is all it takes to put together a tailor-made Sheffield Island holiday on Expedia.

The Latest Sheffield Island Holiday Deals

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

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
4 Sept - 11 Sept
found 1 day ago
Return flight included
Manchester (MAN) to New York (JFK)
7/10 Good! (2,136 reviews)
It was a great stay.

Reviewed on 26 Jun 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
6 Sept - 12 Sept
found 13 hours ago
Return flight included
London (LON) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
One of the Best hotel I have ever stayed. Little small, little pricey, but they did everything right.

Reviewed on 25 Jun 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
30 Jul - 6 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.8/10 Exceptional! (1,212 reviews)
Lovely small quiet hotel, great staff and rooms- not huge which is typical of New York but would definitely stay again

Reviewed on 28 Jun 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
It was nice but certainly not extraordinary. It was also outlandishly expensive. However the staff was outstanding.

Reviewed on 24 Jun 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
30 Jul - 6 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
We love Loews Regency NYC. The staff is exceptional and the rooms are very comfortable.

Reviewed on 29 Jun 2025

Smyth Tribeca

Smyth Tribeca

4 out of 5
Manhattan
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to New York (JFK)
8.8/10 Excellent! (889 reviews)
The property is well maintained, clean, quiet. Service and communication with staff members was outstanding. We received a welcome msg before our arrival, check-in was smooth as well as checking out. Had a wonderful experience.

Reviewed on 23 Jun 2025

Sheffield Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
LaGuardia Airport (LGA)
Top Sights
Norwalk Maritime Aquarium, Compo Beach 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
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,004 reviews)
"The best time"

Reviewed on 28 Jun 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very Good! (1,593 reviews)
"This property is like stepping back in time, but it’s clean and well taken care of. (Minus the very dirty chandelier outside of the elevators.) the fake flowers in the room should probably hit the road. They are outdated and just fancy dust collectors. The outlets did not keep cords plugged in. The ..."

Reviewed on 26 Jun 2025

Amsterdam Hotel
Sonesta White Plains Downtown
Sonesta White Plains Downtown
4 out of 5
66 Hale Ave, White Plains, NY
Stay at this business-friendly hotel in White Plains. Enjoy free Wi-Fi, breakfast (surcharge) and free airport pick-up. Our guests praise the bar and the helpful ...
8.6/10 Excellent! (1,102 reviews)
Sonesta White Plains
"Comfortable room in a great location at a very fair price."

Reviewed on 26 Jun 2025

Sonesta White Plains Downtown
See all 952 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Sheffield Island holiday with Expedia?
With top-value airfares, car hire and hotel choices all in one place, Expedia makes booking your Sheffield Island getaway a piece of cake. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from fantastic retreats, add your flights and/or a hire car (and maybe also some exciting activities!) and land incredible prices. Want to change your plans? Expedia has a flexible cancellation policy for many bookings. To learn more, head over to our Customer Service Portal link.
How do I get a cheap holiday to Sheffield Island?
If you love amazing deals, bundle your bookings into a Sheffield Island holiday. Whether you're searching for flights, hotels, day tours or hire cars, you can browse and book everything in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 400 partner airlines and 321,000 hotel options worldwide to take your pick of. Fly with who you prefer, book a room where you like and save precious pounds --- now that's the ideal escape! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
Do I need a visa for my Sheffield Island holiday?
Official government websites are the best source of information on visa requirements, application procedures and any supporting documentation. Your nationality and purpose for visiting, whether it be for tourism or work, will determine if you need a visa for Sheffield Island. Also make sure your passport is up to date and has a minimum of six months validity remaining after your return date. Finalise all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Sheffield Island holiday?
Consider the type of activities planned during your holiday in Sheffield Island and create a travel wardrobe that you can easily mix and match. For fashion inspiration or even information on dress codes, look up a few style blogs or social media accounts.
What does an Expedia Sheffield Island holiday include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of activities and tours and watch your savings stack up. When it comes to organising your Sheffield Island break, you're the one in control! Expedia gives you the flexibility and freedom to design the holiday you've always wanted, your way.
Does Expedia offer Book Now, Pay Later Sheffield Island holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway a bit easier on the wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying in multiple transactions sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • No-deposit holidays: Pressing the "book now" button is easier with this payment option. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Sheffield Island Expedia holiday?
Definitely. Expedia has more than 400 partner airlines to choose from around the globe. With all that choice at your fingertips, finding the ideal carrier to whisk you away to Sheffield Island will be easy.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.