Sheffield Island Holidays from £812

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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.

Top Sheffield Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to New York (JFK)
7.8/10 Good! (1,511 reviews)
Good hotel could use a few updates and I find it ridiculous you need to pay to use the pool. As a Canadian it’s 250 to rent one chair at the pool ontop of the 1300 for two nights I’m already paying. Great location love that there are room with balconies and the fact Tao and ph rooftop are so close

Reviewed on 14 Aug 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
8 Nov - 11 Nov
found 7 hours ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Loved everything about it

Reviewed on 6 Aug 2025

The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
15 Sept - 21 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to New York (JFK)
8.6/10 Excellent! (1,005 reviews)
Spacious room with convenient location, walkable to Timesquare, Central Park, and 5th Ave

Reviewed on 14 Aug 2025

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Nov - 11 Nov
found 7 hours ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (623 reviews)
We loved our stay at the Lotte Towers! The rooms were very spacious for our family of 4. We were provided a fridge on request. The views were amazing. The lifts were quick to get us to the 58th floor! Our rooms were serviced twice daily. Cannot fault anything at Lotte would love to return one day!!

Reviewed on 15 Apr 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
per person
6 Oct - 11 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
8.4/10 Very Good! (1,559 reviews)
We where there for 8 nights. Couldn't unpack our suitcases. 6 very small drawers 3 in the closet and 3 in a dresser. Small refrigerator held 4 water bottles. 6 hangers in closet. Just a horrible stay never again.

Reviewed on 13 Aug 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

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! (1,283 reviews)
"We loved our stay. The only suggestion would be more overhead lighting"

Reviewed on 11 Aug 2025

Get rates
Norwalk Inn & Conference Center
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 £161 per night from 4 Sept to 5 Sept
£161
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
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 £75 per night from 7 Sept to 8 Sept
£75
7 Sept - 8 Sept
includes taxes & fees
6.4/10 (714 reviews)
"It was great wonderful staff"

Reviewed on 12 Aug 2025

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