Sheffield Island Vacations from ￥349,021

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The Latest Sheffield Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥542,817, price is now ￥349,021 per person
￥349,021
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (3,768 reviews)
Great hotel for your money! Clean, new and close to timesquare.

Reviewed on Jul 28, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was ￥941,812, price is now ￥557,450 per person
￥557,450
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Overpriced - location is key

Reviewed on Jul 27, 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥659,538, price is now ￥394,476 per person
￥394,476
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.6/10 Exceptional! (714 reviews)
Super friendly staff. Central for the needs I was going to New York., and very clean and Lovely room

Reviewed on Jul 28, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥1,018,655, price is now ￥653,541 per person
￥653,541
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Best staff ever !!!! Committed concierge and committed everyone

Reviewed on Jul 22, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was ￥686,644, price is now ￥467,913 per person
￥467,913
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
If i could give a rating of one hundred stars I would. Service is absolutely top notch on every level, from the moment you walk in being greeted by personable staff to housekeeping and room service. Cleanliness standards are very high, as well as all amenities. Restaurant is also beyond excellent, if only a bit pricey. However, that should be expected when one dines at this top-notch restaurant whose food is excellent and whose waitstaff makes you feel at home. This is MY home in New York. If you book here, you’d feel similarly.

Reviewed on Jul 27, 2026

Find the Best Sheffield Island Vacation Packages

Sheffield Island Hotel Deals

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 ￥29,144 per night from Aug 2 to Aug 3
￥29,144
￥38,764 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,337 reviews)
"staff was great"

Reviewed on Jul 27, 2026

Sonesta White Plains Downtown
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
The price is ￥24,887 per night from Aug 16 to Aug 17
￥24,887
￥28,620 total
Aug 16 - Aug 17
includes taxes & fees
Trumbull Marriott Shelton
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 ￥15,841 per night from Aug 23 to Aug 24
￥15,841
￥18,217 total
Aug 23 - Aug 24
includes taxes & fees
6.6/10 (1,588 reviews)
"What's the old phrase? " Polish a turd, it's still a turd"? A/c in the 1st room didn't work; old 1980s furniture; smelled musty; charged a parking fee for an open parking lot with an independent restaurant in front of the hotel; 1 of 2 elevators worked. They are renovating the property, but it's ..."

Reviewed on Jul 27, 2026

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,014 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.

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 stop at Sheffield Island Lighthouse. Savor the lively bars and top-notch restaurants while in town.
See properties

Frequently asked questions

How much does a Sheffield Island vacation package cost?
You'll find cheap prices from ￥349,021 on Expedia for your Sheffield Island getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation 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 vacation 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 vacation 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 personalize your search by "Amenities," "Property type," "Traveler 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 vacation as a package?
You can enjoy significant savings on your Sheffield Island retreat by booking a customized vacation 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 vacation package to Sheffield Island?
If you're planning a spur-of-the-moment Sheffield Island vacation, 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 favorite season and the type of activities available will also help you decide when to vacation 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 vacation. 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 vacation 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.