Sheffield Island Vacation Packages
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Your Sheffield Island Vacation
From its highlights to its hidden treasures, this city is best experienced with a Sheffield Island vacation 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 vacation on Expedia.
Top Sheffield Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Manhattan
Price was CA $2,023, price is now CA $1,216 per person
CA $1,216
per person
Apr 24 - May 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Easy process and great location. Room is good for you need for a stay while you’re in the city
Reviewed on Feb 1, 2026
Hotel St. James
Manhattan
Price was CA $2,236, price is now CA $1,294 per person
CA $1,294
per person
Apr 5 - Apr 11
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Yes, room was clean and renovated with private updated bathroom. Quest service was very polite and courteous. I will most definitely book there again.
Reviewed on Feb 8, 2026
NobleDEN Hotel
Manhattan
Price was CA $3,082, price is now CA $1,822 per person
CA $1,822
per person
Apr 5 - Apr 11
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Super convenient hotel. Spotlessly clean. Lovely staff. Complimentary coffee / tea & amazing pastries from the beautiful bakery across the road.
Reviewed on Feb 9, 2026
The George
Price was CA $2,904, price is now CA $1,744 per person
CA $1,744
per person
Apr 16 - Apr 23
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (444 reviews)
The place is beautiful. Clean and comfortable. A little chilly where breakfast was served but it was unusually very cold outside. Love the library to relax Def highly recommend
Reviewed on Feb 2, 2026
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Price was CA $3,189, price is now CA $2,049 per person
CA $2,049
per person
Apr 26 - May 2
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,565 reviews)
We loved to stay here but hotel wifi is too mush slow and some the telephone doesn’t work.all other the staff was so good and nice rooms.
Reviewed on Feb 8, 2026
Sheffield Island Hotel Deals
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Mar 9 to Mar 10
CA $214
CA $291 total
Mar 9 - Mar 10
includes taxes & fees
8.6/10 Excellent! (1,273 reviews)
Staff were courteous and helpful. Great location!
Reviewed on Feb 3, 2026
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
The price is CA $178 per night from Feb 12 to Feb 13
CA $178
CA $204 total
Feb 12 - Feb 13
includes taxes & fees
8.2/10 Very Good! (1,072 reviews)
Staff was very kind and accommodating. Premises are clean and welcoming. Very nice stay.
Reviewed on Jan 27, 2026
DoubleTree by Hilton Stamford
1 First Stamford Pl Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Mar 2 to Mar 3
CA $203
CA $233 total
Mar 2 - Mar 3
includes taxes & fees
7.4/10 Good! (1,003 reviews)
The position of the desk next to the air-conditioning vent is not ideal. Perhaps a switched position with the bureau/TV is better.
Reviewed on Jan 27, 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.
Discover the most popular places to visit in Sheffield Island
Sheffield Island Lighthouse
You can learn about the history of Sheffield Island with a stop at Sheffield Island Lighthouse. Savor the top-notch restaurants and lively bars while in town.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
