
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.


Night Hotel Broadway
Manhattan
Price was CA $3,721, price is now CA $1,910 per person
CA $1,910
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.4/10 Good! (3,239 reviews)
Very convenient location and very attentive staff. Thanks for another great stay!
Reviewed on Jul 10, 2026

1 Hotel Brooklyn Bridge
Price was CA $4,087, price is now CA $2,411 per person
CA $2,411
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!
Reviewed on Jul 5, 2026


Mandarin Oriental, New York
Manhattan
Price was CA $3,296, price is now CA $2,016 per person
CA $2,016
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (651 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.
Reviewed on Jun 21, 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 $249 per night from Aug 5 to Aug 6
CA $249
CA $331 total
Aug 5 - Aug 6
includes taxes & fees
8.8/10 Excellent! (1,326 reviews)
"I enjoyed my stay down to the pool but is far from the main museums"
Reviewed on Jul 9, 2026

Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is CA $296 per night from Jul 26 to Jul 27
CA $296
CA $340 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,075 reviews)
"Very Beautiful Hotel Excellent check in & service provided at Front Office by Soile"
Reviewed on Jul 10, 2026

La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Aug 10 to Aug 11
CA $136
CA $156 total
Aug 10 - Aug 11
includes taxes & fees
6.6/10 (1,529 reviews)
"This morning there was no water for the shower in the bathroom. No water hot or cold at all. We had to leave for the airport so we left without shower or shaving. It will be a long time before we come back here again."
Reviewed on Jul 9, 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.
Stay near popular Sheffield Island attractions
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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.







