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.
Newark Liberty International Airport Marriott
Price was CA $1,478, price is now CA $977 per person
CA $977
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,010 reviews)
It appears that shuttle is picking up at each terminal. That was not clear on website. Breakfast was ok, not great, not bad
Reviewed on Mar 29, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $6,311, price is now CA $3,802 per person
CA $3,802
per person
Jun 7 - Jun 13
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (196 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.
Reviewed on Mar 1, 2026
Arthouse Hotel New York City
Manhattan
Price was CA $1,638, price is now CA $1,075 per person
CA $1,075
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,843 reviews)
Clean rooms, free breakfast pastry and coffee in the morning, and lovely staff!
Reviewed on Mar 30, 2026
1 Hotel Brooklyn Bridge
Price was CA $3,294, price is now CA $2,180 per person
CA $2,180
per person
May 16 - May 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.
Reviewed on Mar 10, 2026
Sheffield Island Hotel Deals
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Apr 14 to Apr 15
CA $212
CA $243 total
Apr 14 - Apr 15
includes taxes & fees
8/10 Very Good! (1,005 reviews)
When you walk in the front lobby, it smells like sewerage. The front desk people were nice. Restaurant and breakfast were good. Problems were they did not service our room, we had a queen sheet on a king bed and we asked them to change it because it popped off. The worse part was no hot tub and that ...
Reviewed on Mar 31, 2026
East Norwich Inn
6321 Northern Blvd. East Norwich NY
The price is CA $151 per night from Apr 30 to May 1
CA $151
CA $169 total
Apr 30 - May 1
includes taxes & fees
8/10 Very Good! (1,823 reviews)
The entry key card didn't work very well and the night clerk was condescending when I told him about it. He just ran it through the card machine, which didn't help.
Reviewed on Mar 28, 2026
Norwalk Inn & Conference Center
99 East Avenue Norwalk CT
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Apr 5 to Apr 6
CA $167
CA $192 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (1,460 reviews)
The staff was very pleasant and the Inn was clean and smelled good and fresh.
Reviewed on Mar 29, 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.
