Weston Vacation Packages
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Your Weston Vacation
When you organize a vacation package to Weston, you can relax and enjoy your escape knowing that all your travel plans have been made in advance. Discover the charms of this amazing city while based in a neighborhood like Cranbury, which is great for nature. A trip to Weston is a great opportunity to do some sightseeing. Be sure to look around renowned attractions like Westport Country Playhouse, Westport Farmers Market and Silvermine Arts Center. Check out Expedia's extensive range of travel options and book your ultimate vacation to Weston now.
Top Weston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Grand Central New York
Manhattan
Price was CA $1,705, price is now CA $975 per person
CA $975
per person
Mar 18 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.2/10 Very Good! (6,333 reviews)
Very pleasant check in, extremely comfortable bed and perfect location for us.
Reviewed on Feb 11, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $5,205, price is now CA $2,909 per person
CA $2,909
per person
Apr 22 - Apr 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.
Reviewed on Jan 3, 2026
The Towers at Lotte New York Palace
Manhattan
Price was CA $4,432, price is now CA $2,634 per person
CA $2,634
per person
Apr 22 - Apr 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (638 reviews)
Close to major shopping and multiple dining options
Reviewed on Jan 21, 2026
Hotel St. James
Manhattan
Price was CA $1,787, price is now CA $1,073 per person
CA $1,073
per person
Mar 18 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
The room was simple but clean and the location couldn’t be beat!
Reviewed on Feb 11, 2026
Weston Hotel Deals
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
The price is CA $178 per night from Mar 15 to Mar 16
CA $178
CA $205 total
Mar 15 - Mar 16
includes taxes & fees
8.2/10 Very Good! (1,076 reviews)
Staff was nice . Breakfast was good but over priced
Reviewed on Feb 5, 2026
DoubleTree by Hilton Stamford
1 First Stamford Pl Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Feb 22 to Feb 23
CA $191
CA $220 total
Feb 22 - Feb 23
includes taxes & fees
7.4/10 Good! (1,004 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
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Feb 28 to Mar 1
CA $134
CA $156 total
Feb 28 - Mar 1
includes taxes & fees
8.4/10 Very Good! (1,741 reviews)
Room was
Reviewed on Feb 8, 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.
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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.
