
Weston Vacation Packages
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- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
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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.


2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $5,409, price is now CA $2,911 per person
CA $2,911
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026

New York Marriott Marquis
Manhattan
Price was CA $2,895, price is now CA $1,741 per person
CA $1,741
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (4,338 reviews)
Very clean and great location. Staff was excellent!
Reviewed on Apr 15, 2026


1 Hotel Brooklyn Bridge
Price was CA $3,425, price is now CA $2,105 per person
CA $2,105
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.
Reviewed on Apr 17, 2026
Weston Hotel Deals

EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
The price is CA $174 per night from May 4 to May 5
CA $174
CA $200 total
May 4 - May 5
includes taxes & fees

Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from Apr 28 to Apr 29
CA $85
CA $97 total
Apr 28 - Apr 29
includes taxes & fees
6.4/10 (1,005 reviews)
Great location
Reviewed on Apr 16, 2026

Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $219 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,292 reviews)
The room was very very nice. The breakfast was absolutely delicious and all the staff were pleasant, efficient and professional.
Reviewed on Apr 17, 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.







