Wilton Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Wilton Vacation
Reserve a Wilton vacation package and get set to experience the best of this city. Think about staying in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining. Every trip to Wilton needs a well-thought-out itinerary. Fill yours with attractions like The Glass House, Westport Country Playhouse and Westport Farmers Market. A couple of quick clicks is all it takes to craft your perfect Wilton vacation on Expedia.
Top Wilton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Towers at Lotte New York Palace
Manhattan
Price was CA $2,929, price is now CA $1,582 per person
CA $1,582
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (680 reviews)
A clean professional hotel. The down side is that it is very expensive and whilst the staff are very professional, they could not be described as warm and friendly. But maybe that could be said for New York service generally.
Thank you ~ Jon
Reviewed on Jun 20, 2026
1 Hotel Brooklyn Bridge
Price was CA $3,458, price is now CA $2,133 per person
CA $2,133
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
Pendry Natirar
Price was CA $3,463, price is now CA $2,198 per person
CA $2,198
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (12 reviews)
Great rooms, wonderful service and staff, perfect location and very pet friendly.
Reviewed on Apr 26, 2026
Sofitel New York
Manhattan
Price was CA $2,162, price is now CA $1,423 per person
CA $1,423
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,259 reviews)
Great stay at the Sofitel New York! The hotel was very clean, the beds were comfortable, and the staff was excellent from check-in to check-out. Everyone was friendly and helpful, which made our stay even more enjoyable. We would definitely stay here again!
Reviewed on Jun 21, 2026
Wilton Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Jul 27 to Jul 28
CA $325
CA $374 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,040 reviews)
"The hotel rooms are located around an inner atrium. There is nightly loud music in the atrium that is clearly audible in the rooms. The music is annoying and continues till at least 10pm, but often well past. I called and complained but nothing was done. It's not clear why the music is loud and goes ..."
Reviewed on Jun 25, 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Jul 26 to Jul 27
CA $247
CA $329 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,327 reviews)
"The room.was supposed to have water and snacks....it did not. The floor i was staying on was quite dirty and clearly had not been vacuumed in a bit. My room overall was nice though."
Reviewed on Jun 23, 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 $143 per night from Jul 20 to Jul 21
CA $143
CA $164 total
Jul 20 - Jul 21
includes taxes & fees
6.8/10 (1,476 reviews)
"Absolute war zone"
Reviewed on Jun 26, 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 Wilton attractions
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
