Wilton Vacation Packages
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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.
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Price was CA $5,663, price is now CA $3,339 per person
CA $3,339
per person
May 26 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent
House
My birthday weekend was amazing
I totally would book again
Reviewed on Mar 17, 2024
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 24 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (201 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.
Reviewed on Mar 1, 2026
Wilton Hotel Deals
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Apr 19 to Apr 20
CA $86
CA $99 total
Apr 19 - Apr 20
includes taxes & fees
6.2/10 (1,005 reviews)
Affordable and close to many beaches and bird watching opportunities.
Reviewed on Mar 27, 2026
Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Apr 5 to Apr 6
CA $180
CA $207 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (1,284 reviews)
Staff were great, but rooms were pretty run down and need repairs. Lots of guests with terrible manners as far as noise and taking care of their children.
Reviewed on Mar 31, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Apr 2 to Apr 3
CA $221
CA $255 total
Apr 2 - Apr 3
includes taxes & fees
8/10 Very Good! (1,000 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
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.
