Wilton Vacations from $825

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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.

The Latest Wilton vacation packages

Price found within the past 48 hours. Click for updated prices.
Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,360, price is now $825 per person
$825
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.4/10 Very Good! (1,784 reviews)
We loved our stay at the Parklane Hotel. Beautiful premises excellent location and friendly staff especially the breakfast crew was amazing. They make the best of the small room to accommodate everyone ( we were the in February when its was impossible to have breakfast outside on the balcony). We are looking forward to going back again

Reviewed on May 26, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,005, price is now $1,543 per person
$1,543
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,818, price is now $2,144 per person
$2,144
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Loved the location and the great views

Reviewed on May 25, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,551, price is now $1,483 per person
$1,483
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,602 reviews)
Great hotel, service was outstanding. Location is perfect for everything, restaurants, shopping and transportation. We will definitely stay at the NobleDen again. Greeting from my son Luca

Reviewed on May 28, 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $2,805, price is now $1,706 per person
$1,706
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (647 reviews)
Clean rooms, great continental breakfast. Was upgraded to waterfront room!!

Reviewed on May 3, 2026

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Discover the most popular places to visit in Wilton

Gateway Shopping Center

You can search for that perfect souvenir at Gateway Shopping Center during your visit to Wilton. Savor the top-notch restaurants and lively bars while in town.

Gateway Shopping Center

Silvermine Golf Club

Enjoy a round of golf in Wilton at Silvermine Golf Club. Savor the lively bars and top-notch restaurants while in town.

Silvermine Golf Club

Wilton Hotel Deals

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
$207 nightly
The price is $237 total per night from Jun 14 to Jun 15
$237 total
Jun 14 - Jun 15
Total with taxes and fees
8.8/10 Excellent! (1,315 reviews)
"Very good"

Reviewed on May 25, 2026

Sonesta White Plains Downtown
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundable
$127 nightly
The price is $146 total per night from Jun 7 to Jun 8
$146 total
Jun 7 - Jun 8
Total with taxes and fees
8.4/10 Very Good! (1,123 reviews)
"It was a great stay"

Reviewed on May 26, 2026

EVEN Hotel Norwalk by IHG
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $244 total per night from Jun 28 to Jun 29
$244 total
Jun 28 - Jun 29
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"The only complaint is how noisy the guests in the next room were at all hours"

Reviewed on May 27, 2026

Hyatt Regency Greenwich
See all 1,197 properties in Wilton
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.

Find the Best Wilton Vacation Packages

Wilton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
18,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Norwalk Maritime Aquarium and Compo Beach

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Frequently asked questions

How much does a Wilton vacation package cost?
You can grab a vacation package to this destination from $825 on Expedia. But how much your vacation to Wilton costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Wilton?
If you're hoping to score a cheap Wilton vacation package, consider traveling in December, January and February. You'll usually find better prices on flights and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Wilton?
You can visit all the major sights in Wilton in a few days, including the popular Gateway Shopping Center. If you want an extended Wilton vacation, look at which kind of activities and excursions are available nearby.
Is it worth booking a vacation package to Wilton?
Boasting a host of highlights starting with its excellent golfing, Wilton is a good vacation destination. Whether you'd like to visit sights such as Wilton Historical Society and Silvermine Golf Club or venture off the beaten track, you'll find plenty to see and do on your Wilton vacation.
How to find the best Wilton package deals?
Begin your search for a Wilton package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Wilton package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wilton escape underway.
Is it cheaper to book a Wilton vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can tailor your Wilton escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Wilton?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Wilton vacation.
Does Expedia offer Book Now, Pay Later Wilton vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Wilton vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.