Wilton Vacations from $717
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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.
Night Hotel Broadway
Manhattan
$717
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (3,437 reviews)
Roaches (1 medium and 3 small) were observed in the bath and near the bed. Elevator felt old, I was afraid of getting stuck inside. In the good side, water and temperature were good. Staff were helpful and kind. Bed was comfortable. And 2 bottles of water were provided.
Reviewed on Aug 18, 2026
Stay near popular Wilton attractions
Wilton Historical Society
Step back in time at this living museum where 18th-century homes and a working blacksmith shop tell Wilton's story. Join hands-on workshops in weaving or hearth cooking for an immersive taste of New England's past.
Gateway Shopping Center
Gateway Shopping Center offers convenient retail therapy with anchors like T.J. Maxx and Michaels in Wilton, Connecticut. Weekday mornings provide the most relaxed browsing experience with ample parking available.
Wilton Hotel Deals
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$203 nightly
$232 total
Sep 13 - Sep 14
Total with taxes and fees
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$204 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,107 reviews)
"All good"
Reviewed on Aug 18, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$149 nightly
$171 total
Aug 30 - Aug 31
Total with taxes and fees
7.8/10 Good! (1,007 reviews)
"Room was clean"
Reviewed on Aug 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.
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 $717 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.
