Wilton Vacations from ￥596,650
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- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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The Latest Wilton Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
￥694,496
per person
Oct 21 - Oct 25
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
Loved staying at this hotel. Location was perfect to Times Square. The room was clean and the views were stunning. Breakfast was top class. No complaints.
Reviewed on Aug 9, 2026
Find the Best Wilton Vacation Packages
Wilton Hotel Deals
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
￥25,029
￥33,860 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,340 reviews)
"Awesome"
Reviewed on Aug 8, 2026
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
￥28,026
￥32,230 total
Sep 6 - Sep 7
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
￥23,980
￥27,577 total
Aug 16 - Aug 17
includes taxes & fees
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
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.
Frequently asked questions
How much does a Wilton vacation package cost?
You can grab a vacation package to this destination from ￥596,650 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 looking to score a cheap Wilton vacation package, consider visiting in January, February and March. You'll usually find better rates on accommodations and flights during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Wilton?
For a Wilton vacation, a handful of days will be enough to tour the best spots. Be sure to check out Silvermine Golf Club — it's one of the main attractions in this destination. If you want more adventure, consider basing yourself here and setting off on some day trips from Wilton.
Is it worth booking a vacation package to Wilton?
From attractions such as Wilton Historical Society and Silvermine Golf Club to its epic golfing, a Wilton vacation offers a vibrant mix of experiences. With so much to see and do, find out for yourself why Wilton is such a good vacation destination.
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.
How to plan a trip to Wilton?
- Choose your travel dates: The things you plan to do in Wilton and your preferred season can help you decide when to go.
- Set a budget: Factor in costs like flights, meals and transportation when working out how much to save for your trip to Wilton. Then, choose a hotel that works with your budget, whether that's an affordable stay or a lavish retreat.
- Decide how long to go for: Now that you know more about Wilton, you can figure out the ideal length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Wilton vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
