Wilton Holidays from AU$5,212
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Your Wilton Holiday
The stress-free way to experience this interesting city is with a customised Wilton holiday package. Stay in the neighbourhood of Downtown Stamford, which is great for history, bars and pubs and dining or go someplace else — our packages are all about you. Make your trip to Wilton even more enjoyable by including some sightseeing. The Glass House, Westport Country Playhouse and Levitt Pavilion are among the major attractions you'll want to explore. No matter your travel plans or budget, putting together a tailored Wilton holiday is easy with Expedia.
The Latest Wilton Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Sela V Hotel
AU$6,177
per person
7 Dec - 12 Dec
found 21 hours ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9.4/10 Exceptional! (284 reviews)
Great staff, great food, great atmosphere all around. Very cool hotel that has a musicians touch to it. Would definitely book again if I'm in town next time.
Reviewed on 22 Oct 2026
Luxury 1BR located in Prime Yonkers Area
Bryn Mawr
AU$5,596
per person
7 Dec - 12 Dec
found 21 hours ago
Return direct flight included
Melbourne (MEL) to White Plains (HPN)
4.8/10 (6 reviews)
C completely misrepresented did not stay there far from a luxury apartment advised to check into a different location no code or communication prior to check in time at 4 PM. Received emails and poor communication after 6:30 PM apartment smelled very musty and like a dead body was inside, extremely unprofessional and horrible experience.
Reviewed on 5 May 2026
Wilton Holiday
Wilton Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Westchester County Airport (HPN) |
Population | 18,100 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Compo Beach, Norwalk Maritime Aquarium and Jennings Beach |
Our pick of the best Wilton Hotel Deals
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
AU$301
22 Nov - 23 Nov
includes taxes & fees
9/10 Wonderful! (1,355 reviews)
"What a surprise! I was looking for something close to Westchester airport (10 mins) and did not expect this to be as great as it was."
Reviewed on 21 Oct 2026
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
AU$291
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (1,190 reviews)
"Loved this hotel- it was clean, had lots of amenities, and our room was very modern and well-decorated. Staff was helpful, welcoming, and kind, and room service was also quick. The only critiques were that we could hear almost everything happening in the hallway (so if you're a light sleeper, this ..."
Reviewed on 21 Oct 2026
J House Greenwich
1114 E. Putnam Ave Riverside CT
AU$488
20 Nov - 21 Nov
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 storey. Join hands-on workshops in weaving or hearth cooking for an immersive taste of New England's past.
Gateway Shopping Center
Gateway Shopping Centre 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 holiday package cost?
You can grab a holiday package to this destination from AU$5,212 on Expedia. But how much your holiday 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 holiday package, consider visiting in January, February and March. You'll usually find better rates on accommodation and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Wilton?
For a Wilton holiday, 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 holiday package to Wilton?
From attractions such as Wilton Historical Society and Silvermine Golf Club to its epic golfing, a Wilton holiday offers a vibrant mix of experiences. With so much to see and do, find out for yourself why Wilton is such a good holiday 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 holiday as a package?
An Expedia holiday 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 holiday 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 holiday.
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 holiday 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.
