Wilton Vacations from $390

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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.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $771, price is now $390 per person
$390
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.4/10 Very Good! (9 reviews)
Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.

Reviewed on Aug 12, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was $2,348, price is now $1,202 per person
$1,202
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
The staff were super welcoming and went above and beyond to make our stay amazing

Reviewed on Aug 23, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $3,046, price is now $1,625 per person
$1,625
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Mattress was very uncomfortable.

Reviewed on Aug 18, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $753, price is now $404 per person
$404
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,289, price is now $1,272 per person
$1,272
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug 21, 2025

Don't see what you're looking for?
See all available trips from Columbus to Wilton
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Discover the most popular places to visit in Wilton

Silvermine Golf Club

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

Silvermine Golf Club

Gateway Shopping Center

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

Gateway Shopping Center

Wilton Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $116 total per night from Aug 24 to Aug 25
$116 total
Aug 24 - Aug 25
Total with taxes and fees
8.4/10 Very Good! (1,643 reviews)
"Hotel rooms are very big but outdated. Beds were comfortable atleast and close to freeway!"

Reviewed on Aug 23, 2025

Amsterdam Hotel
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $124 total per night from Aug 24 to Aug 25
$124 total
Aug 24 - Aug 25
Total with taxes and fees
8.6/10 Excellent! (1,289 reviews)
"Super nice hotel. The staff were friendly, the rooms were so clean, we would stay there again."

Reviewed on Aug 22, 2025

Norwalk Inn & Conference Center
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave, White Plains, NY
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $229 total per night from Sep 4 to Sep 5
$229 total
Sep 4 - Sep 5
Total with taxes and fees
8.6/10 Excellent! (1,109 reviews)
"Used the hotel shuttle, which worked out perfectly, check-in was smooth, and the room was very modern and clean. Also a really good omelette for breakfast. Only downside is a destination or resort fee."

Reviewed on Aug 21, 2025

Sonesta White Plains Downtown
See all 1,146 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.

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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 $390 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.