Wilton Vacations from $527

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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.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 20
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (492 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul 22, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (544 reviews)
The location can’t be beat. You walk out your door and onto the beach. The staff is wonderful. All the kids working there are so attentive and sweet. We had a fantastic time. Cons: the room was so damp, everything we left with smelled. Windows didn’t open (they are all being replaced at some point but none in our building opened). The AC was old and I believe this is what caused the room to be damp. That plus no air circulation. The finishes are old. It feels tired. All of that said, I’d stay there again in a heartbeat but know what I’m signing up for. You’re not staying in a “luxury” room.

Reviewed on Aug 6, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Loved everything about it

Reviewed on Aug 6, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,273 reviews)
Easy access to subway stations and restaurants

Reviewed on Aug 6, 2025

W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (1,752 reviews)
Love how clean, great location, courteous staff

Reviewed on Aug 6, 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

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Aug 17 to Aug 18
$136 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (1,263 reviews)
"Quiet, clean, comfortable bed and sheets, nice area."

Reviewed on Aug 5, 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
$184 nightly
The price is $210 total per night from Sep 1 to Sep 2
$210 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (1,096 reviews)
"Everything was fantastic bed was super comfy. Great room service. Only issue, one of the pool attendants vomited into a poolside waste paper basket as I started swimming around 9pm night before I checked out, he left it there said nothing then rested on the job, I immediately went to my room. In ..."

Reviewed on Aug 3, 2025

Sonesta White Plains Downtown
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 10 to Aug 11
$116 total
Aug 10 - Aug 11
Total includes taxes and fees
8.4/10 Very Good! (1,637 reviews)
Nice place
"Comfortable with traditional decor. Friendly staff and quiet. The continental breakfast is minimal."

Reviewed on Aug 5, 2025

Amsterdam Hotel
See all 1,157 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 $527 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.