Wilton Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Wilton Vacation Packages

Wilton Hotel Deals

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
The price is SARĀ 698 per night from Jul 26 to Jul 27
SARĀ 698
SARĀ 923 total
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (1,333 reviews)
"Overall great stay. Food, bar, staff, room all nice"

Reviewed on 13 July 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is SARĀ 819 per night from Aug 9 to Aug 10
SARĀ 819
SARĀ 941 total
9 Aug - 10 Aug
includes taxes & fees
Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
The price is SARĀ 402 per night from Aug 2 to Aug 3
SARĀ 402
SARĀ 463 total
2 Aug - 3 Aug
includes taxes & fees
6.6/10 (1,546 reviews)
"The property is being renovated, however it is above average. The Staff is very helpful and most importantly the room was clean"

Reviewed on 16 July 2026

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,192 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.

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.
See properties

Frequently asked questions

How much does a Wilton vacation package cost?
You'll find cheap prices on Expedia for your Wilton escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Wilton costs.
What are the cheapest months to go to Wilton?
You can generally find lower prices and better availability in January, February and March. Browse our cheap Wilton vacation packages and you could get some great off-season discounts.
How to find the best Wilton package deals?
Start your search for a Wilton package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Wilton package deal straight away, just change your dates and search again. Remember 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?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Wilton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Wilton?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Wilton getaway.
How to plan a trip to Wilton?

  1. Pick your dates: What you'd like to do in Wilton and your favorite season will help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will probably be the largest expense during your trip to Wilton.
  3. Decide how long to go away for: Now that you know more about Wilton, you can figure out the perfect length of your vacation. Put together a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Wilton vacation package.