New Canaan Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Marina Timo

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New Canaan Holiday

Our pick of the best New Canaan Hotel Deals

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is NZ$243 per night from 1 Sept to 2 Sept
NZ$243
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,095 reviews)
"Great place to stay. Breakfast was good. Easy access to Highways."

Reviewed on 5 Aug. 2025

Hampton Inn White Plains/Tarrytown
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is NZ$276 per night from 17 Aug to 18 Aug
NZ$276
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,392 reviews)
"The staff are very welcoming and polite. The elevator door on one of the two elevators did not always open or shut properly. The rooms have a bit of a musty odour, likely because the bathroom venting is non existent. However, the hotel has done a wonderful job with their renovation. The place is ..."

Reviewed on 8 Aug. 2025

Baymont by Wyndham White Plains - Elmsford
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 NZ$171 per night from 1 Sept to 2 Sept
NZ$171
1 Sept - 2 Sept
includes taxes & fees
6.4/10 (691 reviews)
"Great value with breakfast, staff is very nice and friendly but the room is noisy."

Reviewed on 7 Aug. 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,122 properties in New Canaan
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.

Discover the most popular places to visit in New Canaan

The Glass House

The Glass House

You can spend an afternoon studying the exhibits at The Glass House during your travels in New Canaan. Visit the lively bars or top-notch restaurants in this family-friendly area.

The Glass House

Frequently asked questions

How much does a New Canaan holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to New Canaan costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to New Canaan?
If you're hoping to book a cheap New Canaan holiday package, consider planning a trip in January, February and March. You'll generally find lower rates on accommodation and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for New Canaan?
To get the most out of your New Canaan holiday, we recommend staying for 2 days. Split your time between discovering The Glass House, Silvermine Arts Centre and other major sights, in addition to experiencing neighbourhoods like North Stamford and Cranbury. If you've got some time to spare, add a tour or day trip to your New Canaan holiday itinerary.
Is it worth booking a holiday package to New Canaan?
Known for its golfing and home to popular attractions like The Glass House, a New Canaan holiday is sure to impress. Another top sight to check out? Don't miss Silvermine Arts Centre.
How to find the best New Canaan package deals?
Finding a cheap New Canaan package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical New Canaan package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a New Canaan holiday as a package?
You can enjoy significant savings on your next New Canaan getaway by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to New Canaan?
Secure incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment New Canaan trip.
How to plan a trip to New Canaan?

  1. Pick your dates: What you'd like to do in New Canaan and your favourite season will help you decide when to travel.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to New Canaan. Then, select a hotel that suits your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Decide how long to go for: Now that you're more familiar with New Canaan, you can figure out the right length of your holiday. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, book the perfect New Canaan holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.