New Canaan Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Marina Timo
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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

New Canaan Holiday

Our pick of the best New Canaan Hotel Deals

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$291 per night from 29 June to 30 June
NZ$291
29 June - 30 June
includes taxes & fees
8.2/10 Very Good! (1,361 reviews)
"Visit went well and worked out terrific."

Reviewed on 24 Jun. 2025

Baymont by Wyndham White Plains - Elmsford
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is NZ$177 per night from 13 July to 14 July
NZ$177
13 July - 14 July
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Great place and close to Fairfield University"

Reviewed on 22 Jun. 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,600 reviews)
Set Reasonable Expectations
"The Amsterdam Hotel was an extremely cost-effective option in Stamford, where the average hotel rates have skyrocketed. That said, set your expectations accordingly. This is a dated hotel with old furnishings and no frills (although the included continental breakfast was a nice extra). However, the ..."

Reviewed on 20 Jun. 2025

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Amsterdam Hotel
See all 1,110 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.

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.

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