New Canaan Holidays

Photo by Marina Timo

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Top hotels in New Canaan

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 S$230 per night from 20 Jul to 21 Jul
S$230
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (1,359 reviews)
"Accessible roll in shower was well designed and easy to use. Staff was friendly and able to solve a change in plans easily. Although the hotel seemed to have plenty of guests, it was very quiet. We have stayed here a number of times in the past and will be back."

Reviewed on 22 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 S$137 per night from 13 Jul to 14 Jul
S$137
13 Jul - 14 Jul
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! (1,599 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.