New Canaan Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Marina Timo

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best New Canaan Vacation Packages

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 NT$4,619 per night from Jun 29 to Jun 30
NT$4,619
NT$5,283 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,356 reviews)
"Close to WMC, excellent service, helpful staff"

Reviewed on 2025/6/20

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 NT$2,897 per night from Jul 6 to Jul 7
NT$2,897
NT$3,332 total
Jul 6 - Jul 7
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Great place and close to Fairfield University"

Reviewed on 2025/6/22

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! (1,598 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 2025/6/20

Get rates
Amsterdam Hotel
See all 1,111 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 vacation package cost?
You can snap up a vacation package to this destination on Expedia. But how much your vacation 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 vacation package, consider planning a trip in January, February and March. You'll generally find lower rates on accommodations and flights during these quieter months --- ideal for travelers wishing to save money.
How many days is enough for New Canaan?
To get the most out of your New Canaan vacation, we recommend staying for 2 days. Split your time between discovering The Glass House, Silvermine Arts Center and other major sights, in addition to experiencing neighborhoods like North Stamford and Cranbury. If you've got some time to spare, add a tour or day trip to your New Canaan vacation itinerary.
Is it worth booking a vacation package to New Canaan?
Known for its golfing and home to popular attractions like The Glass House, a New Canaan vacation is sure to impress. Another top sight to check out? Don't miss Silvermine Arts Center.
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 traveling on a weekday, when prices are generally lower.
Is it cheaper to book a New Canaan vacation as a package?
You can enjoy significant savings on your next New Canaan getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation 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 favorite 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 vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, book the perfect New Canaan vacation package for you.

Discover the most popular places to visit in New Canaan

Glasshouse by Phillip Johnson, we went there in November and we were able to see it when the Sun is setting. Stunning!!

The Glass House

4.5/5(7 reviews)

You can spend an afternoon studying the exhibits at The Glass House in New Canaan. Check out 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.