New Canaan Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your New Canaan Vacation

The stress-free way to experience this city is with a customized New Canaan vacation package. Stay in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining or choose someplace else — our packages are all about you. If your trip to New Canaan includes a little sightseeing, hit up much-loved attractions like The Glass House, Norwalk Maritime Aquarium and The Maritime Aquarium. Expedia is here to help you escape the everyday. Tailor your vacation to New Canaan to match your travel style, whatever that may be.

Top New Canaan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Sagaponack

The Sagaponack

3 out of 5
per person
Sep 15 - Sep 19
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (LGA)
8.8/10 Excellent! (161 reviews)
Great experience. Comfortable beds pool was heated to the perfect temperature. Overall atmosphere is great.

Reviewed on Jul. 5, 2025

Ready to book your vacation to New Canaan?

 

Choose your dates

New Canaan Hotel Deals

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 CA $148 per night from Aug 4 to Aug 5
CA $148
CA $170 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Everything!"

Reviewed on Jul. 12, 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
The price is CA $119 per night from Jul 23 to Jul 24
CA $119
CA $138 total
Jul 23 - Jul 24
includes taxes & fees
8.4/10 Very Good! (1,610 reviews)
"Easy fjeck in and clean room. Elevator smelled ... needed a cleaning or new carpet. I would stay there again."

Reviewed on Jul. 13, 2025

Amsterdam Hotel
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 CA $208 per night from Aug 3 to Aug 4
CA $208
CA $238 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,376 reviews)
"Hotel is clean, modern and well maintained. Staff is friendly and responsive to any issues."

Reviewed on Jul. 9, 2025

Baymont by Wyndham White Plains - Elmsford
See all 1,118 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 in New Canaan. Check out the lively bars or top-notch restaurants in this family-friendly area.

The Glass House

Frequently asked questions

How much does a New Canaan vacation package cost?
Offering great value package deals from CA $1,467 on Expedia, you'll be thrilled with how little a vacation to New Canaan costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to New Canaan?
January, February and March are the best times to look for cheap New Canaan vacation packages. Opting to travel in less busy periods means you can usually find better prices on flights and accommodations.
How many days is enough for New Canaan?
To fully enjoy a New Canaan vacation, we suggest booking for 2 days. Divide your time between discovering The Maritime Aquarium, The SoNo Collection and other must-see attractions, as well as experiencing neighbourhoods like North Stamford and Cranbury. If you've got some time to spare, add a day trip to your New Canaan vacation itinerary.
Is it worth booking a vacation package to New Canaan?
Boasting a host of highlights starting with its top-notch golfing, New Canaan is a good vacation destination. Whether you'd like to discover sights like The Glass House and Silvermine Arts Centre or venture off the beaten track, you'll find plenty to keep you busy during your New Canaan vacation.
How to find the best New Canaan package deals?
Use Expedia's handy filters to help you find some terrific New Canaan package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for New Canaan package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a New Canaan vacation as a package?
You can enjoy significant savings on your next New Canaan retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to New Canaan?
If you're considering an impromptu New Canaan getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to New Canaan?

  1. Choose your dates: What you plan to do in New Canaan and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: On top of the cost of your accommodations, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may arise during your trip to New Canaan.
  3. Decide how many days away: Start by compiling a list of the attractions you want to get to in New Canaan. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, book the perfect New Canaan vacation package for you.

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