New Canaan Vacation Packages
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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
- The William Hotel Midtown, New York
Feb 4 - Feb 8The William Hotel Midtown, New York + Flight
Manhattan4 nights3.5 star property9.4/10 - Exceptional (304 reviews)Roundtrip • Toronto (YTO) - New York (JFK)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $1,463CA $937found 1 day agoper traveller - The St. Regis New York
Jan 14 - Jan 17The St. Regis New York + Flight
Manhattan3 nights5.0 star property9.2/10 - Wonderful (295 reviews)"The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"Reviewed November 6, 2026Roundtrip • Toronto (YTO) - New York (JFK)YYZ - JFK • Nonstop JFK - YYZ • 1 stopCA $3,864CA $1,987found 1 day agoper traveller - JW Marriott Essex House New York
Jan 7 - Jan 10JW Marriott Essex House New York + Flight
Manhattan3 nights4.5 star property8.8/10 - Excellent (1,001 reviews)Roundtrip • Hamilton (YHM) - New York (JFK)YHM - EWR • 1 stop LGA - YHM • 1 stopCA $2,227CA $1,249found 1 day agoper traveller - The Langham, New York, Fifth Avenue
Feb 4 - Feb 7The Langham, New York, Fifth Avenue + Flight
Manhattan3 nights5.0 star property9.6/10 - Exceptional (1,003 reviews)Roundtrip • Toronto (YTO) - New York (JFK)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $3,716CA $2,105found 2 hours agoper traveller - 1 Hotel Brooklyn Bridge
Dec 13 - Dec 161 Hotel Brooklyn Bridge + Flight
Brooklyn3 nights5.0 star property9.2/10 - Wonderful (1,000 reviews)Roundtrip • Toronto (YTO) - New York (JFK)YYZ - LGA • Nonstop LGA - YYZ • Nonstop
Discover the most popular places to visit in New Canaan
New Canaan Hotel Deals
"Staff were nice and professional. I liked everything except the bedsheets didn’t look clean to me"
"I bought the breakfast and it was not good. I think for the price, it should have been better, including better offerings. They show a picture of breakfast in the elevator but don't actually offer that during breakfast time."
Residence Inn by Marriott Norwalk
Residence Inn by Marriott Norwalk"Staff at desk very knowledgable about stores and resturaunts in the area"
Norwalk Inn & Conference Center
Norwalk Inn & Conference Center
Extended Stay America Suites Norwalk Stamford
Extended Stay America Suites Norwalk Stamford
The Lloyd Stamford, Tapestry Collection by Hilton
The Lloyd Stamford, Tapestry Collection by HiltonFrequently Asked Questions
How much does a New Canaan vacation package cost?
Offering great value package deals from CA $937 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?
- Choose your dates: What you plan to do in New Canaan and your preferred season can help you decide when to travel.
- 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.
- 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.
- Combine your accommodations and airfare: Once you've settled on your travel dates and duration, book the perfect New Canaan vacation package for you.