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.
Ready to book your vacation to New Canaan?
New Canaan Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $221
CA $288 total
Aug 23 - Aug 24
includes taxes & fees
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
CA $231
CA $311 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (1,350 reviews)
"Entire facility was amazing. Property was well maintained and very well appointed. Room was clean and spacious. Always ample parking for hotel guests. Would recommend staying to all"
Reviewed on Aug 11, 2026
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
CA $252
CA $290 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (1,096 reviews)
"clean room great staff"
Reviewed on Aug 12, 2026
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.
Stay near popular New Canaan attractions
The Glass House
9.0/10 (8 reviews)
You can spend an afternoon studying the exhibits at The Glass House in New Canaan. Check out the top-notch restaurants or lively bars in this family-friendly area.
New Canaan Library
After visiting New Canaan Library, make a plan to see the other sights and activities in New Canaan. Discover the coral reefs while you're in the area.
Waveny Park
9.0/10 (6 reviews)
Waveny Park is just one of the places to see in New Canaan, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the parks.
Silvermine Arts Center
Enjoy a stop at Silvermine Arts Center, an entertaining place to visit in New Canaan. Savor the lively bars and top-notch restaurants while in town.
Old Stamford Road Bird Sanctuary
You can take time to visit Old Stamford Road Bird Sanctuary during your travels to New Canaan. Discover the coral reefs while you're in the area.
Browning Wildlife Sanctuary
You can take time to visit Browning Wildlife Sanctuary during your travels to New Canaan. Discover the coral reefs while you're in the area.
New Canaan Historical Society
You can spend time browsing the exhibits at New Canaan Historical Society during your trip to New Canaan. Discover the coral reefs while you're in the area.
New Canaan Nature Center
New Canaan Nature Center is just one of the places to see in New Canaan, so why not enjoy the other things to explore during your travels? Discover the coral reefs while you're in the area.
Frequently asked questions
How much does a New Canaan vacation package cost?
Offering great value package deals 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
