New Canaan Packages (Flight + Hotel)
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Top hotels in New Canaan
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
฿5,273
฿6,860 total
2 Sept - 3 Sept
includes taxes & fees
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
฿3,747
฿4,285 total
13 Sept - 14 Sept
includes taxes & fees
8/10 Very good! (1,634 reviews)
"If you’ve stayed at a Hampton inn anywhere else you’ll quickly realize that this one does not carry the same standards as the rest. The hotel is dated and in need for a complete renovation. The maintenance team will tell you anything and still not fix anything. Parking is ok but the area itself can ..."
Reviewed on 31 Aug 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
฿4,934
฿5,674 total
2 Sept - 3 Sept
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Website said there was a hot tub but there wasn’t one. Otherwise it was a good experience."
Reviewed on 30 Aug 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)
Philip Johnson's modernist masterpiece features walls of glass that dissolve boundaries between inside and nature. Guided tours reveal his visionary design alongside impressive art collections from Stella and Warhol.
New Canaan Library
New Canaan Library serves as a vibrant hub for learning and community engagement. Explore their diverse collection, attend cultural events, or utilise their specialised spaces for children and teens.
Waveny Park
9.0/10 (6 reviews)
Roam the 250-acre Waveny Park with its historic Tudor mansion and miles of woodland trails. The formal gardens and sprawling meadows offer a serene backdrop for picnics among picturesque surroundings.
Silvermine Arts Center
This historic arts centre has nurtured creativity since 1922 in its serene Silvermine area setting. Explore five diverse galleries or join classes across various mediums for an immersive artistic experience.
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.
Carriage Barn Arts Center
Enjoy an outing to Carriage Barn Arts Center during your stay in New Canaan. Discover the coral reefs while you're in the area.
God's Acre
God's Acre 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.
New Canaan Historical Society
This historical society showcases New Canaan's colonial past and mid-century modern heritage through the 1764 Hanford-Silliman House and 1960 Gores Pavilion, offering a journey through Connecticut's design evolution.
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?
- Pick your dates: What you'd like to do in New Canaan and your favourite season will help you decide when to travel.
- 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.
- 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.
- 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.
