New Canaan Vacations

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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.

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.
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New Canaan Library

New Canaan Library serves as a vibrant hub for learning and community engagement. Explore their diverse collection, attend cultural events, or utilize their specialized spaces for children and teens.
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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.
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Silvermine Arts Center

This historic arts center has nurtured creativity since 1922 in its serene Silvermine neighborhood setting. Explore five diverse galleries or join classes across various mediums for an immersive artistic experience.
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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.
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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.
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Browning Wildlife Sanctuary

This 10-acre woodland sanctuary offers serene trails with views of Grupes Reservoir and educational signs. Enjoy the tranquil 0.7-mile path through quiet forest, perfect for nature enthusiasts.
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New Canaan Nature Center

This 40-acre sanctuary showcases diverse habitats from butterfly gardens to wooded trails. Observe live animal ambassadors including owls and falcons while exploring the center's interactive environmental exhibits.
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New Canaan Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$181 nightly
$207 total
Aug 10 - Aug 11
Total with taxes and fees
8.2/10 Very Good! (1,223 reviews)
"Expedia listed this as having an adult only outdoor pool. This was not only incorrect but a child had an ‘accident’ in the pool on our second day there which caused the pool to be shut down for the day. The adult pool was the only reason we booked this place. The room smelled so musty that we had ..."

Reviewed on Aug 7, 2026

Tarrytown House Estate
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$188 nightly
$215 total
Aug 30 - Aug 31
Total with taxes and fees
8.8/10 Excellent! (1,340 reviews)
"Awesome"

Reviewed on Aug 8, 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$204 total
Sep 6 - Sep 7
Total with taxes and fees
8.6/10 Excellent! (1,098 reviews)
"SAME AS PREVIOUS STAY.."

Reviewed on Aug 7, 2026

Hyatt Regency Greenwich
See all 1,204 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.

Find the Best New Canaan Vacation Packages

New Canaan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
19,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Norwalk Maritime Aquarium, Compo Beach and Ridgefield Playhouse

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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?
December, January and February are the best times to look for cheap New Canaan vacation packages. Opting to travel in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for New Canaan?
When planning your New Canaan vacation, a handful of days will be enough to explore the highlights. Make sure to check out Goldenberry — it's one of the major sights in this destination. If you want more adventure, think about basing yourself here and setting off on some day tours from New Canaan.
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.
Does Expedia offer Book Now, Pay Later New Canaan vacation packages?
Jet off on your ideal getaway to New Canaan with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up bargains while they last.

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