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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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.
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Kiwanis Park

Kiwanis 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 natural setting.
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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.
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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
$144 nightly
$165 total
Sep 27 - Sep 28
Total with taxes and fees
8.2/10 Very Good! (1,305 reviews)
"This place could be spectacular, but our experience was anything but that. The grounds and property are gorgeous but our room was depressing and in desperate need of renovation. The bathroom was in such bad shape that we didn’t even want to use it - a badly chipped and stained toilet and mold and ..."

Reviewed on Sep 16, 2026

Tarrytown House Estate
Westchester Marriott

Westchester Marriott

670 White Plains Rd Tarrytown NY
Fully refundableReserve now, pay when you stay
$195 nightly
$223 total
Sep 20 - Sep 21
Total with taxes and fees
Westchester Marriott
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$224 nightly
$256 total
Sep 27 - Sep 28
Total with taxes and fees
Sonesta White Plains Downtown
See all 1,185 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.