A highway surrounded by autumn foliage.

New Canaan Holidays from AU$2,105

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Your New Canaan Holiday

When a break in the city is calling, answer it with a New Canaan holiday package. The neighbourhood of Downtown Stamford, which is great for history, bars and pubs and dining, makes an excellent base for your adventures. If your trip to New Canaan includes a little sightseeing, take in renowned attractions like Norwalk Maritime Aquarium, The Glass House and The Maritime Aquarium. Stop daydreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your New Canaan holiday plans into gear!

The Latest New Canaan holiday deals

Price found within the past 48 hours. Click for updated prices.
  • A bedroom with a brick wall, a bed with white bedding, a black sofa with patterned cushions, a bedside table, a mirror, and a ceiling fan.
    27 Dec - 2 Jan

    Chelsea Inn + Flight

    Manhattan
    5 nights
    3.0 star property
    8.2/10 - Very good (1,893 reviews)
    "Excellent staff, clean."
    Reviewed November 9, 2026
    Return • Los Angeles (LAX) - New York (JFK)
    LAX - JFK • 1 stop JFK - LAX • 1 stop
    Save 100% on your flight
    AU$3,043
    AU$2,105
    per traveller
    found 11 hours ago
    Chelsea Inn
  • A historic building with ornate architectural details, multiple floors, and illuminated windows.
    18 Jan - 23 Jan

    The St. Regis New York + Flight

    Manhattan
    5 nights
    5.0 star property
    9.2/10 - 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, 2026
    Return • Brisbane (BNE) - New York (JFK)
    BNE - EWR • 2 stops EWR - BNE • 2 stops
    AU$8,373
    AU$5,241
    per traveller
    found 18 hours ago
    The St. Regis New York
  • The HotelBeacon sign in NYC with illuminated letters, an American flag, and a marquee.
    27 Dec - 2 Jan

    Hotel Beacon + Flight

    Manhattan
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,561 reviews)
    "The Hotel is located perfectly! A short walk to the metro station and great restaurants all around, including Sugarfish and Sempre Oggi. We were upgraded to the new rooms on the last floor, and the room was comfortable, spacious for NYC and quiet for NYC. We would go back there again. The best people and most helpful ones were the doormen."
    Reviewed November 9, 2026
    Return • Los Angeles (LAX) - New York (JFK)
    LAX - JFK • 1 stop JFK - LAX • 1 stop
    Save 100% on your flight
    AU$3,854
    AU$2,563
    per traveller
    found 11 hours ago
    Hotel Beacon
  • The entrance to RIU Plaza with a glass facade, a revolving door, and a sign indicating its location in Manhattan Times Square.
    19 Dec - 26 Dec

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.2/10 - Wonderful (4,174 reviews)
    Return • Perth (PER) - New York (JFK)
    PER - EWR • 2 stops JFK - PER • 2 stops
    AU$8,229
    AU$5,632
    per traveller
    found 16 hours ago
    Hotel Riu Plaza Manhattan Times Square
  • A rooftop terrace with seating, potted plants, and a city skyline view.
    27 Dec - 2 Jan

    PUBLIC, an Ian Schrager hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    8.8/10 - Excellent (4,103 reviews)
    "The staff upgraded my room for me and didn’t charge me. They also gave me $100 room credit and we’re very kind. They knew I was running New York City Marathon and they did everything they could to make my day pleasant as well as were really helpful. I’ve stated the hotel several times and it’s my favorite one in New York City. I couldn’t ask for a better experience five stars."
    Reviewed November 9, 2026
    Return • Los Angeles (LAX) - New York (JFK)
    LAX - JFK • 1 stop JFK - LAX • 1 stop
    Save 100% on your flight
    AU$3,203
    AU$2,296
    per traveller
    found 11 hours ago
    PUBLIC, an Ian Schrager hotel

Discover the most popular places to visit in New Canaan

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.
See properties

New Canaan Hotel Deals

A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.

Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
3.0 star property
5.9 km from New Canaan
8.8 out of 10, Excellent, (1,001 reviews)
The price is AU$253
includes taxes & fees
6 Dec - 7 Dec
Courtyard by Marriott Norwalk
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.
See all properties in New Canaan

Frequently Asked Questions

How much does a New Canaan holiday package cost?

You can snap up a holiday package to this destination from AU$2,105 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?

  1. Pick your dates: What you'd like to do in New Canaan and your favourite season will help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.