New Canaan Vacations

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Find the Best New Canaan Vacation Packages

New Canaan Hotel Deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is ￥21,174 per night from Aug 10 to Aug 11
￥21,174
￥24,218 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,384 reviews)
Visit stay
"For me it was close to the hospital and the staff at the hotel was friendly and gave me a good suggestions for places to eat."

Reviewed on Jul 29, 2025

Baymont by Wyndham White Plains - Elmsford
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is ￥20,172 per night from Aug 10 to Aug 11
￥20,172
￥23,070 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,088 reviews)
"Rooms clean, staff friendly and attentive , however overall aged property, needs updates and maintenance. Reasonable stay for the price point."

Reviewed on Aug 2, 2025

Hampton Inn White Plains/Tarrytown
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave, White Plains, NY
Fully refundableReserve now, pay when you stay
The price is ￥23,385 per night from Sep 1 to Sep 2
￥23,385
￥30,960 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,093 reviews)
"Restaurant, room service and bar available in hotel. I didn't experience any so I'm not able to review. Menu and ambiance look good."

Reviewed on Jul 29, 2025

Sonesta White Plains Downtown
See all 1,114 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.

Discover the most popular places to visit in New Canaan

Waveny Park

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.

Waveny Park

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?
If you're hoping to book a cheap New Canaan vacation package, consider planning a trip in January, February and March. You'll generally find lower rates on accommodations and flights during these quieter months — ideal for travelers wishing to save money.
How many days is enough for New Canaan?
To get the most out of your New Canaan vacation, we recommend staying for 2 days. Split your time between discovering The Glass House, Silvermine Arts Center and other major sights, in addition to experiencing neighborhoods like North Stamford and Cranbury. If you've got some time to spare, add a tour or day trip to your New Canaan vacation itinerary.
Is it worth booking a vacation package to New Canaan?
Known for its golfing and home to popular attractions like The Glass House, a New Canaan vacation is sure to impress. Another top sight to check out? Don't miss Silvermine Arts Center.
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.
How to plan a trip to New Canaan?

  1. Pick your dates: What you'd like to do in New Canaan and your favorite 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 vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: After you've settled on your 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.