New Canaan, CT

Travel Guide

A highway surrounded by autumn foliage.
A red cardinal perched on a snow-covered branch.
A modern glass structure in a park with trees and a sunset in the background.
A modern building facade with a repeating pattern of square windows.
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
$201 nightly
The price is $230 total per night from Nov 19 to Nov 20
$230 total
Nov 19 - Nov 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
Tarrytown House Estate
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
$143 nightly
The price is $160 total per night from Nov 30 to Dec 1
$160 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in East Norwich. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
East Norwich Inn
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
$133 nightly
The price is $152 total per night from Dec 1 to Dec 2
$152 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Sleepy Hollow Hotel, a Dolce by Wyndham
See all 1,157 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.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.2/10 (208 reviews)
"This was by far one of the worst hotel experiences I have ever had. I booked an extended stay at Stamford Suites through Orbitz and arrived to find accommodations that were filthy, deteriorating, and nothing like the advertised photos. The suite had visible mold-like growth in the bathroom, rusted ..."

Reviewed on Nov 6, 2026

Stamford Suites
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
9/10 Wonderful! (119 reviews)
"The hotel is nice and clean; the room size reminded me of a European room (smaller, with a tight bathroom). The property is near a busy bar called the Seagrape, which college kids frequent during the academic season. No front desk or staff to ask about a room change, a sink clog, or a late checkout; ..."

Reviewed on Nov 9, 2026

DUNE Fairfield Beach
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St White Plains NY
Book a stay at this business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Westchester County ...
Global Luxury Suites White Plains
See all 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.

Stay near popular New Canaan attractions

The Glass House

9.0/10 (8 reviews)
You can spend an afternoon studying the exhibits at The Glass House in New Canaan. Check out the top-notch restaurants or lively bars in this family-friendly area.
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Frequently asked questions

Is New Canaan worth visiting?
New Canaan is worth visiting for its unique attractions, such as the iconic Glass House and the modern New Canaan Library. Travelers can also enjoy a diverse food scene, with many options for Italian and North American dining, offering classic dishes.
When is the best time to visit New Canaan?
The best time to visit New Canaan is from May through September, when travelers can enjoy warm and pleasant weather ideal for outdoor activities. For fewer crowds and better value, the quieter months of December through March offer a cooler, more relaxed experience, perfect for a cozy getaway.
What is New Canaan known for?
New Canaan is known for its significant architectural landmark, The Glass House, along with community spaces like the New Canaan Library and Waveny Park. Travelers can also find a strong Italian food culture in this city, located in the Connecticut panhandle.
What is a good itinerary length for New Canaan?
A good itinerary length for New Canaan is one to two days to see key highlights like The Glass House, New Canaan Library, and Waveny Park. An extended stay of three to four days allows more time to explore these attractions at a relaxed pace and enjoy the local Italian, North American, and European dining options.
What are the top things to do in and around New Canaan?
New Canaan offers a blend of architectural marvels, natural escapes, and community spaces:

  • Tour The Glass House, an iconic architectural landmark.
  • Explore the New Canaan Library.
  • Stroll through Waveny Park, a beautiful natural area.
  • Discover the Old Stamford Road Bird Sanctuary.
  • Visit the Glass House Visitor's Center.

How do I plan a trip to New Canaan?
To plan your trip to New Canaan, search for places to stay and book flights, rental cars, and activities in advance. You can explore attractions like The Glass House, New Canaan Library, and Waveny Park. When planning outdoor activities, remember to have indoor options ready for flexibility with the weather.
What cuisines can you find in New Canaan?
In New Canaan you can find Italian cuisine, with dishes like pasta, pizza, and risotto. Travelers also have options for North American fare, Mediterranean dishes, and Asian cuisine. There are also choices for vegan and vegetarian travelers, and coffee shops for a quick stop.
Can I book a refundable hotel in New Canaan?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in New Canaan by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to New Canaan with Expedia?
Expedia makes it easier to plan your New Canaan trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in New Canaan?
The best choice depends on your travel style. Hotels in New Canaan can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my New Canaan trip on Expedia?
Once you've booked your New Canaan trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my New Canaan trip?
Expedia offers customer support before, during, and after your New Canaan trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to New Canaan?
If it's your first trip to New Canaan, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my New Canaan hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your New Canaan hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near New Canaan

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