Title: New Canaan Vacation Packages 2026 from $385 | Expedia.com [New Canaan Travel Guide](https://expedia.com/New-Canaan.dx137514)[Hotels in New Canaan](https://expedia.com/New-Canaan-Hotels.d137514.Travel-Guide-Hotels)[Vacation Rentals in New Canaan](https://expedia.com/New-Canaan-Vacation-Rentals.d137514.Travel-Guide-VacationRentals)[Flights to New Canaan](https://expedia.com/Cheap-Flights-To-New-Canaan.d137514.Travel-Guide-Flights)[Car Rentals in New Canaan](https://expedia.com/Car-Rentals-In-New-Canaan.d137514.Car-Rental-Guide) ![](https://images.trvl-media.com/place/137514/ba04d572-cd8b-4380-8458-fc6f5a47eddc.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # New Canaan Vacations from $385 ## Book a Hotel + Flight or Car together to unlock savings Photo by Marina Timo - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/The-Glass-House-New-Canaan.d553248621532664573.Vacation-Attraction), [Norwalk Maritime Aquarium](https://www.expedia.com/Norwalk-Maritime-Aquarium-Norwalk.d6071501.Vacation-Attraction) and [The Maritime Aquarium](https://www.expedia.com/The-Maritime-Aquarium-Norwalk.d553248621555566147.Vacation-Attraction). Expedia is here to help you escape the everyday. Tailor your vacation to New Canaan to match your travel style, whatever that may be. ## The Latest New Canaan vacation packages Price found within the past 48 hours. Click for updated prices. ![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windrose On Hudson $385 per person Apr 30 - May 3 found 9 hours ago Roundtrip flight included Chicago (CHI) to New York (LGA) 7.8/10 Good! (80 reviews) Room was clean, super quiet, staff was very helpful and nice Reviewed on Feb 15, 2026 ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sagaponack $527 per person May 8 - May 10 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to New York (LGA) 8.8/10 Excellent! (205 reviews) The property and room was clean, easily accessible, and staff were very friendly. We would stay here again! Reviewed on Jan 3, 2026 ![Honey Maple Grove BnB](https://images.trvl-media.com/lodging/93000000/92460000/92454000/92453916/a0ae1591_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Honey Maple Grove BnB Save 100% on your flight $870 per person May 18 - May 23 found 6 hours ago Roundtrip flight included Atlanta (ATL) to New York (LGA) 8.4/10 Very Good! (7 reviews) We had a lovely experience. I particularly enjoyed the community breakfast table. The other guest were wonderful as were the conversations (hosts included). Reviewed on Oct 28, 2025 Don't see what you're looking for? See all available trips from Columbus to New Canaan [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=LGA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_137514) ### Discover the most popular places to visit in New Canaan ![Glasshouse by Phillip Johnson, we went there in November and we were able to see it when the Sun is setting. Stunning!!](https://images.trvl-media.com/place/137514/82e548e8-89fb-4fa4-a599-d174ff430de4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Glass House You can spend an afternoon studying the exhibits at The Glass House in New Canaan. Check out the lively bars or top-notch restaurants in this family-friendly area. [](https://expedia.com/The-Glass-House-New-Canaan.d553248621532664573.Vacation-Attraction) #### 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. [](https://expedia.com/Waveny-Park-New-Canaan.d6347921.Vacation-Attraction) ## New Canaan Hotel Deals ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham White Plains - Elmsford 540 Saw Mill River Rd Elmsford NY Fully refundableReserve now, pay when you stay $128 nightly $147 total Mar 10 - Mar 11 Total with taxes and fees 8.2/10 Very Good! (1,577 reviews) Very noisy this time. I normally enjoy it there. Teens and young kids all down the hallway running and making noise all night until early morning. This made my stay very uncomfortable. Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F10%2F2026&endDate=3%2F11%2F2026&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=137514) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta White Plains Downtown 66 Hale Ave White Plains NY Fully refundableReserve now, pay when you stay $180 nightly $206 total Mar 29 - Mar 30 Total with taxes and fees 8.8/10 Excellent! (1,290 reviews) Great place Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=9979&PinnedHotelID=9979&HadPinnedHotel=true®ionId=137514) ![East Norwich Inn](https://images.trvl-media.com/lodging/1000000/10000/2100/2024/fa5b4526_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### East Norwich Inn 6321 Northern Blvd. East Norwich NY $129 nightly $144 total Mar 24 - Mar 25 Total with taxes and fees 8/10 Very Good! (1,803 reviews) Great location, clean and affordable! Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%2F2026&selected=2024&PinnedHotelID=2024&HadPinnedHotel=true®ionId=137514) [See all 1,200 properties in New Canaan](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F1%2F2026&endDate=3%2F2%2F2026®ionId=137514) 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](https://www.expedia.com/Norwalk-Maritime-Aquarium-Norwalk.d6071501.Vacation-Attraction), [Compo Beach](https://www.expedia.com/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction) and [Ridgefield Playhouse](https://www.expedia.com/Ridgefield-Playhouse-Ridgefield.d6182187.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations 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[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a New Canaan vacation package cost? ### What are the cheapest months to go to New Canaan? ### How many days is enough for New Canaan? ### How to find the best New Canaan package deals? ### Is it cheaper to book a New Canaan vacation as a package? ### When to book a vacation package to New Canaan? ### Does Expedia offer Book Now, Pay Later New Canaan vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Waveny Park ](https://www.expedia.com/Waveny-Park-Hotels.0-l6347921-0.Travel-Guide-Filter-Hotels) - [Hotels near The Glass House 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