Title: Weston Vacation Packages & Trips 2026 from CA $1,469 | Expedia.ca [Hotels in Weston](https://expedia.ca/Weston-Hotels.d3000430603.Travel-Guide-Hotels)[Vacation Rentals in Weston](https://expedia.ca/Weston-Vacation-Rentals.d3000430603.Travel-Guide-VacationRentals)[Weston Car Rentals](https://expedia.ca/Car-Rentals-In-Weston.d3000430603.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000430603/061ea7d0-3e5b-4862-b746-93728a1c3870.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Weston Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Weston Vacation When you organize a vacation package to Weston, you can relax and enjoy your escape knowing that all your travel plans have been made in advance. Discover the charms of this amazing city while based in a neighborhood like Cranbury, which is great for nature. A trip to Weston is a great opportunity to do some sightseeing. Be sure to look around renowned attractions like [Westport Country Playhouse](https://www.expedia.ca/Westport-Country-Playhouse-Westport.d6089813.Vacation-Attraction), [Westport Farmers Market](https://www.expedia.ca/Westport-Farmers-Market-Westport.d553248621561886375.Vacation-Attraction) and [Silvermine Arts Center](https://www.expedia.ca/Silvermine-Arts-Center-New-Canaan.d553248621561886372.Vacation-Attraction). Check out Expedia's extensive range of travel options and book your ultimate vacation to Weston now. ## Top Weston Vacation Deals Price found within the past 48 hours. Click for updated prices. ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $1,469 per person Apr 25 - Apr 27 found 20 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 2026 ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan CA $1,628 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 8.8/10 Excellent! (6,546 reviews) The room was spotless, and location was fantastic. This is a very old hotel which a lot of history. The microwave and ice is in the lobby. Reviewed on Feb 6, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $4,006 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.6/10 Exceptional! (159 reviews) Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping. Reviewed on Jan 3, 2026 ![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lotte New York Palace Manhattan CA $2,436 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9/10 Wonderful! (1,723 reviews) Room ok Nothing special, would need q r Reviewed on Feb 5, 2026 ![NobleDEN Hotel](https://images.trvl-media.com/lodging/9000000/8690000/8682300/8682234/cb1dc844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### NobleDEN Hotel Manhattan CA $2,349 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.8/10 Exceptional! (1,411 reviews) Very clean and great staff! They were very accommodating! Reviewed on Feb 3, 2026 ## Ready to book your vacation to Weston? Choose your dates ## Weston Hotel Deals ![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/4c692d71_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Milford, CT 111 Schoolhouse Road Milford CT Fully refundableReserve now, pay when you stay CA $82 CA $94 total Feb 18 - Feb 19 includes taxes & fees 6.2/10 (1,003 reviews) My room was immaculate and the staff were very kind and easy to work with check-in was a breeze. It’s a good location near to stores and restaurants. It was very affordable. The shower pressure was great. Everything was great. The beds were comfortable. Sheets white and fresh. As a student, this ... Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=291&PinnedHotelID=291&HadPinnedHotel=true®ionId=3000430603) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Stamford 1 First Stamford Pl Stamford CT Fully refundableReserve now, pay when you stay CA $205 CA $235 total Feb 26 - Feb 27 includes taxes & fees 7.4/10 Good! (1,003 reviews) The position of the desk next to the air-conditioning vent is not ideal. Perhaps a switched position with the bureau/TV is better. Reviewed on Jan 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=5292&PinnedHotelID=5292&HadPinnedHotel=true®ionId=3000430603) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Amsterdam Hotel 19 Clarks Hill Ave Stamford CT Fully refundableReserve now, pay when you stay CA $146 CA $169 total Feb 9 - Feb 10 includes taxes & fees 8.4/10 Very Good! (1,740 reviews) Room was very clean upon arrival. Staff was very friendly. Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=20793&PinnedHotelID=20793&HadPinnedHotel=true®ionId=3000430603) [See all 1,084 properties in Weston](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=3000430603) 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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app