Title: Southport Vacation Packages & Trips 2025/2026 from CA $579 | Expedia.ca [Southport Travel Guide](https://expedia.ca/Southport.dx6134209)[Hotels in Southport](https://expedia.ca/Southport-Hotels.d6134209.Travel-Guide-Hotels)[Vacation Rentals in Southport](https://expedia.ca/Southport-Vacation-Rentals.d6134209.Travel-Guide-VacationRentals)[Flights to Southport](https://expedia.ca/Cheap-Flights-To-Southport.d6134209.Travel-Guide-Flights)[Southport Car Rentals](https://expedia.ca/Car-Rentals-In-Southport.d6134209.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Southport 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 Southport Vacation The coastal scenery and lively atmosphere are just the beginning of the things Southport has going for it. Discover the sights and sounds of this fascinating city your way with a personalized Southport vacation package. You'll want to take in some sights during your trip to Southport. Make time for famous attractions like [Fairfield University](https://www.expedia.ca/Fairfield-University-Fairfield.d553248621582621434.Vacation-Attraction), [Sacred Heart University](https://www.expedia.ca/Sacred-Heart-University-New-Haven.d553248635056397660.Vacation-Attraction) and [Total Mortgage Arena](https://www.expedia.ca/Total-Mortgage-Arena-Bridgeport.d6089777.Vacation-Attraction). Check out Expedia's extensive range of travel options and begin planning your ideal vacation to Southport today. ## Top Southport Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tarrytown House Estate CA $579 per person Dec 24 - Dec 27 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8/10 Very Good! (1,007 reviews) The property was nice, but parking was a challenge. Rooms for the price were over rated and expensive. Needs a complete remodel. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-27/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49674&paandie=true&dealMarker=MotUKBI57nsd6BCPXXeYV0Z0coBey1-aNEA6zhRVOgLNqdBEUazi324YyBSMlEp6) ![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel NoMa, Trademark Collection by Wyndham CA $950 per person Dec 23 - Dec 28 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to White Plains (HPN) 8/10 Very Good! (1,017 reviews) Location is great, staff is excellent. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-28/?FromAirport=YHM&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1088006&paandie=true&dealMarker=cdXjr3OgXk-jcS-sk2zTI7G4yxLT3AKbHz3mQstth1PWw8gFNSkN_RVci12qbzEv) ![Delamar Southport](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Delamar Southport CA $2,173 per person Dec 2 - Dec 9 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to White Plains (HPN) 9.4/10 Exceptional! (429 reviews) It's in the heart of the city and easy walking distance to many of the historic sites Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-02/2025-12-09/?FromAirport=YVR&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3703782&paandie=true&dealMarker=slxehwrQ_ERWFZJCZmbwHEkJB0eNLK2TL1S4YoFFzdiN07tWbDEVFj9ybHsGfwdY) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn White Plains/Tarrytown CA $639 per person Dec 4 - Dec 7 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8/10 Very Good! (1,178 reviews) Everything was great until hours before and coming up to checkout time. The cleaning staff kept pestering us by telling us checkout time was 11am. We knew that and that was interrupting us from getting ready!! Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23291&paandie=true&dealMarker=4hh5fGxEe_WaQKSHc7ZUjexKOfq5QEtqfqF2fZX3x7NGcm491x_X52PaVpap-Xqi) ![Global Luxury Suites White Plains](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/343ab6e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Global Luxury Suites White Plains CA $873 per person Nov 20 - Nov 23 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to White Plains (HPN) 6.8/10 (32 reviews) Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay. Reviewed on Sep 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YYZ&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=74125740&paandie=true&dealMarker=MN5QZfshemPtK6uIoOZH5J7C21evUPuPC_ofr02JRnGxegmFLObX_uV7JEHG_F7P) ## Ready to book your vacation to Southport? Choose your dates ## Southport Hotel Deals ![Delamar Southport](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Delamar Southport 275 Old Post Rd, Southport, CT CA $397 CA $477 total Nov 9 - Nov 10 includes taxes & fees 9.4/10 Exceptional! (431 reviews) "It's in the heart of the city and easy walking distance to many of the historic sites" Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=3703782&PinnedHotelID=3703782&HadPinnedHotel=true®ionId=6134209) ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Norwalk Inn & Conference Center 99 East Avenue, Norwalk, CT CA $158 CA $182 total Oct 26 - Oct 27 includes taxes & fees 8.6/10 Excellent! (1,353 reviews) "Nice room, nice staff, easy check in, plenty of parking, good location to all things Norwalk and Westport!" Reviewed on Oct 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=15114&PinnedHotelID=15114&HadPinnedHotel=true®ionId=6134209) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Stamford / New York City 135 Harvard Avenue, Stamford, CT Fully refundableReserve now, pay when you stay CA $112 CA $128 total Oct 19 - Oct 20 includes taxes & fees 6.4/10 (877 reviews) "Yes" Reviewed on Oct 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=24963&PinnedHotelID=24963&HadPinnedHotel=true®ionId=6134209) [See all 967 properties in Southport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6134209) 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 ![QR code to download the app](data:image/png;base64,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)