Title: Southport Vacation Packages & Trips 2026 from CA $554 | 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://images.trvl-media.com/place/6134209/56369832-5647-4ac2-a0e3-55844ebc2c2b.jpg?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. ![Red Carpet Inn](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/e2ea3ef0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Carpet Inn Cove - East Side - Shippan CA $554 per person May 5 - May 8 found 1 day ago Roundtrip flight included Ottawa (YOW) to White Plains (HPN) 6.6/10 (1,008 reviews) Clean rooms even though I stayed in a smoking room it didn't smell like smoke I was surprised it was a last minute option definitely will stay there again Reviewed on Mar 16, 2026 ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tarrytown House Estate CA $1,254 per person Jun 11 - Jun 16 just found Roundtrip non-stop flight included Vancouver (YVR) to White Plains (HPN) 8.2/10 Very Good! (1,021 reviews) I love this place. I been there 2 times and I’m planning on going back. Reviewed on Mar 17, 2026 ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/2db42e29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Yonkers Northwest Yonkers CA $763 per person Jun 9 - Jun 12 found 1 day ago Roundtrip flight included Ottawa (YOW) to White Plains (HPN) 8.2/10 Very Good! (1,782 reviews) Staff was so helpful and friendly. Reviewed on Mar 18, 2026 ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/ea472a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn White Plains/Tarrytown CA $795 per person Jun 9 - Jun 12 found 1 day ago Roundtrip flight included Ottawa (YOW) to White Plains (HPN) 8/10 Very Good! (1,379 reviews) Great location for access to the White Plains. Breakfast items are limited, as most places these days. Receptionist was friendly but slow Reviewed on Mar 16, 2026 ![Quality Inn Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/ab0fe1dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Inn Poughkeepsie Arlington CA $867 per person May 14 - May 18 found 11 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 7.8/10 Good! (519 reviews) The smoke detector in my room had a green LED that blinked every 20 seconds. It was barely noticeable during the day but at night time when it's dark it was exceedingly bright and very annoying to try to sleep through. The staff was courteous. The free included breakfast was sparse. No peanut butter. No plant-based milk option which I realize is a minor and common issue. The room was quiet. The lighting was dim and the plug location for charging your phone was awkward. The bathroom was tiny and the toilet quite small as well. Everything worked fine. I appreciate it having a refrigerator and the microwave. Reviewed on Feb 20, 2026 ## 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 $258 CA $317 total Mar 22 - Mar 23 includes taxes & fees 9.6/10 Exceptional! (465 reviews) Clean room, friendly staff, lovely complimentary breakfast! Gym was also clean. Would highly recommend it. Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=3703782&PinnedHotelID=3703782&HadPinnedHotel=true®ionId=6134209) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Milford / New Haven 190 Old Gate Lane Milford CT Fully refundableReserve now, pay when you stay CA $139 CA $160 total Apr 5 - Apr 6 includes taxes & fees 8.6/10 Excellent! (1,273 reviews) Staff were welcoming, helpful, and efficient. Rooms are comfortable and layout is well-designed. Very reasonable pricing. Reviewed on Mar 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=1562702&PinnedHotelID=1562702&HadPinnedHotel=true®ionId=6134209) ![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/1144278e_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 $85 CA $97 total Apr 6 - Apr 7 includes taxes & fees 6.2/10 (1,001 reviews) For a non-smoking motel…it smelled so bad. The smell of weed and cigarettes was horrible. Our room wasn’t ready at 3:00 check in. Only 1 towel in the bathroom. No facecloth, no hand towel. 1 bath towel! No tissues, 3 sheets of toilet paper left on roll! Seriously, they couldn’t put on a fresh roll ... Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=291&PinnedHotelID=291&HadPinnedHotel=true®ionId=6134209) [See all 976 properties in Southport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F03%2F2026&endDate=21%2F03%2F2026®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