Title: Town of Southampton Vacations & Trips 2026 from CA $1,344 | Expedia.ca [Town of Southampton Hotels](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations)[Vacation Rentals in Town of Southampton](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations)[Town of Southampton Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/6782/562a42ad-b7ae-4abe-983a-68684e7c2780.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Town of Southampton Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Brittany Schreiber - ## 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 ## Top vacation destinations in Town of Southampton ![Southampton](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southampton [](https://expedia.ca/Southampton.d6782.Destination-Travel-Guides) ![Sag Harbor](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sag Harbor [](https://expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides) ![Ponquogue Beach](https://images.trvl-media.com/place/6327142/d7bce28b-15f8-4afb-8fea-4056d8a9e353.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hampton Bays [](https://expedia.ca/Hampton-Bays.d183681.Destination-Travel-Guides) ![Montauk Beach on a cool April day](https://images.trvl-media.com/place/6125932/aab52eaf-6f50-4ac7-82f3-353c8291f779.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### East Quogue [](https://expedia.ca/East-Quogue.d6125932.Destination-Travel-Guides) ## Top Town of Southampton Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Park Central Hotel New York](https://images.trvl-media.com/lodging/1000000/10000/4200/4164/cb48c512_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Central Hotel New York Manhattan CA $1,344 per person May 1 - May 6 found 1 day ago Roundtrip flight included Montreal (YMQ) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,962 reviews) Nice location, close to Time Square, so it can get noisy at night. No coffee maker and no cups in the room, you have to request it. hotel can use a little TLC Reviewed on Mar 14, 2026 ![WestHouse New York](https://images.trvl-media.com/lodging/7000000/6470000/6468000/6467973/a11ba963_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### WestHouse New York Manhattan CA $1,498 per person Apr 20 - Apr 27 found 20 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,003 reviews) All staff we came into contact with from front desk to housekeeping to breakfast/happy hour to doormen were super attentive, very friendly and seemed to sincerely see us. The happy hour/dinner and breakfast provided surprisingly good food, lots of variety and very generous pours! Sonia was a standout and we looked forward to seeing her each evening. Beds and bedding very comfortable. Room nicely appointed and clean. Reviewed on Mar 1, 2026 ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan CA $2,371 per person Apr 20 - Apr 27 found 20 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,002 reviews) Excellent stay, very clean spacious rooms. Location is great - close to everything. Only downfall was the bathroom, very tiny with a pedestal sink right next to the toilet, not great for women who need to get ready. Reviewed on Feb 24, 2026 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/26ae58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan CA $3,392 per person Apr 20 - Apr 27 found 20 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,003 reviews) The staff was very friendly and the ambience was nice. However, the room was very cramped and had to be careful not to fall over columns and bed on the way to the bathroom. Walls were thin and there was no facial soap provided. Reviewed on Mar 13, 2026 ![Newark Liberty International Airport Marriott](https://images.trvl-media.com/lodging/1000000/10000/7200/7175/0919c196_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Newark Liberty International Airport Marriott CA $1,437 per person Apr 20 - Apr 27 found 14 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.6/10 Excellent! (1,010 reviews) No pool but the staff and restaurants made Reviewed on Mar 11, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_553248635976437144) ## Town of Southampton Hotel Deals ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY Fully refundableReserve now, pay when you stay CA $180 CA $207 total Apr 5 - Apr 6 includes taxes & fees 9.6/10 Exceptional! (446 reviews) Clean room. The man at the office was very friendly. Reviewed on Mar 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=53962986&PinnedHotelID=53962986&HadPinnedHotel=true®ionId=553248635976437144) ![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sag Harbor Inn 45 West Water Street Sag Harbor NY CA $281 CA $321 total Mar 16 - Mar 17 includes taxes & fees 9.4/10 Exceptional! (584 reviews) Yes Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true®ionId=553248635976437144) ![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southampton Inn 91 Hill Street Southampton NY CA $206 CA $257 total Mar 19 - Mar 20 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=117135&PinnedHotelID=117135&HadPinnedHotel=true®ionId=553248635976437144) [See all 1,950 properties in Town of Southampton](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F03%2F2026&endDate=17%2F03%2F2026®ionId=553248635976437144) 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) ## Frequently asked questions ### How much does a Town of Southampton vacation package cost? ### How do I get a cheap travel package to Town of Southampton? ### Where should I stay in Town of Southampton? ### What are the top hotels in Town of Southampton? ### How far in advance should I book my Town of Southampton vacation? ### What does an Expedia Town of Southampton travel package include? ### What should I know before booking a Town of Southampton travel package? ### Can I choose my airline with a Town of Southampton Expedia vacation package? ### If I'm not able to travel, can I cancel my Town of Southampton vacation package? \* 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