Title: Jamesport Vacation Packages & Trips 2026 from CA $686 | Expedia.ca [Hotels in Jamesport](https://expedia.ca/Jamesport-Hotels.d6323751.Travel-Guide-Hotels)[Vacation Rentals in Jamesport](https://expedia.ca/Jamesport-Vacation-Rentals.d6323751.Travel-Guide-VacationRentals)[Things to do in Jamesport](https://expedia.ca/Things-To-Do-In-Jamesport.d6323751.Travel-Guide-Activities)[Jamesport Car Rentals](https://expedia.ca/Car-Rentals-In-Jamesport.d6323751.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6323751/f443a972-0a35-4a0a-928d-ee101685ef10.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jamesport Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Joe Vickiana - ## 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 Jamesport Vacation The best way to experience this interesting city is with a customized Jamesport vacation package. Stay in the neighborhood of Village of Southampton, which is great for history, coastal beaches and culture or go someplace else — our packages are all about you. You'll want to do a little exploring during your trip to Jamesport. Swing by famous attractions like [Long Island Aquarium and Exhibition Center](https://www.expedia.ca/Long-Island-Aquarium-And-Exhibition-Center-Riverhead.d6173427.Vacation-Attraction), [Macari Vineyards](https://www.expedia.ca/Macari-Vineyards-Mattituck.d6326944.Vacation-Attraction) and [Suffolk Theater](https://www.expedia.ca/Suffolk-Theater-Riverhead.d6327661.Vacation-Attraction). A few quick clicks is all it takes to build your perfect Jamesport vacation on Expedia. ## Top Jamesport Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Radio Hotel](https://images.trvl-media.com/lodging/74000000/73540000/73530400/73530346/e6a69d63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Radio Hotel Manhattan CA $686 per person Jan 15 - Jan 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.6/10 Excellent! (2,613 reviews) Spotless room and very courteous staff. Reviewed on Dec 15, 2025 ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $876 per person Feb 6 - Feb 12 found 7 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (2,008 reviews) Staff friendly. Received room upgrade upon check in. Room nice size and clean! Very nice hotel! Reviewed on Dec 16, 2025 ![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 $1,622 per person Jan 15 - Jan 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 ![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 $1,751 per person Jan 15 - Jan 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,723 reviews) Beautiful, Historic property. Staff was outstanding. Great location. We will stay there again Reviewed on Dec 15, 2025 ![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 $2,298 per person Jan 25 - Jan 30 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to New York (JFK) 9.6/10 Exceptional! (159 reviews) We had a great stay. Room was comfortable and had what we needed. The staff was professional and some were exceptional. Our room attendant, Nini, stood out as making our stay memorable with her professional work ethic and kindness. Would stay here again. Also enjoyed the restaurant Reviewed on Dec 13, 2025 ## Ready to book your vacation to Jamesport? Choose your dates ## Jamesport Hotel Deals ![Home2 Suites by Hilton Long Island Brookhaven](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/f49ff2dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Home2 Suites by Hilton Long Island Brookhaven 101 Boulevard East Yaphank NY Fully refundableReserve now, pay when you stay CA $164 CA $188 total Jan 13 - Jan 14, 2026 includes taxes & fees 9/10 Wonderful! (1,002 reviews) Clean rooms and common areas and staff that is extremely helpful and courteous. Reviewed on Dec 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=36448313&PinnedHotelID=36448313&HadPinnedHotel=true®ionId=6323751) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sound View Greenport 58775 County Rd 48 Greenport NY CA $219 CA $318 total Dec 17 - Dec 18 includes taxes & fees 8.4/10 Very Good! (598 reviews) Great room with amazing views! Staff was fantastic and the food was great too Reviewed on Nov 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=6323751) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_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 $167 CA $192 total Dec 23 - Dec 24 includes taxes & fees 9.4/10 Exceptional! (396 reviews) crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=53962986&PinnedHotelID=53962986&HadPinnedHotel=true®ionId=6323751) [See all 3,142 properties in Jamesport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=6323751) 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) ### What to do in Jamesport ![East Hampton Shops](https://mediaim.expedia.com/localexpert/691732/ee4533c8-13fa-4c8f-94a4-df282ec83489.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Hamptons Private Day Trip from New York City CA $1,795 per traveller [](https://expedia.ca/things-to-do/hamptons-private-day-trip-from-new-york-city.a691732.activity-details) ![Wine and grapes against the sea](https://mediaim.expedia.com/localexpert/1381172/1aab586f-aafa-4638-b216-8c88ceec22f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Hamptons and Long Island Wineries Private Tour CA $1,795 per traveller [](https://expedia.ca/things-to-do/the-hamptons-and-long-island-wineries-private-tour.a1381172.activity-details) [See all activities in Jamesport](https://expedia.ca/things-to-do/search?rid=6323751) ## 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