Title: Greenport Vacation Packages & Trips 2026 from CA $858 | Expedia.ca [Hotels in Greenport](https://expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)[Vacation Rentals in Greenport](https://expedia.ca/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals)[Flights to Greenport](https://expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)[Things to do in Greenport](https://expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)[Greenport Car Rentals](https://expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) ![](https://images.trvl-media.com/place/110728/0aa2d4a7-1d4b-44b8-97f3-5f27a8c8da85.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Greenport 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 Greenport Vacation Say farewell to planning hassles and hello to a Greenport vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Orient Point, which is great for views, fishing and nature. Fill up your itinerary with tours of [67 Steps Beach](https://www.expedia.ca/67-Steps-Beach-Greenport.d553248626388140598.Vacation-Attraction), [Railroad Museum of Long Island](https://www.expedia.ca/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Vacation-Attraction) and [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction), some of the attractions you really should see during a trip to Greenport. Browse Expedia's extensive range of travel options and book your dream vacation to Greenport today. ## Top Greenport Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Ned NoMad](https://images.trvl-media.com/lodging/5000000/4760000/4758700/4758665/73a941da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ned NoMad Manhattan CA $858 per person Jun 5 - Jun 7 found 24 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (119 reviews) Room was great staff not so good Reviewed on Feb 15, 2026 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $1,550 per person May 15 - May 17 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Fantastic staycation! The spa was awesome and experience overall was solid. Would definitely stay here again! Reviewed on Mar 31, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/183802ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $1,915 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (201 reviews) I did not have breakfast, but I heard the breakfast. There is amazing. The bar was awesome. Great selection.! Reviewed on Apr 4, 2026 ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/c9a40759_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $915 per person May 18 - May 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (1,011 reviews) The Staff was Awesome. Plenty of parking. Rooms were emaculent as usual. Reviewed on Mar 30, 2026 ![Interfaith 21](https://images.trvl-media.com/lodging/116000000/115480000/115476300/115476207/fd36e851_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Interfaith 21 Manhattan CA $1,203 per person Jun 20 - Jun 24 found 21 hours ago Roundtrip flight included Montreal (YUL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (37 reviews) Exactly what I was looking for. Very kind staff, great price and location, and nice rooms. Fresh fruit in the lobby whenever you want, that's a big plus for me. Reviewed on Apr 3, 2026 ## Ready to book your vacation to Greenport? Choose your dates ## Greenport Hotel Deals ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sound View Greenport 58775 County Rd 48 Greenport NY CA $223 CA $295 total Apr 28 - Apr 29 includes taxes & fees 8.4/10 Very Good! (627 reviews) Really enjoyed our stay at the soundview. You are able to easily hear neighbors so just an FYI. Love being so close to the water and hearing the water and waves at night. Overnight oats at breakfast were my favorite. Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=110728) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Harbor Front Inn 209 Front St Greenport NY CA $250 CA $325 total Apr 19 - Apr 20 includes taxes & fees 8.8/10 Excellent! (580 reviews) Room was excellent and the beds were very comfortable. We went just prior to the season start so things were very calm. If i was to take issue with one thing; it would have been the shower was cool and never got hot. Not cold...but could have been warmer. Reviewed on Apr 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=43532300&PinnedHotelID=43532300&HadPinnedHotel=true®ionId=110728) ![Zey Hotel](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Zey Hotel 439 Main Street Greenport NY CA $452 CA $516 total Apr 9 - Apr 10 includes taxes & fees 9.2/10 Wonderful! (299 reviews) amazing stay! Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=15622089&PinnedHotelID=15622089&HadPinnedHotel=true®ionId=110728) [See all 4,269 properties in Greenport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%2F2026®ionId=110728) 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) ### Discover the most popular places to visit in Greenport #### Kontokosta Winery You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area. [](https://expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) ## 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