Title: Southold Holidays 2026 from £623 | Expedia.co.uk [Hotels in Southold](https://expedia.co.uk/Southold-Hotels.d183719.Travel-Guide-Hotels)[Holiday Rentals in Southold](https://expedia.co.uk/Southold-Holiday-Rentals.d183719.Travel-Guide-HolidayRentals)[Southold Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southold.d183719.Car-Hire-Guide) ![](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southold Holidays from £623 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected #### Your Southold Holiday The coastal scenery and rich history are just the beginning of the things Southold has going for it. Experience the very best of this interesting city your way with a customised Southold holiday package. [67 Steps Beach](https://www.expedia.co.uk/67-Steps-Beach-Greenport.d553248626388140598.Attraction), [Raphael Winery](https://www.expedia.co.uk/Raphael-Winery-Peconic.d6327146.Attraction) and [Railroad Museum of Long Island](https://www.expedia.co.uk/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Attraction) are just some of the many sights worth checking out during your trip to Southold. A few quick clicks is all it takes to put together your ideal Southold holiday on Expedia. ## Top Southold Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel Newark Airport](https://images.trvl-media.com/lodging/1000000/10000/7900/7825/76309a0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Newark Airport £623 per person 9 Mar - 12 Mar found 24 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,613 reviews) Staff, hotel public space, and room were great. The not so great - They forgot to remove all down products from my room prior to my arrival. Reviewed on 2 Feb 2026 ![SpringHill Suites by Marriott New York Manhattan/Chelsea](https://images.trvl-media.com/lodging/64000000/63310000/63309000/63308941/8c0d554f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SpringHill Suites by Marriott New York Manhattan/Chelsea Manhattan £745 per person 15 Mar - 18 Mar found 1 day ago Return flight included London (LHR) to New York (JFK) 8.8/10 Excellent! (1,038 reviews) Clean,friendly, great beds, great breakfast, helpful staff, short walk to more than one subway station. Great location Reviewed on 3 Feb 2026 ![AC Hotel by Marriott New York Downtown](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514703/1c75c8cc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### AC Hotel by Marriott New York Downtown Manhattan £791 per person 15 Mar - 18 Mar found 1 day ago Return flight included London (LHR) to New York (JFK) 9.2/10 Wonderful! (1,212 reviews) Staff was very nice and helpful. Room was clean and spacious. Reviewed on 30 Jan 2026 ![New York LaGuardia Airport Marriott](https://images.trvl-media.com/lodging/1000000/10000/2900/2896/10db190f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### New York LaGuardia Airport Marriott Queens £774 per person 14 Apr - 17 Apr found 24 hours ago Return flight included London (LHR) to New York (JFK) 8.8/10 Excellent! (1,130 reviews) Everything was lovely. The staff was courteous especially the shuttle driver. Thank you Reviewed on 31 Jan 2026 ![Crowne Plaza Saddle Brook by IHG](https://images.trvl-media.com/lodging/1000000/10000/9200/9148/b7a9b15a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza Saddle Brook by IHG £707 per person 12 Apr - 15 Apr found 24 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,000 reviews) The staff at the front desk was so kind and sweet. She really went above and beyond to make sure my stay was a good one. I will be back soon. Reviewed on 29 Jan 2026 ## Southold Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Tweed - New Haven Regional Airport (HVN) | | Population | 5,700 | | Max Temp Winter | 4ºC | | Max Temp Summer | 24ºC | | Top Sights | [67 Steps Beach](https://www.expedia.co.uk/67-Steps-Beach-Greenport.d553248626388140598.Attraction), [Macari Vineyards](https://www.expedia.co.uk/Macari-Vineyards-Mattituck.d6326944.Attraction) and [Kontokosta Winery](https://www.expedia.co.uk/Kontokosta-Winery-Greenport.d6326928.Attraction) | ## Top hotels in Southold ![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Shoals Suites and Slips 61600 Main Rd Southold NY £130 9 Feb - 10 Feb includes taxes & fees 9.4/10 Exceptional! (238 reviews) Room was great. Clean and comfortable. Glad I found this place and will be back. Reviewed on 22 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=76716269&PinnedHotelID=76716269&HadPinnedHotel=true®ionId=183719) ![Vine & Sand](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vine & Sand 47100 New York 25 Southold NY 9.6/10 Exceptional! (15 reviews) Vine + Sand was wonderful. The hosts were so friendly and it was close to many wineries. Reviewed on 19 Jan 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=96718085&PinnedHotelID=96718085&HadPinnedHotel=true®ionId=183719) [](https://expedia.co.uk/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=96718085&PinnedHotelID=96718085&HadPinnedHotel=true®ionId=183719) ![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 £149 17 Feb - 18 Feb includes taxes & fees 8.4/10 Very Good! (608 reviews) This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ... Reviewed on 10 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=183719) [See all 4,322 properties in Southold](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026®ionId=183719) 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Explore a world of travel with Expedia - 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