Title: Head of the Harbor Travel Guide: Best of Head of the Harbor, St. James Travel 2026 | Expedia.co.uk [Hotels in Head of the Harbor](https://expedia.co.uk/Head-Of-The-Harbor-Hotels.d553248634998984336.Travel-Guide-Hotels)[Holiday Rentals in Head of the Harbor](https://expedia.co.uk/Head-Of-The-Harbor-Holiday-Rentals.d553248634998984336.Travel-Guide-HolidayRentals)[Head of the Harbor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Head-Of-The-Harbor.d553248634998984336.Car-Hire-Guide)[Head of the Harbor Holidays](https://expedia.co.uk/Head-Of-The-Harbor.d553248634998984336.Holidays-City-Breaks) # Head of the Harbor Travel Guide ## Tourist Guide ![Avalon Harbor Aerial view from the hills - Catalina Island, California](https://images.trvl-media.com/place/6326771/b002bee0-95c6-4441-9c14-48674ba03cca.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Avalon Harbor Aerial view from the hills - Catalina Island, California](https://images.trvl-media.com/place/6326771/b002bee0-95c6-4441-9c14-48674ba03cca.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Such a serene place to take an easy hike. Hella #green ! ](https://images.trvl-media.com/place/553248634998984336/03e07dfb-0313-4ab0-92bb-619750e7e3f3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Head of the Harbor Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX_SPRING_PROMO_553248634998984336) - Top hotels in Head of the Harbor - Top Holiday Rentals in Head of the Harbor ![The Bella Vista St James! Waterfront house with a beach dock and so much more!](https://images.trvl-media.com/lodging/119000000/118790000/118789100/118789041/10cc8d97_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Bella Vista St James! Waterfront house with a beach dock and so much more! Saint James NY Stay at this beach holiday home in St. James. Enjoy a beach locale, a fitness centre and a garden. Popular attractions Harmony Vineyards and Avalon Park and ... 10/10 Exceptional! (1 review) This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to ... Reviewed on 10 Aug 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=118789041&PinnedHotelID=118789041&HadPinnedHotel=true®ionId=553248634998984336) [](https://expedia.co.uk/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=118789041&PinnedHotelID=118789041&HadPinnedHotel=true®ionId=553248634998984336) ![Radisson Hotel Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Radisson Hotel Hauppauge-Long Island 110 Vanderbilt Motor Pkwy Hauppauge NY £92 23 Feb - 24 Feb includes taxes & fees Stay at this business-friendly hotel in Hauppauge. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the clean rooms in their reviews. ... 6.4/10 (1,394 reviews) Clean room Reviewed on 17 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=10706&PinnedHotelID=10706&HadPinnedHotel=true®ionId=553248634998984336) ![ Holiday Inn Express Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Hauppauge-Long Island 2050 Express Dr S Hauppauge NY £105 22 Feb - 23 Feb includes taxes & fees Stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the helpful staff and the ... 8.2/10 Very Good! (1,357 reviews) Staff was nice, check-in was easy and it was overall clean. The only thing is suite only came with two rags (which I could’ve asked for) other than that 10/10 Reviewed on 13 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=687847&PinnedHotelID=687847&HadPinnedHotel=true®ionId=553248634998984336) [See all 1,093 properties in Head of the Harbor](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=18%2F02%2F2026&endDate=19%2F02%2F2026®ionId=553248634998984336) 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. ![The Bella Vista St James! Waterfront house with a beach dock and so much more!](https://images.trvl-media.com/lodging/119000000/118790000/118789100/118789041/10cc8d97_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Bella Vista St James! Waterfront house with a beach dock and so much more! Saint James NY Stay at this beach holiday home in St. James. Enjoy a beach locale, a fitness centre and a garden. Popular attractions Harmony Vineyards and Avalon Park and ... 10/10 Exceptional! (1 review) This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to ... Reviewed on 10 Aug 2025 [](https://expedia.co.uk/St-James-Hotels-The-Bella-Vista-St-James-Waterfront-House-With-A-Beach-Dock-And-So-Much-More.h118789041.Hotel-Information) ![DUNE Fairfield Beach](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/88dded23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DUNE Fairfield Beach 1160 Reef Rd Fairfield CT Stay at this beach apartment in Fairfield. Enjoy free Wi-Fi, free parking and free bicycles on-site. Popular attractions Penfield Beach and Fairfield Beach are ... [](https://expedia.co.uk/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information) ![Business or Weekend escape](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Business or Weekend escape Stratford CT Stay at this holiday home in Stratford. Enjoy a garden, an in-room coffee maker and air conditioning. Our guests praise the helpful staff in their reviews. Popular ... 9.2/10 Wonderful! (52 reviews) The stay was truly them most comfortable, easy, enjoyable and relaxing stay. Mansoon, the owner, let me know in advance about not being able to swim - I mean it’s like 20-40 degreees depending. He was so helpful and informative check in. It was clean, sticks and here always acquire to help or provide ... Reviewed on 10 Jan 2026 [](https://expedia.co.uk/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) [See all properties in Head of the Harbor](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248634998984336&sort=VACATION_RENTAL) 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. ## Check Head of the Harbor hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=2026-02-17&endDate=2026-02-18)[17 Feb - 18 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=2026-02-17&endDate=2026-02-18) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=2026-02-18&endDate=2026-02-19)[18 Feb - 19 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=2026-02-18&endDate=2026-02-19) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[20 Feb - 22 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[27 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998984336&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ### Popular places to visit #### Short Beach Why not spend a lazy afternoon at Short Beach during your trip to Nissequogue? [](https://expedia.co.uk/Short-Beach-St-James.d553248635983991401.Attraction) #### Harmony Vineyards You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area. [](https://expedia.co.uk/Harmony-Vineyards-St-James.d6326901.Attraction) ## Cities near Head of the Harbor ![Gamecock Cottage, historic building (1876) at southernmost point of a peninsula of West Meadow Wetlands Reserve, Suffolk County, New York on Long Island](https://images.trvl-media.com/place/9781/0f22f303-08dd-44cc-aa52-0853cf84e9a2.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Stony Brook ![A pier at the beach in California Park in East Setauket, Long Island, NY.](https://images.trvl-media.com/place/3000448510/976613bd-9d2a-47ad-b6b7-7d14394a69cd.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Setauket - Cities near Head of the Harbor - Places of interest [Stony Brook](https://expedia.co.uk/Stony-Brook.dx9781)[East Setauket](https://expedia.co.uk/East-Setauket.dx3000448510) - [Lasorda Legacy Park ](https://expedia.co.uk/Lasorda-Legacy-Park-Yaphank.d6234989.Attraction) - [Historic South Norwalk ](https://expedia.co.uk/Historic-South-Norwalk-South-Norwalk.d6129062.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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