Title: Head of the Harbor Chalets from CA $146 | Expedia.ca [Hotels in Head of the Harbor](https://expedia.ca/Head-Of-The-Harbor-Hotels.d553248634998984336.Travel-Guide-Hotels)[Vacation Rentals in Head of the Harbor](https://expedia.ca/Head-Of-The-Harbor-Vacation-Rentals.d553248634998984336.Travel-Guide-VacationRentals)[Head of the Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Head-Of-The-Harbor.d553248634998984336.Car-Rental-Guide)[Head of the Harbor Vacation Packages](https://expedia.ca/Head-Of-The-Harbor.d553248634998984336.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Head of the Harbor ![Bar (on property)](https://images.trvl-media.com/lodging/117000000/116470000/116463300/116463254/88ab8043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116470000/116463300/116463254/13656c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/117000000/116470000/116463300/116463254/b95908a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/117000000/116470000/116463300/116463254/5e3cde39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Melville [](https://www.expedia.ca/Melville-Hotels-Residence-Inn-By-Marriott-Melville.h116463254.Hotel-Information) Melville 10/10 Exceptional (33 reviews) "Clean and well appointed hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $217 CA $248 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Melville-Hotels-Residence-Inn-By-Marriott-Melville.h116463254.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/0edffe0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/aaa12379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![49-inch TV with cable channels](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/089ee3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/7baa08a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Long Island Brookhaven [](https://www.expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) Yaphank 9.0/10 Wonderful (1,003 reviews) "Very clean decent little breakfast and staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $167 CA $190 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/1c803f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Room](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/44f176e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Room](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/8783e964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/d901cddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Surfside Hotel [](https://www.expedia.ca/Stratford-Hotels-The-Surfside-Hotel.h90178584.Hotel-Information) Lordship 9.4/10 Exceptional (179 reviews) "Great place, adorable and courteous staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DANA CA $175 CA $202 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Stratford-Hotels-The-Surfside-Hotel.h90178584.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/ddc0174b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/4908845d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/753a7dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/ef2ff847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Long Island-Islip Arpt East by IHG [](https://www.expedia.ca/Holtsville-Hotels-Holiday-Inn-Long-Island-Islip-Arpt-East.h45474763.Hotel-Information) Holtsville 9.2/10 Wonderful (897 reviews) "Great hotel ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marcela CA $141 CA $161 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Holtsville-Hotels-Holiday-Inn-Long-Island-Islip-Arpt-East.h45474763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/c88edee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/1a0dec9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/524de40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/64b72dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites By Hilton Long Island Farmingdale [](https://www.expedia.ca/Farmingdale-Hotels-Hampton-Inn-Suites-By-Hilton-Long-Island-Farmingdale.h117733346.Hotel-Information) Farmingdale 9.2/10 Wonderful (142 reviews) "Room was clean and well appointed. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $211 CA $241 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Farmingdale-Hotels-Hampton-Inn-Suites-By-Hilton-Long-Island-Farmingdale.h117733346.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/69e1e488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/8da8a027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Studio](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/9fdd3186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 2 Queen Beds](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/1bf821e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar Westport [](https://www.expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.Hotel-Information) Westport 10/10 Exceptional (19 reviews) "The room was extremely clean and the staff very hospitable and accommodating . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $278 CA $341 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3490000/3486700/3486603/cce4610d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3490000/3486700/3486603/7acf4f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3490000/3486700/3486603/48ead968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3490000/3486700/3486603/62e5b686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Long Island Brookhaven [](https://www.expedia.ca/Yaphank-Hotels-SpringHill-Suites-By-Marriott-Long-Island-Brookhaven.h3486603.Hotel-Information) North Bellport 8.4/10 Very good (1,003 reviews) "Clean and ample rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Estela CA $150 CA $171 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Yaphank-Hotels-SpringHill-Suites-By-Marriott-Long-Island-Brookhaven.h3486603.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/5b8834c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 5:30 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/411d7754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/704d815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Long Island-Brookhaven [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) Farmingville 8.8/10 Excellent (1,319 reviews) "Staff was good and the rooms were cleaned" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $144 CA $165 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/64980cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/2929ad60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/dcbb7ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/6315666c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn by Marriott Medford Long Island [](https://www.expedia.ca/Medford-Hotels-Fairfield-Inn-By-Marriott-Medford-Long-Island.h1944838.Hotel-Information) Medford 8.8/10 Excellent (1,000 reviews) "love my stay always and the staff is the best " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tanya CA $158 CA $181 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Medford-Hotels-Fairfield-Inn-By-Marriott-Medford-Long-Island.h1944838.Hotel-Information) ![Shopping mall](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/89eab984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/4127aa2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/f330aa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/1c924607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn And Spa At East Wind [](https://www.expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.Hotel-Information) Calverton 8.8/10 Excellent (899 reviews) "A nice place to stay- good rates, clean rooms, good location, plenty parking- would definitely go back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william CA $159 CA $182 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/w4000h2662x0y0-fc6b77bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/w4000h2664x0y0-959171e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/d50d7610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/2e1675f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Long Island Holtsville [](https://www.expedia.ca/Holtsville-Hotels-Residence-Inn-By-Marriott-Long-Island-Holtsville.h1068885.Hotel-Information) Holtsville 8.8/10 Excellent (1,002 reviews) "Nice room, clean, very nice staff. The breakfast had a great selection. I would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $180 CA $205 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Holtsville-Hotels-Residence-Inn-By-Marriott-Long-Island-Holtsville.h1068885.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/5f132b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/8395ef9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/ca9d85f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/50f5db54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. [](https://www.expedia.ca/Brentwood-Hotels-Cozy-Studio-Near-Major-Highways-45mins-From-NYC-60-Mins-From-Hamptons.h97444106.Hotel-Information) Brentwood 9.4/10 Exceptional (38 reviews) "We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janice s. CA $141 CA $231 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Brentwood-Hotels-Cozy-Studio-Near-Major-Highways-45mins-From-NYC-60-Mins-From-Hamptons.h97444106.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/cc920ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/23eb7de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/w3837h2557x3y3-09bc453b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/48c3cfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Stony Brook [](https://www.expedia.ca/Stony-Brook-Hotels-Hilton-Garden-Inn-Stony-Brook.h5576209.Hotel-Information) Stony Brook 9.0/10 Wonderful (1,005 reviews) "Nice place, good breakfast, clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clinton CA $167 CA $190 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Stony-Brook-Hotels-Hilton-Garden-Inn-Stony-Brook.h5576209.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9ac447c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/f1288f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/bf4769b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/646e6d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Business or Weekend escape [](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) Stratford 9.2/10 Wonderful (52 reviews) "Clean room, easy check-in, parking available on-site " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $116 CA $200 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/853be474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/1e666ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/58982240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Circle Hotel Fairfield [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) Grasmere 9.0/10 Wonderful (1,434 reviews) "Great room, clean, spacious. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/0638d771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/4b56ee46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/6e920f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/3d2ff778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 112 Motel [](https://www.expedia.ca/Medford-Hotels-112-Motel.h10013342.Hotel-Information) Medford 8.2/10 Very good (115 reviews) "Perfect little motel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $131 CA $150 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Medford-Hotels-112-Motel.h10013342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/160405b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/c64a999b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/58cf2f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hauppauge-Long Island [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) Hauppauge 8.2/10 Very good (1,361 reviews) "Very nice room and very friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aiden CA $156 CA $178 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59650000/59646500/59646428/fe66e3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/60000000/59650000/59646500/59646428/w1290h726x0y43-0a3d5dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59650000/59646500/59646428/b5ecf908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/60000000/59650000/59646500/59646428/w1290h726x0y38-076fa64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Home Private, Students, Nurses, Tech [](https://www.expedia.ca/Bay-Shore-Hotels-Tiny-Home-Private.h59646428.Hotel-Information) Bay Shore 8.6/10 Excellent (7 reviews) "We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie M. CA $143 CA $275 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Bay-Shore-Hotels-Tiny-Home-Private.h59646428.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/c698186e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/ded227e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/23a9bd5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/9c80e641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Suites Stratford [](https://www.expedia.ca/New-Haven-Hotels-Quality-Suites.h1764336.Hotel-Information) Stratford 8.0/10 Very good (1,000 reviews) "Friendly staff. Clean room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianna CA $127 CA $146 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/New-Haven-Hotels-Quality-Suites.h1764336.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/5ec58198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/6aeda148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/8176aba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/c68780a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC [](https://www.expedia.ca/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information) Kings Park 10/10 Exceptional (18 reviews) "Perfect spot for a quick trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James P. CA $169 CA $247 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05®ionId=553248634998984336&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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=AA_SPRING_PROMO_553248634998984336) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Head+of+the+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998984336&latLong=40.903437%2C-73.157892&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Head+of+the+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998984336&latLong=40.903437%2C-73.157892&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Head+of+the+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998984336&latLong=40.903437%2C-73.157892&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Head+of+the+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998984336&latLong=40.903437%2C-73.157892&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Head+of+the+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998984336&latLong=40.903437%2C-73.157892&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Head+of+the+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998984336&latLong=40.903437%2C-73.157892&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHead-Of-The-Harbor-Chalets.d553248634998984336-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHead-Of-The-Harbor-Chalets.d553248634998984336-aaChalets.Travel-Guide-Accommodation) ## Top Head of the Harbor Hotel Reviews ![Hampton Inn Long Island-Brookhaven](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5_y.jpg) ### Hampton Inn Long Island-Brookhaven 10/10 Excellent "Great staff at the front desk. " [](https://expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![Hilton Long Island/Huntington](https://images.trvl-media.com/lodging/1000000/20000/15100/15034/f4570222_y.jpg) ### Hilton Long Island/Huntington 10/10 Excellent "Room was spotless, had all amenities and staff was very friendly." [](https://expedia.ca/Melville-Hotels-Hilton-Long-Island-Huntington.h15034.Hotel-Information) ![Hampton Inn Long Island/Islandia](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/c2a13e12_y.jpg) ### Hampton Inn Long Island/Islandia 10/10 Excellent "Everything,,Excellent experience,," [](https://expedia.ca/Islandia-Hotels-Hampton-Inn-Long-IslandIslandia.h16251.Hotel-Information) ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Great place to stay. " [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb_y.jpg) ### The Inn At Fox Hollow Hotel 10/10 Excellent "I love this place. I’ve been there many times. I highly recommend. Very clean great location comfortable beds and pillows staff very accommodating. " [](https://expedia.ca/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg) ### Holiday Inn Express Stony Brook by IHG 10/10 Excellent "Good room and great breakfast" [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![ Holiday Inn Express Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg) ### Holiday Inn Express Hauppauge-Long Island 10/10 Excellent "Amazing stay " [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Hilton Garden Inn Melville](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/8a009742_y.jpg) ### Hilton Garden Inn Melville 10/10 Excellent "So just stayed here this winter but of all the hotels near this area, this is by far my favorite. It's clean, it's quiet, and convenient for dining." [](https://expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information) ![SureStay Plus by Best Western Woodbury Inn](https://images.trvl-media.com/lodging/1000000/60000/57000/56928/88325d15_y.jpg) ### SureStay Plus by Best Western Woodbury Inn 10/10 Excellent "Easy check in. Nice clean room" [](https://expedia.ca/Woodbury-Hotels-Best-Western-Woodbury-Inn.h56928.Hotel-Information) ## Find out more about Head of the Harbor ## Head of the Harbor Chalets information | Number of reviews | 12,500 | | ----------------- | --------- | | Accommodation | 0 Chalets | | Lowest Price | CA $146 | | Highest Price | CA $341 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Avalon Park and Preserve ](https://www.expedia.ca/Avalon-Park-And-Preserve-Hotels.0-l6326771-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Downstate New York ](https://www.expedia.ca/Downstate-New-York-Apart-Hotels.d6234126-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Downstate New York ](https://www.expedia.ca/Downstate-New-York-Bed-And-Breakfast.d6234126-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hostels in Downstate New York ](https://www.expedia.ca/Downstate-New-York-Hostels.d6234126-aaHostels.Travel-Guide-Accommodation) - 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