Title: Book The Best Hotels in Head of the Harbor, NY for 2025 from CA $139 - Fully Refundable Options - Expedia.ca [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) ![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=1200&h=500&q=medium) # Find hotels in Head of the Harbor, NY from CA $139 - ![](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 ## Go beyond your typical stay in Head of the Harbor Pool [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=POOL) Ocean view [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=OCEAN_VIEW) Hot tub [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=HOT_TUB) Pet friendly [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=PETS) Family friendly [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&travelerType=family_friendly) Waterpark [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=WATER_PARK) Apart­ment [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=APARTMENT) Cottage [](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=COTTAGE) ## Check prices for these dates Tonight [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,107 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/912656f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/f9549797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/a691cf27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Impaired Accessible)](https://images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/10ca22ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport Bohemia 6.8/10 (1412) "Great stay, no problems." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $132 CA $151 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bohemia-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Islip-MacArthur-Airport.h1487110.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/w4000h2662x0y0-e2d74fe7.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) ![1 bedroom, hypo-allergenic bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/w4000h2662x0y0-74851fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Long Island Holtsville Holtsville 8.8/10 Excellent (1000) "Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $189 CA $216 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Holtsville-Hotels-Residence-Inn-By-Marriott-Long-Island-Holtsville.h1068885.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/1f6d98e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/14fed908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/c9634227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/a76d9639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Suites Stratford Stratford 8.0/10 Very good (1000) "It was quite and very clean great customer service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelina CA $132 CA $152 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/New-Haven-Hotels-Quality-Suites.h1764336.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/753a7dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/c3a5a967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/8a3543d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Room amenity](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/16309dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Long Island-Islip Arpt East by IHG Holtsville 9.2/10 Wonderful (833) "The staff made the stay simple and pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Osvaldo CA $147 CA $168 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Holtsville-Hotels-Holiday-Inn-Long-Island-Islip-Arpt-East.h45474763.Hotel-Information) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/9235001b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/d9d9ac13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/6c592c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Hotel Hauppauge-Long Island Hauppauge 6.4/10 (1268) "This is a great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $166 CA $189 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.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) ![View from room](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/0c0d8b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/aacb58de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/f5c299e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Circle Hotel Fairfield Fairfield 9.0/10 Wonderful (1404) "The rooms were clean and hotel is quiet . Breakfast was fine and staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liza CA $156 CA $187 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/966200/966117/d442162d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/970000/966200/966117/3120b1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/970000/966200/966117/2aa01944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/966200/966117/3e8fd2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Islip/MacArthur Airport Ronkonkoma 8.4/10 Very good (1004) "Great service comfy bed, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KAREN E CA $159 CA $182 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Ronkonkoma-Hotels-Hilton-Garden-Inn-IslipMacArthur-Airport.h966117.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/50867f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1b23a341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/e1054b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar Southport Southport 9.4/10 Exceptional (437) "Excellent hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $356 CA $430 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Stamford-Hotels-Delamar-Southport.h3703782.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/ea0299a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/9e1dd9b9.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) ### Holiday Inn Express Hauppauge-Long Island Hauppauge 8.2/10 Very good (1211) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $189 CA $216 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/854500/854422/b5a4282a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/860000/854500/854422/db149c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/860000/854500/854422/05e7ffbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/854500/854422/2af022ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Long Island MacArthur Airport Ronkonkoma 8.6/10 Excellent (1002) "The front desk crew were great and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hector CA $189 CA $216 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Ronkonkoma-Hotels-Courtyard-By-Marriott-Long-Island-MacArthur-Airport.h854422.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/14500/14438/c4e8f503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/14500/14438/b1e43060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/14500/14438/232f6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, video-game console, pay movies](https://images.trvl-media.com/lodging/1000000/20000/14500/14438/e940c258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Hotel & Conference Center Ronkonkoma 5.0/10 (1002) "Clean rooms and friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $134 CA $153 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Ronkonkoma-Hotels-Clarion-Hotel-Conference-Center.h14438.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1490000/1481900/1481837/0c117393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1490000/1481900/1481837/646c6be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1490000/1481900/1481837/51f9ea56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1490000/1481900/1481837/486fcb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Fairfield Hotel Fairfield 8.0/10 Very good (1000) "Very nice clean room and easy parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $208 CA $240 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Plus-Fairfield-Hotel.h1481837.Hotel-Information) ![Panoramic Room](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/44f176e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/7af06c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/2d9bdef8.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) ### The Surfside Hotel Lordship 9.4/10 Exceptional (169) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $180 CA $208 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Stratford-Hotels-The-Surfside-Hotel.h90178584.Hotel-Information) ![Daily cooked-to-order breakfast (USD 11.00 per person)](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/b53bdddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/5e86805a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/8d113334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Long Island Hauppauge 8.2/10 Very good (1067) "Nice rooms beautiful lobby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $208 CA $238 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) ![2 Double Beds Non-Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/c2a13e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/aed2df0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/ed29a2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/7e073d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Long Island/Islandia Islandia 8.6/10 Excellent (1028) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $122 CA $139 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Islandia-Hotels-Hampton-Inn-Long-IslandIslandia.h16251.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/34000000/33240000/33233200/33233147/d5a8ef04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/34000000/33240000/33233200/33233147/21a64065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/34000000/33240000/33233200/33233147/7161006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with premium channels, TV](https://images.trvl-media.com/lodging/34000000/33240000/33233200/33233147/b568caaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Norwalk Norwalk 8.8/10 Excellent (344) "Great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karl CA $226 CA $260 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Stamford-Hotels-Residence-Inn-By-Marriott-Norwalk.h33233147.Hotel-Information) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/19600/19538/7a65a463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/19600/19538/c336a778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19600/19538/069e480f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/19600/19538/1814f346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Macarthur Airport Ronkonkoma 6.8/10 (1002) "Was such a nice stay with the best staff all summer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noelle CA $137 CA $157 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Ronkonkoma-Hotels-Rodeway-Inn-Macarthur-Airport.h19538.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/37855d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/b8f9747f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/184b38eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Stony Brook by IHG Centereach 8.8/10 Excellent (1003) "Clean room, good breakfast, quiet, helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $190 CA $217 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/8a009742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/3c5d729e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/0ef09a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/0802122b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Melville Plainview 8.8/10 Excellent (1001) "Great stay , I enjoyed it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $211 CA $242 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/26700/26698/1376e262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio Suite](https://images.trvl-media.com/lodging/1000000/30000/26700/26698/02983eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26700/26698/c7ddc1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/1000000/30000/26700/26698/6e849809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jake's 58 Casino Hotel - Adult Only Islandia 8.2/10 Very good (1272) "Great property , clean and staff is friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $159 CA $182 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Islandia-Hotels-Jakes-58-Hotel-Casino.h26698.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=2025-12-03&endDate=2025-12-04®ionId=553248634998984336&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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-Hotels.d553248634998984336.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHead-Of-The-Harbor-Hotels.d553248634998984336.Travel-Guide-Hotels) ## Learn more about Head of the Harbor Head of the Harbor awaits: its wineries, parks, and more! [See all hotels in Head of the Harbor](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&adults=2®ionId=553248634998984336) ![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=900&h=642&p=1&q=high) ### Stay near popular Head of the Harbor attractions [](https://expedia.ca/Short-Beach-Hotels.0-l553248635983991401-0.Travel-Guide-Filter-Hotels) #### Short Beach Why not spend a lazy afternoon at Short Beach during your trip to Nissequogue? [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983991401) [](https://expedia.ca/Harmony-Vineyards-Hotels.0-l6326901-0.Travel-Guide-Filter-Hotels) #### 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. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326901) ## More cheap stays in Head of the Harbor ![ Holiday Inn Express Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hauppauge-Long Island 2050 Express Dr S Hauppauge NY CA $189 CA $216 total Dec 7 - Dec 8 includes taxes & fees 8/10 Very Good! (1,207 reviews) [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Hampton Inn Long Island-Brookhaven](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Long Island-Brookhaven 2000 North Ocean Ave. Farmingville NY CA $145 CA $166 total Nov 30 - Dec 1 includes taxes & fees 8.6/10 Excellent! (1,221 reviews) [](https://expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Stony Brook by IHG 3131 Nesconset Hwy Centereach NY CA $190 CA $217 total Nov 23 - Nov 24 includes taxes & fees 8.8/10 Excellent! (1,002 reviews) [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Days Inn by Wyndham Woodbury Long Island](https://images.trvl-media.com/lodging/1000000/10000/6700/6675/2e6a9e91_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Woodbury Long Island 8030 Jericho Tpke Woodbury NY CA $144 CA $161 total Dec 14 - Dec 15 includes taxes & fees 7/10 Good! (1,000 reviews) [](https://expedia.ca/Woodbury-Hotels-Days-Inn-By-Wyndham-Woodbury-Long-Island.h6675.Hotel-Information) ![Hampton Inn Long Island/Islandia](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/c2a13e12_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Long Island/Islandia 1600 Veterans Memorial Hwy Islandia NY CA $122 CA $139 total Dec 14 - Dec 15 includes taxes & fees 8.4/10 Very Good! (1,028 reviews) [](https://expedia.ca/Islandia-Hotels-Hampton-Inn-Long-IslandIslandia.h16251.Hotel-Information) ![SureStay Plus by Best Western Woodbury Inn](https://images.trvl-media.com/lodging/1000000/60000/57000/56928/88325d15_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SureStay Plus by Best Western Woodbury Inn 7940 Jericho Tpke Woodbury NY CA $162 CA $181 total Nov 30 - Dec 1 includes taxes & fees 7.2/10 Good! (1,000 reviews) [](https://expedia.ca/Woodbury-Hotels-Best-Western-Woodbury-Inn.h56928.Hotel-Information) ## Hotels in Head of the Harbor with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 9 properties [](https://expedia.ca/4Star-Head-Of-The-Harbor-Hotels.s40-0-d553248634998984336.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 81 properties [](https://expedia.ca/3Star-Head-Of-The-Harbor-Hotels.s30-0-d553248634998984336.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 86 properties [](https://expedia.ca/2Star-Head-Of-The-Harbor-Hotels.s20-0-d553248634998984336.Travel-Guide-Filter-Hotels) ## Recent reviews of Head of the Harbor hotels ![Hyatt Regency Long Island](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea_y.jpg) ### Hyatt Regency Long Island 5/5 Excellent "Facility was clean" A verified traveller stayed at Hyatt Regency Long Island Posted 3 days ago [](https://expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.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 5/5 Excellent "Room was clean. Redoing wallpaper in hallway but did not disturb us. Rooms were quiet, clean and comfortable." A verified traveller stayed at The Inn At Fox Hollow Hotel Posted 4 days ago [](https://expedia.ca/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.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 5/5 Excellent "I work overnights and I typically do not stay asleep throughout the night on my nights off but I DID sleep last night while staying at Holiday Inn Express in Hauppee, NY…THANK YOU!!!" A verified traveller stayed at Holiday Inn Express Hauppauge-Long Island Posted 4 days ago [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Holiday Inn Plainview-Long Island by IHG](https://images.trvl-media.com/lodging/1000000/10000/8700/8686/691a6724_y.jpg) ### Holiday Inn Plainview-Long Island by IHG 5/5 Excellent "It was a good hotel. " A verified traveller from Niskayuna stayed at Holiday Inn Plainview-Long Island by IHG Posted 4 days ago [](https://expedia.ca/Plainview-Hotels-Holiday-Inn-Plainview.h8686.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 5/5 Excellent "Everything was great from the staff to the room. " A verified traveller stayed at Holiday Inn Express Stony Brook by IHG Posted 4 days ago [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.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 5/5 Excellent "Room was modern and spotless. Staff excellent. Good complimentary breakfast too." A verified traveller stayed at Hampton Inn Long Island/Islandia Posted 5 days ago [](https://expedia.ca/Islandia-Hotels-Hampton-Inn-Long-IslandIslandia.h16251.Hotel-Information) ![Hampton Inn & Suites By Hilton Long Island Farmingdale](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/524de40c_y.jpg) ### Hampton Inn & Suites By Hilton Long Island Farmingdale 5/5 Excellent "Everything was clean. The beds are very comfortable. Staff was friendly. I will definitely stay there again." A verified traveller stayed at Hampton Inn & Suites By Hilton Long Island Farmingdale Posted 5 days ago [](https://expedia.ca/Farmingdale-Hotels-Hampton-Inn-Suites-By-Hilton-Long-Island-Farmingdale.h117733346.Hotel-Information) ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 5/5 Excellent "Room was very clean and comfortable. " A verified traveller from Quincy stayed at The Circle Hotel Fairfield Posted 6 days ago [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Holiday Inn Long Island-Islip Arpt East by IHG](https://images.trvl-media.com/lodging/46000000/45480000/45474800/45474763/753a7dd5_y.jpg) ### Holiday Inn Long Island-Islip Arpt East by IHG 5/5 Excellent "Perfect" A verified traveller stayed at Holiday Inn Long Island-Islip Arpt East by IHG Posted 6 days ago [](https://expedia.ca/Holtsville-Hotels-Holiday-Inn-Long-Island-Islip-Arpt-East.h45474763.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Head of the Harbor hotel for you. ### How can I save on a Head of the Harbor hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Head of the Harbor hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Head of the Harbor hotel? > Prices for hotels in Head of the Harbor often vary, but you can find a great deal from CA $139 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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