Title: Head of the Harbor B&B: Find the Best Bed and Breakfast from CA $279 | 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) ![](https://mediaim.expedia.com/destination/1/8928a67ddb0b1bdd5e1a350064a00b46.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Head of the Harbor from CA $279 - ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Head of the Harbor B&B ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82980000/82972800/82972704/8d4a41e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82980000/82972800/82972704/8e0696c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82980000/82972800/82972704/bae7f61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82980000/82972800/82972704/aeb2ed10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come As You Are Inn Sayville 10/10 Exceptional (58) "Nice breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $244 CA $279 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sayville-Hotels-Come-As-You-Are-Inn.h82972704.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/4f2bbed3.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/83000000/82680000/82675500/82675401/4a0de356.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/83000000/82680000/82675500/82675401/511edcd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/32ee21a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jahmtons Guest Room Ridge 8.6/10 Excellent (31) "Host was friendly and upbeat. Room and bathroom very clean, comfortable bed and great snacks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELIZABETH S. CA $189 CA $288 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/43031be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/a3215698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/8998dd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/3c62ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocean Bay House Bay Shore 10/10 Exceptional (114) "the house is beautiful. the property is well maintained, and right by the water. it is a nice area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALAN CA $497 CA $568 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Bay-Shore-Hotels-The-Ocean-Bay-House.h27345175.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=2025-11-16&endDate=2025-11-17®ionId=553248634998984336&adults=2&lodging=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d553248634998984336-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHead-Of-The-Harbor-Bed-And-Breakfast.d553248634998984336-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Head of the Harbor Hotel Reviews ![The Circle Hotel Fairfield](//images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Easy check in process " [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](//images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg) ### Holiday Inn Express Stony Brook by IHG 10/10 Excellent "Clean and efficient. Loved the hot tea options and yogurt and fruit. Would have liked more fruit and yogurt options" [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Jake's 58 Casino Hotel - Adult Only](//images.trvl-media.com/lodging/1000000/30000/26700/26698/1376e262_y.jpg) ### Jake's 58 Casino Hotel - Adult Only 10/10 Excellent "Staff makes your stay perfect as possible always friendly." [](https://expedia.ca/Islandia-Hotels-Jakes-58-Hotel-Casino.h26698.Hotel-Information) ![Marriott Melville Long Island](//images.trvl-media.com/lodging/1000000/20000/15800/15742/76d16bae_y.jpg) ### Marriott Melville Long Island 10/10 Excellent "We ordered room service and it was very good. We did not drink at the bar." [](https://expedia.ca/Melville-Hotels-Marriott-Melville-Long-Island.h15742.Hotel-Information) ![Radisson Hotel Hauppauge-Long Island](//images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945_y.jpg) ### Radisson Hotel Hauppauge-Long Island 10/10 Excellent "Yes" [](https://expedia.ca/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.Hotel-Information) ![ Holiday Inn Express Hauppauge-Long Island](//images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg) ### Holiday Inn Express Hauppauge-Long Island 10/10 Excellent "We had a good time.." [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![SureStay Plus by Best Western Woodbury Inn](//images.trvl-media.com/lodging/1000000/60000/57000/56928/88325d15_y.jpg) ### SureStay Plus by Best Western Woodbury Inn 10/10 Excellent "Very very comfortable bed, nice huge TV and very clean room" [](https://expedia.ca/Woodbury-Hotels-Best-Western-Woodbury-Inn.h56928.Hotel-Information) ![Hyatt Regency Long Island](//images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea_y.jpg) ### Hyatt Regency Long Island 10/10 Excellent "comfortable bed, very clean, nice housekeeping staff, decent gym. would be nice to have complimentary breakfast not just coffee, if you're really interested what people think." [](https://expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) ![Hampton Inn & Suites By Hilton Long Island Farmingdale](//images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/3d322f18_y.jpg) ### Hampton Inn & Suites By Hilton Long Island Farmingdale 10/10 Excellent "Very clean, breakfast variety was very good. They should invest in a coffee station similar to Starbucks so there is a constant flow of fresh coffee." [](https://expedia.ca/Farmingdale-Hotels-Hampton-Inn-Suites-By-Hilton-Long-Island-Farmingdale.h117733346.Hotel-Information) ## Find out more about Head of the Harbor ## Head of the Harbor B&B information | Number of reviews | 203 | | --- | --- | | Accommodation | 4 B&B | | Lowest Price | CA $279 | | Highest Price | CA $568 | ## Frequently asked questions ### Searching for B&Bs in Head of the Harbor? > Whether you're on a romantic vacation and want to stay somewhere quiet, or you're a solo traveler hoping to make some connections, B&Bs can be a great choice for many travelers. If your ideal vacation to Head of the Harbor includes spending lots of time outside, Avalon Park and Preserve is a good spot to enjoy the scenery. ### How do you know if a B&B is the right choice for you? > With attentive service, opportunities to meet other guests, and top-rated breakfasts, B&Bs provide a unique environment. ### What are the best B&Bs in Head of the Harbor? > Here are some B&Bs in the surrounding area: [Come As You Are Inn](https://www.expedia.ca/Sayville-Hotels-Come-As-You-Are-Inn.h82972704.Hotel-Information): 3 rooms. 12 mi (19.4 km) from the heart of Head of the Harbor. Enjoy the private yard and deli. [The Jahmtons Guest Room](https://www.expedia.ca/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.Hotel-Information): 13.5 mi (21.7 km) from the downtown core. [The Ocean Bay House](https://www.expedia.ca/Bay-Shore-Hotels-The-Ocean-Bay-House.h27345175.Hotel-Information): 9 rooms. Situated 13.7 mi (22 km) from the heart of Head of the Harbor. Enjoy the designer toiletries and marina onsite. [Cozy and Stylish 1 Bedroom Guest Suite](https://www.expedia.ca/Mastic-Hotels-Cozy-And-Stylish-1-Bedroom-Guest-Suite.h83050886.Hotel-Information): 17.5 mi (28.2 km) from the heart of downtown. Enjoy the sauna and outdoor swimming pool. ### What's the best time of year to stay at a B&B in Head of the Harbor? > When you're planning your escape to Head of the Harbor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Head of the Harbor is 55 inches. ### What is there to do in Head of the Harbor? > When you want to explore some things to do in town, Avalon Park and Preserve and Harmony Vineyards are some notable sights to visit. You might check out Stony Brook Grist Mill if you have time to see more of the area. ### How can I get to and around Head of the Harbor? > Mapping out your trip in and around Head of the Harbor is easy with these transportation options. Fly into MacArthur Airport (ISP), which is located 8.5 mi (13.7 km) away from the city center. Otherwise, you can search for flights to Shirley, NY (WSH-Brookhaven Calabro), which is 15.9 mi (25.5 km) away. 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