Title: 4 Stars Hotels in Head of the Harbor, St. James from CA $212 - Find Cheap Head of the Harbor Hotels With 4 Stars | Expedia.ca [Head of the Harbor Travel Guide](https://expedia.ca/Head-Of-The-Harbor.dx553248634998984336)[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)[Flights to Head of the Harbor](https://expedia.ca/Cheap-Flights-To-Head-Of-The-Harbor.d553248634998984336.Travel-Guide-Flights)[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) # 4 Stars Hotels in Head of the Harbor, St. James from CA $212 - ![](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 availability on Head of the Harbor 4 Star Hotels Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-12-14&endDate=2025-12-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634998984336&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Head of the Harbor 4-star hotels ![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) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/5e86805a.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) ![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 [](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) Hauppauge 8.2/10 Very good (1083) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carla Maeling CA $186 CA $212 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/d5aa54f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/c9a40759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/741c8ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Fox Hollow Hotel [](https://www.expedia.ca/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.Hotel-Information) Woodbury 9.2/10 Wonderful (1006) "Amazing stay. Great food, great bed, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason [](https://www.expedia.ca/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.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) ![Premium bedding, minibar, in-room safe, desk](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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/e04aeba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar Southport [](https://www.expedia.ca/Stamford-Hotels-Delamar-Southport.h3703782.Hotel-Information) Southport 9.4/10 Exceptional (442) "Excellent hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $311 CA $378 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Stamford-Hotels-Delamar-Southport.h3703782.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106840000/106840000/106839975/53cffbe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House, Private Pool, Beachside | Private kitchen](https://images.trvl-media.com/lodging/107000000/106840000/106840000/106839975/7bf9b898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House, Private Pool, Beachside | Living area](https://images.trvl-media.com/lodging/107000000/106840000/106840000/106839975/d47a9787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/107000000/106840000/106840000/106839975/f2f3386d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 479 South Benson [](https://www.expedia.ca/Fairfield-Hotels-479-South-Benson.h106839975.Hotel-Information) Fairfield Beach 10/10 Exceptional (1) [](https://www.expedia.ca/Fairfield-Hotels-479-South-Benson.h106839975.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26700/26696/615db7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26700/26696/300fab38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel [](https://www.expedia.ca/Bridgeport-Hotels-Holiday-Inn-Bridgeport-Trumbull-Fairfield.h26696.Hotel-Information) Downtown Bridgeport 8.2/10 Very good (1000) "Love this property. Walking distance to MetroNorth, and surrounded by much of what u may need. The only disappointment was that the pool was closed, but in the midst of a pandemic surge what can you do. Perfect fo a weekend getaway if you dont drive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Damaris [](https://www.expedia.ca/Bridgeport-Hotels-Holiday-Inn-Bridgeport-Trumbull-Fairfield.h26696.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547001/8d66a4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547001/w1395h720x0y0-79e894f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547001/76dcd377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547001/85b229f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Estate Setting At The Gateway To The Hamptons [](https://www.expedia.ca/Manorville-Hotels-Estate-Setting-At-The-Gateway-To-The-Hamptons.h23547001.Hotel-Information) Manorville 9.6/10 Exceptional (59) "This home offers everything a large family needs in a vacation property. Beautiful backyard with fire pits and a pool, plenty of sleeping quarters, a pool table, etc. all tucked away in a quiet neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gia W. [](https://www.expedia.ca/Manorville-Hotels-Estate-Setting-At-The-Gateway-To-The-Hamptons.h23547001.Hotel-Information) ![House, Multiple Beds (Beautiful Waterfront Colonial) | In-room dining](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200398/b5efc27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds (Beautiful Waterfront Colonial) | Living area](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200398/814d264c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds (Beautiful Waterfront Colonial) | Private kitchen](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200398/64891c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds (Beautiful Waterfront Colonial) | Terrace/patio](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200398/209acb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront Colonial [](https://www.expedia.ca/Wading-River-Hotels-Beautiful-Waterfront-Colonial.h36200398.Hotel-Information) Wading River [](https://www.expedia.ca/Wading-River-Hotels-Beautiful-Waterfront-Colonial.h36200398.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200392/b54b6f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200392/debd51fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200392/3155d671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/37000000/36210000/36200400/36200392/7c4a728c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Very Large Luxury Beach House Amazing Views North Fork Hamptons [](https://www.expedia.ca/Wading-River-Hotels-Very-Large-Luxury-Beach-House-Amazing-Views-North-Fork-Hamptons.h36200392.Hotel-Information) Wading River [](https://www.expedia.ca/Wading-River-Hotels-Very-Large-Luxury-Beach-House-Amazing-Views-North-Fork-Hamptons.h36200392.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36210000/36200500/36200401/90aa9665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36210000/36200500/36200401/5fd639cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms](https://images.trvl-media.com/lodging/37000000/36210000/36200500/36200401/9f4e54f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/37000000/36210000/36200500/36200401/804adeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### True Beach House On The Beach! Once Upon A Tide [](https://www.expedia.ca/Wading-River-Hotels-True-Beach-House-On-The-Beach-Once-Upon-A-Tide.h36200401.Hotel-Information) Wading River [](https://www.expedia.ca/Wading-River-Hotels-True-Beach-House-On-The-Beach-Once-Upon-A-Tide.h36200401.Hotel-Information) ![](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%2F4Star-Head-Of-The-Harbor-Hotels.s40-0-d553248634998984336.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Head-Of-The-Harbor-Hotels.s40-0-d553248634998984336.Travel-Guide-Filter-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=2025-12-27&endDate=2025-12-28&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) ## Top Head of the Harbor Hotel Reviews ![Hyatt Regency Long Island](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea_y.jpg) ### Hyatt Regency Long Island 10/10 Excellent "Glad to come back this year again! " [](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 10/10 Excellent "Electric charging in back " [](https://expedia.ca/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.Hotel-Information) ## Find out more about Head of the Harbor If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Head of the Harbor are calling your name. Known for providing first-rate service in amazing locations, each of the Head of the Harbor 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Head of the Harbor. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Head of the Harbor, St. James, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Head of the Harbor hotels with 4 Stars provide everything you need to unwind in style. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Plandome Heights ](https://www.expedia.ca/1Star-Plandome-Heights-Hotels.s10-0-d553248634998735582.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Lake Success ](https://www.expedia.ca/2Star-Lake-Success-Great-Neck-Hotels.s20-n553248634999154226-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Lido Beach ](https://www.expedia.ca/2Star-Lido-Beach-Hotels.s20-0-d6287455.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Lindenhurst ](https://www.expedia.ca/2Star-Lindenhurst-Hotels.s20-0-d183693.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Manorhaven ](https://www.expedia.ca/2Star-Manorhaven-Hotels.s20-0-d553248634998695724.Travel-Guide-Filter-Hotels) - [2 Star Hotels in North New Hyde Park ](https://www.expedia.ca/2Star-North-New-Hyde-Park-New-Hyde-Park-Hotels.s20-n553248634999001045-0.Travel-Guide-Filter-Hotels) - 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