Top 10 Hotels in Head of the Harbor, NY from ￥15,585 - Competitive Prices

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Our top choices for Head of the Harbor hotels

A modern hotel lobby with a central coffee bar, seating areas, and a flat-screen TV mounted on the wall.

A sign for Stony Brook State University of New York surrounded by greenery and flowers.

A modern hotel room with a large bed, a wooden headboard, a built-in bathtub, and a flat-screen TV.

1. Holiday Inn Express Stony Brook by IHG

Centereach

Sophie

￥21,948

￥25,076 total

includes taxes & fees

Oct 27 - Oct 28

A hotel with a parking lot, a large building with multiple floors, and a forested area in the background.

A patio area with red Adirondack chairs, blue umbrellas, and a brick building in the background.

A modern kitchen with granite countertops, a variety of baked goods, and a coffee station.

A spacious lobby with a reception desk, seating area, and decorative lighting.

2. Hilton Garden Inn Stony Brook

Stony Brook

zhe

￥20,803

￥23,768 total

includes taxes & fees

Nov 2 - Nov 3

An indoor swimming pool with sunlit areas, lounge chairs, and potted plants.

A spacious dining area with high ceilings, large windows, and a zebra-striped carpet. Tables are neatly arranged with chairs, and the room is well-lit with ceiling lights.

A reception area with a dark wood reception desk, two laptops, a vase with white flowers, and a glass table.

A spacious lobby with a modern design, featuring a mix of seating areas, a reception desk, and large windows offering views.

3. Hyatt Regency Long Island

Hauppauge

Leonardo

￥22,682

￥25,915 total

includes taxes & fees

Oct 14 - Oct 15

An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs near the windows.

A modern hotel lobby with a 'welcome' sign, comfortable seating areas, and a flat-screen TV mounted on the wall.

A modern office space with a large flat-screen TV, a desk with a chair, a microwave, and a small plant.

A hotel room with a large bed, a desk with a computer, a flat-screen TV, and a window with a view of greenery.

4. Hampton Inn Long Island/Islandia

Islandia

Jeronda

￥15,253

￥17,426 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A modern kitchen with a central island, glass display case, and dark wood cabinets.

A courtyard with outdoor seating, a barbecue grill, and a pool table.

A modern office space with a desk, computer, and chair.

5. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

SEUNG TAEK

￥24,471

￥27,958 total

includes taxes & fees

Nov 1 - Nov 2

A covered wooden deck with white railings, blue doors, and hanging flower arrangements.

A marina with boats docked, a pier with blue umbrellas and white chairs, and a flagpole with flags.

A marina with multiple yachts docked at night.

A living room with a patterned sofa set, a glass coffee table, and a decorative chandelier.

6. Danfords Hotel and Marina

Port Jefferson

Esther

￥25,889

￥35,743 total

includes taxes & fees

Oct 14 - Oct 15

A large, multi-story hotel with a prominent tower and a covered entrance.

A modern hotel lobby with a sectional sofa, dining area, and a bar.

A bar area with a long counter, bar stools, a menu board, and a variety of bottles and glasses.

A hotel room with a bed, a sofa, a small table, a chair, a kitchenette, and a large window with curtains.

7. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

￥25,106

￥28,686 total

includes taxes & fees

Oct 18 - Oct 19

A couple in white bathrobes holding champagne glasses in a hotel room with a large window and a door in the background.

A spacious atrium with high ceilings, large windows, and a modern architectural design.

A spacious atrium with high ceilings, a glass ceiling, and multiple levels of balconies.

A spacious lobby with a high ceiling, a glass atrium, and a staircase leading to upper floors.

8. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

￥19,083

￥21,803 total

includes taxes & fees

Oct 22 - Oct 23

A well-organized snack and beverage section with shelves stocked with various products, a refrigerated display, and a small table with snacks.

A modern hotel lobby with a reception desk, directional signs, a dining area with chairs, a sofa, and a large framed artwork on the wall.

A banquet hall with round tables set for a formal event, featuring white tablecloths, gold accents, and floral centerpieces.

A modern office space with two desks, each with a computer monitor, keyboard, and a vase of flowers.

9. Holiday Inn Long Island-Islip Arpt East by IHG

Holtsville

Mohammad

￥14,723

￥16,822 total

includes taxes & fees

Nov 1 - Nov 2

A group of people toasting with wine glasses at a table.

A hotel room with a bed, a sofa, a dining table with chairs, a TV, and a fireplace.

An indoor swimming pool with clear water, surrounded by red and white tiled walls, and equipped with sun loungers and potted plants.

10. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

John

￥24,001

￥27,974 total

includes taxes & fees

Nov 4 - Nov 5

A hotel room with a large bed, a desk, a chair, a small table, and a television.

A modern building entrance with a bench, potted plants, and a blue mat leading to a reception area.

A modern office space with a long desk, two chairs, and a large window providing natural light.

A hotel room with a large bed, a desk with a chair, a desk lamp, and a bedside table with a phone.

11. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Alberto

￥19,789

￥22,609 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with a tiled deck, surrounded by windows and chairs.

A modern kitchen with grey cabinets, a black countertop, and a wooden floor.

A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

An outdoor patio with a grill, dining table, chairs, and a basketball hoop.

12. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

￥21,340

￥24,381 total

includes taxes & fees

Oct 14 - Oct 15

A hotel with a prominent sign, a covered entrance, and a car parked in front.

A spacious restaurant with multiple dining tables and chairs, a kitchen area, and a large window.

A hotel lobby with a reception desk, seating area with armchairs and sofas, patterned carpet, and ambient lighting.

A hotel room with two beds, a desk, and a window with curtains.

13. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Bohemia

darrell

￥13,643

￥15,585 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a breakfast bar, waffle station, and various food items displayed.

A vending area with a 'Welcome to Commack' sign, a 'Local Honey' chalkboard, and a 'Treats' sign above a shelf with snacks.

An indoor swimming pool with clear depth markers, a lifeguard chair, and a seating area with tables and chairs.

A hotel room with a bed, a desk with a flat-screen TV, a chair, a large window with curtains, and a wall-mounted mirror.

14. Hampton Inn Long Island / Commack

Commack

Daniel

￥20,050

￥22,907 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living room with a fireplace, large windows, and a modern chandelier.

A spacious lobby with a central fireplace, a bar area, and a seating area with tables and chairs.

A store named 'The Shop' with a variety of chilled beverages, snacks, and dairy products.

A modern kitchen with a bar area, marble countertops, and dark wooden cabinets.

15. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

￥19,998

￥22,847 total

includes taxes & fees

Nov 2 - Nov 3

A hotel lobby with a reception desk, a blue sofa, a flat-screen TV, and a fireplace.

A hotel with a covered entrance, a parking lot, and a clear sky.

A hotel room with a large bed, bedside lamps, a desk with a computer, and a chair.

A large, carpeted conference room with a high ceiling and recessed lighting.

16. Comfort Inn Medford - Long Island

Medford

Jody

￥16,812

￥19,209 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor bar area with seating and a fire feature, surrounded by a building with multiple floors and large windows.

A Courtyard Marriott hotel with a covered outdoor seating area, a clear entrance, and a parking lot.

A hotel room with two beds, a desk, a chair, a large window with curtains, and a colorful wall mural.

A modern lounge area with seating arrangements, a bar, and a large window providing natural light.

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Adriana

￥22,738

￥25,978 total

includes taxes & fees

Oct 14 - Oct 15

A café named 'CAFE PRONTO' with a counter and seating area.

A boat on a sandy beach with a lifeguard tower in the background.

A spacious lobby with a checkered floor, red and beige seating areas, a bar with a counter, and a conference room with red chairs and a desk.

A swimming pool with a tiled edge, benches, and lounge chairs.

18. Radisson Hotel Hauppauge-Long Island

Hauppauge

Franck

￥19,327

￥22,081 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with white brick backsplash, wooden cabinets, and a central island with appliances. There are two dining areas with tables and chairs.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A swimming pool with a lifeguard chair, lounge chairs, and a window with a view of greenery.

A spacious hotel lobby with a modern design, featuring a leather sofa, a wooden chair, and a dining area with a large table and chairs.

19. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

￥18,332

￥20,943 total

includes taxes & fees

Nov 1 - Nov 2

A brick building with a grand entrance, large columns, and a fire pit in the center.

A spacious lobby with exposed brick walls, large windows, and modern lighting fixtures.

A modern restaurant with brick walls, multiple seating areas, and a bar.

20. Hampton Inn & Suites Huntington Downtown

Huntington

Eric

￥28,931

￥33,053 total

includes taxes & fees

Nov 2 - Nov 3

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Stay near popular Head of the Harbor attractions

A coastal town with a marina filled with boats, a lighthouse, and a hill with buildings.

Avalon Park and Preserve

8.6/10 (4 reviews)

Explore the great outdoors at Avalon Park and Preserve, a lovely green space in Head of the Harbor. Attend a sporting event in this family-friendly area.

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A wooden fence, a pond, and a house with white shutters.

Stony Brook Grist Mill

9.0/10 (7 reviews)

Find out about the history of Head of the Harbor when you take a trip to Stony Brook Grist Mill. While you're in the area, wander around the parks.

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Harmony Vineyards

10.0/10 (1 review)

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.

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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

Top Head of the Harbor Hotel Reviews

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"I didn't like thar they charge 15 dollars a night to park your car , i will never stay there again because of that"

Hilton Garden Inn Melville

8/10 Good

"This property has guest laundry facilities which were quite convenient. All in all the property is well maintained, though the mattresses could use an update. The shower was very good. The shampoo and body wash were very nice. The restaurant offers a good selection for breakfast (cost of breakfast not included in room rate). We didn’t have dinner there, so I can’t rate that. We did have a glass of wine at the bar and that was nice. For a longer stay, there is a Homewood Suites by Hilton across the parking lot - which is also a great place to stay."

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent

"The room was clean and quiet"

Radisson Hotel Hauppauge-Long Island

10/10 Excellent

"The room was clean, staff pleasant and breakfast a cut above the rest. I'd definitely come back!"

Holiday Inn Express Stony Brook by IHG

8/10 Good

"Convenient location. Not bad.. Most staff really need to smile.. Pool was in desperate need of being cleaned. Outside of property was beautiful. Plenty if places to relax and sit outside."

More cheap stays in Head of the Harbor

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

￥14,854

￥16,580 total

Oct 14 - Oct 15

includes taxes & fees

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

￥16,812

￥19,209 total

Nov 1 - Nov 2

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

￥16,949

￥19,492 total

Nov 1 - Nov 2

includes taxes & fees

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

￥19,660

￥22,462 total

Oct 18 - Oct 19

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

￥19,789

￥22,609 total

Nov 8 - Nov 9

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

￥21,948

￥25,076 total

Oct 27 - Oct 28

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Head of the Harbor?

Radisson Hotel Hauppauge-Long Island, located 8.7 mi (14 km) from the heart of Head of the Harbor, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Holiday Inn Express Hauppauge-Long Island and Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport. See all available top hotels, or vacation rentals in Head of the Harbor.

What are some of the best vacation rentals that Head of the Harbor has to offer?

Large Beach House Steps From Town and Ocean: This vacation home rental near Head of the Harbor has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Head of the Harbor.

If I need to cancel my hotel reservation in Head of the Harbor, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Head of the Harbor.

Where can I learn more about changing or cancelling my trip to Head of the Harbor?

For additional details about rescheduling or cancelling your trip to Head of the Harbor, click here.

What is staying in Head of the Harbor like?

Visitors can enjoy all that Head of the Harbor has to offer including the wineries and parks. There are 1064 hotels and other accommodations in the surrounding area. Find out more about Head of the Harbor.

What should I do while I'm visiting Head of the Harbor?

Favorite places to visit include Avalon Park and Preserve, Stony Brook Grist Mill, and Harmony Vineyards. You'll also find Stony Brook Village Center and Smithaven Mall in the area. Check out what more to see and do in Expedia's Head of the Harbor guide.

What's the weather like in Head of the Harbor?

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.

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Book Hotels in Head of the Harbor on Expedia.com

Find hotels in Head of the Harbor, NY from ￥15,585

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Head of the Harbor hotels

1. Holiday Inn Express Stony Brook by IHG

2. Hilton Garden Inn Stony Brook

3. Hyatt Regency Long Island

4. Hampton Inn Long Island/Islandia

5. Homewood Suites by Hilton Ronkonkoma

6. Danfords Hotel and Marina

7. Courtyard by Marriott Long Island MacArthur Airport

8. Jake's 58 Casino Hotel - Adult Only

9. Holiday Inn Long Island-Islip Arpt East by IHG

10. Residence Inn By Marriott Long Island Hauppauge

11. Holiday Inn Express Hauppauge-Long Island

12. Residence Inn by Marriott Long Island Holtsville

13. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

14. Hampton Inn Long Island / Commack

15. Hilton Garden Inn Islip/MacArthur Airport

16. Comfort Inn Medford - Long Island

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

18. Radisson Hotel Hauppauge-Long Island

19. Fairfield Inn by Marriott Medford Long Island

20. Hampton Inn & Suites Huntington Downtown

Stay near popular Head of the Harbor attractions

Avalon Park and Preserve

Stony Brook Grist Mill

Harmony Vineyards

Learn more about Head of the Harbor

Top Head of the Harbor Hotel Reviews

Hampton Inn Long Island-Brookhaven

Hilton Garden Inn Melville

Holiday Inn Plainview-Long Island by IHG

Radisson Hotel Hauppauge-Long Island

Holiday Inn Express Stony Brook by IHG

More cheap stays in Head of the Harbor

SureStay Plus by Best Western Woodbury Inn

Comfort Inn Medford - Long Island

Quality Suites Stratford

Extended Stay America Suites Long Island Melville

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

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