Top 10 Hotels in Head of the Harbor, NY from ￥15,005 - Competitive Prices

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Our top choices for Head of the Harbor hotels

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.

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

1. Holiday Inn Express Stony Brook by IHG

Centereach

Patricia

￥19,320

￥22,072 total

includes taxes & fees

Oct 13 - Oct 14

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

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.

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

2. Hampton Inn Long Island/Islandia

Islandia

Jeronda

￥15,103

￥17,256 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

3. Hilton Garden Inn Stony Brook

Stony Brook

zhe

￥21,333

￥24,372 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 hallway with a high ceiling, large windows, and a patterned carpet.

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

4. Hyatt Regency Long Island

Hauppauge

Leonardo

￥22,676

￥25,907 total

includes taxes & fees

Oct 6 - Oct 7

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, 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.

A bar area with a hexagonal shelving unit displaying bottles, a flat-screen TV, and bar stools.

5. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

￥20,676

￥23,623 total

includes taxes & fees

Oct 15 - Oct 16

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

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

A wooden dock with wicker chairs and a blue umbrella, overlooking a marina with boats and palm trees.

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

6. Danfords Hotel and Marina

Port Jefferson

Martin

￥24,017

￥33,536 total

includes taxes & fees

Oct 7 - Oct 8

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.

7. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Lisa

￥24,464

￥27,951 total

includes taxes & fees

Nov 1 - Nov 2

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 spacious lobby with a reception desk, seating area, and a large window providing natural light.

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

8. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

￥25,098

￥28,674 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

9. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

￥23,993

￥27,964 total

includes taxes & fees

Oct 12 - Oct 13

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

A modern reception area with a wooden desk, two computer monitors, a sofa, and a decorative shelf with various items.

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

Holtsville

Mohammad

￥14,364

￥16,411 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern hotel room with a blue sofa, a wooden desk, a chair, a lamp, and a television.

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

11. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Deniese

￥19,731

￥22,542 total

includes taxes & fees

Nov 1 - Nov 2

A large indoor swimming pool with a skylight, lounge chairs, and a seating area with tables.

A hotel room with a bed, a sofa, a desk with a TV, a microwave, and a view of greenery outside.

A hotel dining area with wooden tables and chairs, a central bar, and a television screen.

A hotel reception area with a wooden reception desk, a chandelier, and a welcome sign.

12. Hampton Inn Long Island-Brookhaven

Farmingville

Anjulliane

￥17,992

￥20,555 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A multi-story hotel with a prominent American flag, a covered entrance, and a brick facade.

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

13. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

￥21,333

￥24,373 total

includes taxes & fees

Oct 12 - Oct 13

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

An outdoor patio area with brick flooring, round tables, chairs, and large umbrellas.

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.

14. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

￥19,992

￥22,840 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel reception area with a wooden reception desk, a framed artwork above the counter, and a potted plant on the counter.

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

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

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

Bohemia

darrell

￥13,133

￥15,005 total

includes taxes & fees

Nov 1 - Nov 2

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 cubicle with a computer, a chair, and a desk.

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

16. Comfort Inn Medford - Long Island

Medford

Jody

￥18,195

￥20,788 total

includes taxes & fees

Nov 1 - Nov 2

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

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 spacious restaurant with multiple dining areas, wooden furniture, and a high ceiling with exposed beams.

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

17. Radisson Hotel Hauppauge-Long Island

Hauppauge

Demetra

￥19,321

￥22,074 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 modern lounge area with seating arrangements, a bar, and a large window providing natural light.

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

A swimming pool with clear blue water, surrounded by orange chairs and a lifeguard station.

18. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Adriana

￥22,730

￥25,969 total

includes taxes & fees

Oct 8 - Oct 9

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 modern reception area with a counter, seating, and a refrigerator stocked with beverages.

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

19. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

￥19,037

￥21,750 total

includes taxes & fees

Oct 12 - Oct 13

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

A modern hotel lobby with a seating area, a television, and a large plant.

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

Ciara

￥28,847

￥32,958 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.

See properties

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

The Circle Hotel Fairfield

8/10 Good

"Very clean property and room. Asked for a late check out, but was told the hotel was fully booked. Staff seemed very abrupt with their answer, although nothing says that they need to accept a request like this. Just felt quite cold."

SureStay Plus by Best Western Woodbury Inn

8/10 Good

"The hotel was close to all we had to do, place was maintained but could use some all around updating"

Jake's 58 Casino Hotel - Adult Only

8/10 Good

"Only one elevator for so many people that is constantly going up and down."

Courtyard by Marriott Long Island Islip/Courthouse Complex

8/10 Good

"all good"

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent

"The hotel is ok but the plane noises its terrible since windows are not equipped for so nearby airports."

Hilton Garden Inn Melville

10/10 Excellent

"Everything was great and well maintained"

Marriott Melville Long Island

8/10 Good

"Nice hotel, needs some modernization. Staff was nice, valet was a jerk."

More cheap stays in Head of the Harbor

Quality Suites Stratford

1500 South Ave Stratford CT

￥16,885

￥19,418 total

Nov 1 - Nov 2

includes taxes & fees

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

￥18,195

￥20,788 total

Nov 1 - Nov 2

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

￥19,037

￥21,251 total

Oct 7 - Oct 8

includes taxes & fees

7.4/10 Good! (1,004 reviews)

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

￥19,320

￥22,072 total

Oct 13 - Oct 14

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

￥19,731

￥22,542 total

Nov 1 - Nov 2

includes taxes & fees

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

￥19,887

￥22,720 total

Oct 5 - Oct 6

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 ￥15,005

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. Hampton Inn Long Island/Islandia

3. Hilton Garden Inn Stony Brook

4. Hyatt Regency Long Island

5. Jake's 58 Casino Hotel - Adult Only

6. Danfords Hotel and Marina

7. Homewood Suites by Hilton Ronkonkoma

8. Courtyard by Marriott Long Island MacArthur Airport

9. Residence Inn By Marriott Long Island Hauppauge

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

11. Holiday Inn Express Hauppauge-Long Island

12. Hampton Inn Long Island-Brookhaven

13. Residence Inn by Marriott Long Island Holtsville

14. Hilton Garden Inn Islip/MacArthur Airport

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

16. Comfort Inn Medford - Long Island

17. Radisson Hotel Hauppauge-Long Island

18. Courtyard by Marriott Long Island Islip/Courthouse Complex

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

The Circle Hotel Fairfield

SureStay Plus by Best Western Woodbury Inn

Jake's 58 Casino Hotel - Adult Only

Courtyard by Marriott Long Island Islip/Courthouse Complex

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Hilton Garden Inn Melville

Marriott Melville Long Island

More cheap stays in Head of the Harbor

Quality Suites Stratford

Comfort Inn Medford - Long Island

SureStay Plus by Best Western Woodbury Inn

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Hauppauge-Long Island

Extended Stay America Suites Long Island Melville

Frequently asked questions

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