Top 10 Hotels in Head of the Harbor, NY from AED 363 - Competitive Prices

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Our top choices for Head of the Harbor hotels

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

1. Hilton Garden Inn Stony Brook

Stony Brook

zhe

AED 493

AED 564 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A large indoor swimming pool with a tiled floor, lounge chairs, and a lifeguard stand.

2. Holiday Inn Express Stony Brook by IHG

Centereach

Sophie

AED 511

AED 583 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

3. Hyatt Regency Long Island

Hauppauge

Leonardo

AED 528

AED 603 total

includes taxes & fees

13 Oct - 14 Oct

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 dining area with a coffee station, seating, and a view of the outdoors.

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

AED 351

AED 402 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel entrance with a flag, a covered walkway, and a sign for Homewood Suites Hilton.

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

5. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Lisa

AED 572

AED 654 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

6. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

AED 584

AED 667 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

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

Holtsville

Mohammad

AED 356

AED 407 total

includes taxes & fees

1 Nov - 2 Nov

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

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

8. Danfords Hotel and Marina

Port Jefferson

AED 602

AED 831 total

includes taxes & fees

13 Oct - 14 Oct

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

John

AED 558

AED 651 total

includes taxes & fees

15 Oct - 16 Oct

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

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

10. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

AED 496

AED 567 total

includes taxes & fees

12 Oct - 13 Oct

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

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.

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

11. Comfort Inn Medford - Long Island

Medford

Jody

AED 391

AED 447 total

includes taxes & fees

1 Nov - 2 Nov

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.

12. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Alberto

AED 459

AED 525 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

13. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

AED 426

AED 487 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A gazebo with a white exterior and a grey roof, surrounded by lush greenery and a paved patio area with two wicker chairs and a small table.

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

14. Hampton Inn Long Island-Brookhaven

Farmingville

Anjulliane

AED 419

AED 478 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

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

Bohemia

darrell

AED 317

AED 363 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Adriana

AED 529

AED 604 total

includes taxes & fees

14 Oct - 15 Oct

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.

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.

17. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

AED 465

AED 531 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

18. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

AED 503

AED 574 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor patio area with seating, a fire pit, and tables and chairs.

A modern kitchen area with a self-serve beverage station, a microwave, and various storage cabinets.

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

A multi-story hotel with a prominent "HOME 2" sign, indicating it is part of the Hilton hotel chain.

19. Home2 Suites by Hilton Long Island Brookhaven

Yaphank

AED 520

AED 594 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with a stone fire pit surrounded by sofas and chairs, string lights overhead, and a view of a multi-story building in the background.

A hotel room with two beds, a large mirror, a TV, and a desk.

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, with a high ceiling and large windows.

20. Residence Inn Long Island Islip/Courthouse Complex

Central Islip

Meghan

AED 546

AED 623 total

includes taxes & fees

12 Oct - 13 Oct

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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

Radisson Hotel Hauppauge-Long Island

10/10 Excellent

"Our stay there was good, plenty of parking in the hotel the area was pretty nice and quiet, and place to eat wise wasn’t too far I like it I would stay there again if I’m in town."

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent

"Love coming here such a good quiet place"

Delamar Westport

10/10 Excellent

"Great location! The staff was extremely helpful and courteous. Our room was very spacious and the bed comfortable. The bathroom was big with the best shower head, the products they provide are premium!!!⭐️⭐️⭐️⭐️⭐️"

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent

"Staff was exceptional and very helpful. And, the continental free breakfast had so many choices...fresh and delicious. Room was very clean! Great stay!!!"

Danfords Hotel and Marina

8/10 Good

"The location is great, and it's a nice place."

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

AED 346

AED 386 total

12 Oct - 13 Oct

includes taxes & fees

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

AED 391

AED 447 total

1 Nov - 2 Nov

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

AED 393

AED 452 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very Good! (1,003 reviews)

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

AED 459

AED 525 total

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very Good! (1,613 reviews)

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

AED 476

AED 544 total

18 Oct - 19 Oct

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

AED 511

AED 583 total

27 Oct - 28 Oct

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.

Find hotels in Head of the Harbor, NY from AED 363

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Head of the Harbor hotels

1. Hilton Garden Inn Stony Brook

2. Holiday Inn Express Stony Brook by IHG

3. Hyatt Regency Long Island

4. Hampton Inn Long Island/Islandia

5. Homewood Suites by Hilton Ronkonkoma

6. Courtyard by Marriott Long Island MacArthur Airport

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

8. Danfords Hotel and Marina

9. Residence Inn By Marriott Long Island Hauppauge

10. Residence Inn by Marriott Long Island Holtsville

11. Comfort Inn Medford - Long Island

12. Holiday Inn Express Hauppauge-Long Island

13. Fairfield Inn by Marriott Medford Long Island

14. Hampton Inn Long Island-Brookhaven

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

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

17. Hilton Garden Inn Islip/MacArthur Airport

18. Jake's 58 Casino Hotel - Adult Only

19. Home2 Suites by Hilton Long Island Brookhaven

20. Residence Inn Long Island Islip/Courthouse Complex

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

Radisson Hotel Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

Delamar Westport

SureStay Plus by Best Western Woodbury Inn

Danfords Hotel and Marina

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

Holiday Inn Express Hauppauge-Long Island

Extended Stay America Suites Long Island Melville

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

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