Top 10 Hotels in Head of the Harbor, NY from ₩120,753 - 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.

1. Holiday Inn Express Stony Brook by IHG

Centereach

Wade

₩186,982

₩213,644 total

includes taxes & fees

Sep 8 - Sep 9

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

2. Hilton Garden Inn Stony Brook

Stony Brook

Matthew

₩187,190

₩213,864 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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

3. Hampton Inn Long Island-Brookhaven

Farmingville

Randall

₩143,415

₩163,852 total

includes taxes & fees

Aug 31 - Sep 1

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

4. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

MD Ekrim

₩186,635

₩213,231 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

Holtsville

MARYELLEN

₩168,476

₩192,484 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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

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

6. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Jean Paul

₩214,020

₩244,518 total

includes taxes & fees

Sep 27 - Sep 28

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

7. Hyatt Regency Long Island

Hauppauge

Lisa

₩186,982

₩213,626 total

includes taxes & fees

Sep 7 - Sep 8

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 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.

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

Bohemia

Nicholas

₩131,466

₩150,201 total

includes taxes & fees

Aug 31 - Sep 1

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

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

A hotel reception area with a modern design, including a reception desk, a digital payment terminal, a minibar, and a self-service beverage station.

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

9. Home2 Suites by Hilton Long Island Brookhaven

Yaphank

Ronald

₩194,212

₩221,886 total

includes taxes & fees

Sep 9 - Sep 10

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

Tara

₩186,635

₩213,230 total

includes taxes & fees

Sep 22 - Sep 23

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 spacious lobby with a reception desk, seating area, and a staircase leading to upper floors.

A multi-story hotel with a prominent green sign indicating it's a Holiday Inn Express.

11. Holiday Inn Express Hauppauge-Long Island

Hauppauge

emmanuel

₩194,714

₩222,461 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

12. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Robert

₩168,724

₩192,767 total

includes taxes & fees

Sep 27 - Sep 28

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.

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.

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

13. Hampton Inn Long Island / Commack

Commack

Sarah

₩210,763

₩240,797 total

includes taxes & fees

Sep 17 - Sep 18

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

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

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.

14. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Maria

₩198,857

₩227,194 total

includes taxes & fees

Sep 6 - Sep 7

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

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

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

A hotel with a covered entrance, a parking lot, and a visible sign for a nearby restaurant.

15. Comfort Inn Medford - Long Island

Medford

Estela

₩168,904

₩192,974 total

includes taxes & fees

Sep 20 - Sep 21

A white building with a covered porch, large windows, and hanging flower baskets.

A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.

A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.

16. The Circle Hotel Fairfield

Grasmere

Jo-Arabelle

₩186,704

₩228,533 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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.

17. Radisson Hotel Hauppauge-Long Island

Hauppauge

Qiong

₩169,028

₩193,114 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

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.

18. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

₩172,757

₩197,375 total

includes taxes & fees

Sep 7 - Sep 8

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.

19. Danfords Hotel and Marina

Port Jefferson

William

₩251,151

₩341,746 total

includes taxes & fees

Sep 27 - Sep 28

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 spacious lobby with a stone pillar, a flat-screen TV, comfortable seating, and large windows offering a view of the outdoors.

20. Residence Inn Long Island Islip/Courthouse Complex

Central Islip

Charlene

₩205,168

₩234,404 total

includes taxes & fees

Aug 31 - Sep 1

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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

Jake's 58 Casino Hotel - Adult Only

8/10 Good

"My only disappointment was that I had requested an early check in for 2pm, not really that early, because I had an event to attend . I was told there would be a $50 charge to check in 2 hours early. I declined and ended up changing in the bathroom for my event. Not the best situation."

Marriott Melville Long Island

8/10 Good

"The hotel was wonderful I just don’t like they made you pay for WiFi if you weren’t a member."

Danfords Hotel and Marina

10/10 Excellent

"Great location and nice, clean to the point accommodations."

Hilton Long Island/Huntington

8/10 Good

"Average food"

Courtyard by Marriott Long Island MacArthur Airport

10/10 Excellent

"."

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"very pleasant stay"

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

8/10 Good

"None"

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent

"The room is clean, staff are nice, breakfast are okay. The pool was closed. So we couldn't get the chance to swim."

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent

"Breakfast - limited menu Staff - great Pool - great Room - great"

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY

₩127,945

₩146,177 total

Sep 27 - Sep 28

includes taxes & fees

6.8/10 (1,000 reviews)

Quality Suites Stratford

1500 South Ave Stratford CT

₩146,436

₩168,402 total

Sep 27 - Sep 28

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

₩172,771

₩192,854 total

Sep 13 - Sep 14

includes taxes & fees

7.4/10 Good! (1,000 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

₩168,904

₩192,974 total

Sep 20 - Sep 21

includes taxes & fees

8.4/10 Very Good! (1,000 reviews)

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

₩186,982

₩213,644 total

Sep 8 - Sep 9

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

₩194,714

₩222,461 total

Sep 27 - Sep 28

includes taxes & fees

Frequently asked questions

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

Holiday Inn Express Hauppauge-Long Island, located 7.4 mi (11.9 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 Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport and Hilton Long Island/Huntington. See all available top hotels, or 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 1061 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 Smithaven Mall and Nissequogue River 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 ₩120,753

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. Holiday Inn Express Stony Brook by IHG

2. Hilton Garden Inn Stony Brook

3. Hampton Inn Long Island-Brookhaven

4. Courtyard by Marriott Long Island MacArthur Airport

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

6. Homewood Suites by Hilton Ronkonkoma

7. Hyatt Regency Long Island

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

9. Home2 Suites by Hilton Long Island Brookhaven

10. Residence Inn by Marriott Long Island Holtsville

11. Holiday Inn Express Hauppauge-Long Island

12. Hilton Garden Inn Islip/MacArthur Airport

13. Hampton Inn Long Island / Commack

14. Courtyard by Marriott Long Island Islip/Courthouse Complex

15. Comfort Inn Medford - Long Island

16. The Circle Hotel Fairfield

17. Radisson Hotel Hauppauge-Long Island

18. Fairfield Inn by Marriott Medford Long Island

19. Danfords Hotel and Marina

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

Jake's 58 Casino Hotel - Adult Only

Marriott Melville Long Island

Danfords Hotel and Marina

Hilton Long Island/Huntington

Courtyard by Marriott Long Island MacArthur Airport

Hampton Inn Long Island-Brookhaven

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

SureStay Plus by Best Western Woodbury Inn

Holiday Inn Plainview-Long Island by IHG

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

Quality Suites Stratford

SureStay Plus by Best Western Woodbury Inn

Comfort Inn Medford - Long Island

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Hauppauge-Long Island

Frequently asked questions

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