𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Head of the Harbor (2026)

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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 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.

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

1. Hilton Garden Inn Stony Brook

Stony Brook

zhe

S$195

includes taxes & fees

2 Nov - 3 Nov

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.

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

2. Holiday Inn Express Stony Brook by IHG

Centereach

Sophie

S$203

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

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

Holtsville

Mohammad

S$142

includes taxes & fees

1 Nov - 2 Nov

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.

4. Hyatt Regency Long Island

Hauppauge

Leonardo

S$210

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

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

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

5. Hampton Inn Long Island/Islandia

Islandia

Jeronda

S$140

includes taxes & fees

1 Nov - 2 Nov

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, desk, chair, sofa, and a TV.

6. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

John

S$227

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.

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

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

7. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

S$198

includes taxes & fees

12 Oct - 13 Oct

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 multiple yachts docked at night.

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

Craig

S$297

includes taxes & fees

12 Oct - 13 Oct

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

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.

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

9. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

S$232

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

10. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Lisa

S$228

includes taxes & fees

1 Nov - 2 Nov

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 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.

11. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

S$185

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

12. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Alberto

S$183

includes taxes & fees

8 Nov - 9 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.

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

Bohemia

darrell

S$126

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

14. Comfort Inn Medford - Long Island

Medford

Jody

S$156

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

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

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

15. Hampton Inn Long Island-Brookhaven

Farmingville

Anjulliane

S$167

includes taxes & fees

1 Nov - 2 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 spacious hotel lobby with a modern design, featuring a leather sofa, a wooden chair, and a dining area with a large table 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.

16. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

S$170

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

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

17. Residence Inn Long Island Islip/Courthouse Complex

Central Islip

Meghan

S$217

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

18. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

S$200

includes taxes & fees

11 Oct - 12 Oct

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.

19. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Adriana

S$222

includes taxes & fees

18 Oct - 19 Oct

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

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

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

20. Home2 Suites by Hilton Long Island Brookhaven

Yaphank

Amanda

S$207

includes taxes & fees

1 Nov - 2 Nov

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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 with a stop at 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

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."

Radisson Hotel Hauppauge-Long Island

8/10 Good

"The bar, restaurant and store had very limited or always closed hours."

Holiday Inn Express Hauppauge-Long Island

8/10 Good

"Clean room comfy bed. Good staff"

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

S$134

13 Oct - 14 Oct

includes taxes & fees

7.4/10 Good! (1,001 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

S$156

1 Nov - 2 Nov

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

S$158

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

S$183

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (1,612 reviews)

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

S$189

18 Oct - 19 Oct

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

S$203

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 traveller data. Other good options for your trip 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.

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

Yes, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Head of the Harbor.

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 accommodation options in the surrounding area. Find out more about Head of the Harbor.

What should I see while I'm in Head of the Harbor?

Favourite 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. Take a look at what more there is to see and do in Expedia's Head of the Harbor guide.

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

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Head of the Harbor is 1400 mm.

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Things to do in Long Island

Head of the Harbor Hotels from S$126

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. Holiday Inn Long Island-Islip Arpt East by IHG

4. Hyatt Regency Long Island

5. Hampton Inn Long Island/Islandia

6. Residence Inn By Marriott Long Island Hauppauge

7. Residence Inn by Marriott Long Island Holtsville

8. Danfords Hotel and Marina

9. Courtyard by Marriott Long Island MacArthur Airport

10. Homewood Suites by Hilton Ronkonkoma

11. Hilton Garden Inn Islip/MacArthur Airport

12. Holiday Inn Express Hauppauge-Long Island

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

14. Comfort Inn Medford - Long Island

15. Hampton Inn Long Island-Brookhaven

16. Fairfield Inn by Marriott Medford Long Island

17. Residence Inn Long Island Islip/Courthouse Complex

18. Jake's 58 Casino Hotel - Adult Only

19. Courtyard by Marriott Long Island Islip/Courthouse Complex

20. Home2 Suites by Hilton Long Island Brookhaven

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

Delamar Westport

SureStay Plus by Best Western Woodbury Inn

Danfords Hotel and Marina

Radisson Hotel Hauppauge-Long Island

Holiday Inn Express 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

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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