𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Head of the Harbor (2026)

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Head of the Harbor

Pet friendly

Apartment

Pool

Hot tub

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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

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

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

1. Hilton Garden Inn Stony Brook

Stony Brook

Matthew

S$196

includes taxes & fees

7 Sept - 8 Sept

A modern breakfast bar with a coffee machine, cereal and fruit options, and a yogurt display.

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

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

2. Holiday Inn Express Stony Brook by IHG

Centereach

Katie

S$239

includes taxes & fees

7 Sept - 8 Sept

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

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

3. Hampton Inn Long Island/Islandia

Islandia

Carol

S$177

includes taxes & fees

30 Aug - 31 Aug

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.

4. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

MD Ekrim

S$196

includes taxes & fees

7 Sept - 8 Sept

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

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

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.

5. Hyatt Regency Long Island

Hauppauge

Lisa

S$202

includes taxes & fees

8 Sept - 9 Sept

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

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.

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

William

S$282

includes taxes & fees

13 Sept - 14 Sept

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

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.

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

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

Holtsville

Nicholas

S$173

includes taxes & fees

20 Sept - 21 Sept

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

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.

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

8. Residence Inn by Marriott Long Island Holtsville

Holtsville

Tara

S$196

includes taxes & fees

3 Sept - 4 Sept

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

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

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

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

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

Bohemia

JUstine

S$138

includes taxes & fees

30 Aug - 31 Aug

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

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

10. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Jean Paul

S$231

includes taxes & fees

31 Aug - 1 Sept

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.

11. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Joseph

S$184

includes taxes & fees

30 Aug - 31 Aug

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

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

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

A hotel room with two beds, a desk with a computer, a chair, and a window with a view.

12. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Matthew

S$226

includes taxes & fees

17 Sept - 18 Sept

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 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.

13. Hampton Inn Long Island-Brookhaven

Farmingville

aisha

S$151

includes taxes & fees

30 Aug - 31 Aug

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.

14. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

S$231

includes taxes & fees

16 Sept - 17 Sept

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 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.

15. Jake's 58 Casino Hotel - Adult Only

Islandia

Bruce

S$189

includes taxes & fees

20 Sept - 21 Sept

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

16. Fairfield Inn by Marriott Medford Long Island

Medford

Alexandra

S$175

includes taxes & fees

7 Sept - 8 Sept

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

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

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Maria

S$209

includes taxes & fees

30 Aug - 31 Aug

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.

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

18. Residence Inn Long Island Islip/Courthouse Complex

Central Islip

Dubravka

S$215

includes taxes & fees

30 Aug - 31 Aug

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

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

19. Radisson Hotel Hauppauge-Long Island

Hauppauge

Qiong

S$178

includes taxes & fees

7 Sept - 8 Sept

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 visible sign for a nearby restaurant.

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

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

20. Comfort Inn Medford - Long Island

Medford

Estela

S$176

includes taxes & fees

21 Sept - 22 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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

Grove Hotel

10/10 Excellent

"I stay here often and it meets all my needs. The staff is great as well. Love Grove Hotel!"

Courtyard by Marriott Long Island MacArthur Airport

10/10 Excellent

"Very clean and comfortable room. The staff was helpful and friendly."

Radisson Hotel Hauppauge-Long Island

10/10 Excellent

"No cameras in back"

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent

"Everything about the environment i liked. The room cleaned. The breakfast of different things. The staffs very friendly. In general i enjoyed my stay and will visit again."

Hilton Long Island/Huntington

8/10 Good

"Our bathroom was very old and needed repairs. Paint all chipped and sink and shower were very old and used. Very surprising since our room was very nice. Expected more from a Hilton."

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent

"Q"

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent

"Perfect place for a quick stop!"

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent

"Very nice staff, roo, location, hotbreakfast could've a little better"

Courtyard by Marriott Long Island Islip/Courthouse Complex

10/10 Excellent

"The room was nicely appointed & comfortable. Breakfast was good."

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY

S$134

21 Sept - 22 Sept

includes taxes & fees

6.8/10 (1,005 reviews)

Quality Suites Stratford

1500 South Ave Stratford CT

S$153

13 Sept - 14 Sept

includes taxes & fees

8.2/10 Very good! (1,007 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

S$176

21 Sept - 22 Sept

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

S$177

7 Sept - 8 Sept

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

S$226

17 Sept - 18 Sept

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

S$239

7 Sept - 8 Sept

includes taxes & fees

9/10 Wonderful! (1,015 reviews)

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 traveller data. Other good options for your trip to the area are Radisson Hotel 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 1042 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 Smithaven Mall and Nissequogue River 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.

Explore a world of travel with Expedia

Things to do in Long Island

Head of the Harbor Hotels from S$111

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. Hampton Inn Long Island/Islandia

4. Courtyard by Marriott Long Island MacArthur Airport

5. Hyatt Regency Long Island

6. Danfords Hotel and Marina

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

8. Residence Inn by Marriott Long Island Holtsville

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

10. Homewood Suites by Hilton Ronkonkoma

11. Hilton Garden Inn Islip/MacArthur Airport

12. Holiday Inn Express Hauppauge-Long Island

13. Hampton Inn Long Island-Brookhaven

14. Residence Inn By Marriott Long Island Hauppauge

15. Jake's 58 Casino Hotel - Adult Only

16. Fairfield Inn by Marriott Medford Long Island

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

18. Residence Inn Long Island Islip/Courthouse Complex

19. Radisson Hotel Hauppauge-Long Island

20. Comfort Inn Medford - Long Island

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

Grove Hotel

Courtyard by Marriott Long Island MacArthur Airport

Radisson Hotel Hauppauge-Long Island

SureStay Plus by Best Western Woodbury Inn

Hilton Long Island/Huntington

Holiday Inn Plainview-Long Island by IHG

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Courtyard by Marriott Long Island Islip/Courthouse Complex

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

Quality Suites Stratford

Comfort Inn Medford - Long Island

SureStay Plus by Best Western Woodbury Inn

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app