𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Head of the Harbor from RM400 (2026) - Fully Refundable Options

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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 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

zhe

RM552

RM631 total

includes taxes & fees

2 Nov - 3 Nov

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.

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

2. Holiday Inn Express Stony Brook by IHG

Centereach

Emily

RM483

RM552 total

includes taxes & fees

27 Oct - 28 Oct

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 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.

3. Hyatt Regency Long Island

Hauppauge

Leonardo

RM587

RM671 total

includes taxes & fees

13 Oct - 14 Oct

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

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

A hotel room with a bed, desk, chair, sofa, and a TV.

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

4. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

John

RM621

RM724 total

includes taxes & fees

1 Nov - 2 Nov

A modern bathroom with a walk-in shower, a bathtub, and a toilet.

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.

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

5. Hampton Inn Long Island/Islandia

Islandia

Jeronda

RM391

RM447 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

6. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

RM650

RM743 total

includes taxes & fees

18 Oct - 19 Oct

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

7. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Lisa

RM633

RM724 total

includes taxes & fees

1 Nov - 2 Nov

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 hotel lobby with a reception desk, directional signs, a dining area with chairs, a sofa, and a large framed artwork on the wall.

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

Holtsville

Mohammad

RM396

RM453 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

9. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

RM552

RM631 total

includes taxes & fees

12 Oct - 13 Oct

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

A marina with multiple yachts docked at night.

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.

10. Danfords Hotel and Marina

Port Jefferson

Craig

RM691

RM949 total

includes taxes & fees

12 Oct - 13 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.

11. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

RM518

RM591 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 modern office space with a long desk, two chairs, and a large window providing natural light.

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

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

12. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Alberto

RM511

RM584 total

includes taxes & fees

8 Nov - 9 Nov

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

13. Comfort Inn Medford - Long Island

Medford

Jody

RM436

RM498 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 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.

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

Bohemia

darrell

RM350

RM400 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 room with a bed, a sofa, a desk with a TV, a microwave, and a view of greenery outside.

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.

15. Hampton Inn Long Island-Brookhaven

Farmingville

Anjulliane

RM466

RM533 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 swimming pool with clear blue water, surrounded by orange chairs and a lifeguard station.

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

RM621

RM710 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

17. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

RM560

RM639 total

includes taxes & fees

11 Oct - 12 Oct

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 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

RM475

RM542 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 large indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, with a high ceiling and large windows.

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.

19. Residence Inn Long Island Islip/Courthouse Complex

Central Islip

Meghan

RM607

RM694 total

includes taxes & fees

26 Oct - 27 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

RM578

RM661 total

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.

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

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."

Danfords Hotel and Marina

10/10 Excellent

"Great stay. The young lady at the front desk was kind and friendly, the restaurant on site we highly recommend, good service. The view to a kill. All lovely."

More cheap stays in Head of the Harbor

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

RM384

RM429 total

13 Oct - 14 Oct

includes taxes & fees

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

RM436

RM498 total

1 Nov - 2 Nov

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

RM437

RM503 total

1 Nov - 2 Nov

includes taxes & fees

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

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

RM483

RM552 total

27 Oct - 28 Oct

includes taxes & fees

9/10 Wonderful! (1,003 reviews)

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

RM511

RM584 total

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (1,614 reviews)

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

RM530

RM605 total

18 Oct - 19 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.

Head of the Harbor hotels from RM400

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. Residence Inn By Marriott Long Island Hauppauge

5. Hampton Inn Long Island/Islandia

6. Courtyard by Marriott Long Island MacArthur Airport

7. Homewood Suites by Hilton Ronkonkoma

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

9. Residence Inn by Marriott Long Island Holtsville

10. Danfords Hotel and Marina

11. Hilton Garden Inn Islip/MacArthur Airport

12. Holiday Inn Express Hauppauge-Long Island

13. Comfort Inn Medford - Long Island

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

15. Hampton Inn Long Island-Brookhaven

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

17. Jake's 58 Casino Hotel - Adult Only

18. Fairfield Inn by Marriott Medford Long Island

19. Residence Inn 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

Radisson Hotel Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Stony Brook by IHG

Danfords Hotel and Marina

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 Stony Brook by IHG

Holiday Inn Express Hauppauge-Long Island

Extended Stay America Suites Long Island Melville

Frequently asked questions

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