Top 10 Hotels in Head of the Harbor, NY from ￥15,597 - Competitive Prices

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Our top choices for Head of the Harbor hotels

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

1. Holiday Inn Express Stony Brook by IHG

Centereach

Sophie

￥21,962

￥25,092 total

includes taxes & fees

Oct 27 - Oct 28

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.

2. Hilton Garden Inn Stony Brook

Stony Brook

zhe

￥21,219

￥24,242 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

3. Hampton Inn Long Island/Islandia

Islandia

Jeronda

￥15,117

￥17,272 total

includes taxes & fees

Nov 1 - Nov 2

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.

4. Hyatt Regency Long Island

Hauppauge

Leonardo

￥22,697

￥25,931 total

includes taxes & fees

Oct 13 - Oct 14

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

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

5. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Lisa

￥24,616

￥28,125 total

includes taxes & fees

Nov 1 - Nov 2

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

A marina with multiple yachts docked at night.

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.

6. Danfords Hotel and Marina

Port Jefferson

Craig

￥26,685

￥36,681 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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.

7. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

￥25,122

￥28,704 total

includes taxes & fees

Oct 18 - Oct 19

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, a glass ceiling, and multiple levels of balconies.

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

8. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

￥20,682

￥23,630 total

includes taxes & fees

Oct 15 - Oct 16

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.

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

9. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

John

￥24,001

￥27,974 total

includes taxes & fees

Oct 22 - Oct 23

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.

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

Holtsville

Mohammad

￥15,326

￥17,510 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

11. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Alberto

￥19,738

￥22,551 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

12. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

￥21,340

￥24,381 total

includes taxes & fees

Oct 12 - Oct 13

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.

An indoor swimming pool with clear depth markers, a lifeguard chair, and a seating area with tables and chairs.

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

13. Hampton Inn Long Island / Commack

Commack

Daniel

￥20,011

￥22,862 total

includes taxes & fees

Nov 1 - Nov 2

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 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

￥13,651

￥15,597 total

includes taxes & fees

Nov 1 - Nov 2

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.

15. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

￥19,998

￥22,848 total

includes taxes & fees

Nov 8 - Nov 9

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 clear sky.

16. Comfort Inn Medford - Long Island

Medford

Jody

￥16,822

￥19,219 total

includes taxes & fees

Nov 1 - Nov 2

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.

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Adriana

￥22,752

￥25,994 total

includes taxes & fees

Oct 14 - Oct 15

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

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

A boat on a sandy beach with a lifeguard tower in the background.

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

18. Radisson Hotel Hauppauge-Long Island

Hauppauge

James

￥19,327

￥22,082 total

includes taxes & fees

Nov 8 - Nov 9

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.

19. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

￥18,344

￥20,958 total

includes taxes & fees

Nov 1 - Nov 2

A brick building with a grand entrance, large columns, and a fire pit in the center.

A modern restaurant with brick walls, multiple seating areas, and a bar.

A spacious lobby with exposed brick walls, large windows, and modern lighting fixtures.

A modern hotel lobby with a seating area, a television, and a large plant.

20. Hampton Inn & Suites Huntington Downtown

Huntington

Eric

￥28,875

￥32,989 total

includes taxes & fees

Nov 2 - Nov 3

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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

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

￥14,854

￥16,580 total

Oct 12 - Oct 13

includes taxes & fees

7.4/10 Good! (1,001 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

￥16,822

￥19,219 total

Nov 1 - Nov 2

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

￥16,901

￥19,437 total

Nov 1 - Nov 2

includes taxes & fees

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

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

￥19,738

￥22,551 total

Nov 8 - Nov 9

includes taxes & fees

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

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

￥20,475

￥23,393 total

Oct 18 - Oct 19

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

￥21,962

￥25,092 total

Oct 27 - Oct 28

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.

Explore a world of travel with Expedia

Book Hotels in Head of the Harbor on Expedia.com

Find hotels in Head of the Harbor, NY from ￥15,597

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

Property class

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/Islandia

4. Hyatt Regency Long Island

5. Homewood Suites by Hilton Ronkonkoma

6. Danfords Hotel and Marina

7. Courtyard by Marriott Long Island MacArthur Airport

8. Jake's 58 Casino Hotel - Adult Only

9. Residence Inn By Marriott Long Island Hauppauge

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

11. Holiday Inn Express Hauppauge-Long Island

12. Residence Inn by Marriott Long Island Holtsville

13. Hampton Inn Long Island / Commack

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

15. Hilton Garden Inn Islip/MacArthur Airport

16. Comfort Inn Medford - Long Island

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

18. Radisson Hotel Hauppauge-Long Island

19. Fairfield Inn by Marriott Medford Long Island

20. Hampton Inn & Suites Huntington Downtown

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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