Top 10 Hotels in Head of the Harbor, NY from ￥14,132 - Competitive Prices

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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 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.

1. Hilton Garden Inn Stony Brook

Stony Brook

Matthew

￥21,546

￥24,616 total

includes taxes & fees

Sep 7 - Sep 8

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

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.

2. Holiday Inn Express Stony Brook by IHG

Centereach

Joanne

￥24,870

￥28,416 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 reception area with a wooden reception desk, a chandelier, and a welcome sign.

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

3. Hampton Inn Long Island-Brookhaven

Farmingville

aisha

￥16,556

￥18,915 total

includes taxes & fees

Aug 23 - Aug 24

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.

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

Bohemia

JUstine

￥15,167

￥17,329 total

includes taxes & fees

Aug 30 - Aug 31

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.

5. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

￥24,232

￥28,243 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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.

6. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Brandon

￥21,546

￥24,616 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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.

7. Jake's 58 Casino Hotel - Adult Only

Islandia

DAVID

￥20,183

￥23,059 total

includes taxes & fees

Sep 14 - Sep 15

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.

8. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Jean Paul

￥25,361

￥28,976 total

includes taxes & fees

Aug 31 - Sep 1

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 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.

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

Holtsville

Nicholas

￥19,449

￥22,221 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

10. Hyatt Regency Long Island

Hauppauge

Michael

￥22,478

￥25,683 total

includes taxes & fees

Sep 8 - Sep 9

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.

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

11. Residence Inn by Marriott Long Island Holtsville

Holtsville

Tara

￥21,546

￥24,615 total

includes taxes & fees

Sep 2 - Sep 3

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

A hotel room with a blue sofa, a small blue armchair, a wooden coffee table, a framed picture of sailboats, a television, and a bed with a blue headboard.

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.

12. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Matthew

￥21,546

￥24,616 total

includes taxes & fees

Sep 15 - Sep 16

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 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.

13. Hampton Inn Long Island/Islandia

Islandia

Carol

￥19,478

￥22,253 total

includes taxes & fees

Sep 3 - Sep 4

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

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

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

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.

14. Radisson Hotel Hauppauge-Long Island

Hauppauge

Qiong

￥19,513

￥22,292 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel room with a large bed, a mirror, and wall-mounted lights.

A hotel room with a large bed, a bedside table, a mirror, and a shower area.

A modern bathroom with a large mirror, a sink, and a toilet paper holder.

A hotel room with a bed, a desk, a television, and a wardrobe.

15. Commack Inn

Commack

Sandra

￥18,773

￥21,448 total

includes taxes & fees

Aug 20 - Aug 21

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 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

Maria

￥22,942

￥26,212 total

includes taxes & fees

Sep 6 - Sep 7

A spacious lobby with modern furniture, large abstract paintings, and a flat-screen TV mounted on the wall.

A gym with cardio equipment, weight machines, and mirrors.

A conference room with round tables, black chairs, and a patterned carpet.

A hotel room with a bed, two bedside tables with lamps, a desk with a chair, a sofa, and a large window with curtains.

17. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Ronkonkoma

Julie

￥12,369

￥14,132 total

includes taxes & fees

Sep 13 - Sep 14

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

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.

A spacious lobby with a central fireplace, a bar area, and a seating area with tables and chairs.

18. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Joseph

￥20,597

￥23,532 total

includes taxes & fees

Sep 1 - Sep 2

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

A wooden dock with wicker chairs and a blue umbrella, overlooking a marina with boats and palm trees.

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.

19. Danfords Hotel and Marina

Port Jefferson

Martin

￥25,558

￥35,404 total

includes taxes & fees

Sep 13 - Sep 14

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 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 modern reception area with a counter, seating, and a refrigerator stocked with beverages.

20. Fairfield Inn by Marriott Medford Long Island

Medford

Alexandra

￥19,226

￥21,966 total

includes taxes & fees

Sep 7 - Sep 8

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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.

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

Marriott Melville Long Island

10/10 Excellent

"What a pleasant surprise everything from the staff to the food was outstanding!! Well done!"

Holiday Inn Long Island-Islip Arpt East by IHG

8/10 Good

"Clean rooms but a little outdated."

Hilton Long Island/Huntington

10/10 Excellent

"The women that helped me at front desk were 2nd to none. Amazing every time"

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent

"the hotel in under renovations so i am sure the things insaw needing attention will be addressed. the room was clean"

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"Great staff"

Best Western Premier Plainview-Long Island Hotel

10/10 Excellent

"My room was large and clean. Didn’t have high hopes but my room exceeded my expectations. Would recommend."

The Circle Hotel Fairfield

10/10 Excellent

"."

Grove Hotel

10/10 Excellent

"Good experience"

Radisson Hotel Hauppauge-Long Island

8/10 Good

"Clean room everyday and friendly service"

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY

￥14,770

￥16,874 total

Sep 16 - Sep 17

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

￥16,763

￥19,277 total

Sep 13 - Sep 14

includes taxes & fees

8/10 Very Good! (1,006 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

￥19,218

￥21,956 total

Sep 2 - Sep 3

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

￥19,945

￥22,263 total

Sep 7 - Sep 8

includes taxes & fees

7.4/10 Good! (1,004 reviews)

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

￥21,546

￥24,616 total

Sep 15 - Sep 16

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

￥24,870

￥28,416 total

Sep 7 - Sep 8

includes taxes & fees

9/10 Wonderful! (1,009 reviews)

Frequently asked questions

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

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport, located 8.6 mi (13.8 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 Radisson Hotel Hauppauge-Long Island and Hilton Long Island/Huntington. 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?

Charming Home in Seaside: This vacation home rental near Head of the Harbor is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 1055 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 Sunken Meadow State Park 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.

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Book Hotels in Head of the Harbor on Expedia.com

Find hotels in Head of the Harbor, NY from ￥14,132

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. Hilton Garden Inn Stony Brook

2. Holiday Inn Express Stony Brook by IHG

3. Hampton Inn Long Island-Brookhaven

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

5. Residence Inn By Marriott Long Island Hauppauge

6. Courtyard by Marriott Long Island MacArthur Airport

7. Jake's 58 Casino Hotel - Adult Only

8. Homewood Suites by Hilton Ronkonkoma

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

10. Hyatt Regency Long Island

11. Residence Inn by Marriott Long Island Holtsville

12. Holiday Inn Express Hauppauge-Long Island

13. Hampton Inn Long Island/Islandia

14. Radisson Hotel Hauppauge-Long Island

15. Commack Inn

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

17. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

18. Hilton Garden Inn Islip/MacArthur Airport

19. Danfords Hotel and Marina

20. Fairfield Inn by Marriott 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

Marriott Melville Long Island

Holiday Inn Long Island-Islip Arpt East by IHG

Hilton Long Island/Huntington

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Hampton Inn Long Island-Brookhaven

Best Western Premier Plainview-Long Island Hotel

The Circle Hotel Fairfield

Grove Hotel

Radisson Hotel Hauppauge-Long Island

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

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