Top 10 Hotels in Head of the Harbor, NY from ₩126,176 - Competitive Prices

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Our top choices for Head of the Harbor hotels

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.

1. Holiday Inn Express Stony Brook by IHG

Centereach

Sophie

₩186,296

₩212,847 total

includes taxes & fees

Oct 26 - Oct 27

A hotel with a parking lot, a large building with multiple floors, and a forested area in the background.

A modern bar area with a long counter, bar stools, and a variety of bottles and glasses.

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.

2. Hilton Garden Inn Stony Brook

Stony Brook

zhe

₩175,440

₩200,441 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

3. Hyatt Regency Long Island

Hauppauge

Leonardo

₩192,528

₩219,963 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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

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

4. Hampton Inn Long Island/Islandia

Islandia

Jeronda

₩130,702

₩149,328 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

5. Danfords Hotel and Marina

Port Jefferson

Esther

₩219,745

₩303,386 total

includes taxes & fees

Oct 13 - Oct 14

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

A hotel room with a bed, a sofa, a small table, a chair, a kitchenette, and a large window with curtains.

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.

6. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Kristen

₩213,101

₩243,485 total

includes taxes & fees

Oct 18 - Oct 19

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

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

7. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Nicole

₩208,813

₩238,570 total

includes taxes & fees

Nov 1 - Nov 2

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.

8. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

₩183,468

₩209,616 total

includes taxes & fees

Oct 14 - Oct 15

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 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.

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

Holtsville

Mohammad

₩121,964

₩139,345 total

includes taxes & fees

Nov 9 - Nov 10

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

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

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

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

10. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

John

₩203,720

₩237,442 total

includes taxes & fees

Oct 22 - Oct 23

A bathroom with a large mirror, a sink, and a shower.

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

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

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

11. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Alberto

₩179,595

₩205,188 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

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

12. Residence Inn by Marriott Long Island Holtsville

Holtsville

Carly

₩181,136

₩206,950 total

includes taxes & fees

Oct 14 - Oct 15

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 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.

13. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Elizabeth

₩169,744

₩193,933 total

includes taxes & fees

Nov 1 - Nov 2

A large indoor swimming pool with a skylight, lounge chairs, and a seating area with tables.

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.

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

14. Hampton Inn Long Island-Brookhaven

Farmingville

Anjulliane

₩152,763

₩174,532 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

15. Radisson Hotel Hauppauge-Long Island

Hauppauge

Franck

₩164,048

₩187,425 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 swimming pool with clear blue water, surrounded by orange chairs and a lifeguard station.

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.

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Amanda

₩203,720

₩232,751 total

includes taxes & fees

Oct 18 - Oct 19

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 room with two beds, a desk, and a window with curtains.

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

Bohemia

darrell

₩110,437

₩126,176 total

includes taxes & fees

Nov 1 - Nov 2

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.

18. Comfort Inn Medford - Long Island

Medford

Jody

₩140,339

₩160,337 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

19. Fairfield Inn by Marriott Medford Long Island

Medford

Carl

₩155,604

₩177,778 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 hotel lobby with a seating area, a television, and a large plant.

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

20. Hampton Inn & Suites Huntington Downtown

Huntington

Eric

₩244,933

₩279,836 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

Holiday Inn Express Stony Brook by IHG

10/10 Excellent

"Very nice experience"

Courtyard by Marriott Long Island MacArthur Airport

10/10 Excellent

"Stayed a long weekend to visit friends and family. Hotel was very clean and comfortable. Staff were great, always pleasant and helpful despite being very busy. The hotel was fully booked and hosting a wedding, sweet sixteen, and soccer tournaments! Despite all this, it was very quiet at night and the staff were great. Would highly recommend and stay again."

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent

"Stayed at this hotel while I was down in NY for a wedding and had a great experience! The bed was comfortable, room was clean, and was a very peaceful area overall."

The Circle Hotel Fairfield

10/10 Excellent

"We didn't use much of the amenities so I cannot speak to that but the bed was the comfiest bed we've ever experienced. The front desk were friendly and the room was clean. The remote check-in/check-out was super convenient, too. We will absolutely stay again when visiting family."

Courtyard by Marriott Long Island Islip/Courthouse Complex

10/10 Excellent

"I really enjoyed my stay"

Hyatt Regency Long Island

8/10 Good

"Only one elevator working was poor"

Jake's 58 Casino Hotel - Adult Only

10/10 Excellent

"We stayed at the hotel because our son is at Stony Brook University. Out of all the room prices this was the best by far. We took a chance . We didn’t go for the casino. It only had 1 working elevator but it was ok we were hardly there. What I want to compliment is the room. The hotel staff was friendly at check in and gave us 2 beds as we asked. The room was so clean and i have high standards. The room was spacious with a small fridge. You could smell how clean it was. The doors had good locks and I appreciated that. We asked the second day just for towels but cleaning staff cleaned our whole room again. We were on the 8th floor it was so quiet and the room had darkening shades. I slept so well. The water had good pressure and was hot. Everything was laid out nicely and organized. Plenty of plugs for devices. We enjoyed our nights there and plan to return."

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent

"This Holiday in was excellent, the room clean and fully stocked and it even had a wine fridge. The entire property was clean and beautifully decorated (for Halloween) I love that there was a restaurant and bar onsite. Staff were friendly and helpful."

More cheap stays in Head of the Harbor

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

₩126,075

₩140,731 total

Oct 18 - Oct 19

includes taxes & fees

7.4/10 Good! (1,005 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

₩140,339

₩160,337 total

Nov 1 - Nov 2

includes taxes & fees

8.4/10 Very Good! (1,005 reviews)

Quality Suites Stratford

1500 South Ave Stratford CT

₩148,447

₩170,714 total

Nov 8 - Nov 9

includes taxes & fees

8.2/10 Very Good! (1,008 reviews)

Extended Stay America Suites Long Island Melville

100 Spagnoli Rd Melville NY

₩166,447

₩190,170 total

Oct 18 - Oct 19

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

₩179,595

₩205,188 total

Nov 1 - Nov 2

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

₩186,296

₩212,847 total

Oct 26 - Oct 27

includes taxes & fees

9/10 Wonderful! (1,008 reviews)

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.

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.

Find hotels in Head of the Harbor, NY from ₩126,176

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. Holiday Inn Express Stony Brook by IHG

2. Hilton Garden Inn Stony Brook

3. Hyatt Regency Long Island

4. Hampton Inn Long Island/Islandia

5. Danfords Hotel and Marina

6. Courtyard by Marriott Long Island MacArthur Airport

7. Homewood Suites by Hilton Ronkonkoma

8. Jake's 58 Casino Hotel - Adult Only

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

10. Residence Inn By Marriott Long Island Hauppauge

11. Holiday Inn Express Hauppauge-Long Island

12. Residence Inn by Marriott Long Island Holtsville

13. Hilton Garden Inn Islip/MacArthur Airport

14. Hampton Inn Long Island-Brookhaven

15. Radisson Hotel Hauppauge-Long Island

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

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

18. Comfort Inn Medford - 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

Holiday Inn Express Stony Brook by IHG

Courtyard by Marriott Long Island MacArthur Airport

SureStay Plus by Best Western Woodbury Inn

The Circle Hotel Fairfield

Courtyard by Marriott Long Island Islip/Courthouse Complex

Hyatt Regency Long Island

Jake's 58 Casino Hotel - Adult Only

Holiday Inn Plainview-Long Island 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

Extended Stay America Suites Long Island Melville

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

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