Top 10 Hotels in Head of the Harbor, NY from ₩205,827 - Competitive Prices

Our top choices for Head of the Harbor hotels

Quality Suites Stratford

Stratford

Andrew

₩181,459 total

includes taxes & fees

Jul 12 - Jul 13

Midway Motel

Patchogue

Anthony

₩277,348 total

includes taxes & fees

Jun 15 - Jun 16

Spacious 3BR Family Home Near Everything

Central Islip

₩368,601 total

includes taxes & fees

Jun 15 - Jun 16

Holiday Inn Express Stony Brook by IHG

Centereach

Belinda

₩247,898 total

includes taxes & fees

Jul 1 - Jul 2

The Circle Hotel Fairfield

Grasmere

Betsy

₩251,084 total

includes taxes & fees

Jun 30 - Jul 1

Indoor pool, open 5:30 AM to 11:00 PM, sun loungers

Hampton Inn Long Island-Brookhaven

Farmingville

Alison

₩243,183 total

includes taxes & fees

Jul 7 - Jul 8

Holiday Inn Long Island-Islip Arpt East by IHG

Holtsville

Chelsea

₩242,695 total

includes taxes & fees

Jun 29 - Jun 30

Hilton Garden Inn Stony Brook

Stony Brook

Constance

₩287,088 total

includes taxes & fees

Jun 30 - Jul 1

Home2 Suites by Hilton Long Island Brookhaven

Yaphank

N.

₩282,860 total

includes taxes & fees

Jun 28 - Jun 29

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Bohemia

Colin

₩224,652 total

includes taxes & fees

Jun 22 - Jun 23

Superior Double Room | Blackout drapes, iron/ironing board, free WiFi, bed sheets

Grove Hotel

Sayville

philip

₩466,463 total

includes taxes & fees

Jul 2 - Jul 3

Deluxe Apartment, Non Smoking, Private Bathroom | Interior

Sundown Escape-South Shore Long Island

Bay Shore

Samantha

₩480,159 total

includes taxes & fees

Jun 27 - Jun 28

Residence Inn by Marriott Melville

Melville

Amy

₩341,484 total

includes taxes & fees

Jun 25 - Jun 26

Romantic Room, 1 King Bed, Jetted Tub | Living area | 50-inch Smart TV with satellite channels, TV, video-game console

112 Motel

Medford

Vikki

₩273,100 total

includes taxes & fees

Jun 24 - Jun 25

Sauna, steam room, body treatments, hydrotherapy, aromatherapy

The Inn And Spa At East Wind

Calverton

Rachel

₩341,658 total

includes taxes & fees

Jul 6 - Jul 7

Deer Park Motor Inn

Deer Park

Sammy

₩190,654 total

includes taxes & fees

Jun 15 - Jun 16

Come As You Are Inn

Sayville

Scott

₩390,019 total

includes taxes & fees

Jun 16 - Jun 17

Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Sally

₩269,720 total

includes taxes & fees

Jul 8 - Jul 9

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Ronkonkoma

Anna and Phillip

₩178,910 total

includes taxes & fees

Jul 7 - Jul 8

Delamar Westport

Westport

Doreen

₩462,274 total

includes taxes & fees

Jul 12 - Jul 13

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Stay near popular Head of the Harbor attractions

Avalon Harbor Aerial view from the hills - Catalina Island, California

Avalon Park and Preserve

4.3/5 (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

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

6/10 Okay

"The room was very clean and the location was great. The property is quite in need of some maintenance and the pool was in need of a cleaning. Staff were very helpful."

Jake's 58 Casino Hotel - Adult Only

8/10 Good

"The room was ready, clean and comfortable. Rather large. Air conditioning in room did not seem to work. Got s little warm overnight. Elevators had outages which led to some small waits. Casino was fun. All employees (check in, cleaning staff, casino staff and bistro) were friendly and helpful."

Radisson Hotel Hauppauge-Long Island

6/10 Okay

"The check-in was very slow. When I arrived, there were two people doing that job. Then one left after he finished with the people he was helping. This left just one person who had some difficulties with the couple he was checking in. I waited approximately 10-15 minutes to check in and there was a couple behind me who waited even longer. My WiFi didn't work. Fortunately, the two young men at the desk were able to do something involving a hot spot and got it to function. There was a false fire alarm, which required that I walk down 5 flights of steps to avoid the elevator. I was not aware of when the all clear sounded and had to ask someone if it was ok to go back to the room, and it was. The toilet did not flush properly. I called the desk and asked for assistance. They said that they would send somebody right up. Forty-five minutes later, when nobody had shown up, I called again. This time a man came about fifteen minutes later. He didn't really fix the flush but showed me how to get around it by holding the flusher knob for several seconds until I saw the water swirling and going down the toilet. I had the do-not-disturb tag hanging on the outside of the door, but the cleaning lady entered the room anyway."

Courtyard by Marriott Long Island Islip/Courthouse Complex

2/10 Terrible

"Never accept room 107. The one wall is the kitchen/bar. The door is outside the bar area so you hear everything from staff and people at bar. The supply room and janitor closet are right outside the room door. So loud all night long was the absolute worst."

Hilton Long Island/Huntington

4/10 Poor

"Disappointing experience at this Hilton. I stayed at this hotel along with other family members for a family event. Airconditioning was not working anywhere other than hallways (including bedrooms and lobby). I was sharing a room with my 2 daughters. Room was never cleaned, despite housekeeping being in the hallway when we left at 10am. I agreed to have them send an engineer to the room and they also said they would deliver a fan. It was quite disappointing to return to my room at 11pm, after a long day to find a hot, unmade room with no fan. When I mentioned all of this to the manager at checkout, he offered to refund my for one night’s stay, but said I needed to call Expedia (who I booked through) because they couldn’t make the refund directly. Thankfully, Expedia was great at following up and chasing the hotel for the refund as the manager apparently never made note of the refund. I give the Hilton 2 stars and Expedia 10 stars."

Hyatt Regency Long Island

4/10 Poor

"The overall stay was acceptable however there was an issue with one of their security guards. I will spare you the details, but it was very unprofessional. Beds, towels, and bathroom were all clean, but the bedroom carpet was filthy and I could tell that it had not been thoroughly cleaned in a while. The nightstand was sticky, and there were a pair of somebody’s eyeglasses on the floor between the right side of the nightstand and the wall. I enjoyed their breakfast buffet one morning and it was absolutely delicious and lots of variety. The front desk staff were really nice and super helpful. I’m bad with names, but Elizabeth was super friendly."

More cheap stays in Head of the Harbor

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

₩216,962

₩247,898 total

Jul 1 - Jul 2

includes taxes & fees

9/10 Wonderful! (1,006 reviews)

Frequently asked questions

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

Hyatt Regency Long Island, located 6.3 mi (10.1 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 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 1068 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, Harmony Vineyards, and Stony Brook Grist Mill. You'll also find Nissequogue River 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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Our top choices for Head of the Harbor hotels

Quality Suites Stratford

Midway Motel

Spacious 3BR Family Home Near Everything

Holiday Inn Express Stony Brook by IHG

The Circle Hotel Fairfield

Hampton Inn Long Island-Brookhaven

Holiday Inn Long Island-Islip Arpt East by IHG

Hilton Garden Inn Stony Brook

Home2 Suites by Hilton Long Island Brookhaven

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Grove Hotel

Sundown Escape-South Shore Long Island

Residence Inn by Marriott Melville

112 Motel

The Inn And Spa At East Wind

Deer Park Motor Inn

Come As You Are Inn

Hilton Garden Inn Islip/MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Delamar Westport

Stay near popular Head of the Harbor attractions

Avalon Park and Preserve

Learn more about Head of the Harbor

Top Head of the Harbor Hotel Reviews

Grove Hotel

More cheap stays in Head of the Harbor

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

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