Head of the Harbor Hotel & Accommodation Deals 2026 from AU$185 - Compare prices by date

Our top choices for Head of the Harbor hotels

1. Quality Suites Stratford

Stratford

Andrew

includes taxes & fees

12 July - 13 July

2. Midway Motel

Patchogue

Anthony

includes taxes & fees

15 June - 16 June

3. Spacious 3BR Family Home Near Everything

Central Islip

includes taxes & fees

15 June - 16 June

4. Holiday Inn Express Stony Brook by IHG

Centereach

Belinda

includes taxes & fees

1 July - 2 July

5. The Circle Hotel Fairfield

Grasmere

Betsy

includes taxes & fees

23 June - 24 June

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

6. Hampton Inn Long Island-Brookhaven

Farmingville

Alison

includes taxes & fees

2 July - 3 July

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

Holtsville

Chelsea

includes taxes & fees

29 June - 30 June

8. Hilton Garden Inn Stony Brook

Stony Brook

Constance

includes taxes & fees

2 July - 3 July

9. Home2 Suites by Hilton Long Island Brookhaven

Yaphank

N.

includes taxes & fees

28 June - 29 June

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

Bohemia

Colin

includes taxes & fees

6 July - 7 July

11. Grove Hotel

Sayville

philip

includes taxes & fees

16 June - 17 June

Deluxe Apartment, Non Smoking, Private Bathroom | Interior

12. Sundown Escape-South Shore Long Island

Bay Shore

Samantha

includes taxes & fees

27 June - 28 June

13. Residence Inn by Marriott Melville

Melville

Amy

includes taxes & fees

25 June - 26 June

Romantic Room, 1 King Bed, Jetted Tub | Living area

14. 112 Motel

Medford

Vikki

includes taxes & fees

25 June - 26 June

Sauna, steam room, body treatments, hydrotherapy, aromatherapy

15. The Inn And Spa At East Wind

Calverton

Rachel

includes taxes & fees

6 July - 7 July

16. Deer Park Motor Inn

Deer Park

Sammy

includes taxes & fees

15 June - 16 June

17. Come As You Are Inn

Sayville

Scott

includes taxes & fees

15 June - 16 June

18. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Sally

includes taxes & fees

6 July - 7 July

19. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Ronkonkoma

Anna and Phillip

includes taxes & fees

28 June - 29 June

20. Delamar Westport

Westport

Doreen

includes taxes & fees

1 July - 2 July

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

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."

Jake's 58 Casino Hotel - Adult Only

6/10 Okay

"It was a little strange having to go through metal detectors and eye scanners every time you re-entered the resort. The lady on reception was not very friendly and was super slow also, however Christina in the bar was fantastic and very entertaining….thats the only reason i would revisit. I was sure when i booked that breakfast was included but there was only a pay coffee bar. Trying to find q parking spot could be tricky….i would suggest the hotel give valet park to guest for the whole stay and not just one room pass"

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 accommodation in Head of the Harbor

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

AU$232

1 July - 2 July

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 traveller data. Other good options for your trip 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.

What are some of the best holiday rentals that Head of the Harbor has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.: This holiday home rental outside of Head of the Harbor has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. 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, 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 1068 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, Harmony Vineyards and Stony Brook Grist Mill. You'll also find Nissequogue River and Sunken Meadow State Park 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.

Explore a world of travel with Expedia

Long Island Holiday Rentals

Book Hotels in Head of the Harbor on Expedia.com

Search Head of the Harbor hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

Our top choices for Head of the Harbor hotels

1. Quality Suites Stratford

2. Midway Motel

3. Spacious 3BR Family Home Near Everything

4. Holiday Inn Express Stony Brook by IHG

5. The Circle Hotel Fairfield

6. Hampton Inn Long Island-Brookhaven

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

8. Hilton Garden Inn Stony Brook

9. Home2 Suites by Hilton Long Island Brookhaven

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

11. Grove Hotel

12. Sundown Escape-South Shore Long Island

13. Residence Inn by Marriott Melville

14. 112 Motel

15. The Inn And Spa At East Wind

16. Deer Park Motor Inn

17. Come As You Are Inn

18. Hilton Garden Inn Islip/MacArthur Airport

19. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

20. 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

Radisson Hotel Hauppauge-Long Island

More cheap accommodation in Head of the Harbor

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app