Head of the Harbor Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 9 - Aug 10
Tomorrow
Aug 10 - Aug 11
Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Head of the Harbor hotels

The Inn And Spa At East Wind
Relax in a jacuzzi with a romantic ambiance, complete with amenities at your fingertips.

The Inn And Spa At East Wind

3.5 star property
8.8 out of 10, Excellent, (852)
"Very nice place"
The price is P9,198
P10,508 total
includes taxes & fees
Sep 1 - Sep 2
The Inn And Spa At East Wind
Home2 Suites by Hilton Long Island Brookhaven
Relax by the fire pit in this inviting outdoor space with comfortable seating and a pergola.

Home2 Suites by Hilton Long Island Brookhaven

3.0 star property
9.2 out of 10, Wonderful, (964)
"We had a great time!"
The price is P7,997
P9,136 total
includes taxes & fees
Sep 4 - Sep 5
Home2 Suites by Hilton Long Island Brookhaven
Bellport Inn
Private kitchen

Bellport Inn

2.0 star property
The price is P24,622
P28,131 total
includes taxes & fees
Sep 2 - Sep 3
Bellport Inn
SpringHill Suites by Marriott Long Island Brookhaven
Relax in a spacious seating area with a sofa and armchairs, and enjoy meals at the dining table.

SpringHill Suites by Marriott Long Island Brookhaven

3.0 star property
8.4 out of 10, Very Good, (1000)
"Property was clean, quiet, new, spacious, and accommodating. The rooms are well-kept. Only wish I could have better adjusted the temperature."
The price is P5,995
P6,849 total
includes taxes & fees
Aug 25 - Aug 26
SpringHill Suites by Marriott Long Island Brookhaven
Comfort Inn Medford - Long Island
Guests enter under a covered canopy, with a flat roof and large windows offering a view of the surrounding area.

Comfort Inn Medford - Long Island

2.5 star property
8.4 out of 10, Very Good, (1000)
"Great place to stay!"
The price is P6,371
P7,279 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Inn Medford - Long Island
Fairfield Inn by Marriott Medford Long Island
Guests can dine or socialize in this outdoor patio area with tables and chairs.

Fairfield Inn by Marriott Medford Long Island

2.5 star property
8.8 out of 10, Excellent, (1001)
"Convenient location near exit 64 of the Long Island Expressway so good for travelers."
The price is P6,395
P7,306 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn by Marriott Medford Long Island
112 Motel
Stroll through the beautifully manicured lawn and enjoy the serene surroundings.

112 Motel

2.0 star property
8.6 out of 10, Excellent, (102)
"Very Clean Motel!!!"
The price is P8,995
P10,277 total
includes taxes & fees
Aug 10 - Aug 11
112 Motel
Holiday Inn Long Island-Islip Arpt East by IHG
Relax in style with a spacious room featuring a dining table, seating area, and reception desk, perfect for work or socializing.

Holiday Inn Long Island-Islip Arpt East by IHG

3.0 star property
9.2 out of 10, Wonderful, (768)
"Was a great stay!!"
The price is P6,166
P7,046 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Long Island-Islip Arpt East by IHG
Hampton Inn Long Island-Brookhaven
Relax in the gazebo's covered seating area with comfortable chairs and a table.

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1169)
"Pleasant stay - was very clean "
The price is P6,260
P7,153 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Long Island-Brookhaven
The Madison Fire Island Pines
Relax in a serene outdoor space with a swimming pool, wooden deck, and patio area.

The Madison Fire Island Pines

3.0 star property
8.8 out of 10, Excellent, (46)
"Great place "
The price is P19,304
P22,055 total
includes taxes & fees
Sep 9 - Sep 10
The Madison Fire Island Pines
Grove Hotel
Relax in this serene bedroom with a large bed, round mirror, and mounted TV.

Grove Hotel

3.0 star property
9.4 out of 10, Exceptional, (385)
"Great stay"
Grove Hotel
Residence Inn by Marriott Long Island Holtsville
Enjoy al fresco dining and outdoor recreation on this patio, featuring a grill, dining area, and basketball hoop.

Residence Inn by Marriott Long Island Holtsville

3.0 star property
8.8 out of 10, Excellent, (1001)
"The room was beautiful and staff was super friendly!"
The price is P8,170
P9,335 total
includes taxes & fees
Aug 25 - Aug 26
Residence Inn by Marriott Long Island Holtsville
Come As You Are Inn
Relax in a patio area with a swimming pool and comfortable outdoor furniture.

Come As You Are Inn

3.0 star property
10.0 out of 10, Exceptional, (51)
"Owner very hospitable. Property super clean with spacious room. Very convenient location "
The price is P12,834
P14,663 total
includes taxes & fees
Aug 10 - Aug 11
Come As You Are Inn
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
La Quinta Inn & Suites features a traditional facade with a covered entrance and well-manicured grounds.

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3.0 star property
6.8 out of 10, (1291)
"Great staff great place "
The price is P5,435
P6,210 total
includes taxes & fees
Sep 3 - Sep 4
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Homewood Suites by Hilton Ronkonkoma
Welcome to Homewood Suites, a contemporary hotel with a flat roof and large windows, offering a convenient entrance and ample parking.

Homewood Suites by Hilton Ronkonkoma

3.0 star property
9.0 out of 10, Wonderful, (492)
"Great place to stay "
The price is P9,658
P11,034 total
includes taxes & fees
Sep 2 - Sep 3
Homewood Suites by Hilton Ronkonkoma
Clarion Hotel & Conference Center
Step into the warm atmosphere of Brickyards, where laughter fills the air and good times await.

Clarion Hotel & Conference Center

3.0 star property
5.2 out of 10, (1007)
"We will definitely stay here again the pool is a definite plus"
The price is P6,212
P7,097 total
includes taxes & fees
Sep 7 - Sep 8
Clarion Hotel & Conference Center
Courtyard by Marriott Long Island MacArthur Airport
Exterior

Courtyard by Marriott Long Island MacArthur Airport

3.0 star property
8.6 out of 10, Excellent, (1001)
"Nice place would recommend "
The price is P7,656
P8,747 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Long Island MacArthur Airport
Danfords Hotel and Marina
Relax on the waterfront deck with lounge chairs and umbrellas, overlooking the calm water and a historic lighthouse.

Danfords Hotel and Marina

3.5 star property
8.2 out of 10, Very Good, (1002)
"Booked a stay here for family visiting and they loved it!"
The price is P8,462
P11,558 total
includes taxes & fees
Sep 1 - Sep 2
Danfords Hotel and Marina
Clegg's Hotel
Guests can enjoy a covered outdoor seating area with benches and potted plants.

Clegg's Hotel

3.0 star property
8.0 out of 10, Very Good, (188)
"Excellent service and location! Ocean Beach is a great place to get away for a couple of days!"
The price is P13,755
P16,344 total
includes taxes & fees
Aug 10 - Aug 11
Clegg's Hotel
The Palms Hotel Fire Island
Relax on the waterfront pier, where you can enjoy a tranquil atmosphere and take in the views.

The Palms Hotel Fire Island

3.5 star property
7.8 out of 10, Good, (164)
" Great amenities, staff was friendly and room was clean "
The Palms Hotel Fire Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex

10/10 Excellent
"Staff was nice, king bedroom was spacious. The property was beautiful, our room had a view of the fountain "
Priscilla 1-night trip
Posted 2 days ago
Courtyard by Marriott Long Island Islip/Courthouse Complex

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 Hampton Inn Long Island-Brookhaven and La Quinta Inn & Suites by Wyndham Islip - 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 are some accommodations with pools in Head of the Harbor?

Hilton Garden Inn Melville: 3-star hotel located near Old Bethpage Village Restoration. Features a snack bar, a pool, and free Internet. Holiday Inn Express Hauppauge, an IHG Hotel and Hilton Long Island Huntington are a couple of other choices that feature an onsite pool. View all hotels with pools 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 1077 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 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.