Find hotels in Head of the Harbor, NY from ₩131,962

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Compare 1,082 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Head of the Harbor hotels

The Inn And Spa At East Wind

3.5 star property
8.8 out of 10, Excellent, (860)
"The Hôtel Restaurant is very good"
The price is ₩223,898
₩255,804 total
includes taxes & fees
Sep 1 - Sep 2
The Inn And Spa At East Wind

SpringHill Suites by Marriott Long Island Brookhaven

3.0 star property
8.4 out of 10, Very Good, (1004)
"I love the outdoor breakfast area."
The price is ₩145,930
₩166,724 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Long Island Brookhaven

Holiday Inn Long Island-Islip Arpt East by IHG

3.0 star property
9.2 out of 10, Wonderful, (776)
"Was a great stay!!"
The price is ₩157,049
₩179,425 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Long Island-Islip Arpt East by IHG

Quality Suites

2.5 star property
8.0 out of 10, Very Good, (1006)
"Really good stay "
The price is ₩131,962
₩151,757 total
includes taxes & fees
Sep 21 - Sep 22
Quality Suites

Hampton Inn & Suites By Hilton Long Island Farmingdale

2.5 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about this brand new hotel. The rooms were very clean and spacious. The shower was relaxing. While we didn't swim in the pool, we did use the jacuzzi. It was great. The breakfast buffet had a lot of choices. We loved the fresh waffles - so yummy. And all the staff from the front desk, to the cleaning staff, to the breakfast staff - everyone was so friendly and welcoming. We will definitely be staying here again."
The price is ₩246,900
₩282,082 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites By Hilton Long Island Farmingdale

Home2 Suites by Hilton Long Island Brookhaven

3.0 star property
9.2 out of 10, Wonderful, (977)
"We love staying at this hotel. It’s close to friends and family "
The price is ₩194,657
₩222,396 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Long Island Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1192)
"The staff was friendly & helpful, very clean, the pool was amazing "
The price is ₩152,393
₩174,108 total
includes taxes & fees
Sep 4 - Sep 5
Hampton Inn Long Island-Brookhaven

The Circle Hotel Fairfield

3.0 star property
9.0 out of 10, Wonderful, (1387)
"Very clean, perfect location very nice staff"
The price is ₩171,225
₩196,909 total
includes taxes & fees
Sep 16 - Sep 17
The Circle Hotel Fairfield

Fairfield Inn by Marriott Medford Long Island

2.5 star property
8.8 out of 10, Excellent, (1011)
"Great stay - clean, comfortable, friendly staff"
The price is ₩161,218
₩184,192 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn by Marriott Medford Long Island

Comfort Inn Medford - Long Island

2.5 star property
8.4 out of 10, Very Good, (1015)
"Great place to stay!"
The price is ₩158,841
₩181,476 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn Medford - Long Island

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3.0 star property
6.8 out of 10, (1324)
"Good for an overnight near the airport "
The price is ₩138,981
₩158,785 total
includes taxes & fees
Sep 4 - Sep 5
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Grove Hotel

3.0 star property
9.4 out of 10, Exceptional, (411)
"Great stay"
The price is ₩173,865
₩198,631 total
includes taxes & fees
Sep 28 - Sep 29
Grove Hotel

Hyatt Regency Long Island

4.0 star property
8.2 out of 10, Very Good, (1014)
"Loved the outdoor pool and the food at the restaurant was really good also! Very comfortable beds and clean."
The price is ₩182,065
₩208,010 total
includes taxes & fees
Sep 3 - Sep 4
Hyatt Regency Long Island

Holiday Inn Express Stony Brook by IHG

2.5 star property
8.8 out of 10, Excellent, (1011)
"A very pleasant stay."
The price is ₩241,827
₩276,280 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Stony Brook by IHG

Danfords Hotel and Marina

3.5 star property
8.2 out of 10, Very Good, (1016)
"Nice for a weekend getaway "
The price is ₩230,152
₩309,007 total
includes taxes & fees
Sep 1 - Sep 2
Danfords Hotel and Marina

Hampton Inn Long Island/Islandia

2.5 star property
8.6 out of 10, Excellent, (1020)
"Our stay was very nice."
The price is ₩170,002
₩194,227 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Long Island/Islandia

The Surfside Hotel

2.0 star property
9.4 out of 10, Exceptional, (144)
"Great place to stay"
The price is ₩312,707
₩359,613 total
includes taxes & fees
Sep 3 - Sep 4
The Surfside Hotel

Jake's 58 Casino Hotel - Adult Only

3.5 star property
8.2 out of 10, Very Good, (1200)
"The hotel is a perfect stay, staff is overwhelmingly friendly, and the food service is great. "
The price is ₩177,687
₩203,008 total
includes taxes & fees
Aug 31 - Sep 1
Jake's 58 Casino Hotel - Adult Only

Hilton Garden Inn Islip/MacArthur Airport

3.0 star property
8.4 out of 10, Very Good, (1007)
"I’m really love this hotel is small but very cozy. "
The price is ₩181,593
₩207,470 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Islip/MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3.0 star property
8.6 out of 10, Excellent, (1006)
"Nice place would recommend "
The price is ₩198,882
₩227,222 total
includes taxes & fees
Sep 4 - Sep 5
Courtyard by Marriott Long Island MacArthur Airport
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

Learn more about Head of the Harbor

Head of the Harbor awaits: its wineries, parks, and more!

Top Head of the Harbor Hotel Reviews

More cheap stays in Head of the Harbor

More cheap stays in Head of the Harbor

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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

Hampton Inn Long Island-Brookhaven, located 9 mi (14.4 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 Jake's 58 Casino Hotel - Adult Only 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 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 1084 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.