Find hotels in Head of the Harbor, NY from $104

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Compare 999 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Jake's 58 Casino Hotel - Adult Only
3.5 star property
7.8 out of 10, Good, (1044)
"WAY better than expected! I couldn't win a nickel myself, but my wife and adult son did impressively well! Bottom line, we walked out of there with more money than we came in with, even with my losses. The room was very clean and newish looking. The bathroom was a bit small, but more than enough. The Cuppa coffee place really needs a new manager/inventory person. They ran out of half their menu an they could not make smoothies because the blender was broken. I am sure this place makes...
The price is $161
$183 total
includes taxes & fees
Jun 24 - Jun 25
Jake's 58 Casino Hotel - Adult Only
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
2.5 star property
7.0 out of 10, Good, (1022)
"It was a very nice one night stay for a family party. I will definitely be booking again when we are in the area. "
The price is $110
$125 total
includes taxes & fees
Jun 10 - Jun 11
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
SureStay Plus by Best Western Woodbury Inn
2.5 star property
7.2 out of 10, Good, (1010)
"Quaint and cozy place. Staff was very helpful. "
The price is $125
$140 total
includes taxes & fees
Jun 17 - Jun 18
SureStay Plus by Best Western Woodbury Inn
Save an average of 15% on thousands of hotels when you're signed in
Days Inn by Wyndham Hicksville Long Island
2.0 star property
6.4 out of 10, (1007)
"Good experience "
The price is $128
$142 total
includes taxes & fees
Jun 17 - Jun 18
Days Inn by Wyndham Hicksville Long Island
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very Good, (1009)
"Very good experience "
The price is $179
$204 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Regency Long Island
Marriott Melville Long Island
3.5 star property
8.4 out of 10, Very Good, (1006)
"The overall condition was clean and sanitary. My 3 star rating was because my garbage can was not emptied and the soap in the room had been used. It was late at night to request housekeeping and after being at a wedding all day I didn’t want to switch rooms. I also didn’t want to complain over some soaps. But Overall I enjoyed my stay. I highly recommend this place. "
The price is $259
$296 total
includes taxes & fees
Jun 16 - Jun 17
Marriott Melville Long Island
Hampton Inn Long Island/Islandia
2.5 star property
8.2 out of 10, Very Good, (1007)
"Clean "
The price is $144
$164 total
includes taxes & fees
Jun 17 - Jun 18
Hampton Inn Long Island/Islandia
Holiday Inn Express Hauppauge, an IHG Hotel
2.5 star property
8.0 out of 10, Very Good, (1007)
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The price is $128
$146 total
includes taxes & fees
Jun 23 - Jun 24
Holiday Inn Express Hauppauge, an IHG Hotel
Days Inn by Wyndham Woodbury Long Island
2.5 star property
7.4 out of 10, Good, (1009)
"Excellent "
The price is $112
$125 total
includes taxes & fees
Jun 24 - Jun 25
Days Inn by Wyndham Woodbury Long Island
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, (1019)
"Very nice and clean. Staff was friendly "
The price is $134
$152 total
includes taxes & fees
Jun 9 - Jun 10
Hampton Inn Long Island-Brookhaven
Fairfield Inn by Marriott Medford Long Island
2.5 star property
8.8 out of 10, Excellent, (1003)
"It was a great room to stay with my kids and my puppy. The kids and I had a great time at the pool and I would definitely book again."
The price is $114
$130 total
includes taxes & fees
Jul 1 - Jul 2
Fairfield Inn by Marriott Medford Long Island
Hilton Garden Inn Melville
3.0 star property
8.6 out of 10, Excellent, (1009)
"There was construction going on and there was nothing to be done about that. Other than that, the room and facilities were just fine."
The price is $152
$174 total
includes taxes & fees
Jun 20 - Jun 21
Hilton Garden Inn Melville
Hilton Long Island/Huntington
3.5 star property
7.4 out of 10, Good, (1005)
"The only problem was apparently there is a difference in handicap rooms. One is “rollator” ready the other is walk in shower ready. Is you have a rollator or where, seems like a given you need a walk in shower. Just sayiy"
The price is $169
$193 total
includes taxes & fees
Jun 24 - Jun 25
Hilton Long Island/Huntington
Whitman Motor Lodge
2.0 star property
8.6 out of 10, Excellent, (1014)
"Extremely clean and quiet. Betty at front desk very helpful. Even in one of the last non renovated rooms we were comfortable "
The price is $106
$122 total
includes taxes & fees
Jun 25 - Jun 26
Whitman Motor Lodge
Holiday Inn Express Stony Brook, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (1014)
"Staff was friendly and courteous. The hotel was clean and the room was spacious."
The price is $153
$175 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express Stony Brook, an IHG Hotel
Best Western Bar Harbour Inn
2.5 star property
7.6 out of 10, Good, (1013)
"Front desk agent was so nice and helpful she’s super kind and sweet thank you "
The price is $142
$158 total
includes taxes & fees
Jun 23 - Jun 24
Best Western Bar Harbour Inn
Clarion Hotel & Conference Center
3.0 star property
5.4 out of 10, (1012)
"Fair and reasonable prices "
The price is $104
$119 total
includes taxes & fees
Jun 19 - Jun 20
Clarion Hotel & Conference Center
Oheka Castle Hotel & Estate
3.5 star property
9.2 out of 10, Wonderful, (579)
"We had an amazing stay at the castle!"
The price is $422
$481 total
includes taxes & fees
Jun 20 - Jun 21
Oheka Castle Hotel & Estate
Courtyard by Marriott Long Island MacArthur Airport
3.0 star property
8.6 out of 10, Excellent, (1003)
"Nice place."
The price is $144
$164 total
includes taxes & fees
Jul 1 - Jul 2
Courtyard by Marriott Long Island MacArthur Airport
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
3.0 star property
9.2 out of 10, Wonderful, (448)
"Everything was great"
The price is $118
$135 total
includes taxes & fees
Jun 18 - Jun 19
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
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See all available properties in Head of the Harbor
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.

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Head of the Harbor Travel Info

Number of reviews
6,068
Accommodation
999 hotels
Highest price
$422
Lowest price
$104
Reasons to visit
Harmony Vineyards, Short Beach and Avalon Park and Preserve
Hotels with dining
4
Hotels with family-friendly amenities
4

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 La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport and Hyatt Regency Long Island. See all available top hotels, or vacation rentals in Head of the Harbor.

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

Dog-friendly home just blocks from the bay with deck & private hot tub: This vacation home rental near Head of the Harbor offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a spa tub. 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! 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 998 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 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.

Recent reviews of Head of the Harbor hotels
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