Book Hotels in Head of the Harbor, NY
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Top Head of the Harbor hotels

Hampton Inn & Suites By Hilton Long Island Farmingdale
1030 Broadhollow Rd, Farmingdale, NY
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $203 total per night from Nov 2 to Nov 3
$203 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Breakfast ok"
Reviewed on Oct 1, 2025

The Circle Hotel Fairfield
417 Post Road, Fairfield, CT
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $194 total per night from Oct 26 to Oct 27
$194 total
Oct 26 - Oct 27
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate ...
"Clean, cute, great value. Easy check in/out"
Reviewed on Sep 29, 2025

Holiday Inn Express Stony Brook by IHG
3131 Nesconset Hwy, Centereach, NY
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $165 total per night from Oct 16 to Oct 17
$165 total
Oct 16 - Oct 17
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"The staff were friendly"
Reviewed on Sep 29, 2025

Hampton Inn Long Island-Brookhaven
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Oct 8 to Oct 9
$145 total
Oct 8 - Oct 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet ...
Mower guy
"It was amazing"
Reviewed on Sep 24, 2025

Marriott Melville Long Island
1350 Walt Whitman Rd, Melville, NY
Fully refundableReserve now, pay when you stay
$269 nightly
The price is $307 total per night from Oct 7 to Oct 8
$307 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet ...
Wonderfully accommodating!
"We arrived on Long Island very late on the 10th. We were at a hotel that was completely horrid and we had to get out of there. We left there the morning of the 12th and booked the Marriott. We left without showering and needed to get ourselves together for the day. The staff at the Marriott allowed ..."
Reviewed on Sep 17, 2025

Jake's 58 Casino Hotel - Adult Only
3635 Express Dr N, Islandia, NY
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $164 total per night from Oct 8 to Oct 9
$164 total
Oct 8 - Oct 9
Total with taxes and fees
A casino and a restaurant are featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking ...
"The service"
Reviewed on Sep 21, 2025

Days Inn by Wyndham Woodbury Long Island
8030 Jericho Tpke, Woodbury, NY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $119 total per night from Nov 4 to Nov 5
$119 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the 24-hour business center, ...
"Room climate was quite adequate"
Reviewed on Oct 2, 2025

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $112 total per night from Oct 26 to Oct 27
$112 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take ...
"I’ve stayed in this hotel several times and have always found it clean and quiet with a friendly staff."
Reviewed on Sep 28, 2025

Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy, Hauppauge, NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Oct 12 to Oct 13
$154 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"The front desk ladies were lovely and helpful"
Reviewed on Sep 27, 2025
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View all propertiesLowest 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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Recent Head of the Harbor hotel reviews by fellow wanderers

Holiday Inn Express Hauppauge-Long Island
5 out of 5
Posted 5 days ago
Travelocity Verified Review
"Loved the room, the facilities, the breakfast choices, and how clean everything was."
A verified traveler from Shelter Island stayed at Holiday Inn Express Hauppauge-Long Island
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