Book Hotels in Head of the Harbor, NY

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Oct 16 - Oct 18
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Top Head of the Harbor hotels

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

2.5 out of 5
3131 Nesconset Hwy Centereach NY
Fully refundable
$139 nightly
The price is $159 total per night from Oct 26 to Oct 27
$159 total
Oct 26 - Oct 27
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 ...
"Very nice experience"

Reviewed on Oct 12, 2026

Opens in a new windowHoliday Inn Express Stony Brook by IHG
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
$178 nightly
The price is $204 total per night from Nov 1 to Nov 2
$204 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will ...
"We didn't use much of the amenities so I cannot speak to that but the bed was the comfiest bed we've ever experienced. The front desk were friendly and the room was clean. The remote check-in/check-out was super convenient, too. We will absolutely stay again when visiting family."

Reviewed on Oct 12, 2026

Opens in a new windowThe Circle Hotel Fairfield
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
$130 nightly
The price is $149 total per night from Oct 18 to Oct 19
$149 total
Oct 18 - Oct 19
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. Enjoy ...
"Parking was available but they charge $5.00 a day to park your car there which I felt was a little ridiculous!"

Reviewed on Oct 13, 2026

Opens in a new window Holiday Inn Express Hauppauge-Long Island
Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

3.5 out of 5
3635 Express Dr N Islandia NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Oct 15 to Oct 16
$193 total
Oct 15 - Oct 16
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 2 bars/lounges and enjoy free perks like free self parking ...
"No coffee in room and no gym"

Reviewed on Oct 13, 2026

Opens in a new windowJake's 58 Casino Hotel - Adult Only
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd Bohemia NY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Nov 1 to Nov 2
$96 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage ...
"Had a good four nights at this typical chain hotel. Our room was clean and comfortable. Wifi was good. Fridge and microwave good. Basic free breakfast, well-attended, each morning. The Saturday breakfast bar was eggs & sausage. Convenient location to the airport and Vets Hwy, not far from Sunrise ..."

Reviewed on Oct 13, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Nov 8 to Nov 9
$111 total
Nov 8 - Nov 9
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the business center, ...
"Hated everything about this place. They don’t even wash the sinks in the bathroom and it’s covered in toothpaste grime. Beds were incredibly small. They blasted a fire alarm at 6:30AM. Room had a lot of dust and I genuinely never want to be here again."

Reviewed on Oct 12, 2026

Opens in a new windowClarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
$122 nightly
The price is $140 total per night from Nov 1 to Nov 2
$140 total
Nov 1 - Nov 2
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. ...
Opens in a new windowRadisson Hotel Hauppauge-Long Island
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

3.5 out of 5
2000 North Ocean Ave. Farmingville NY
$114 nightly
The price is $130 total per night from Nov 2 to Nov 3
$130 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 business center and free WiFi in public areas. Enjoy the free buffet ...
Opens in a new windowHampton Inn Long Island-Brookhaven
Marriott Melville Long Island

Marriott Melville Long Island

3.5 out of 5
1350 Walt Whitman Rd Melville NY
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $273 total per night from Oct 15 to Oct 16
$273 total
Oct 15 - Oct 16
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 ...
Opens in a new windowMarriott Melville Long Island
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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.

Frequently asked questions

What are the top kid-friendly hotels in Head of the Harbor?
Take some of the struggles out of traveling with kids by choosing a family-friendly Head of the Harbor hotel. From useful amenities to extra-helpful services, these properties come with perks that'll make your visit run smoothly: You'll be well looked after at Three Village Inn. It comes with a nearby beach, front desk services and a commitment to making families feel at home. Room for rent in safe house surrounded by nature w/ private beach 8 min away! is also a great choice. After a long day of exploring, come home to your comfortable room and amenities like pet-friendly facilities and internet access.
Where can I find cheap hotels in Head of the Harbor?
At Travelocity you'll find really nice hotels in Head of the Harbor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Head of the Harbor rather than in Head of the Harbor. We may find you even better rates, too.
How do I find the best Head of the Harbor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Head of the Harbor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Head of the Harbor?
The cheapest hotel in Head of the Harbor is $96. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Head of the Harbor?
There are 1,058 hotels in Head of the Harbor on Travelocity.
What are the best hotels in Head of the Harbor?
Head of the Harbor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Head of the Harbor for you!
When is the best time to visit Head of the Harbor?
If you want the joy of a fun-filled trip in peak season, visit Head of the Harbor during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Head of the Harbor?
Based on historic data is usually the cheapest month to visit Head of the Harbor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Head of the Harbor?
There are multiple hotels in Head of the Harbor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Head of the Harbor. We have plenty of kid-friendly hotels in Head of the Harbor to choose from on Travelocity!
Why book a hotel in Head of the Harbor through Travelocity?
Because we have the top hotels in Head of the Harbor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Head of the Harbor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Head of the Harbor hotel reviews by fellow wanderers

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

4 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Had a good four nights at this typical chain hotel. Our room was clean and comfortable. Wifi was good. Fridge and microwave good. Basic free breakfast, well-attended, each morning. The Saturday breakfast bar was eggs & sausage. Convenient location to the airport and Vets Hwy, not far from Sunrise Hwy. Looks like they're getting ready to renovate. Decent place, would stay again."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

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