Book Hotels in Head of the Harbor, NY

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Apr 13 - Apr 14
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Top Head of the Harbor hotels

The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Apr 14 to Apr 15
$175 total
Apr 14 - Apr 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Did not get breakfast

Reviewed on Apr 13, 2026

Opens in a new windowThe Circle Hotel Fairfield
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

3.5 out of 5
2000 North Ocean Ave. Farmingville NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Apr 15 to Apr 16
$135 total
Apr 15 - Apr 16
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 ...
We will be back

Reviewed on Apr 12, 2026

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
$249 nightly
The price is $284 total per night from Apr 17 to Apr 18
$284 total
Apr 17 - Apr 18
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 ...
The kitchen prepares get food!!!

Reviewed on Apr 13, 2026

Opens in a new windowMarriott Melville Long Island
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Apr 19 to Apr 20
$154 total
Apr 19 - Apr 20
Total with taxes and fees
A golf course, 2 outdoor tennis courts, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
Pros: safe area, plenty of parking, relatively clean, nice amenities & dining options Cons: paper thin walls/loud guests, super slow elevator, clogged sink & shower drains, they only provide one washcloth at a time

Reviewed on Apr 13, 2026

Opens in a new windowHyatt Regency Long Island
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Apr 19 to Apr 20
$140 total
Apr 19 - Apr 20
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 difficult late..breakfast was ok coffee machine were slow rooms were clean overall nice Stay

Reviewed on Apr 12, 2026

Opens in a new window Holiday Inn Express Hauppauge-Long Island
Hilton Long Island/Huntington

Hilton Long Island/Huntington

3.5 out of 5
598 Broad Hollow Rd Melville NY
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $168 total per night from Apr 19 to Apr 20
$168 total
Apr 19 - Apr 20
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and an indoor pool. Enjoy the gym and perks like free self parking and a free area shuttle. You'll ...
I

Reviewed on Apr 9, 2026

Opens in a new windowHilton Long Island/Huntington
SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

2.5 out of 5
7940 Jericho Tpke Woodbury NY
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $130 total per night from Apr 15 to Apr 16
$130 total
Apr 15 - Apr 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express ...
Breakfast was okay but no waffles. The ac did work good but room was small and bed wasn’t that comfortable

Reviewed on Apr 12, 2026

Opens in a new windowSureStay Plus by Best Western Woodbury Inn
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
$97 nightly
The price is $111 total per night from Apr 15 to Apr 16
$111 total
Apr 15 - Apr 16
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 ...
Yes

Reviewed on Apr 11, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Islip - 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
$118 nightly
The price is $135 total per night from Apr 20 to Apr 21
$135 total
Apr 20 - Apr 21
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. ...
Wonderful hotel. Ill be back for sure.

Reviewed on Apr 13, 2026

Opens in a new windowRadisson Hotel Hauppauge-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 $111. 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 1,089 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

Hyatt Regency Long Island

Hyatt Regency Long Island

3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Pros: safe area, plenty of parking, relatively clean, nice amenities & dining options Cons: paper thin walls/loud guests, super slow elevator, clogged sink & shower drains, they only provide one washcloth at a time"
A verified traveler stayed at Hyatt Regency Long Island
Hyatt Regency Long Island

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