Book Hotels in Head of the Harbor, NY

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Sep 4 - Sep 6
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Top Head of the Harbor hotels

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
$229 nightly
The price is $262 total per night from Sep 6 to Sep 7
$262 total
Sep 6 - Sep 7
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 ...
"Front desk staff were very friendly. Bed was very comfy."

Reviewed on Sep 1, 2026

Opens in a new windowMarriott Melville Long Island
Holiday Inn Plainview-Long Island by IHG

Holiday Inn Plainview-Long Island by IHG

3 out of 5
215 Sunnyside Blvd Plainview NY
Fully refundable
$141 nightly
The price is $157 total per night from Oct 4 to Oct 5
$157 total
Oct 4 - Oct 5
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free self parking and a ...
"I really enjoyed the massive coffee marked in the lobby area and breakfast was great me and my family enjoyed the weekend here!"

Reviewed on Sep 3, 2026

Opens in a new windowHoliday Inn Plainview-Long Island by IHG
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 Sep 14 to Sep 15
$135 total
Sep 14 - Sep 15
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. ...
"It was okay"

Reviewed on Sep 3, 2026

Opens in a new windowRadisson Hotel Hauppauge-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
$139 nightly
The price is $158 total per night from Sep 7 to Sep 8
$158 total
Sep 7 - Sep 8
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 ...
Opens in a new window Holiday Inn Express Hauppauge-Long Island
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
$73 nightly
The price is $84 total per night from Sep 20 to Sep 21
$84 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center, express ...
Opens in a new windowClarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Danfords Hotel and Marina

Danfords Hotel and Marina

3.5 out of 5
25 E Broadway Port Jefferson NY
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $202 total per night from Sep 7 to Sep 8
$202 total
Sep 7 - Sep 8
Total with taxes and fees
A marina and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour ...
Opens in a new windowDanfords Hotel and Marina
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 Sep 16 to Sep 17
$135 total
Sep 16 - Sep 17
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
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 Sep 13 to Sep 14
$175 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a seasonal outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate ...
Opens in a new windowThe Circle Hotel Fairfield
Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S Ronkonkoma NY
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from Sep 13 to Sep 14
$182 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowCourtyard by Marriott Long Island MacArthur Airport
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See all available properties in Head of the Harbor
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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 $84. 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

Grove Hotel

Grove Hotel

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Another stay, another reminder why I keep coming back! ❤️ I’ve been staying at this hotel for years, many times every season, and somehow it still feels like coming home. The location, the atmosphere, the people and the energy of Cherry Grove make every stay special. This time was just as wonderful as always. Everything was comfortable, welcoming and exactly what I needed. There’s something about this place that keeps bringing me back again and again — and honestly, I wouldn’t want it any other way. Thank you for another amazing stay! See you again very soon… because you already know I’ll be back! 😉❤️"
A verified traveler stayed at Grove Hotel
Grove Hotel

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