Book Hotels in Head of the Harbor, NY

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Oct 9 - Oct 11
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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 refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Oct 28 to Oct 29
$135 total
Oct 28 - Oct 29
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 ...
"Easy check in and check out, very clean, breakfast and indoor pool we're a great amenity"

Reviewed on Oct 4, 2026

Opens in a new windowHoliday Inn Express Stony Brook by IHG
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
$259 nightly
The price is $296 total per night from Oct 11 to Oct 12
$296 total
Oct 11 - Oct 12
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 ...
"Nice hotel, needs some modernization. Staff was nice, valet was a jerk."

Reviewed on Oct 1, 2026

Opens in a new windowMarriott Melville 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
$109 nightly
The price is $125 total per night from Nov 1 to Nov 2
$125 total
Nov 1 - Nov 2
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 ...
"The hotel is ok but the plane noises its terrible since windows are not equipped for so nearby airports."

Reviewed on Oct 2, 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
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundable
$134 nightly
The price is $153 total per night from Nov 1 to Nov 2
$153 total
Nov 1 - Nov 2
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
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
$114 nightly
The price is $130 total per night from Nov 1 to Nov 2
$130 total
Nov 1 - Nov 2
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
$173 nightly
The price is $199 total per night from Oct 26 to Oct 27
$199 total
Oct 26 - Oct 27
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
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
$187 nightly
The price is $212 total per night from Oct 7 to Oct 8
$212 total
Oct 7 - Oct 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
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 Oct 12 to Oct 13
$182 total
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel features 2 indoor pools, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free ...
Opens in a new windowCourtyard by Marriott Long Island MacArthur Airport
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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 $125. 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 1,065 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

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Easy check in and check out, very clean, breakfast and indoor pool we're a great amenity"
A verified traveler stayed at Holiday Inn Express Stony Brook by IHG
Holiday Inn Express Stony Brook by IHG

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