Find hotels in Head of the Harbor, NY from NT$3,108

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Dec 14 - Dec 15
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Dec 15 - Dec 16
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Head of the Harbor hotels

Breakfast, lunch and dinner served
Danfords Hotel and Marina

Danfords Hotel and Marina

Danfords Hotel and Marina
3.5 star property
Port Jefferson
8.4 out of 10, Very Good, (1002)
"Excellent, pleasant front desk service"
United States
William
The price is NT$4,342
NT$5,995 total
includes taxes & fees
Dec 29 - Dec 30
Danfords Hotel and Marina
Terrace/patio
Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island
2.5 star property
Medford
8.8 out of 10, Excellent, (1002)
"always an excellent stay "
United States
tanya
The price is NT$3,619
NT$4,134 total
includes taxes & fees
Jan 8 - 2026/1/9
Fairfield Inn by Marriott Medford Long Island
Panoramic Room | Memory foam beds, individually decorated, individually furnished
The Surfside Hotel

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.4 out of 10, Exceptional, (171)
"Great place to stay"
United States
Craig
The price is NT$4,211
NT$4,843 total
includes taxes & fees
Dec 21 - Dec 22
The Surfside Hotel
Lobby
Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG
3.0 star property
Holtsville
9.2 out of 10, Wonderful, (847)
"Was nice place to stay after the first two hotels were so bad!!!!! "
United States
RONALD
The price is NT$3,151
NT$3,600 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Long Island-Islip Arpt East by IHG
Exterior
Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1004)
"Great visit"
United States
steven
The price is NT$3,469
NT$3,963 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Stony Brook
Property amenity
Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex
3.0 star property
Central Islip
8.8 out of 10, Excellent, (861)
"They stay was great! Clean definitely would stay again!"
United States
Jessica
The price is NT$4,492
NT$5,132 total
includes taxes & fees
Dec 16 - Dec 17
Courtyard by Marriott Long Island Islip/Courthouse Complex
Daily cooked-to-order breakfast (USD 11.00 per person)
Hyatt Regency Long Island

Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very Good, (1086)
"Great place! "
United States
Carla Maeling
The price is NT$4,211
NT$4,811 total
includes taxes & fees
Dec 20 - Dec 21
Hyatt Regency Long Island
Free daily buffet breakfast
Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG
2.5 star property
Centereach
9.0 out of 10, Wonderful, (1004)
"The breakfast had a wide variety of choices. "
United States
Anthony
The price is NT$4,118
NT$4,704 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Stony Brook by IHG
Family Suite | Private kitchen | Mini-fridge
Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
Centerport
7.8 out of 10, Good, (761)
"A friendly staff and very good location in centerport"
United States
Virna
Chalet Inn & Suites Centerport
Exterior
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate
3.5 star property
Huntington
9.0 out of 10, Wonderful, (649)
"Clean room , pleasant staff and a beautiful location "
United States
Prof. Sasa
The price is NT$13,160
NT$15,035 total
includes taxes & fees
Dec 15 - Dec 16
Oheka Castle Hotel & Estate
BBQ/picnic area
Residence Inn by Marriott Long Island Holtsville

Residence Inn by Marriott Long Island Holtsville

Residence Inn by Marriott Long Island Holtsville
3.0 star property
Holtsville
8.8 out of 10, Excellent, (1002)
"Staff was very friendly and the room was a great size!"
United States
Niccole
The price is NT$4,216
NT$4,817 total
includes taxes & fees
Dec 16 - Dec 17
Residence Inn by Marriott Long Island Holtsville
Terrace/patio
Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown
2.5 star property
Huntington
9.0 out of 10, Wonderful, (405)
"Room was perfect and spotless, best continental breakfast ever huge variety!"
United States
Jane
The price is NT$4,766
NT$5,446 total
includes taxes & fees
Jan 13 - 2026/1/14
Hampton Inn & Suites Huntington Downtown
Exterior
Delamar Southport

Delamar Southport

Delamar Southport
4.0 star property
Southport
9.4 out of 10, Exceptional, (443)
"Excellent hotel. "
United States
Victoria
The price is NT$7,045
NT$8,570 total
includes taxes & fees
Jan 1 - 2026/1/2
Delamar Southport
Sauna, steam room, body treatments, hydrotherapy, aromatherapy
The Inn And Spa At East Wind

The Inn And Spa At East Wind

The Inn And Spa At East Wind
3.5 star property
Calverton
8.8 out of 10, Excellent, (878)
"It a beautiful facility, great guest services "
United States
Terry
The price is NT$3,902
NT$4,458 total
includes taxes & fees
Dec 15 - Dec 16
The Inn And Spa At East Wind
Terrace/patio
Hilton Garden Inn Melville

Hilton Garden Inn Melville

Hilton Garden Inn Melville
3.0 star property
Plainview
8.8 out of 10, Excellent, (1007)
"Great stay , I enjoyed it "
United States
Jean
The price is NT$4,717
NT$5,389 total
includes taxes & fees
Jan 3 - 2026/1/4
Hilton Garden Inn Melville
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1422)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is NT$4,183
NT$4,990 total
includes taxes & fees
Jan 4 - 2026/1/5
The Circle Hotel Fairfield
Lobby
SpringHill Suites by Marriott Long Island Brookhaven

SpringHill Suites by Marriott Long Island Brookhaven

SpringHill Suites by Marriott Long Island Brookhaven
3.0 star property
North Bellport
8.4 out of 10, Very Good, (1002)
"Great staff, and the room was spacious! Loved my stay "
United States
Yessica Arely
The price is NT$3,556
NT$4,063 total
includes taxes & fees
Dec 21 - Dec 22
SpringHill Suites by Marriott Long Island Brookhaven
Gazebo
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
2.5 star property
Farmingville
8.8 out of 10, Excellent, (1248)
"The staff is great. The breakfast is good. The rooms are comfortable. "
United States
Kenyata
The price is NT$3,219
NT$3,678 total
includes taxes & fees
Jan 1 - 2026/1/2
Hampton Inn Long Island-Brookhaven
Lobby
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel
2.5 star property
Grasmere
8.0 out of 10, Very Good, (1002)
"Very nice clean room and easy parking. "
United States
Joe
The price is NT$4,648
NT$5,345 total
includes taxes & fees
Dec 21 - Dec 22
Best Western Plus Fairfield Hotel
Terrace/patio
Come As You Are Inn

Come As You Are Inn

Come As You Are Inn
3.0 star property
Sayville
10.0 out of 10, Exceptional, (58)
"Nice breakfast"
United States
Jose
The price is NT$7,019
NT$8,019 total
includes taxes & fees
Dec 15 - Dec 16
Come As You Are Inn
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.
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Stay near popular Head of the Harbor attractions

Avalon Harbor Aerial view from the hills - Catalina Island, California

Avalon Park and Preserve

Explore the great outdoors at Avalon Park and Preserve, a lovely green space in Head of the Harbor. Attend a sporting event in this family-friendly area.
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Reflections in stream and flowers in bloom at Stony Brook Grist Mill.; Brewster, Massachusetts.

Stony Brook Grist Mill

Find out about the history of Head of the Harbor when you take a trip to Stony Brook Grist Mill. While you're in the area, wander around the parks.
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Learn more about Head of the Harbor

Head of the Harbor awaits: its wineries, parks, and more!

See all hotels in Head of the Harbor
Avalon Harbor Aerial view from the hills - Catalina Island, California

Top Head of the Harbor Hotel Reviews

Holiday Inn Plainview-Long Island by IHG

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent
"The lobby was big and decorated nicely. The room was comfortable and the area was really nice. "
lisa 1-night trip
Posted 17 hours ago
Holiday Inn Plainview-Long Island by IHG

More cheap stays in Head of the Harbor

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

1600 Veterans Memorial Hwy Islandia NY
The price is NT$2,720 per night from Dec 21 to Dec 22
NT$2,720
NT$3,108 total
Dec 21 - Dec 22
includes taxes & fees
8.4/10 Very Good! (1,051 reviews)

Hotels in Head of the Harbor with star-rating

Frequently asked questions

What's the best place for a stay in Head of the Harbor?
Hyatt Regency Long Island, located 6.3 mi (10.1 km) from the heart of Head of the Harbor, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Days Inn by Wyndham Woodbury Long Island and Holiday Inn Express Hauppauge-Long Island. See all available top hotels, or vacation rentals in Head of the Harbor.
If I need to cancel my hotel reservation in Head of the Harbor, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Head of the Harbor.
Where can I learn more about changing or cancelling my trip to Head of the Harbor?
For additional details about rescheduling or cancelling your trip to Head of the Harbor, click here.
What is staying in Head of the Harbor like?
Visitors can enjoy all that Head of the Harbor has to offer including the wineries and parks. There are 1106 hotels and other accommodations in the surrounding area. Find out more about Head of the Harbor.
What should I do while I'm visiting Head of the Harbor?
Favorite places to visit include Avalon Park and Preserve, Stony Brook Grist Mill, and Harmony Vineyards. You'll also find Long Island Museum of American Art, History, and Carriages and Smithaven Mall in the area. Check out what more to see and do in Expedia's Head of the Harbor guide.
What's the weather like in Head of the Harbor?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Head of the Harbor is 55 inches.

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