Find hotels in Head of the Harbor, NY from NT$3,107

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Dec 10 - Dec 11
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Dec 11 - Dec 12
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Head of the Harbor hotels

BBQ/picnic area
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, (1001)
"Staff was very friendly and the room was a great size!"
United States
Niccole
The price is NT$4,214
NT$4,815 total
includes taxes & fees
Dec 12 - Dec 13
Residence Inn by Marriott Long Island Holtsville
Exterior
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3.0 star property
Bohemia
6.8 out of 10, (1439)
"very clean nice staff the continental breakfast was just what we needed for our early flight out of McArthur airport so close we actually walked to it"
United States
roman
The price is NT$2,940
NT$3,359 total
includes taxes & fees
Dec 14 - Dec 15
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Lobby
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, (843)
"Was nice place to stay after the first two hotels were so bad!!!!! "
United States
RONALD
The price is NT$3,149
NT$3,598 total
includes taxes & fees
Jan 5 - 2026/1/6
Holiday Inn Long Island-Islip Arpt East by IHG
Gazebo
Quality Suites Stratford

Quality Suites Stratford

2.5 star property
Stratford
8.0 out of 10, Very Good, (1000)
"It was quite and very clean great customer service "
United States
Angelina
The price is NT$2,853
NT$3,281 total
includes taxes & fees
Dec 28 - Dec 29
Quality Suites Stratford
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (1419)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is NT$4,182
NT$4,988 total
includes taxes & fees
Jan 4 - 2026/1/5
The Circle Hotel Fairfield
Exterior
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 star property
Hauppauge
8.2 out of 10, Very Good, (1246)
"Great stay"
United States
Maria
The price is NT$4,365
NT$4,988 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Hauppauge-Long Island
Lobby
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3.0 star property
Ronkonkoma
8.4 out of 10, Very Good, (1002)
"Ellen was very pleasant and quick check in "
United States
Anthony
The price is NT$3,043
NT$3,477 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Islip/MacArthur Airport
Exterior
Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3.0 star property
Ronkonkoma
8.6 out of 10, Excellent, (1002)
"The front desk crew were great and helpful"
United States
Hector
The price is NT$3,717
NT$4,247 total
includes taxes & fees
Jan 1 - 2026/1/2
Courtyard by Marriott Long Island MacArthur Airport
Exterior
Delamar Southport

Delamar Southport

4.0 star property
Southport
9.4 out of 10, Exceptional, (442)
"Excellent hotel. "
United States
Victoria
The price is NT$7,043
NT$8,567 total
includes taxes & fees
Jan 1 - 2026/1/2
Delamar Southport
Restaurant
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3.0 star property
Ronkonkoma
5.0 out of 10, (1002)
"Good stay"
United States
Jorge
The price is NT$2,933
NT$3,351 total
includes taxes & fees
Jan 1 - 2026/1/2
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Daily cooked-to-order breakfast (USD 11.00 per person)
Hyatt Regency Long Island

Hyatt Regency Long Island

4.0 star property
Hauppauge
8.2 out of 10, Very Good, (1083)
"Great place! "
United States
Carla Maeling
The price is NT$4,214
NT$4,815 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Regency Long Island
2 Double Beds Non-Smoking | Premium bedding, blackout drapes, iron/ironing board, free WiFi
Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

2.5 star property
Islandia
8.6 out of 10, Excellent, (1046)
"Great hotel"
United States
Kenneth
The price is NT$2,719
NT$3,107 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Long Island/Islandia
Lobby
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 star property
Fairfield
8.0 out of 10, Very Good, (1000)
"Very nice clean room and easy parking. "
United States
Joe
The price is NT$4,646
NT$5,343 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Plus Fairfield Hotel
Panoramic Room | Memory foam beds, individually decorated, individually furnished
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$4,210
NT$4,841 total
includes taxes & fees
Dec 14 - Dec 15
The Surfside Hotel
Lobby
Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk

3.0 star property
Norwalk
8.8 out of 10, Excellent, (347)
"Great property"
United States
Karl
The price is NT$5,585
NT$6,422 total
includes taxes & fees
Dec 19 - Dec 20
Residence Inn by Marriott Norwalk
Terrace/patio
Hilton Garden Inn Melville

Hilton Garden Inn Melville

3.0 star property
Plainview
8.8 out of 10, Excellent, (1002)
"Great stay , I enjoyed it "
United States
Jean
The price is NT$4,465
NT$5,102 total
includes taxes & fees
Dec 29 - Dec 30
Hilton Garden Inn Melville
Free daily buffet breakfast
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, (1001)
"Clean room, good breakfast, quiet, helpful staff"
United States
Brenda
The price is NT$4,116
NT$4,703 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Stony Brook by IHG
Free cribs/infant beds, rollaway beds, free WiFi, bed sheets
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

2.0 star property
Ronkonkoma
6.8 out of 10, (1001)
"Was such a nice stay with the best staff all summer"
United States
Noelle
The price is NT$2,624
NT$2,998 total
includes taxes & fees
Jan 8 - 2026/1/9
Rodeway Inn Macarthur Airport
Premium bedding, in-room safe, desk, laptop workspace
Best Western Premier Plainview-Long Island Hotel

Best Western Premier Plainview-Long Island Hotel

3.0 star property
Plainview
8.4 out of 10, Very Good, (29)
"Great hotel. Great friendly staff. Clean room"
United States
MICHAEL Sophia
The price is NT$4,363
NT$4,870 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Premier Plainview-Long Island Hotel
Terrace/patio
Hampton Inn & Suites By Hilton Long Island Farmingdale

Hampton Inn & Suites By Hilton Long Island Farmingdale

2.5 star property
Farmingdale
9.2 out of 10, Wonderful, (87)
"The room was very clean and staff was very kind and acommodating"
United States
Angelina
The price is NT$4,577
NT$5,229 total
includes taxes & fees
Jan 1 - 2026/1/2
Hampton Inn & Suites By Hilton Long Island Farmingdale
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

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"Good location close to Fairfield U"
Michelle 1-night trip
Posted 2 days ago
The Circle Hotel Fairfield

More cheap stays in Head of the Harbor

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY
The price is NT$4,365 per night from Dec 14 to Dec 15
NT$4,365
NT$4,988 total
Dec 14 - Dec 15
includes taxes & fees
8/10 Very Good! (1,243 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?
Radisson Hotel Hauppauge-Long Island, located 8.7 mi (14 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 Hyatt Regency Long Island and La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport. 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 1111 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 Smithaven Mall and Sunken Meadow State Park 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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