Find hotels in Head of the Harbor, NY from Rp1.661.363

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

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

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 Rp2.253.761
Rp2.574.921 total
includes taxes & fees
15 Dec - 16 Dec
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

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
3.0 star property
Bohemia
6.8 out of 10, (1440)
"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 Rp1.531.691
Rp1.749.958 total
includes taxes & fees
11 Jan - 12 Jan 2026
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

Holiday Inn Long Island-Islip Arpt East by IHG
3.0 star property
Holtsville
9.2 out of 10, Wonderful, (844)
"Was nice place to stay after the first two hotels were so bad!!!!! "
United States
RONALD
The price is Rp1.684.276
Rp1.924.410 total
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Inn Long Island-Islip Arpt East by IHG
Gazebo
Quality Suites Stratford

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.0 out of 10, Very good, (1001)
Play a round of golf or hit the volleyball court at this Stratford hotel. Just 15 minutes from Fairfield University, guests love the free breakfast, ample parking, and helpful staff. Perry House and other local attractions await nearby.
"It was quite and very clean great customer service "
United States
Angelina
The price is Rp1.573.845
Rp1.809.922 total
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Suites Stratford
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1419)
Just 5 minutes from Fairfield University, this hotel offers complimentary breakfast, WiFi and parking. The seasonal outdoor pool receives excellent reviews, and South Benson Marina is nearby. Comfortable beds and a restaurant enhance the experience.
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is Rp2.236.252
Rp2.667.660 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Circle Hotel Fairfield
Exterior
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island
2.5 star property
Hauppauge
8.2 out of 10, Very good, (1245)
Wake up to a complimentary breakfast at this Hauppauge hotel before exploring nearby attractions. Take a refreshing dip in the indoor pool, work out in the 24-hour fitness centre, or connect with free WiFi. MacArthur Airport is just 16 minutes away.
"Great stay"
United States
Maria
The price is Rp2.336.320
Rp2.669.246 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hauppauge-Long Island
Lobby
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport
3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1003)
Located near MacArthur Airport and a train station, this hotel offers fitness facilities and dining options. Clean rooms provide a relaxing retreat after exploring local museums and parks. The helpful staff ensures a pleasant stay for business travellers.
"Ellen was very pleasant and quick check in "
United States
Anthony
The price is Rp1.627.578
Rp1.859.541 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Islip/MacArthur Airport
Exterior
Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport
3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1003)
American cuisine awaits at The Bistro in this Ronkonkoma hotel near Stony Brook University. A 10-minute walk to Ronkonkoma Station and close to Lake Ronkonkoma, guests appreciate the helpful staff and clean rooms alongside free WiFi.
"The front desk crew were great and helpful"
United States
Hector
The price is Rp1.987.779
Rp2.271.037 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Long Island MacArthur Airport
Exterior
Delamar Southport

Delamar Southport

Delamar Southport
4.0 star property
Southport
9.4 out of 10, Exceptional, (442)
Experience coastal tranquility at this boutique hotel, minutes from Sasco Hill Beach. Indulge in deep-tissue massages at the spa, savour American cuisine at Artisan restaurant, and enjoy the fitness centre. Southport Station is a 7-minute walk away for convenient travel.
"Excellent hotel. "
United States
Victoria
The price is Rp3.769.069
Rp4.584.749 total
includes taxes & fees
1 Jan - 2 Jan 2026
Delamar Southport
Restaurant
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

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)
Experience peaceful relaxation at this Ronkonkoma hotel, just 1.6 mi from the airport with convenient free shuttle service. Visit the 24-hour fitness centre, enjoy a drink at the bar, or explore nearby Bohemia Historical Society Museum and Connetquot River State Park.
"Good stay"
United States
Jorge
The price is Rp1.568.378
Rp1.791.872 total
includes taxes & fees
1 Jan - 2 Jan 2026
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

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very good, (1082)
Discover tranquil luxury at this Hauppauge hotel featuring a golf course, seasonal outdoor pool, and 2 tennis courts. After a workout in the 24-hour fitness centre, enjoy the restaurant or unwind at the bar. Near Lakeland County Park with free WiFi and parking.
"Great place! "
United States
Carla Maeling
The price is Rp2.253.761
Rp2.574.922 total
includes taxes & fees
16 Dec - 17 Dec
Hyatt Regency Long Island
2 Double Beds Non-Smoking | Premium bedding, blackout curtains, iron/ironing board, free WiFi
Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia
2.5 star property
Islandia
8.6 out of 10, Excellent, (1050)
Escape to a serene hotel just minutes from Stony Brook University. This quiet getaway offers an indoor pool, fitness centre, and complimentary breakfast. Nearby highways connect you to Connetquot River, local shopping, and dining options.
"Great hotel"
United States
Kenneth
The price is Rp1.454.147
Rp1.661.363 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Long Island/Islandia
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, (1000)
"Very nice clean room and easy parking. "
United States
Joe
The price is Rp2.486.345
Rp2.859.297 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Fairfield Hotel
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)
Steps from Long Beach and Lordship Beach, this Stratford hotel offers indulgent deep-tissue massages, aromatherapy, and Ayurvedic treatments. Enjoy meals at Little Pub, free WiFi, and convenient parking just 3 minutes from Sikorsky Memorial Airport.
"Great place to stay"
United States
Craig
The price is Rp2.251.260
Rp2.588.949 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Surfside Hotel
Lobby
Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk
3.0 star property
South Norwalk
8.8 out of 10, Excellent, (347)
Just 6 minutes from South Norwalk Station, this hotel offers free breakfast and WiFi. Enjoy drinks at 2 bars/lounges after a workout in the 24-hour fitness centre. SoNo Switch Tower Museum and Historic South Norwalk await nearby.
"Great property"
United States
Karl
The price is Rp2.986.672
Rp3.434.673 total
includes taxes & fees
2 Jan - 3 Jan 2026
Residence Inn by Marriott Norwalk
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, (1005)
Discover a welcoming retreat with comfortable accommodation in Plainview. Take a refreshing swim in the indoor pool, or enjoy a meal at Great American Grill. Free WiFi, parking, and a 24-hour fitness centre ensure a convenient stay just minutes from popular attractions.
"Great stay , I enjoyed it "
United States
Jean
The price is Rp2.521.411
Rp2.880.712 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Melville
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)
This quiet hotel near Stony Brook University offers free breakfast, WiFi, and parking. The indoor pool and 24-hour fitness centre enhance your stay, while the helpful staff ensures comfort. AMF Centereach Lanes and Smithaven Mall are just moments away.
"The breakfast had a wide variety of choices. "
United States
Anthony
The price is Rp2.201.232
Rp2.514.908 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Stony Brook by IHG
Free cots/infant beds, rollaway beds, free WiFi, bed sheets
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport
2.0 star property
Ronkonkoma
6.8 out of 10, (1001)
This quiet hotel offers complimentary WiFi and parking just minutes from Macarthur Airport. Guests praise the helpful 24-hour staff and central location that's convenient for exploring nearby attractions like Connetquot River State Park.
"Was such a nice stay with the best staff all summer"
United States
Noelle
The price is Rp1.403.285
Rp1.603.254 total
includes taxes & fees
11 Jan - 12 Jan 2026
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

Best Western Premier Plainview-Long Island Hotel
3.0 star property
Plainview
8.2 out of 10, Very good, (30)
Experience peaceful comfort at this Long Island hotel near Old Bethpage Village and Bethpage State Park. Take a refreshing dip in the seasonal pool, dine at Supers Cafe, and unwind with clean rooms and attentive staff.
"Great hotel. Great friendly staff. Clean room"
United States
MICHAEL Sophia
The price is Rp2.333.306
Rp2.604.552 total
includes taxes & fees
6 Jan - 7 Jan 2026
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

Hampton Inn & Suites By Hilton Long Island Farmingdale
2.5 star property
Farmingdale
9.2 out of 10, Wonderful, (89)
Immerse yourself in comfort at this Long Island hotel close to the renowned Bethpage Black golf course. After exploring nearby attractions, unwind in the indoor pool and hot tub or enjoy a drink at the bar. Free breakfast, WiFi, and parking enhance your stay.
"The room was very clean and staff was very kind and acommodating"
United States
Angelina
The price is Rp2.447.703
Rp2.796.501 total
includes taxes & fees
8 Jan - 9 Jan 2026
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
See properties
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 with a stop at Stony Brook Grist Mill. While you're in the area, wander around the parks.
See properties

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

Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

10/10 Excellent
"Clean room Amazing staff!! Jeremy at the front desk 10 stars!!! "
Saramarie 1-night trip
Posted 5 days ago
Jake's 58 Casino Hotel - Adult Only
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

10/10 Excellent
"Yes. Yes."
Thomas 3-night trip
Posted 9 days ago
The Inn At Fox Hollow Hotel

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 Rp1.454.147 per night from 4 Jan to 5 Jan
Rp1.454.147
Rp1.661.363 total
4 Jan - 5 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,045 reviews)

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 traveller data. Other good options for your trip 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, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Head of the Harbor.
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 accommodation options in the surrounding area. Find out more about Head of the Harbor.
What should I see while I'm in Head of the Harbor?
Favourite 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. Take a look at what more there is to see and do in Expedia's Head of the Harbor guide.
What's the seasonal weather in Head of the Harbor?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Head of the Harbor is 1400 mm.

Explore a world of travel with Expedia