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2 Jan - 3 Jan
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3 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Head of the Harbor hotels

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, (1263)
"The room was perfect and quiet for our week long stay. Staff was very attentive and breakfast was delicious."
United States
Cesar Gabriel
The price is NZ$210
includes taxes & fees
8 Jan - 9 Jan
Hampton Inn Long Island-Brookhaven
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, (1007)
"Restful stay"
United States
John
The price is NZ$236
includes taxes & fees
2 Feb - 3 Feb
Hilton Garden Inn Stony Brook
Panoramic Room
The Surfside Hotel

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.4 out of 10, Exceptional, (175)
"Great place, adorable and courteous staff!"
United States
DANA
The price is NZ$245
includes taxes & fees
5 Jan - 6 Jan
The Surfside Hotel
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, (884)
"A nice place to stay- good rates, clean rooms, good location, plenty parking- would definitely go back again"
United States
william
The price is NZ$223
includes taxes & fees
4 Jan - 5 Jan
The Inn And Spa At East Wind
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, (102)
"Excellent stay! Clean, friendly and helpful staff, nice pool and hot tub. Would stay again!"
United States
Krista
The price is NZ$291
includes taxes & fees
8 Jan - 9 Jan
Hampton Inn & Suites By Hilton Long Island Farmingdale
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, (1285)
"Room was clean staff very nice and breakfast was great"
United States
Adrianne
The price is NZ$237
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Express Hauppauge-Long Island
Property amenity
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, (1000)
"always an excellent stay "
United States
tanya
The price is NZ$230
includes taxes & fees
1 Feb - 2 Feb
Fairfield Inn by Marriott Medford Long Island
Gazebo
Quality Suites Stratford

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.0 out of 10, Very good, (1001)
"Close to the water and great dining options. "
United States
Tessa
The price is NZ$189
includes taxes & fees
25 Jan - 26 Jan
Quality Suites Stratford
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, (863)
"Great Hotel"
United States
Ronald
The price is NZ$208
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Long Island-Islip Arpt East by IHG
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1423)
"I love this hotel, the beds are so comfortable and the lobby breakfast is a nice event to meet people from all over."
United States
Theresa
The Circle Hotel Fairfield
2 Double Beds Non-Smoking
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, (1078)
"Staff is very helpful and accomodating."
United States
Kathryn
The price is NZ$184
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Long Island/Islandia
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)
"Highly recommend everything clean and everyone was super accommodating and friendly would def stay again. "
United States
Theresa
The price is NZ$237
includes taxes & fees
6 Jan - 7 Jan
Courtyard by Marriott Long Island MacArthur Airport
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, (1473)
"Great hotel "
United States
Andrea
The price is NZ$176
includes taxes & fees
1 Feb - 2 Feb
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Terrace/patio
Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven
3.0 star property
Yaphank
9.2 out of 10, Wonderful, (1007)
"It was amazing I would stay there al day every day!"
United States
Desroy
The price is NZ$242
includes taxes & fees
8 Jan - 9 Jan
Home2 Suites by Hilton Long Island Brookhaven
Coffee/tea maker
Delamar Westport

Delamar Westport

Delamar Westport
3.0 star property
Westport
The price is NZ$371
includes taxes & fees
1 Feb - 2 Feb
Delamar Westport
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, (1000)
"Staff was very nice"
United States
Barbara
The price is NZ$279
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Express Stony Brook by IHG
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, (1004)
"Great place!"
United States
Daniel
The price is NZ$187
includes taxes & fees
25 Jan - 26 Jan
Hilton Garden Inn Islip/MacArthur Airport
Family Suite | Private kitchen
Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
Centerport
7.8 out of 10, Good, (763)
"A quaint hotel right in the center of things. Loved it!! "
United States
RICHARD
Chalet Inn & Suites Centerport
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 NZ$251
includes taxes & fees
4 Jan - 5 Jan
Residence Inn by Marriott Long Island Holtsville
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, (1115)
"Hotel is clean, staff is friendly, restaurant is very good"
United States
Dorothy
The price is NZ$295
includes taxes & fees
18 Jan - 19 Jan
Hyatt Regency Long Island
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 with a stop at 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

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent
"Great "
Calvin 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

More cheap accommodation in Head of the Harbor

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

1600 Veterans Memorial Hwy Islandia NY
The price is NZ$184 per night from 25 Jan to 26 Jan
NZ$184
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (1,070 reviews)

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 traveller data. Other good options for your trip to the area are Holiday Inn Express Hauppauge-Long Island and Days Inn by Wyndham Woodbury Long Island. See all available top hotels, or vacation rentals in Head of the Harbor.
What are some of the best holiday rentals that Head of the Harbor has to offer?
The Bella Vista St James! Waterfront house with a beach dock and so much more!: This highly rated holiday home rental in Head of the Harbor is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub. See all 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 1095 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 Long Island Museum of American Art, History, and Carriages and Smithaven Mall 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.

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