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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Head of the Harbor hotels

Indoor pool, open 5:30 AM to 11:00 PM, sun loungers

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
3.5 star property
Farmingville
8.8 out of 10, Excellent, (1,437 reviews)
"Great nice place to stay."
United States
Anthony John
The price is ￥18,768
￥21,443 total
includes taxes & fees
May 25 - May 26
Hampton Inn Long Island-Brookhaven
Terrace/patio

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, (1,000 reviews)
"Property was very clean and updated. Staff were extremely polite and professional. We had a fantastic stay."
United States
Dawn
The price is ￥25,904
￥29,595 total
includes taxes & fees
May 27 - May 28
Home2 Suites by Hilton Long Island Brookhaven
Property amenity

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, (975 reviews)
"The property was amazing "
United States
Timothy
The price is ￥20,809
￥23,775 total
includes taxes & fees
May 28 - May 29
Holiday Inn Long Island-Islip Arpt East by IHG
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, (1,001 reviews)
"Always a wonderful stay here- rooms & grounds are beautiful and clean, plus they have such a friendly staff!"
United States
Belinda
The price is ￥23,510
￥26,862 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Stony Brook by IHG
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, (1,574 reviews)
" clean room staff was amazing "
United States
Frances
The price is ￥14,447
￥16,505 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Exterior

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,001 reviews)
"The staff was very helpful and courteous. The good is good and not expensive. Very nice location "
United States
Roula
The price is ￥25,235
￥28,831 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Stony Brook
Premium bedding, desk, laptop workspace, iron/ironing board

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,447 reviews)
"Very nice hotel, we love it!"
United States
Renata
The price is ￥18,388
￥22,736 total
includes taxes & fees
May 27 - May 28
The Circle Hotel Fairfield
Property amenity

Residence Inn Long Island Islip/Courthouse Complex

Residence Inn Long Island Islip/Courthouse Complex
3.0 star property
Central Islip
9.0 out of 10, Wonderful, (717 reviews)
"This place is really nice. Staff are exceptional. The room I was staying in has a beautiful layout and it includes breakfast where again the staff is amazing."
United States
Kenneth
The price is ￥23,600
￥26,964 total
includes taxes & fees
May 24 - May 25
Residence Inn Long Island Islip/Courthouse Complex
Free daily buffet breakfast

Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island
3.0 star property
Medford
8.6 out of 10, Excellent, (1,001 reviews)
"Very happy with our stay room was clean breakfast was great and fresh every day. Parking was great for us since we travel with wheelchair and our room was very close so it worked out fabulous "
United States
Migdalia
The price is ￥18,442
￥21,071 total
includes taxes & fees
May 26 - May 27
Fairfield Inn by Marriott Medford Long Island
Reception

Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
2.5 star property
Medford
8.4 out of 10, Very Good, (1,001 reviews)
"Our room was clean, comfortable bed and located in a convenient area"
United States
Patricia
The price is ￥19,057
￥21,773 total
includes taxes & fees
May 25 - May 26
Comfort Inn Medford - Long Island
Lobby

Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel
2.5 star property
Grasmere
8.0 out of 10, Very Good, (1,000 reviews)
"It was perfect for my overnight stay!"
United States
Kristine
The price is ￥23,826
￥27,400 total
includes taxes & fees
May 24 - May 25
Best Western Plus Fairfield Hotel
Lobby

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.2 out of 10, Very Good, (1,001 reviews)
"Breakfast was very nice. "
United States
Richard
The price is ￥17,790
￥20,459 total
includes taxes & fees
Jun 21 - Jun 22
Quality Suites Stratford
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, (1,012 reviews)
"Clean, nice staff. Bar area is small."
United States
Timothy
The price is ￥23,669
￥27,042 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Long Island MacArthur Airport
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, (1,455 reviews)
"Room was clean, staff was amazing, plenty of parking, breakfast was ok."
United States
JOANNE
The price is ￥19,408
￥22,175 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hauppauge-Long Island
Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

Whitman Motor Lodge

Whitman Motor Lodge
2.0 star property
Huntington Station
9.0 out of 10, Wonderful, (1,001 reviews)
"Peggy at the front desk is amazing. She was welcoming and friendly. The location was excellent, room was clean and the bed was comfortable, couldn’t ask for more. Next time I’m in Huntington Station, I will be staying at the Whitman Motor Lodge."
United States
Kareem
The price is ￥24,302
￥27,764 total
includes taxes & fees
Jun 8 - Jun 9
Whitman Motor Lodge
Free daily continental breakfast

Hampton Inn Long Island / Commack

Hampton Inn Long Island / Commack
2.5 star property
Commack
9.0 out of 10, Wonderful, (1,000 reviews)
"Great staff and breakfast "
United States
William
The price is ￥25,832
￥29,511 total
includes taxes & fees
May 26 - May 27
Hampton Inn Long Island / Commack
Panoramic Room | Memory foam beds, individually decorated, individually furnished

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.2 out of 10, Wonderful, (194 reviews)
"Lovely stay on the beach!"
United States
Christina
The price is ￥34,312
￥39,459 total
includes taxes & fees
May 25 - May 26
The Surfside Hotel
Indoor pool

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, (1,000 reviews)
"Nice easy check in, polite and accommodating s"
United States
Fernando
The price is ￥22,160
￥25,317 total
includes taxes & fees
May 25 - May 26
Residence Inn by Marriott Long Island Holtsville
Indoor pool

Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma
3.0 star property
Ronkonkoma
9.0 out of 10, Wonderful, (627 reviews)
"Rooms were clean and spacious "
United States
Geneva
The price is ￥25,519
￥29,154 total
includes taxes & fees
May 25 - May 26
Homewood Suites by Hilton Ronkonkoma
Terrace/patio

Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown
2.5 star property
Huntington
9.2 out of 10, Wonderful, (471 reviews)
"The property was a great location and the staff was very helpful!"
United States
Melissa
The price is ￥33,597
￥38,385 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Huntington Downtown
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

4.3/5 (4 reviews)
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

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
"Nothing I would stay again no problem"
Daniel 4-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

More cheap stays in Head of the Harbor

Quality Suites Stratford

Quality Suites Stratford

1500 South Ave Stratford CT
The price is ￥17,790 per night from Jun 21 to Jun 22
￥17,790
￥20,459 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (1,001 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 traveler data. Two other choices for your visit to the area are Radisson Hotel Hauppauge-Long Island and Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport. See all available top hotels, or vacation rentals in Head of the Harbor.
What are some of the best vacation rentals that Head of the Harbor has to offer?
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.: This vacation home rental near Head of the Harbor has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. 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! 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 1080 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, Harmony Vineyards, and Stony Brook Grist Mill. You'll also find Smithaven Mall and Nissequogue River 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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