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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

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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, (1,426 reviews)
"Great nice place to stay."
United States
Anthony John
The price is ￥18,143
￥20,729 total
includes taxes & fees
May 26 - May 27
Hampton Inn 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, (979 reviews)
"Very clean and modern rooms. Even the base room appeared up to par with moderns design. Will stay again."
United States
Makens
The price is ￥20,216
￥23,099 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Long Island-Islip Arpt East 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, (1,577 reviews)
" clean room staff was amazing "
United States
Frances
The price is ￥16,507
￥18,860 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Islip - 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, (1,454 reviews)
"Room was clean, staff was amazing, plenty of parking, breakfast was ok."
United States
JOANNE
The price is ￥19,449
￥22,222 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hauppauge-Long Island
Terrace/patio

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, (1,001 reviews)
"Great place feels like home "
United States
Gyasi
The price is ￥19,420
￥22,188 total
includes taxes & fees
May 26 - May 27
SpringHill Suites by Marriott 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 ￥26,059
￥29,773 total
includes taxes & fees
May 28 - May 29
Home2 Suites by Hilton Long Island Brookhaven
Exterior

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,003 reviews)
"Awesome place to stay. Especially with access to SBU."
United States
Vasudev
The price is ￥25,287
￥28,890 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Stony Brook
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 ￥20,534
￥23,462 total
includes taxes & fees
May 25 - May 26
Fairfield Inn by Marriott Medford Long Island
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, (1,002 reviews)
"Nice easy check in, polite and accommodating s"
United States
Fernando
The price is ￥22,206
￥25,372 total
includes taxes & fees
May 25 - May 26
Residence Inn by Marriott Long Island Holtsville
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, (1,000 reviews)
"Clean, nice staff. Bar area is small."
United States
Timothy
The price is ￥21,513
￥24,578 total
includes taxes & fees
May 28 - May 29
Courtyard by Marriott Long Island MacArthur Airport
Indoor pool

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia
2.5 star property
Islandia
8.6 out of 10, Excellent, (1,198 reviews)
"Good place to stay. "
United States
Daniel
The price is ￥20,798
￥23,762 total
includes taxes & fees
May 26 - May 27
Hampton Inn Long Island/Islandia
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, (1,435 reviews)
"Very nice hotel, we love it!"
United States
Renata
The price is ￥18,756
￥23,162 total
includes taxes & fees
May 26 - May 27
The Circle Hotel Fairfield
Reception

Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
2.5 star property
Medford
8.4 out of 10, Very Good, (1,002 reviews)
"Our room was clean, comfortable bed and located in a convenient area"
United States
Patricia
The price is ￥19,097
￥21,819 total
includes taxes & fees
May 26 - May 27
Comfort Inn Medford - Long Island
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, (1,006 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 ￥25,310
￥28,919 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express Stony Brook by IHG
Breakfast served

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island
3.5 star property
Hauppauge
6.4 out of 10, (1,569 reviews)
"Nice stay"
United States
Eric
The price is ￥21,317
￥24,356 total
includes taxes & fees
May 26 - May 27
Radisson Hotel Hauppauge-Long Island
Lobby

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.2 out of 10, Very Good, (1,004 reviews)
"Very nice hotel Good breakfast Comfortable bed Great amenities"
United States
Denise
The price is ￥18,644
￥21,440 total
includes taxes & fees
Jun 14 - Jun 15
Quality Suites Stratford
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, (1,000 reviews)
"Clean room, staff was excellent and parking was great! "
United States
Carolina
The price is ￥19,302
￥22,051 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Islip/MacArthur Airport
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very Good, (1,231 reviews)
"Breakfast was great!"
United States
Michelle
The price is ￥20,160
￥23,033 total
includes taxes & fees
May 26 - May 27
Hyatt Regency Long Island
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 ￥23,623
￥26,989 total
includes taxes & fees
May 27 - May 28
Residence Inn Long Island Islip/Courthouse Complex
Property amenity

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, (930 reviews)
"Great place to stay at! "
United States
Angela
The price is ￥22,922
￥26,187 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Long Island Islip/Courthouse Complex
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

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

10/10 Excellent
"Very nice and helpful reception! Will visit again."
TEEFA 1-night trip
Posted 4 hours ago
Hampton Inn Long Island/Islandia

More cheap stays in Head of the Harbor

Quality Suites Stratford

Quality Suites Stratford

1500 South Ave Stratford CT
The price is ￥18,644 per night from Jun 14 to Jun 15
￥18,644
￥21,440 total
Jun 14 - Jun 15
includes taxes & fees
8.2/10 Very Good! (1,004 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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