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Aug 8 - Aug 9
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Aug 9 - Aug 10
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Our top choices for Head of the Harbor hotels

Front of property
Dining
Tempur-Pedic beds, desk, blackout drapes
Shower, free toiletries

1. Americas Best Value Inn Port Jefferson Station Long Island

Americas Best Value Inn Port Jefferson Station Long Island
Port Jefferson Station
United States
Seth
￥25,021
￥28,585 total
includes taxes & fees
Aug 23 - Aug 24
Americas Best Value Inn Port Jefferson Station Long Island
Exterior
Daily buffet breakfast for a fee
Terrace/patio
Lobby lounge

2. Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
Stony Brook
United States
Matthew
￥21,321
￥24,359 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Stony Brook
Free daily buffet breakfast
Interior entrance
Indoor pool
Point of interest

3. Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG
Centereach
United States
Joanne
￥24,453
￥27,938 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Stony Brook by IHG
Free daily continental breakfast
Room, 1 King Bed, Accessible, Non Smoking (Roll-in Shower) | Living area | 32-inch LCD TV with satellite channels, TV, pay movies
Room, 1 King Bed, Non Smoking | Living area | 32-inch LCD TV with satellite channels, TV, pay movies
Pool

4. Hampton Inn Long Island / Commack

Hampton Inn Long Island / Commack
Commack
United States
Sarah
￥25,084
￥28,660 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn Long Island / Commack
Restaurant
Property amenity
Premium bedding, desk, laptop workspace, blackout drapes
Pool

5. Residence Inn By Marriott Long Island Hauppauge

Residence Inn By Marriott Long Island Hauppauge
Hauppauge
United States
Debra
￥25,399
￥29,570 total
includes taxes & fees
Sep 8 - Sep 9
Residence Inn By Marriott Long Island Hauppauge
Exterior
Lobby
Bar (on property)
Desk, laptop workspace, iron/ironing board, cribs (free)

6. Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport
Ronkonkoma
United States
Michael
￥18,123
￥20,706 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Long Island MacArthur Airport
Exterior
Free continental breakfast
Lobby
Room, 2 Queen Beds, Non Smoking | Premium bedding, pillowtop beds, desk, blackout drapes

7. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Bohemia
United States
JUstine
￥16,281
￥18,601 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Basic Studio Suite | Iron/ironing board, WiFi (free), bed sheets
Restaurant
Lobby
Lobby sitting area

8. Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only
Islandia
United States
WILLIAM
￥22,403
￥25,595 total
includes taxes & fees
Aug 9 - Aug 10
Jake's 58 Casino Hotel - Adult Only
Indoor pool
View from property
Free full breakfast
BBQ/picnic area

9. Residence Inn by Marriott Long Island Holtsville

Residence Inn by Marriott Long Island Holtsville
Holtsville
United States
Jen
￥21,321
￥24,359 total
includes taxes & fees
Aug 23 - Aug 24
Residence Inn by Marriott Long Island Holtsville
Property amenity
Property amenity
Ballroom
Exterior

10. Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG
Holtsville
United States
Nicholas
￥18,616
￥21,268 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Long Island-Islip Arpt East by IHG
Indoor pool
Courtyard
Business center
Exterior

11. Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma
Ronkonkoma
United States
Jean Paul
￥25,743
￥29,412 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Ronkonkoma
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Daily cooked-to-order breakfast for a fee
Lounge
Lobby

12. Hyatt Regency Long Island

Hyatt Regency Long Island
Hauppauge
United States
Michael
￥21,298
￥24,333 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Regency Long Island
Exterior
Property amenity
In-room safe, desk, laptop workspace, blackout drapes
Exterior

13. Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island
Hauppauge
United States
Suzanne
￥21,321
￥24,360 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Hauppauge-Long Island
Indoor pool, open 5:30 AM to 11:00 PM, sun loungers
Lobby
Desk, blackout drapes, iron/ironing board, cribs (free)
Reception

14. Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
Farmingville
United States
JOSE
￥19,275
￥22,021 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn Long Island-Brookhaven
Lobby
Terrace/patio
Lobby
Snack bar

15. Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport
Ronkonkoma
United States
Joseph
￥21,321
￥24,359 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Islip/MacArthur Airport
Property amenity
Lobby lounge
Room, 2 Queen Beds (Mobility/Hearing Accessible, Tub) | Desk, iron/ironing board, WiFi (free), bed sheets
Indoor pool

16. Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex
Central Islip
United States
Maria
￥22,717
￥25,955 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Long Island Islip/Courthouse Complex
Terrace/patio
Breakfast, lunch and dinner served
Marina
Lobby sitting area

17. Danfords Hotel and Marina

Danfords Hotel and Marina
Port Jefferson
United States
Marcela
￥25,234
￥34,967 total
includes taxes & fees
Aug 30 - Aug 31
Danfords Hotel and Marina
Breakfast served
Lobby
Point of interest
Breakfast served

18. Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island
Hauppauge
United States
James
￥19,310
￥22,063 total
includes taxes & fees
Sep 7 - Sep 8
Radisson Hotel Hauppauge-Long Island
Executive Single Room | Desk, soundproofing, iron/ironing board, WiFi (free)
Combined shower/tub, hair dryer, towels, soap
Executive Single Room | Desk, soundproofing, iron/ironing board, WiFi (free)
Desk, soundproofing, iron/ironing board, WiFi (free)

19. Commack Inn

Commack Inn
Commack
United States
Linda
￥17,743
￥20,271 total
includes taxes & fees
Aug 16 - Aug 17
Commack Inn
Free daily buffet breakfast
Lobby
Premium bedding, down comforters, desk, laptop workspace
Indoor pool

20. Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island
Medford
United States
Vishnu
￥19,026
￥21,739 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn by Marriott Medford Long Island
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Stay near popular Head of the Harbor attractions

A coastal town with a marina filled with boats, a lighthouse, and a hill with buildings.

Avalon Park and Preserve

8.6/10 (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
A wooden fence, a pond, and a house with white shutters.

Stony Brook Grist Mill

9.0/10 (7 reviews)
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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Harmony Vineyards

10.0/10 (1 review)
You can enjoy a tasting or tour at Harmony Vineyards during your travels to 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
A coastal town with a marina filled with boats, a lighthouse, and a hill with buildings.

Top Head of the Harbor Hotel Reviews

Best Western Premier Plainview-Long Island Hotel

Best Western Premier Plainview-Long Island Hotel

8/10 Good
"Nice, clean hotel. Staff were friendly and efficient."
Grace 1-night trip
Posted 6 hours ago
Best Western Premier Plainview-Long Island Hotel
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

8/10 Good
"The hotel is slowly being remodeled, not every room or floor has been redone, that said not a bad place for the price. Friendly and helpful staff."
chester 3-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
The Circle Hotel Fairfield

The Circle Hotel Fairfield

8/10 Good
"Nice place to stay while visiting Fairfield. The room was clean and comfortable. The pool could have been cleaner and I wish there had been a vent fan in the bathroom because the room seemed a little humid."
Catlin 3-night trip
Posted 9 hours ago
The Circle Hotel Fairfield
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"Very nice staff. Breakfast was great! My room was an icebox and it was perfect. The beds are very comfy!!"
BreAnn 1-night trip
Posted 11 hours ago
Hampton Inn Long Island-Brookhaven
SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent
"Excellent!"
Luis 1-night trip
Posted 15 hours ago
SureStay Plus by Best Western Woodbury Inn
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent
"The property is clean and the staff makes it easy fast, and they are friendly!"
Ilana 1-night trip
Posted 18 hours ago
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

10/10 Excellent
"Nice clean and to the point."
Jose 1-night trip
Posted 1 day ago
Radisson Hotel Hauppauge-Long Island
Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex

8/10 Good
"Nice place, staff was not extremely helpful but also not rude either. Just ok, expect a little more from hospitality."
Frank 2-night trip
Posted 1 day ago
Courtyard by Marriott Long Island Islip/Courthouse Complex
Holiday Inn Plainview-Long Island by IHG

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent
"Restaurant and full bar"
Jared 1-night trip
Posted 1 day ago
Holiday Inn Plainview-Long Island by IHG

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY
￥14,616
￥16,699 total
Sep 7 - Sep 8
includes taxes & fees
Rodeway Inn Macarthur Airport
Quality Suites Stratford

Quality Suites Stratford

1500 South Ave Stratford CT
￥16,393
￥18,852 total
Aug 30 - Aug 31
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
Quality Suites Stratford
Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY
￥19,157
￥21,887 total
Sep 8 - Sep 9
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
Comfort Inn Medford - Long Island
SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY
￥19,737
￥22,032 total
Sep 7 - Sep 8
includes taxes & fees
7.4/10 Good! (1,015 reviews)
SureStay Plus by Best Western Woodbury Inn
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY
￥21,321
￥24,360 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (1,532 reviews)
Holiday Inn Express Hauppauge-Long Island
Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY
￥24,453
￥27,938 total
Sep 8 - Sep 9
includes taxes & fees
Holiday Inn Express Stony Brook by IHG

Frequently asked questions

What's the best place for a stay in Head of the Harbor?
Hilton Long Island/Huntington, located 17 mi (27.3 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 a Smart TV 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 1071 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 Stony Brook Village Center and Smithaven Mall 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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