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Find hotels in Head of the Harbor, NY from ₩135,337

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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Our top choices for Head of the Harbor hotels

A hotel with a parking lot, a large building with multiple floors, and a forested area in the background.

1. Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,005 reviews)
"Love staying there"
United States
zhe
The price is ₩150,806
₩172,297 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Stony Brook
A breakfast bar with cereal, fruit, and yogurt options.

2. 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, (1,009 reviews)
"Always a pleasure staying there."
United States
Kamara
The price is ₩206,767
₩236,231 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Stony Brook by IHG
An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs near the windows.

3. Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia
2.5 star property
Islandia
8.6 out of 10, Excellent, (1,204 reviews)
"great Breakfast"
United States
Phil
The price is ₩154,875
₩176,944 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn Long Island/Islandia
An indoor swimming pool with sunlit areas, lounge chairs, and potted plants.

4. Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very good, (1,346 reviews)
"I always stay here when I travel , nicest hotel on Long Island"
United States
VICTORIA
The price is ₩220,107
₩251,473 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Long Island
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

5. Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma
3.0 star property
Ronkonkoma
9.0 out of 10, Wonderful, (706 reviews)
"Great breakfast. Very clean. Area had lots of dining options very close by."
United States
Nicole
The price is ₩206,740
₩236,198 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Ronkonkoma
A covered wooden deck with white railings, blue doors, and hanging flower arrangements.

6. Danfords Hotel and Marina

Danfords Hotel and Marina
3.5 star property
Port Jefferson
8.6 out of 10, Excellent, (1,001 reviews)
"The location is great, and it's a nice place."
United States
Esther
The price is ₩207,831
₩289,138 total
includes taxes & fees
Dec 1 - Dec 2
Danfords Hotel and Marina
A large, multi-story hotel with a prominent tower and a covered entrance.

7. 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, (1,002 reviews)
"Staff was very friendly. Coffee was actually pretty good. Well stocked market area. Would stay again."
United States
Shellie
The price is ₩212,103
₩242,328 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Long Island MacArthur Airport
A couple in white bathrobes holding champagne glasses in a hotel room with a large window and a door in the background.

8. Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only
3.5 star property
Islandia
8.2 out of 10, Very good, (1,341 reviews)
"Very nice place"
United States
KOMAL
The price is ₩152,714
₩174,476 total
includes taxes & fees
Dec 1 - Dec 2
Jake's 58 Casino Hotel - Adult Only
A group of people toasting with wine glasses at a table.

9. Residence Inn By Marriott Long Island Hauppauge

Residence Inn By Marriott Long Island Hauppauge
3.0 star property
Hauppauge
8.8 out of 10, Excellent, (438 reviews)
"Quiet, clean, very friendly and helpful staff. Stayed for a CrossFit competition, so the kitchen in the room was a life-saver!"
United States
Ashley
The price is ₩202,765
₩236,327 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn By Marriott Long Island Hauppauge
A well-organized snack and beverage section with shelves stocked with various products, a refrigerated display, and a small table with snacks.

10. 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, (1,002 reviews)
"Clean rooms, helpful staff!"
United States
Mohammad
The price is ₩149,406
₩170,695 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Long Island-Islip Arpt East by IHG
A swimming pool with a tiled deck, surrounded by windows and chairs.

11. 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, (1,003 reviews)
"It was uniquely located near 3 restaurants, the property was clean, and the staff was friendly"
United States
Carly
The price is ₩180,287
₩205,978 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Long Island Holtsville
A modern building entrance with a bench, potted plants, and a blue mat leading to a reception area.

12. Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island
2.5 star property
Hauppauge
8.4 out of 10, Very good, (1,656 reviews)
"Great place, excellent breakfast!"
United States
Alberto
The price is ₩156,076
₩178,317 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Hauppauge-Long Island
A large indoor swimming pool with a skylight, lounge chairs, and a seating area with tables.

13. Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
3.5 star property
Farmingville
8.8 out of 10, Excellent, (1,717 reviews)
"Overall it was a nice place to stay at."
United States
Debra
The price is ₩152,047
₩173,712 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Long Island-Brookhaven
A spacious living room with a fireplace, large windows, and a modern chandelier.

14. Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport
3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1,004 reviews)
"The room was clean and spacious. The staff there were amazing! I would definitely stay there again!"
United States
Yolanda
The price is ₩182,062
₩208,007 total
includes taxes & fees
Dec 3 - Dec 4
Hilton Garden Inn Islip/MacArthur Airport
A café named 'CAFE PRONTO' with a counter and seating area.

15. Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island
3.5 star property
Hauppauge
6.6 out of 10, (1,899 reviews)
"Our stay there was good, plenty of parking in the hotel the area was pretty nice and quiet, and place to eat wise wasn’t too far I like it I would stay there again if I’m in town."
United States
Franck
The price is ₩163,279
₩186,548 total
includes taxes & fees
Nov 15 - Nov 16
Radisson Hotel Hauppauge-Long Island
A hotel with a prominent sign, a covered entrance, and a car parked in front.

16. 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, (1,729 reviews)
"Great place, clean, convenient"
United States
Alberto
The price is ₩118,457
₩135,337 total
includes taxes & fees
Nov 30 - Dec 1
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
An outdoor bar area with seating and a fire feature, surrounded by a building with multiple floors and large windows.

17. 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, (1,003 reviews)
"I really enjoyed my stay"
United States
Amanda
The price is ₩192,093
₩219,465 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Long Island Islip/Courthouse Complex
A hotel lobby with a reception desk, a blue sofa, a flat-screen TV, and a fireplace.

18. Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
2.5 star property
Medford
8.4 out of 10, Very good, (1,006 reviews)
"Perfect for the price. Newly renovated rooms, clean and friendly staff."
United States
Kevin
The price is ₩150,246
₩171,655 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn Medford - Long Island
A brick building with a grand entrance, large columns, and a fire pit in the center.

19. Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown
2.5 star property
Huntington
9.2 out of 10, Wonderful, (552 reviews)
"Perfect stay!"
United States
Eric
The price is ₩243,785
₩278,525 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Huntington Downtown
A modern kitchen with white brick backsplash, wooden cabinets, and a central island with appliances. There are two dining areas with tables and chairs.

20. 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, (1,000 reviews)
"Very nice place to stay"
United States
Carl
The price is ₩154,875
₩176,945 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield Inn by Marriott Medford 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

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

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

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"Good"
Devorah 1-night trip
Posted 3 hours ago
Hampton Inn Long Island-Brookhaven

More cheap stays in Head of the Harbor

SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY
The price is ₩125,485 per night from Nov 15 to Nov 16
₩125,485
₩140,072 total
Nov 15 - Nov 16
includes taxes & fees
7.4/10 Good! (1,006 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 traveler data. Two other choices for your visit to the area are Holiday Inn Express Hauppauge-Long Island and Clarion Hotel & Conference Center Ronkonkoma 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! 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 1064 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.