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Head of the Harbor Hotels

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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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, (1,004 reviews)
"Love staying there"
United States
zhe
The price is ā‚¬117
includes taxes & fees
29 Nov - 30 Nov
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 ā‚¬155
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Stony Brook by IHG
A well-organized snack and beverage section with shelves stocked with various products, a refrigerated display, and a small table with snacks.

3. 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 ā‚¬115
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Long Island-Islip Arpt East by IHG
A covered wooden deck with white railings, blue doors, and hanging flower arrangements.

4. 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 ā‚¬194
includes taxes & fees
1 Dec - 2 Dec
Danfords Hotel and Marina
A large indoor swimming pool with a skylight, lounge chairs, and a seating area with tables.

5. Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
3.5 star property
Farmingville
8.8 out of 10, Excellent, (1,716 reviews)
"Overall it was a nice place to stay at."
United States
Debra
The price is ā‚¬117
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Long Island-Brookhaven
A hotel with a prominent sign, a covered entrance, and a car parked in front.

6. 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, (1,728 reviews)
"Great place, clean, convenient"
United States
Alberto
The price is ā‚¬94
includes taxes & fees
30 Nov - 1 Dec
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
An indoor swimming pool with sunlit areas, lounge chairs, and potted plants.

7. Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very good, (1,345 reviews)
"I always stay here when I travel , nicest hotel on Long Island"
United States
VICTORIA
The price is ā‚¬169
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Long Island
A hotel lobby with a reception desk, a blue sofa, a flat-screen TV, and a fireplace.

8. Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
2.5 star property
Medford
8.4 out of 10, Very good, (1,004 reviews)
"Perfect for the price. Newly renovated rooms, clean and friendly staff."
United States
Kevin
The price is ā‚¬110
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn Medford - Long Island
A couple in white bathrobes holding champagne glasses in a hotel room with a large window and a door in the background.

9. 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 ā‚¬117
includes taxes & fees
1 Dec - 2 Dec
Jake's 58 Casino Hotel - Adult Only
A spacious lobby with modern furniture, large abstract paintings, and a flat-screen TV mounted on the wall.

10. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3.0 star property
Ronkonkoma
5.4 out of 10, (1,300 reviews)
"Great location"
United States
William Flood
The price is ā‚¬103
includes taxes & fees
8 Nov - 9 Nov
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
A spacious living room with a fireplace, large windows, and a modern chandelier.

11. Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport
3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1,002 reviews)
"The room was clean and spacious. The staff there were amazing! I would definitely stay there again!"
United States
Yolanda
The price is ā‚¬113
includes taxes & fees
30 Nov - 1 Dec
Hilton Garden Inn Islip/MacArthur Airport
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, (1,654 reviews)
"Great place, excellent breakfast!"
United States
Alberto
The price is ā‚¬120
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hauppauge-Long Island
A swimming pool with a tiled deck, surrounded by windows and chairs.

13. 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 ā‚¬138
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Long Island Holtsville
A modern kitchen with white brick backsplash, wooden cabinets, and a central island with appliances. There are two dining areas with tables and chairs.

14. 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 ā‚¬119
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn by Marriott Medford Long Island
An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs near the windows.

15. Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia
2.5 star property
Islandia
8.6 out of 10, Excellent, (1,203 reviews)
"great Breakfast"
United States
Phil
The price is ā‚¬119
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Long Island/Islandia
An outdoor bar area with seating and a fire feature, surrounded by a building with multiple floors and large windows.

16. 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 ā‚¬147
includes taxes & fees
22 Nov - 23 Nov
Courtyard by Marriott Long Island Islip/Courthouse Complex
A group of people toasting with wine glasses at a table.

17. 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, (437 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 ā‚¬159
includes taxes & fees
22 Nov - 23 Nov
Residence Inn By Marriott Long Island Hauppauge
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

18. 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 ā‚¬159
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Ronkonkoma
A couple in a hot tub with towels and candles, surrounded by mosaic tiles and a plate of food.

19. 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, (941 reviews)
"Welcoming and professional staff. Clean and beautifully designed building and landscaping. Easy parking and several dining options within walking distance."
United States
Steven
The price is ā‚¬114
includes taxes & fees
30 Nov - 1 Dec
The Inn And Spa At East Wind
A spacious lobby with a large window, a sofa, a chair, a small table, and a reception desk.

20. Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport
2.0 star property
Ronkonkoma
6.8 out of 10, (1,008 reviews)
"It was close to all of the people and places need to see while visiting NY"
United States
Virginia A
The price is ā‚¬95
includes taxes & fees
1 Dec - 2 Dec
Rodeway Inn Macarthur Airport
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

SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent
"dfdf"
Na 4-night trip
Posted 14 hours ago
SureStay Plus by Best Western Woodbury Inn
Hilton Garden Inn Melville

Hilton Garden Inn Melville

10/10 Excellent
"Everything was clean and the staff was friendly and helpful"
Jasmine 2-night trip
Posted 18 hours ago
Hilton Garden Inn Melville

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 ā‚¬94 per night from 15 Nov to 16 Nov
ā‚¬94
15 Nov - 16 Nov
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 traveller data. Other good options for your trip 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.
What are some of the best holiday rentals that Head of the Harbor has to offer?
Large Beach House Steps From Town and Ocean: This holiday home rental outside of Head of the Harbor has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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 1064 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 Stony Brook Village Center 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 22Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Head of the Harbor is 1400 mm.

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