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Find hotels in Head of the Harbor, NY from ąøæ3,547

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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 breakfast bar with cereal, fruit, and yogurt options.

1. 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 ąøæ5,100
ąøæ5,827 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Stony Brook by IHG
A hotel with a parking lot, a large building with multiple floors, and a forested area in the background.

2. 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 ąøæ3,876
ąøæ4,428 total
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Stony Brook
An indoor swimming pool with sunlit areas, lounge chairs, and potted plants.

3. 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 ąøæ5,573
ąøæ6,368 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Long Island
An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs near the windows.

4. 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 ąøæ3,922
ąøæ4,480 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Long Island/Islandia
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 ąøæ5,235
ąøæ5,981 total
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Ronkonkoma
A group of people toasting with wine glasses at a table.

6. 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 ąøæ5,134
ąøæ5,984 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn By Marriott Long Island Hauppauge
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 ąøæ5,371
ąøæ6,136 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Long Island MacArthur Airport
A covered wooden deck with white railings, blue doors, and hanging flower arrangements.

8. 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 ąøæ5,263
ąøæ7,321 total
includes taxes & fees
1 Dec - 2 Dec
Danfords Hotel and Marina
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 ąøæ3,867
ąøæ4,418 total
includes taxes & fees
1 Dec - 2 Dec
Jake's 58 Casino Hotel - Adult Only
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 ąøæ3,783
ąøæ4,322 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Long Island-Islip Arpt East by IHG
A modern building entrance with a bench, potted plants, and a blue mat leading to a reception area.

11. 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 ąøæ3,952
ąøæ4,515 total
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.

12. 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 ąøæ4,565
ąøæ5,216 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Long Island Holtsville
A spacious living room with a fireplace, large windows, and a modern chandelier.

13. 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 ąøæ3,721
ąøæ4,252 total
includes taxes & fees
30 Nov - 1 Dec
Hilton Garden Inn Islip/MacArthur Airport
A modern kitchen with a breakfast bar, waffle station, and various food items displayed.

14. Hampton Inn Long Island / Commack

Hampton Inn Long Island / Commack
2.5 star property
Commack
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent motel"
United States
Patricia
The price is ąøæ4,651
ąøæ5,314 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Long Island / Commack
A hotel with a prominent sign, a covered entrance, and a car parked in front.

15. 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 ąøæ3,108
ąøæ3,550 total
includes taxes & fees
30 Nov - 1 Dec
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
A hotel lobby with a reception desk, a blue sofa, a flat-screen TV, and a fireplace.

16. 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 ąøæ3,626
ąøæ4,143 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn Medford - Long Island
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 ąøæ4,864
ąøæ5,557 total
includes taxes & fees
22 Nov - 23 Nov
Courtyard by Marriott Long Island Islip/Courthouse Complex
A modern kitchen with white brick backsplash, wooden cabinets, and a central island with appliances. There are two dining areas with tables and chairs.

18. 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 ąøæ3,922
ąøæ4,480 total
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn by Marriott 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, (551 reviews)
"Perfect stay!"
United States
Eric
The price is ąøæ6,431
ąøæ7,348 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Huntington Downtown
An outdoor patio area with seating, a fire pit, and tables and chairs.

20. 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)
"Great room decent breakfast cleaning crew was great"
United States
Alan
The price is ąøæ4,847
ąøæ5,538 total
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Long Island Brookhaven
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 15 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 19 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 ąøæ3,177 per night from 15 Nov to 16 Nov
ąøæ3,177
ąøæ3,547 total
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.
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.