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Our top choices for Head of the Harbor hotels

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 AU$186
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Stony Brook

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 AU$245
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Stony Brook by IHG

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 AU$182
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Long Island-Islip Arpt East by IHG

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 AU$189
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Long Island/Islandia

5. 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 AU$308
includes taxes & fees
1 Dec - 2 Dec
Danfords Hotel and Marina

6. 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 AU$268
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Long Island

7. 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 AU$252
includes taxes & fees
22 Nov - 23 Nov
Residence Inn By Marriott Long Island Hauppauge

8. 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 AU$252
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Ronkonkoma

9. 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 AU$258
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Long Island MacArthur Airport

10. 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 AU$220
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Long Island Holtsville

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 AU$179
includes taxes & fees
30 Nov - 1 Dec
Hilton Garden Inn Islip/MacArthur Airport

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 AU$190
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hauppauge-Long Island

13. 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 AU$149
includes taxes & fees
30 Nov - 1 Dec
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

14. 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 AU$185
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Long Island-Brookhaven

15. 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 AU$186
includes taxes & fees
1 Dec - 2 Dec
Jake's 58 Casino Hotel - Adult Only

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 AU$174
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn Medford - Long Island

17. 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 AU$189
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn by Marriott Medford Long Island

18. 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 AU$164
includes taxes & fees
8 Nov - 9 Nov
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

19. 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 AU$234
includes taxes & fees
22 Nov - 23 Nov
Courtyard by Marriott Long Island Islip/Courthouse Complex

20. 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, (811 reviews)
"Great stay"
United States
Anne Patricia
The price is AU$241
includes taxes & fees
22 Nov - 23 Nov
Residence Inn 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.

Hotels recommended for families in Head of the Harbor

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Stay near popular Head of the Harbor attractions

Learn more about Head of the Harbor

Head of the Harbor awaits: its wineries, parks and more!

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

Top Head of the Harbor Hotel Reviews

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Frequently asked questions

What is the best area to stay in Head Of The Harbor?
The best area to stay in Head Of The Harbor is along the scenic North Shore, particularly around the waterfront properties near Stony Brook and Port Jefferson.

This area is characterised by its picturesque coastal views, charming villages, and access to outdoor activities. It's known for its beautiful homes, tree-lined streets, and proximity to various coves and harbours. The main roads like Route 25A connect these villages, offering easy access to local shops and eateries.

For couples seeking a refined and relaxed getaway, staying in this region offers a wonderful experience. You can enjoy strolls along the water, visit local vineyards, or explore the quaint shops and art galleries in villages like Stony Brook. The area provides a tranquil setting great for unwinding.

Families will also find this area appealing due to its access to nature and family-friendly attractions. Nearby parks and beaches offer opportunities for outdoor fun, and some accommodations provide amenities like swimming pools and spacious grounds.
When is the best time to go to Head Of The Harbor?
The best time to go to Head Of The Harbor is during the late spring (May to early June) and early autumn (September to October) months. These periods offer pleasant weather, ideal for exploring the area without the peak summer crowds.

During late spring, the temperatures are mild, and the natural landscape is in full bloom, making it great for outdoor activities like walking along the harbour or visiting local gardens. You'll find fewer visitors at popular spots, allowing for a more relaxed experience.

Early autumn provides similarly comfortable temperatures and beautifully changing foliage, particularly appealing for scenic drives and enjoying the local produce at farm stands.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Head of the Harbor.
How can I save on a hotel booking in Head of the Harbor with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Head of the Harbor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Head of the Harbor?
Prices for hotels in Head of the Harbor often vary, but you can find a great deal from AU$149 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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