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Find hotels in Head of the Harbor, NY from CA $134

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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, (1,002 reviews)
"Friendly staff, decent room"
United States
Lara
The price is CA $181
CA $206 total
includes taxes & fees
Dec 14 - Dec 15
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, (1,005 reviews)
"Always a pleasure staying there."
United States
Kamara
The price is CA $204
CA $233 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express Stony Brook by IHG

3. Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very good, (1,348 reviews)
"I always stay here when I travel , nicest hotel on Long Island"
United States
VICTORIA
The price is CA $181
CA $206 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Long Island

4. 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, (1,003 reviews)
"Clean rooms, helpful staff!"
United States
Mohammad
The price is CA $156
CA $178 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Long Island-Islip Arpt East by IHG

5. 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 CA $166
CA $189 total
includes taxes & fees
Dec 13 - Dec 14
Hampton Inn Long Island/Islandia

6. Danfords Hotel and Marina

Danfords Hotel and Marina
3.5 star property
Port Jefferson
8.6 out of 10, Excellent, (1,004 reviews)
"Great location to be able to walk around and explore Downtown Port Jefferson."
United States
Derek
The price is CA $177
CA $255 total
includes taxes & fees
Dec 14 - Dec 15
Danfords Hotel and Marina

7. 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, (1,739 reviews)
"Great place, clean, convenient"
United States
Alberto
The price is CA $118
CA $134 total
includes taxes & fees
Dec 13 - Dec 14
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

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)
"The coffe was great"
United States
Zohar
The price is CA $141
CA $161 total
includes taxes & fees
Dec 15 - Dec 16
Jake's 58 Casino Hotel - Adult Only

9. 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 CA $149
CA $171 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn Medford - Long Island

10. 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, (1,000 reviews)
"My stay was amazing"
United States
Mohamed
The price is CA $227
CA $259 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Long Island MacArthur Airport

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, (1,000 reviews)
"Decent stay"
United States
Allison
The price is CA $181
CA $206 total
includes taxes & fees
Nov 22 - Nov 23
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, (1,668 reviews)
"Great place, excellent breakfast!"
United States
Alberto
The price is CA $167
CA $191 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Hauppauge-Long Island

13. Residence Inn By Marriott Long Island Hauppauge

Residence Inn By Marriott Long Island Hauppauge
3.0 star property
Hauppauge
8.6 out of 10, Excellent, (442 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 CA $217
CA $253 total
includes taxes & fees
Dec 15 - Dec 16
Residence Inn By Marriott Long Island Hauppauge

14. 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, (1,000 reviews)
"It was uniquely located near 3 restaurants, the property was clean, and the staff was friendly"
United States
Carly
The price is CA $193
CA $220 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn by Marriott Long Island Holtsville

15. Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
3.5 star property
Farmingville
8.8 out of 10, Excellent, (1,719 reviews)
"Overall it was a nice place to stay at."
United States
Debra
The price is CA $163
CA $186 total
includes taxes & fees
Dec 15 - Dec 16
Hampton Inn Long Island-Brookhaven

16. 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, (1,001 reviews)
"Very nice place to stay"
United States
Carl
The price is CA $166
CA $189 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield Inn by Marriott Medford Long Island

17. Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma
3.0 star property
Ronkonkoma
9.0 out of 10, Wonderful, (712 reviews)
"Nice place"
United States
larry
The price is CA $221
CA $253 total
includes taxes & fees
Dec 14 - Dec 15
Homewood Suites by Hilton Ronkonkoma

18. 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, (1,001 reviews)
"Great room decent breakfast cleaning crew was great"
United States
Alan
The price is CA $180
CA $205 total
includes taxes & fees
Dec 6 - Dec 7
Home2 Suites by Hilton Long Island Brookhaven

19. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3.0 star property
Ronkonkoma
5.4 out of 10, (1,312 reviews)
"The price was ok for just sleeping"
United States
Jennifer
The price is CA $105
CA $163 total
includes taxes & fees
Dec 13 - Dec 14
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

20. Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island
3.5 star property
Hauppauge
6.6 out of 10, (1,907 reviews)
"Wonderful place to stay!"
United States
Jeremy
The price is CA $175
CA $200 total
includes taxes & fees
Nov 22 - Nov 23
Radisson Hotel Hauppauge-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

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

More cheap stays in Head of the Harbor

Hotels in Head of the Harbor with star rating

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 canceled 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 much is the nightly rate at a Head of the Harbor hotel?
Prices for hotels in Head of the Harbor often vary, but you can find a great deal from CA $134 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 the cheapest rate.

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