Top 10 Hotels in Head of the Harbor, NY from ₩149,026 - Competitive Prices

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Go beyond your typical stay in Head of the Harbor

Spa

Family friendly

Pool

Hot tub

Waterpark

Apartment

Condo

Pet friendly

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Head of the Harbor hotels

Breakfast included

Hotel

Reserve now, pay later

Stony Brook

Pool

Tempur-Pedic beds, desk, blackout drapes

1. Americas Best Value Inn Port Jefferson Station Long Island

Port Jefferson Station

Seth

₩223,287

₩255,091 total

includes taxes & fees

Aug 26 - Aug 27

2. Hilton Garden Inn Stony Brook

Stony Brook

Matthew

₩190,272

₩217,385 total

includes taxes & fees

Sep 8 - Sep 9

In-room safe, desk, blackout drapes, iron/ironing board

3. Holiday Inn Express Stony Brook by IHG

Centereach

Joanne

₩218,218

₩249,314 total

includes taxes & fees

Sep 8 - Sep 9

4. Hampton Inn Long Island / Commack

Commack

Sarah

₩226,217

₩258,471 total

includes taxes & fees

Aug 9 - Aug 10

Desk, laptop workspace, iron/ironing board, cribs (free)

5. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Michael

₩161,731

₩184,779 total

includes taxes & fees

Sep 8 - Sep 9

6. Holiday Inn Long Island-Islip Arpt East by IHG

Holtsville

Nicholas

₩166,127

₩189,800 total

includes taxes & fees

Sep 8 - Sep 9

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

7. Home2 Suites by Hilton Long Island Brookhaven

Yaphank

Mark

₩202,028

₩230,816 total

includes taxes & fees

Sep 7 - Sep 8

Coffee/tea maker, fridge, microwave, oven

8. Residence Inn by Marriott Long Island Holtsville

Holtsville

Jen

₩190,272

₩217,385 total

includes taxes & fees

Aug 23 - Aug 24

9. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Jean Paul

₩232,164

₩265,247 total

includes taxes & fees

Sep 7 - Sep 8

10. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Bohemia

JUstine

₩145,291

₩165,995 total

includes taxes & fees

Sep 2 - Sep 3

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Premium bedding, desk, laptop workspace, iron/ironing board

11. The Circle Hotel Fairfield

Grasmere

Kori

₩201,605

₩245,938 total

includes taxes & fees

Sep 8 - Sep 9

12. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Joseph

₩190,272

₩217,385 total

includes taxes & fees

Sep 8 - Sep 9

In-room safe, desk, laptop workspace, blackout drapes

13. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Suzanne

₩190,273

₩217,387 total

includes taxes & fees

Sep 8 - Sep 9

Indoor pool, open 5:30 AM to 11:00 PM, sun loungers

Desk, blackout drapes, iron/ironing board, cribs (free)

14. Hampton Inn Long Island-Brookhaven

Farmingville

JOSE

₩172,012

₩196,523 total

includes taxes & fees

Sep 2 - Sep 3

Room, 2 Queen Beds (Mobility/Hearing Accessible, Tub) | Desk, iron/ironing board, WiFi (free), bed sheets

15. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Maria

₩202,732

₩231,620 total

includes taxes & fees

Aug 17 - Aug 18

Room, 1 King Bed with Sofa bed, Non Smoking (Upgrade) | Desk, blackout drapes, iron/ironing board, cribs (free)

16. Comfort Inn Medford - Long Island

Medford

Steven

₩170,956

₩195,318 total

includes taxes & fees

Sep 8 - Sep 9

Basic Studio Suite | Iron/ironing board, WiFi (free), bed sheets

17. Jake's 58 Casino Hotel - Adult Only

Islandia

WILLIAM

₩201,134

₩229,788 total

includes taxes & fees

Aug 9 - Aug 10

Suite, Multiple Beds, Non Smoking | Premium bedding, desk, cribs (free), WiFi (free)

18. Quality Suites Stratford

Stratford

Andrew

₩147,838

₩170,014 total

includes taxes & fees

Aug 30 - Aug 31

Premium bedding, down comforters, desk, laptop workspace

19. Fairfield Inn by Marriott Medford Long Island

Medford

Vishnu

₩169,788

₩193,982 total

includes taxes & fees

Sep 7 - Sep 8

Premium bedding, desk, laptop workspace, blackout drapes

20. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

₩226,665

₩263,894 total

includes taxes & fees

Sep 8 - Sep 9

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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.

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A wooden fence, a pond, and a house with white shutters.

Stony Brook Grist Mill

9.0/10 (7 reviews)

Find out about the history of Head of the Harbor when you take a trip to Stony Brook Grist Mill. While you're in the area, wander around the parks.

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Harmony Vineyards

10.0/10 (1 review)

You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area.

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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

Top Head of the Harbor Hotel Reviews

Best Western Premier Plainview-Long Island Hotel

8/10 Good

"Nice, clean hotel. Staff were friendly and efficient."

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

8/10 Good

"The hotel is slowly being remodeled, not every room or floor has been redone, that said not a bad place for the price. Friendly and helpful staff."

The Circle Hotel Fairfield

8/10 Good

"Nice place to stay while visiting Fairfield. The room was clean and comfortable. The pool could have been cleaner and I wish there had been a vent fan in the bathroom because the room seemed a little humid."

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"Very nice staff. Breakfast was great! My room was an icebox and it was perfect. The beds are very comfy!!"

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent

"Excellent!"

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent

"The property is clean and the staff makes it easy fast, and they are friendly!"

Radisson Hotel Hauppauge-Long Island

10/10 Excellent

"Nice clean and to the point."

Courtyard by Marriott Long Island Islip/Courthouse Complex

8/10 Good

"Nice place, staff was not extremely helpful but also not rude either. Just ok, expect a little more from hospitality."

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent

"Restaurant and full bar"

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY

₩130,438

₩149,026 total

Sep 6 - Sep 7

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

₩147,838

₩170,014 total

Aug 30 - Aug 31

includes taxes & fees

8.2/10 Very Good! (1,009 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

₩170,956

₩195,318 total

Sep 8 - Sep 9

includes taxes & fees

8.4/10 Very Good! (1,017 reviews)

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

₩176,137

₩196,613 total

Sep 7 - Sep 8

includes taxes & fees

7.4/10 Good! (1,015 reviews)

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

₩190,273

₩217,387 total

Sep 8 - Sep 9

includes taxes & fees

8.2/10 Very Good! (1,532 reviews)

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

₩218,218

₩249,314 total

Sep 8 - Sep 9

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Head of the Harbor?

Hilton Long Island/Huntington, located 17 mi (27.3 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 Radisson Hotel 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 1071 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.

Find hotels in Head of the Harbor, NY from ₩149,026

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

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Our top choices for Head of the Harbor hotels

1. Americas Best Value Inn Port Jefferson Station Long Island

2. Hilton Garden Inn Stony Brook

3. Holiday Inn Express Stony Brook by IHG

4. Hampton Inn Long Island / Commack

5. Courtyard by Marriott Long Island MacArthur Airport

6. Holiday Inn Long Island-Islip Arpt East by IHG

7. Home2 Suites by Hilton Long Island Brookhaven

8. Residence Inn by Marriott Long Island Holtsville

9. Homewood Suites by Hilton Ronkonkoma

10. La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

11. The Circle Hotel Fairfield

12. Hilton Garden Inn Islip/MacArthur Airport

13. Holiday Inn Express Hauppauge-Long Island

14. Hampton Inn Long Island-Brookhaven

15. Courtyard by Marriott Long Island Islip/Courthouse Complex

16. Comfort Inn Medford - Long Island

17. Jake's 58 Casino Hotel - Adult Only

18. Quality Suites Stratford

19. Fairfield Inn by Marriott Medford Long Island

20. Residence Inn By Marriott Long Island Hauppauge

Stay near popular Head of the Harbor attractions

Avalon Park and Preserve

Stony Brook Grist Mill

Harmony Vineyards

Learn more about Head of the Harbor

Top Head of the Harbor Hotel Reviews

Best Western Premier Plainview-Long Island Hotel

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

The Circle Hotel Fairfield

Hampton Inn Long Island-Brookhaven

SureStay Plus by Best Western Woodbury Inn

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Radisson Hotel Hauppauge-Long Island

Courtyard by Marriott Long Island Islip/Courthouse Complex

Holiday Inn Plainview-Long Island by IHG

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

Quality Suites Stratford

Comfort Inn Medford - Long Island

SureStay Plus by Best Western Woodbury Inn

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Stony Brook by IHG

Frequently asked questions

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