Top 10 Hotels in Head of the Harbor, NY from ￥16,864 - Competitive Prices

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Head of the Harbor

Pet friendly

Apartment

Pool

Spa

Condo

Family friendly

Hot tub

Cottage

Waterpark

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 University

Pet friendly

1. Hilton Garden Inn Stony Brook

Stony Brook

Matthew

￥21,532

￥24,600 total

includes taxes & fees

Sep 2 - Sep 3

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

2. Holiday Inn Express Stony Brook by IHG

Centereach

Joanne

￥24,854

￥28,397 total

includes taxes & fees

Sep 7 - Sep 8

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

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

3. Hampton Inn Long Island-Brookhaven

Farmingville

JOSE

￥16,546

￥18,903 total

includes taxes & fees

Aug 23 - Aug 24

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

Bohemia

JUstine

￥15,932

￥18,203 total

includes taxes & fees

Aug 23 - Aug 24

Premium bedding, desk, laptop workspace, blackout drapes

5. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

￥24,217

￥28,225 total

includes taxes & fees

Sep 14 - Sep 15

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

Holtsville

Nicholas

￥19,437

￥22,208 total

includes taxes & fees

Aug 30 - Aug 31

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

7. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

Brandon

￥21,532

￥24,600 total

includes taxes & fees

Sep 7 - Sep 8

8. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Jean Paul

￥25,345

￥28,957 total

includes taxes & fees

Aug 31 - Sep 1

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Daily cooked-to-order breakfast for a fee

9. Hyatt Regency Long Island

Hauppauge

Michael

￥21,827

￥24,938 total

includes taxes & fees

Sep 8 - Sep 9

10. Residence Inn by Marriott Long Island Holtsville

Holtsville

Tara

￥21,532

￥24,600 total

includes taxes & fees

Sep 1 - Sep 2

11. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Joseph

￥20,648

￥23,591 total

includes taxes & fees

Sep 16 - Sep 17

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

Suite, 1 King Bed with Sofa bed | In-room safe, desk, laptop workspace, blackout drapes

12. Holiday Inn Express Hauppauge-Long Island

Hauppauge

Matthew

￥21,532

￥24,601 total

includes taxes & fees

Sep 14 - Sep 15

Room, 1 King Bed, Accessible, Non Smoking (Roll-in Shower) | Living area | 32-inch LCD TV with satellite channels, TV, pay movies

13. Hampton Inn Long Island / Commack

Commack

Sarah

￥26,237

￥29,976 total

includes taxes & fees

Aug 20 - Aug 21

14. Radisson Hotel Hauppauge-Long Island

Hauppauge

Qiong

￥19,501

￥22,280 total

includes taxes & fees

Sep 7 - Sep 8

Executive Single Room | Desk, soundproofing, iron/ironing board, WiFi (free)

Desk, soundproofing, iron/ironing board, WiFi (free)

Combined shower/tub, hair dryer, towels, soap

15. Commack Inn

Commack

Sandra

￥18,762

￥21,435 total

includes taxes & fees

Aug 19 - Aug 20

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

16. Jake's 58 Casino Hotel - Adult Only

Islandia

DAVID

￥20,183

￥23,059 total

includes taxes & fees

Sep 14 - Sep 15

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Maria

￥22,942

￥26,212 total

includes taxes & fees

Aug 30 - Aug 31

18. Danfords Hotel and Marina

Port Jefferson

Martin

￥25,542

￥35,381 total

includes taxes & fees

Sep 13 - Sep 14

Premium bedding, down comforters, desk, laptop workspace

19. Fairfield Inn by Marriott Medford Long Island

Medford

Alexandra

￥19,214

￥21,952 total

includes taxes & fees

Sep 7 - Sep 8

Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets

20. Rodeway Inn Macarthur Airport

Ronkonkoma

Michael

￥14,761

￥16,864 total

includes taxes & fees

Sep 15 - Sep 16

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

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.

See properties

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.

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

Top Head of the Harbor Hotel Reviews

Hilton Long Island/Huntington

8/10 Good

"The washroom sink and bathtub were clogging. Breakfast was not included because they said we booked by third party."

Courtyard by Marriott Long Island MacArthur Airport

10/10 Excellent

"I had a wonderful experience and would happily recommend it to other travelers. The experience was enjoyable, well organized, and made for a memorable part of the trip."

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"Great experience, friendly staff, welcoming atmosphere. 10/10 will be making this my go to spot to book a room!"

Courtyard by Marriott Long Island Islip/Courthouse Complex

10/10 Excellent

"The room was nicely appointed & comfortable. Breakfast was good."

Jake's 58 Casino Hotel - Adult Only

10/10 Excellent

"Good"

Best Western Premier Plainview-Long Island Hotel

8/10 Good

"Room was very clean bed and pillows were excellent. Shower and bathroom very clean. Jeannie front desk staff along with her coworkers very helpful and helped with any concerns I had."

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent

"Clean room"

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY

￥14,761

￥16,864 total

Sep 15 - Sep 16

includes taxes & fees

6.8/10 (1,001 reviews)

Quality Suites Stratford

1500 South Ave Stratford CT

￥16,752

￥19,265 total

Sep 13 - Sep 14

includes taxes & fees

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

￥19,206

￥21,942 total

Sep 2 - Sep 3

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

￥19,933

￥22,249 total

Sep 7 - Sep 8

includes taxes & fees

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

￥21,532

￥24,601 total

Sep 14 - Sep 15

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

￥24,854

￥28,397 total

Sep 7 - Sep 8

includes taxes & fees

Frequently asked questions

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

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport, located 8.6 mi (13.8 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 Hilton Long Island/Huntington. See all available top hotels, or vacation rentals in Head of the Harbor.

What are some of the best vacation rentals that Head of the Harbor has to offer?

Charming Home in Seaside: This vacation home rental near Head of the Harbor is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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! 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 1055 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 Smithaven Mall and Sunken Meadow State Park 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.

Explore a world of travel with Expedia

Book Hotels in Head of the Harbor on Expedia.com

Find hotels in Head of the Harbor, NY from ￥16,864

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Head of the Harbor

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Head of the Harbor hotels

1. Hilton Garden Inn Stony Brook

2. Holiday Inn Express Stony Brook by IHG

3. Hampton Inn Long Island-Brookhaven

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

5. Residence Inn By Marriott Long Island Hauppauge

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

7. Courtyard by Marriott Long Island MacArthur Airport

8. Homewood Suites by Hilton Ronkonkoma

9. Hyatt Regency Long Island

10. Residence Inn by Marriott Long Island Holtsville

11. Hilton Garden Inn Islip/MacArthur Airport

12. Holiday Inn Express Hauppauge-Long Island

13. Hampton Inn Long Island / Commack

14. Radisson Hotel Hauppauge-Long Island

15. Commack Inn

16. Jake's 58 Casino Hotel - Adult Only

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

18. Danfords Hotel and Marina

19. Fairfield Inn by Marriott Medford Long Island

20. Rodeway Inn Macarthur Airport

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

Hilton Long Island/Huntington

Courtyard by Marriott Long Island MacArthur Airport

Hampton Inn Long Island-Brookhaven

Courtyard by Marriott Long Island Islip/Courthouse Complex

Jake's 58 Casino Hotel - Adult Only

Best Western Premier Plainview-Long Island Hotel

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

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

Explore a world of travel with Expedia

Go further with the Expedia app