Top 10 Hotels in Head of the Harbor, NY from ￥13,906 - 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

Condo

Family friendly

Hot tub

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Head of the Harbor hotels

1. Hilton Garden Inn Stony Brook

Stony Brook

Matthew

￥21,482

￥24,543 total

includes taxes & fees

Sep 7 - Sep 8

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

2. Holiday Inn Express Stony Brook by IHG

Centereach

Katie

￥26,227

￥29,966 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

aisha

￥16,508

￥18,860 total

includes taxes & fees

Aug 31 - Sep 1

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

Bohemia

JUstine

￥15,132

￥17,288 total

includes taxes & fees

Aug 30 - Aug 31

Premium bedding, desk, laptop workspace, blackout drapes

5. Residence Inn By Marriott Long Island Hauppauge

Hauppauge

Debra

￥24,160

￥28,158 total

includes taxes & fees

Sep 14 - Sep 15

6. Homewood Suites by Hilton Ronkonkoma

Ronkonkoma

Jean Paul

￥25,286

￥28,889 total

includes taxes & fees

Aug 31 - Sep 1

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

7. Courtyard by Marriott Long Island MacArthur Airport

Ronkonkoma

MD Ekrim

￥21,482

￥24,544 total

includes taxes & fees

Sep 7 - Sep 8

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

Holtsville

Nicholas

￥18,915

￥21,609 total

includes taxes & fees

Sep 20 - Sep 21

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

Daily cooked-to-order breakfast for a fee

9. Hyatt Regency Long Island

Hauppauge

Lisa

￥21,458

￥24,516 total

includes taxes & fees

Sep 8 - Sep 9

Coffee/tea maker, fridge, microwave, oven

10. Residence Inn by Marriott Long Island Holtsville

Holtsville

Tara

￥21,482

￥24,544 total

includes taxes & fees

Sep 3 - Sep 4

11. Hilton Garden Inn Islip/MacArthur Airport

Ronkonkoma

Joseph

￥20,131

￥22,998 total

includes taxes & fees

Aug 30 - Aug 31

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

￥24,796

￥28,330 total

includes taxes & fees

Sep 17 - Sep 18

1 Queen Bed Non-Smoking | Premium bedding, desk, laptop workspace, blackout drapes

13. Hampton Inn Long Island/Islandia

Islandia

Carol

￥19,421

￥22,189 total

includes taxes & fees

Aug 30 - Aug 31

14. Radisson Hotel Hauppauge-Long Island

Hauppauge

Qiong

￥19,455

￥22,227 total

includes taxes & fees

Sep 7 - Sep 8

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

15. Jake's 58 Casino Hotel - Adult Only

Islandia

Bruce

￥19,592

￥22,383 total

includes taxes & fees

Sep 3 - Sep 4

Premium bedding, down comforters, desk, laptop workspace

16. Fairfield Inn by Marriott Medford Long Island

Medford

Alexandra

￥19,169

￥21,902 total

includes taxes & fees

Sep 7 - Sep 8

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

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

Central Islip

Maria

￥22,889

￥26,150 total

includes taxes & fees

Aug 31 - Sep 1

18. Home2 Suites by Hilton Long Island Brookhaven

Yaphank

Ronald

￥22,631

￥25,856 total

includes taxes & fees

Sep 10 - Sep 11

19. Danfords Hotel and Marina

Port Jefferson

William

￥25,483

￥35,298 total

includes taxes & fees

Sep 13 - Sep 14

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

Combined shower/tub, hair dryer, towels, soap

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

20. Commack Inn

Commack

Sandra

￥18,718

￥21,385 total

includes taxes & fees

Aug 25 - Aug 26

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

Grove Hotel

10/10 Excellent

"We had a great stay--this was not our first time and we plan to come back soon!"

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

8/10 Good

"Hotel is 4 mins from the ISP Airport; convenient and clean, We had a 6am flight. Also, we found the “Locust Deli” nearby and fabulous sandwiches, we highly recommended it! Z & F/ FLL."

The Circle Hotel Fairfield

8/10 Good

"AC was noisy but otherwise great"

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"Grate"

Marriott Melville Long Island

10/10 Excellent

"Great staff, clean room, bar was a little loud overall we love this Hotel and stay here every time we go to Long Island."

SureStay Plus by Best Western Woodbury Inn

8/10 Good

"Even though it was small, the room was clean and everyday staff come to change towels, blankets, etc. The breakfast was good. It is a non smoking hotel which is excellent."

Radisson Hotel Hauppauge-Long Island

10/10 Excellent

"No cameras in back"

Hilton Long Island/Huntington

8/10 Good

"Our bathroom was very old and needed repairs. Paint all chipped and sink and shower were very old and used. Very surprising since our room was very nice. Expected more from a Hilton."

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent

"Q"

More cheap stays in Head of the Harbor

Rodeway Inn Macarthur Airport

3055 Veterans Memorial Hwy Ronkonkoma NY

￥14,727

￥16,825 total

Sep 21 - Sep 22

includes taxes & fees

6.8/10 (1,005 reviews)

Quality Suites Stratford

1500 South Ave Stratford CT

￥16,699

￥19,204 total

Sep 13 - Sep 14

includes taxes & fees

8.2/10 Very Good! (1,007 reviews)

Comfort Inn Medford - Long Island

2695 Route 112 Medford NY

￥19,301

￥22,051 total

Sep 21 - Sep 22

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

￥19,886

￥22,196 total

Sep 7 - Sep 8

includes taxes & fees

7.4/10 Good! (1,011 reviews)

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY

￥24,796

￥28,330 total

Sep 17 - Sep 18

includes taxes & fees

Holiday Inn Express Stony Brook by IHG

3131 Nesconset Hwy Centereach NY

￥26,227

￥29,966 total

Sep 7 - Sep 8

includes taxes & fees

Frequently asked questions

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

Holiday Inn Express Hauppauge-Long Island, located 7.4 mi (11.9 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.

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 1042 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 Nissequogue River 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 ￥13,906

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. Homewood Suites by Hilton Ronkonkoma

7. Courtyard by Marriott Long Island MacArthur Airport

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

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/Islandia

14. Radisson Hotel Hauppauge-Long Island

15. Jake's 58 Casino Hotel - Adult Only

16. Fairfield Inn by Marriott Medford Long Island

17. Courtyard by Marriott Long Island Islip/Courthouse Complex

18. Home2 Suites by Hilton Long Island Brookhaven

19. Danfords Hotel and Marina

20. Commack Inn

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

Grove Hotel

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

The Circle Hotel Fairfield

Hampton Inn Long Island-Brookhaven

Marriott Melville Long Island

SureStay Plus by Best Western Woodbury Inn

Radisson Hotel Hauppauge-Long Island

Hilton Long Island/Huntington

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

Explore a world of travel with Expedia

Go further with the Expedia app