Lodging Image

Find hotels in Head of the Harbor, NY from ąøæ3,334

  • 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

Check prices for these dates

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Head of the Harbor hotels

Breakfast included
Front of property

1. Americas Best Value Inn Port Jefferson Station Long Island

Americas Best Value Inn Port Jefferson Station Long Island
2.0 star property
Port Jefferson Station
5.4 out of 10, (189 reviews)
"Wifi did not work"
United States
Seth
The price is ąøæ5,294
ąøæ6,048 total
includes taxes & fees
25 Aug - 26 Aug
Americas Best Value Inn Port Jefferson Station Long Island
Exterior

2. Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,001 reviews)
"Comfy bed, great room and breakfast."
United States
Matthew
The price is ąøæ6,409
ąøæ7,322 total
includes taxes & fees
2 Aug - 3 Aug
Hilton Garden Inn Stony Brook
Free daily buffet breakfast

3. 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, (1,004 reviews)
The price is ąøæ6,119
ąøæ6,991 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Stony Brook by IHG
Indoor pool, open 5:30 AM to 11:00 PM, pool loungers

4. Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
3.5 star property
Farmingville
8.8 out of 10, Excellent, (1,522 reviews)
"Great hotel, very clean, good breakfast and well located!."
United States
JOSE
The price is ąøæ4,519
ąøæ5,163 total
includes taxes & fees
11 Aug - 12 Aug
Hampton Inn Long Island-Brookhaven
Restaurant

5. 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, (415 reviews)
"We enjoyed our stay"
United States
Debra
The price is ąøæ5,641
ąøæ6,562 total
includes taxes & fees
23 Aug - 24 Aug
Residence Inn By Marriott Long Island Hauppauge
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

6. Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very good, (1,300 reviews)
"Awesome Hotel Thank you"
United States
Michael
The price is ąøæ5,383
ąøæ6,150 total
includes taxes & fees
31 Aug - 1 Sept
Hyatt Regency Long Island
Exterior

7. Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport
3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1,000 reviews)
"Property was clean well maintained with a comfortable atmosphere. Wasnā€™t overly crowded and the front desk staff was nice enough to reopen the fire pit area for us even though they had just closed it off. Def a recommended stay."
United States
Michael
The price is ąøæ4,521
ąøæ5,165 total
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Long Island MacArthur Airport
Property amenity

8. 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, (1,001 reviews)
"Fantastic hotel in a convenient location!"
United States
Nicholas
The price is ąøæ4,079
ąøæ4,661 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Long Island-Islip Arpt East by IHG
Indoor pool

9. Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma
3.0 star property
Ronkonkoma
9.0 out of 10, Wonderful, (662 reviews)
"Great overall stay!"
United States
Jean Paul
The price is ąøæ5,730
ąøæ6,547 total
includes taxes & fees
31 Aug - 1 Sept
Homewood Suites by Hilton Ronkonkoma
Indoor pool

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)
The price is ąøæ4,246
ąøæ4,851 total
includes taxes & fees
26 Aug - 27 Aug
Residence Inn by Marriott Long Island Holtsville
Free daily buffet breakfast

11. 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, (1,003 reviews)
"Clean, perfectly air conditioned & spacious room for 4. Parking is available."
United States
Vishnu
The price is ąøæ4,326
ąøæ4,942 total
includes taxes & fees
23 Aug - 24 Aug
Fairfield Inn by Marriott Medford Long Island
Exterior

12. 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, (1,674 reviews)
"Staff was excellent, the property could use renovation/updating"
United States
JUstine
The price is ąøæ3,477
ąøæ3,973 total
includes taxes & fees
31 Aug - 1 Sept
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Exterior

13. Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island
2.5 star property
Hauppauge
8.2 out of 10, Very good, (1,516 reviews)
"The staff was friendly and breakfast was amazing. Everything is well maintained inside and outside."
United States
Suzanne
The price is ąøæ4,785
ąøæ5,467 total
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hauppauge-Long Island
Indoor pool

14. Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia
2.5 star property
Islandia
8.6 out of 10, Excellent, (1,209 reviews)
"Clean room, very good breakfast, friendly staff"
United States
Carol
The price is ąøæ4,908
ąøæ5,607 total
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Long Island/Islandia
Terrace/patio

15. 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 stay. Comfortable bed, friendly staff, very clean, all good!"
United States
Mark
The price is ąøæ5,508
ąøæ6,293 total
includes taxes & fees
31 Aug - 1 Sept
Home2 Suites by Hilton Long Island Brookhaven
Lobby

16. 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)
"Staff always friendly and helpful, room clean and quiet, can't ask for much more."
United States
Joseph
The price is ąøæ4,690
ąøæ5,358 total
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Islip/MacArthur Airport
Property amenity

17. 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, (975 reviews)
"Hotel was clean, staff was friendly"
United States
Maria
The price is ąøæ4,815
ąøæ5,501 total
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Long Island Islip/Courthouse Complex
Basic Studio Suite | Iron/ironing board, free WiFi, bed sheets

18. 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, (1,326 reviews)
"Clean room and staff were great."
United States
WILLIAM
The price is ąøæ4,727
ąøæ5,400 total
includes taxes & fees
2 Aug - 3 Aug
Jake's 58 Casino Hotel - Adult Only
Terrace/patio

19. Danfords Hotel and Marina

Danfords Hotel and Marina
3.5 star property
Port Jefferson
8.6 out of 10, Excellent, (1,007 reviews)
"Lovely hotel, clean spaces and very comfortable bed! Restaurant was good and location is unbeatable!"
United States
Marcela
The price is ąøæ6,774
ąøæ9,091 total
includes taxes & fees
4 Aug - 5 Aug
Danfords Hotel and Marina
Reception

20. Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
2.5 star property
Medford
8.4 out of 10, Very good, (1,006 reviews)
"Enjoyable breakfast"
United States
Steven
The price is ąøæ4,082
ąøæ4,664 total
includes taxes & fees
23 Aug - 24 Aug
Comfort Inn Medford - 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

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

Top Head of the Harbor Hotel Reviews

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent
"Iam very pleased of the service here... my room #141 is very clean , quiet & Confortible Iam enjoying my stay here"
Carl 2-night trip
Posted 15 hours ago
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

More cheap stays in Head of the Harbor

Quality Suites Stratford

Quality Suites Stratford

1500 South Ave Stratford CT
The price is ąøæ3,757 per night from 30 Aug to 31 Aug
ąøæ3,757
ąøæ4,321 total
30 Aug - 31 Aug
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 traveller data. Other good options for your trip 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, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Head of the Harbor.
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 accommodation options in the surrounding area. Find out more about Head of the Harbor.
What should I see while I'm in Head of the Harbor?
Favourite 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. Take a look at what more there is to see and do in Expedia's Head of the Harbor guide.
What's the seasonal weather in Head of the Harbor?
The hottest months are usually July and August, with an average temperature of 22Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Head of the Harbor is 1400 mm.