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Our top choices for Head of the Harbor hotels

1. Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.2 out of 10, Very good, (1,011 reviews)
"Great stay. Clean rooms, friendly staff. Work stay and will stay here again"
United States
Andrew
The price is AU$170
includes taxes & fees
12 July - 13 July
Quality Suites Stratford

2. Midway Motel

Midway Motel
Patchogue
7.4 out of 10, Good, (6 reviews)
"Was great :)"
United States
Anthony
The price is AU$259
includes taxes & fees
15 June - 16 June
Midway Motel

3. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$345
includes taxes & fees
15 June - 16 June
Spacious 3BR Family Home Near Everything

4. 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, (1,006 reviews)
"Always a wonderful stay here- rooms & grounds are beautiful and clean, plus they have such a friendly staff!"
United States
Belinda
The price is AU$232
includes taxes & fees
1 July - 2 July
Holiday Inn Express Stony Brook by IHG

5. The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,448 reviews)
"Convenient location, clean, quiet and nice staff."
United States
Betsy
The price is AU$235
includes taxes & fees
23 June - 24 June
The Circle Hotel Fairfield

6. Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
3.5 star property
Farmingville
8.8 out of 10, Excellent, (1,470 reviews)
"Hotel was great"
United States
Alison
The price is AU$215
includes taxes & fees
2 July - 3 July
Hampton Inn Long Island-Brookhaven

7. 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, (1,008 reviews)
"Great stay"
United States
Chelsea
The price is AU$227
includes taxes & fees
29 June - 30 June
Holiday Inn Long Island-Islip Arpt East by IHG

8. Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,008 reviews)
"Great place to stay. Good food!"
United States
Constance
The price is AU$237
includes taxes & fees
2 July - 3 July
Hilton Garden Inn Stony Brook

9. 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, (1,012 reviews)
"Excellent hotel plus extremely clean."
United States
N.
The price is AU$265
includes taxes & fees
28 June - 29 June
Home2 Suites by Hilton Long Island Brookhaven

10. 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, (1,605 reviews)
"Great place to stay."
United States
Colin
The price is AU$185
includes taxes & fees
6 July - 7 July
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

11. Grove Hotel

Grove Hotel
3.0 star property
Sayville
9.4 out of 10, Exceptional, (482 reviews)
"Staff was Amazing, the room was so nice and really clean, the pool was so much fun, can’t wait to come back again."
United States
philip
The price is AU$282
includes taxes & fees
16 June - 17 June
Grove Hotel

12. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is AU$430
includes taxes & fees
27 June - 28 June
Sundown Escape-South Shore Long Island

13. Residence Inn by Marriott Melville

Residence Inn by Marriott Melville
3.0 star property
Melville
9.8 out of 10, Exceptional, (59 reviews)
"A nice place to stay, who is very dog friendly. Great Breakfast! Very clean. We would definately stay there again."
United States
Amy
The price is AU$319
includes taxes & fees
25 June - 26 June
Residence Inn by Marriott Melville

14. 112 Motel

112 Motel
2.0 star property
Medford
8.2 out of 10, Very good, (121 reviews)
"The hot tub was the best part but the lock didnt lock and that was nerve wracking "
United States
Vikki
The price is AU$235
includes taxes & fees
25 June - 26 June
112 Motel

15. The Inn And Spa At East Wind

The Inn And Spa At East Wind
3.5 star property
Calverton
8.8 out of 10, Excellent, (915 reviews)
"I loved my stay, everything was so clean and beautiful"
United States
Rachel
The price is AU$313
includes taxes & fees
6 July - 7 July
The Inn And Spa At East Wind

16. Deer Park Motor Inn

Deer Park Motor Inn
2.5 star property
Deer Park
5.8 out of 10, (346 reviews)
"."
United States
Sammy
The price is AU$178
includes taxes & fees
15 June - 16 June
Deer Park Motor Inn

17. Come As You Are Inn

Come As You Are Inn
3.0 star property
Sayville
10.0 out of 10, Exceptional, (63 reviews)
"Everything was great!"
United States
Scott
The price is AU$365
includes taxes & fees
15 June - 16 June
Come As You Are Inn

18. Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport
3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1,010 reviews)
"Everything was great!!"
United States
Sally
The price is AU$206
includes taxes & fees
6 July - 7 July
Hilton Garden Inn Islip/MacArthur Airport

19. Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3.0 star property
Ronkonkoma
5.2 out of 10, (1,006 reviews)
"I loved location nice employees working there"
United States
Anna and Phillip
The price is AU$160
includes taxes & fees
28 June - 29 June
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

20. Delamar Westport

Delamar Westport
4.0 star property
Westport
9.6 out of 10, Exceptional, (84 reviews)
"A lovely hotel. We look forward to returning."
United States
Doreen
The price is AU$399
includes taxes & fees
1 July - 2 July
Delamar Westport
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!

Avalon Harbor Aerial view from the hills - Catalina Island, California

Top Head of the Harbor Hotel Reviews

More cheap accommodation in Head of the Harbor

Frequently asked questions

What's the best place for a stay in Head of the Harbor?
Hyatt Regency Long Island, located 6.3 mi (10.1 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.
What are some of the best holiday rentals that Head of the Harbor has to offer?
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.: This holiday home rental outside of Head of the Harbor has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. 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, 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 1068 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, Harmony Vineyards and Stony Brook Grist Mill. You'll also find Nissequogue River and Sunken Meadow State Park 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 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Head of the Harbor is 1400 mm.

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