Find hotels in Head of the Harbor, NY from ￥16,133

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Jan 29 - Jan 30
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Our top choices for Head of the Harbor hotels

Free daily buffet breakfast

Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island
2.5 star property
Medford
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Cozy hotel near MacArthur Airport with indoor pool and complimentary perks.
"love my stay always and the staff is the best "
United States
tanya
The price is ￥17,695
￥20,216 total
includes taxes & fees
Feb 4 - Feb 5
Fairfield Inn by Marriott Medford Long Island
Panoramic Room | Memory foam beds, individually decorated, individually furnished

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.4 out of 10, Exceptional, (177 reviews)
  • cleanliness
    Visit Stratford's serene beachfront hotel for massage treatments and coastal views.
"Great place, adorable and courteous staff!"
United States
DANA
The price is ￥18,608
￥21,399 total
includes taxes & fees
Feb 9 - Feb 10
The Surfside Hotel
Terrace/patio

Danfords Hotel and Marina

Danfords Hotel and Marina
3.5 star property
Port Jefferson
8.4 out of 10, Very Good, (1,000 reviews)
"Beautiful location, spacious room and incredibly friendly staff! "
United States
Lauren
The price is ￥18,254
￥25,932 total
includes taxes & fees
Feb 12 - Feb 13
Danfords Hotel and Marina
Property amenity

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, (878 reviews)
  • cleanliness
    Relax in a modern hotel with pool in Central Islip near Bethpage Ballpark.
"Very clean, modern, great location"
United States
Bidisha
The price is ￥20,593
￥23,528 total
includes taxes & fees
Feb 2 - Feb 3
Courtyard by Marriott Long Island Islip/Courthouse Complex
Terrace/patio

SpringHill Suites by Marriott Long Island Brookhaven

SpringHill Suites by Marriott Long Island Brookhaven
3.0 star property
North Bellport
8.4 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Experience modern comfort on Long Island with free breakfast and parking.
"Clean and ample rooms "
United States
Estela
The price is ￥18,610
￥21,261 total
includes taxes & fees
Feb 23 - Feb 24
SpringHill Suites by Marriott Long Island Brookhaven
Indoor pool

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1,011 reviews)
"Nice place, good breakfast, clean. "
United States
Clinton
The price is ￥17,348
￥19,820 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Stony Brook
Studio Suite, 1 King Bed, Kitchenette | Premium bedding, desk, laptop workspace, iron/ironing board

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,434 reviews)
  • cleanliness
    Contemporary beach hotel in Fairfield with a seasonal outdoor pool and comfort.
"Great room, clean, spacious. Would definitely stay here again. "
United States
George
The Circle Hotel Fairfield
Terrace/patio

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
Centerport
7.8 out of 10, Good, (767 reviews)
  • cleanliness
    Relax in a tranquil poolside retreat near Huntington Beach and train access.
"Great location Rooms are "
United States
John
Chalet Inn & Suites Centerport
Property amenity

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, (887 reviews)
"Great hotel ! "
United States
marcela
The price is ￥15,407
￥17,604 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Long Island-Islip Arpt East by IHG
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
Hauppauge
8.2 out of 10, Very Good, (1,106 reviews)
  • cleanliness
    Elegant golf resort near Stony Brook with outdoor pool and tennis courts.
"Hotel is clean, staff is friendly, restaurant is very good"
United States
Dorothy
The price is ￥19,157
￥21,887 total
includes taxes & fees
Feb 8 - Feb 9
Hyatt Regency Long Island
Free daily buffet breakfast

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, (1,000 reviews)
  • cleanliness
    Tranquil university retreat with indoor pool and complimentary amenities.
"Super clean and friendly staff"
United States
Carolyn
The price is ￥23,796
￥27,186 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Express Stony Brook by IHG
Indoor pool, open 5:30 AM to 11:00 PM, sun loungers

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
2.5 star property
Farmingville
8.8 out of 10, Excellent, (1,298 reviews)
  • cleanliness
    Convenient hotel in Farmingville with free breakfast near Stony Brook University.
"Courteous staff, clean room and good breakfast. "
United States
Wayne
The price is ￥16,136
￥18,436 total
includes taxes & fees
Feb 5 - Feb 6
Hampton Inn Long Island-Brookhaven
Lobby

Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel
2.5 star property
Grasmere
8.0 out of 10, Very Good, (1,001 reviews)
"Very nice clean room and easy parking. "
United States
Joe
The price is ￥21,354
￥24,557 total
includes taxes & fees
Feb 4 - Feb 5
Best Western Plus Fairfield Hotel
Exterior

Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport
3.0 star property
Ronkonkoma
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Stay close to MacArthur Airport with a 24-hour fitness center and bistro dining.
"Friendly staff and ability to check in early."
United States
Cheryl
The price is ￥19,403
￥22,168 total
includes taxes & fees
Feb 12 - Feb 13
Courtyard by Marriott Long Island MacArthur Airport
Front of property

112 Motel

112 Motel
2.0 star property
Medford
8.2 out of 10, Very Good, (114 reviews)
  • cleanliness
    Comfortable lodging near Stony Brook University with free WiFi and parking.
"Perfect little motel. "
United States
Timothy
The price is ￥16,032
￥18,318 total
includes taxes & fees
Feb 26 - Feb 27
112 Motel
Terrace/patio

Hampton Inn & Suites Huntington Downtown

Hampton Inn & Suites Huntington Downtown
2.5 star property
Huntington
9.2 out of 10, Wonderful, (425 reviews)
  • cleanliness
    Unwind in downtown Huntington with a daily free breakfast and fitness center.
"Nice place Great staff Everything is within walking distance; restaurants, shops, etc. Nice rooms; newer and clean I recommend"
United States
John
The price is ￥24,487
￥27,975 total
includes taxes & fees
Feb 17 - Feb 18
Hampton Inn & Suites Huntington Downtown
Property grounds

Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate
3.5 star property
Huntington
9.0 out of 10, Wonderful, (653 reviews)
  • cleanliness
    Historic castle hotel near train station with massages and restaurant.
"Beautiful grounds and castle. Really cool experience to stay in a castle that has so much history on long island. Friendly staff, clean rooms, and an awesome restaurant/bar."
United States
Charles
Oheka Castle Hotel & Estate
Sauna, steam room, body treatments, hydrotherapy, aromatherapy

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, (892 reviews)
  • cleanliness
    Peaceful spa retreat with serene rooms and tranquil indoor pool setting.
"A nice place to stay- good rates, clean rooms, good location, plenty parking- would definitely go back again"
United States
william
The price is ￥16,793
￥19,186 total
includes taxes & fees
Feb 1 - Feb 2
The Inn And Spa At East Wind
Terrace/patio

Hilton Garden Inn Melville

Hilton Garden Inn Melville
3.0 star property
Plainview
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Modern hotel with indoor pool near Bethpage State Park and Old Bethpage Village.
"Beautiful place spotless rooms Staff was great "
United States
John
The price is ￥22,478
￥25,681 total
includes taxes & fees
Feb 5 - Feb 6
Hilton Garden Inn Melville
Exterior

Delamar Southport

Delamar Southport
4.0 star property
Southport
9.6 out of 10, Exceptional, (460 reviews)
  • cleanliness
    Seaside spa escape with ocean views and complimentary bike rentals for exploration.
"Great breakfast and overall experience. "
United States
sheri
The price is ￥35,399
￥43,006 total
includes taxes & fees
Feb 26 - Feb 27
Delamar Southport
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

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

Avalon Park and Preserve

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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Reflections in stream and flowers in bloom at Stony Brook Grist Mill.; Brewster, Massachusetts.

Stony Brook Grist Mill

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

Top Head of the Harbor Hotel Reviews

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

10/10 Excellent
"Very clean, easy check in and comfortable beds"
Deb 1-night trip
Posted 2 days ago
Hampton Inn Long Island/Islandia

More cheap stays in Head of the Harbor

Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island

8030 Jericho Tpke Woodbury NY
The price is ￥14,453 per night from Feb 4 to Feb 5
￥14,453
￥16,133 total
Feb 4 - Feb 5
includes taxes & fees
7.2/10 Good! (1,006 reviews)

Frequently asked questions

What's the best place for a stay in Head of the Harbor?
Radisson Hotel Hauppauge-Long Island, located 8.7 mi (14 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 Holiday Inn Express Hauppauge-Long Island and Hyatt Regency Long Island. 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?
The Bella Vista St James! Waterfront house with a beach dock and so much more!: Visitors give good reviews to this Head of the Harbor vacation home rental, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. 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. You can relax into your vacation with a garden and a hot tub. 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 1091 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.

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