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Jul 18 - Jul 19
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Compare 1,075 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Inn And Spa At East Wind
Relax in a jacuzzi with a romantic ambiance, complete with amenities at your fingertips.

The Inn And Spa At East Wind

3.5 star property
8.8 out of 10, Excellent, (835)
"Very clean rooms and restaurant on site was good. "
The price is ￥20,625
￥23,564 total
includes taxes & fees
Jul 24 - Jul 25
The Inn And Spa At East Wind
Home2 Suites by Hilton Long Island Brookhaven
Relax by the fire pit in this inviting outdoor space with comfortable seating and a pergola.

Home2 Suites by Hilton Long Island Brookhaven

3.0 star property
9.2 out of 10, Wonderful, (955)
"The hotel and STAFF are phenomenal "
The price is ￥25,468
￥29,097 total
includes taxes & fees
Jul 29 - Jul 30
Home2 Suites by Hilton Long Island Brookhaven
Bellport Inn
Superior Cottage, Garden View | Private kitchen | Highchair

Bellport Inn

2.0 star property
The price is ￥76,523
￥87,428 total
includes taxes & fees
Jul 20 - Jul 21
Bellport Inn
SpringHill Suites by Marriott Long Island Brookhaven
Relax in a spacious seating area with a sofa and armchairs, and enjoy meals at the dining table.

SpringHill Suites by Marriott Long Island Brookhaven

3.0 star property
8.4 out of 10, Very Good, (1003)
"very nice hotel great staff"
The price is ￥14,980
￥17,115 total
includes taxes & fees
Aug 11 - Aug 12
SpringHill Suites by Marriott Long Island Brookhaven
Comfort Inn Medford - Long Island
Guests enter under a covered canopy, with a flat roof and large windows offering a view of the surrounding area.

Comfort Inn Medford - Long Island

2.5 star property
8.4 out of 10, Very Good, (1004)
"Easy check in, very helpful and friendly staff, very clean. The pool area is beautiful, and the breakfast area was very clean. Breakfast was good too. "
The price is ￥18,687
￥21,350 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn Medford - Long Island
Fairfield Inn by Marriott Medford Long Island
Guests can dine or socialize in this outdoor patio area with tables and chairs.

Fairfield Inn by Marriott Medford Long Island

2.5 star property
8.8 out of 10, Excellent, (1002)
"It was very comfortable, clean, and they had a nice breakfast"
The price is ￥21,210
￥24,234 total
includes taxes & fees
Jul 27 - Jul 28
Fairfield Inn by Marriott Medford Long Island
112 Motel
Stroll through the beautifully manicured lawn and enjoy the serene surroundings.

112 Motel

2.0 star property
8.6 out of 10, Excellent, (97)
"Very Clean Motel!!!"
The price is ￥20,565
￥23,494 total
includes taxes & fees
Aug 7 - Aug 8
112 Motel
Holiday Inn Long Island-Islip Arpt East by IHG
Relax in style with a spacious room featuring a dining table, seating area, and reception desk, perfect for work or socializing.

Holiday Inn Long Island-Islip Arpt East by IHG

3.0 star property
9.2 out of 10, Wonderful, (752)
"Was a great stay!!"
The price is ￥17,301
￥19,767 total
includes taxes & fees
Aug 11 - Aug 12
Holiday Inn Long Island-Islip Arpt East by IHG
Hampton Inn Long Island-Brookhaven
Relax in the gazebo's covered seating area with comfortable chairs and a table.

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1157)
"Great stay"
The price is ￥19,375
￥22,137 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn Long Island-Brookhaven
The Madison Fire Island Pines
Relax in a serene outdoor space with a swimming pool, wooden deck, and patio area.

The Madison Fire Island Pines

3.0 star property
8.6 out of 10, Excellent, (44)
"FIP is heavenly. The property exceeded my expectations! Lovely small staff team is present and friendly and made for a lovely stay. More importantly, the heated pool was beyond - worth the trip alone!!! "
The price is ￥56,629
￥64,698 total
includes taxes & fees
Jul 30 - Jul 31
The Madison Fire Island Pines
Grove Hotel
Relax in this serene bedroom with a large bed, round mirror, and mounted TV.

Grove Hotel

3.0 star property
9.4 out of 10, Exceptional, (358)
"Great affordable option for staying in Cherry Grove. Would definitely stay again"
Grove Hotel
Residence Inn by Marriott Long Island Holtsville
Enjoy al fresco dining and outdoor recreation on this patio, featuring a grill, dining area, and basketball hoop.

Residence Inn by Marriott Long Island Holtsville

3.0 star property
8.8 out of 10, Excellent, (1000)
"The room was beautiful and staff was super friendly!"
The price is ￥21,225
￥24,249 total
includes taxes & fees
Aug 11 - Aug 12
Residence Inn by Marriott Long Island Holtsville
Come As You Are Inn
Relax in a patio area with a swimming pool and comfortable outdoor furniture.

Come As You Are Inn

3.0 star property
10.0 out of 10, Exceptional, (50)
"Owner very hospitable. Property super clean with spacious room. Very convenient location "
The price is ￥33,271
￥38,012 total
includes taxes & fees
Jul 20 - Jul 21
Come As You Are Inn
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
La Quinta Inn & Suites features a traditional facade with a covered entrance and well-manicured grounds.

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3.0 star property
6.8 out of 10, (1261)
"Great staff great place "
The price is ￥14,001
￥15,996 total
includes taxes & fees
Aug 17 - Aug 18
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Homewood Suites by Hilton Ronkonkoma
Welcome to Homewood Suites, a contemporary hotel with a flat roof and large windows, offering a convenient entrance and ample parking.

Homewood Suites by Hilton Ronkonkoma

3.0 star property
9.0 out of 10, Wonderful, (473)
"Front desk and all other staffs were very great! "
The price is ￥26,269
￥30,012 total
includes taxes & fees
Aug 3 - Aug 4
Homewood Suites by Hilton Ronkonkoma
Clarion Hotel & Conference Center
Step into the warm atmosphere of Brickyards, where laughter fills the air and good times await.

Clarion Hotel & Conference Center

3.0 star property
5.2 out of 10, (1007)
"Great stay. "
The price is ￥16,118
￥18,416 total
includes taxes & fees
Jul 23 - Jul 24
Clarion Hotel & Conference Center
Courtyard by Marriott Long Island MacArthur Airport
Exterior

Courtyard by Marriott Long Island MacArthur Airport

3.0 star property
8.6 out of 10, Excellent, (1012)
"Nice place would recommend "
The price is ￥21,160
￥24,177 total
includes taxes & fees
Aug 3 - Aug 4
Courtyard by Marriott Long Island MacArthur Airport
Danfords Hotel and Marina
Relax on the waterfront deck with lounge chairs and umbrellas, overlooking the calm water and a historic lighthouse.

Danfords Hotel and Marina

3.5 star property
8.2 out of 10, Very Good, (1005)
"Great place "
The price is ￥24,799
￥33,248 total
includes taxes & fees
Aug 14 - Aug 15
Danfords Hotel and Marina
Clegg's Hotel
Guests can enjoy a covered outdoor seating area with benches and potted plants.

Clegg's Hotel

3.0 star property
8.0 out of 10, Very Good, (185)
"Tyler was friendly & super helpful. We had a great stay here."
The price is ￥37,328
￥44,352 total
includes taxes & fees
Jul 21 - Jul 22
Clegg's Hotel
The Palms Hotel Fire Island
Relax on the waterfront pier, where you can enjoy a tranquil atmosphere and take in the views.

The Palms Hotel Fire Island

3.5 star property
7.8 out of 10, Good, (163)
"My expensive room was tiny. The included breakfast was a block away, and was minimal to say the least. My night table wss a refrigorator and the shower had a shower curtain,not a door. A rip off is an understatment "
The Palms Hotel Fire 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.
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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

Top Head of the Harbor Hotel Reviews

Grove Hotel

Grove Hotel

10/10 Excellent
"Staff was friendly and accommodating. The rooms are super clean and quaint. I’d totally stay here again! "
Felipe 1-night trip
Posted 2 days ago
Grove Hotel

Frequently asked questions

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

Hampton Inn Long Island-Brookhaven, located 9 mi (14.4 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 La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport and The Circle Hotel Fairfield. 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?

Business or Weekend escape: This vacation home rental near Head of the Harbor is equipped with a barbecue grill, air-conditioning, and WiFi to help you feel comfortable during your stay. 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! 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 are some accommodations with pools in Head of the Harbor?

Hilton Garden Inn Melville: 3-star hotel located near Old Bethpage Village Restoration. Features a snack bar, a pool, and free Internet. Holiday Inn Express Hauppauge, an IHG Hotel and Hilton Long Island Huntington are a couple of other choices that feature an onsite pool. View all hotels with pools 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 1072 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, Harmony Vineyards, and Stony Brook Grist Mill. 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.