Head of the Harbor Hotels

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Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

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Top 10 trending Head of the Harbor hotels

Exterior
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, (1435)
"Great stay, no problems."
United States
Wayne
The price is €93
includes taxes & fees
4 Dec - 5 Dec
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
BBQ/picnic Area
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, (1007)
"Great stay."
United States
Angela
The price is €133
includes taxes & fees
4 Dec - 5 Dec
Residence Inn by Marriott Long Island Holtsville
Lobby
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, (838)
"The staff made the stay simple and pleasant. "
United States
Osvaldo
The price is €102
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn Long Island-Islip Arpt East by IHG
Gazebo
Quality Suites Stratford

Quality Suites Stratford

2.5 star property
Stratford
8.0 out of 10, Very good, (1009)
"It was quite and very clean great customer service "
United States
Angelina
The price is €94
includes taxes & fees
21 Dec - 22 Dec
Quality Suites Stratford
American cuisine
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 star property
Hauppauge
6.4 out of 10, (1305)
"Amazing Will stay again"
United States
Luis
The price is €92
includes taxes & fees
8 Dec - 9 Dec
Radisson Hotel Hauppauge-Long Island
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (1420)
"Nice hotel in Fairfield, Ct"
United States
Veronica
The price is €115
includes taxes & fees
7 Dec - 8 Dec
The Circle Hotel Fairfield
Lobby
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3.0 star property
Ronkonkoma
8.4 out of 10, Very good, (1011)
"Great service comfy bed, "
United States
KAREN E
The price is €110
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Islip/MacArthur Airport
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, (1003)
"The front desk crew were great and helpful"
United States
Hector
The price is €117
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Long Island MacArthur Airport
Restaurant
Clarion Hotel & Conference Center

Clarion Hotel & Conference Center

3.0 star property
Ronkonkoma
5.0 out of 10, (1015)
"Clean rooms and friendly staff "
United States
Donna
The price is €92
includes taxes & fees
4 Dec - 5 Dec
Clarion Hotel & Conference Center
Exterior
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 star property
Hauppauge
8.2 out of 10, Very good, (1239)
"Great stay"
United States
Maria
The price is €125
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hauppauge-Long Island
Exterior
Delamar Southport

Delamar Southport

4.0 star property
Southport
9.4 out of 10, Exceptional, (440)
"Excellent hotel. "
United States
Victoria
The price is €262
includes taxes & fees
19 Dec - 20 Dec
Delamar Southport
Daily cooked-to-order breakfast (USD 11.00 per person)
Hyatt Regency Long Island

Hyatt Regency Long Island

4.0 star property
Hauppauge
8.2 out of 10, Very good, (1086)
"Nice rooms beautiful lobby. "
United States
Michael
The price is €133
includes taxes & fees
4 Dec - 5 Dec
Hyatt Regency Long Island
2 Double Beds Non-Smoking
Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

2.5 star property
Islandia
8.6 out of 10, Excellent, (1045)
"Great hotel"
United States
Kenneth
The price is €86
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Long Island/Islandia
Lobby
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 star property
Fairfield
8.0 out of 10, Very good, (1006)
"Very nice clean room and easy parking. "
United States
Joe
The price is €148
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Fairfield Hotel
Lobby
Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk

3.0 star property
Norwalk
8.8 out of 10, Excellent, (346)
"Great property"
United States
Karl
The price is €168
includes taxes & fees
12 Dec - 13 Dec
Residence Inn by Marriott Norwalk
Panoramic Room
The Surfside Hotel

The Surfside Hotel

2.0 star property
Lordship
9.4 out of 10, Exceptional, (171)
"Great place to stay"
United States
Craig
The price is €134
includes taxes & fees
9 Dec - 10 Dec
The Surfside Hotel
Free daily buffet breakfast
Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

2.5 star property
Centereach
8.8 out of 10, Excellent, (1010)
"Clean room, good breakfast, quiet, helpful staff"
United States
Brenda
The price is €135
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Stony Brook by IHG
Free cots/infant beds, rollaway beds, free WiFi, bed sheets
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

2.0 star property
Ronkonkoma
6.8 out of 10, (1006)
"Was such a nice stay with the best staff all summer"
United States
Noelle
The price is €83
includes taxes & fees
1 Jan - 2 Jan 2026
Rodeway Inn Macarthur Airport
Terrace/patio
Hilton Garden Inn Melville

Hilton Garden Inn Melville

3.0 star property
Plainview
8.8 out of 10, Excellent, (1009)
"Great stay , I enjoyed it "
United States
Jean
The price is €142
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Melville
Exterior detail
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, (1307)
"Very clean room and professional staff!"
United States
Latoya
The price is €112
includes taxes & fees
11 Dec - 12 Dec
Jake's 58 Casino Hotel - Adult Only
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 with a stop at 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-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"This is my second time coming to this hotel. I had a great time. "
Sheila 1-night trip
Posted 1 day ago
Hampton Inn Long Island-Brookhaven

More cheap stays in Head of the Harbor

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2050 Express Dr S Hauppauge NY
The price is €125 per night from 14 Dec to 15 Dec
€125
14 Dec - 15 Dec
includes taxes & fees
8/10 Very Good! (1,226 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 traveller data. Other good options for your trip to the area are Hyatt Regency Long Island and La Quinta Inn & Suites by Wyndham Islip - 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?
Business or Weekend escape: This holiday home rental outside of Head of the Harbor offers a garden, a BBQ and air conditioning 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 1111 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 Smithaven Mall 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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