Visit Head of the Harbor

Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy, Hauppauge, NY
$114 nightly
The price is $130 total per night from Nov 16 to Nov 17
$130 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Hauppauge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
6.2/10 (1,183 reviews)
"Clean and spacious room, kind staff, good location. Had everything I needed!"
Reviewed on Oct 12, 2025

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
10 Aero Rd, Bohemia, NY
$92 nightly
The price is $105 total per night from Nov 2 to Nov 3
$105 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (1,385 reviews)
"Staff was great, Room needed work- torn carpet in entrance, wallpaper near ceiling peeling. Asked for extra pillows and hotel did not have any."
Reviewed on Oct 11, 2025

The Circle Hotel Fairfield
417 Post Road, Fairfield, CT
$164 nightly
The price is $189 total per night from Nov 4 to Nov 5
$189 total
Nov 4 - Nov 5
Total with taxes and fees
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,394 reviews)
"This motel is a no fuss, clean property. The staff is super friendly and accommodations are comfortable. It is on a busy street but my room was on the backside and I didn't hear any of the noise. It is a motel like setting where rooms are open to the walkway and you can see people walking by through ..."
Reviewed on Oct 14, 2025
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.

DUNE Fairfield Beach
1160 Reef Rd, Fairfield, CT
Stay at this 3-star beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
9/10 Wonderful! (72 reviews)
"Loved this venue!"
Reviewed on Oct 6, 2025

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
Stay at this vacation home in Brentwood. Enjoy free WiFi, an in-room coffeemaker, and housekeeping. Popular attractions Brentwood State Park and Stonebridge ...
9.4/10 Exceptional! (29 reviews)
"Me and my partner enjoyed our experience. The place was very clean and the host was easy to communicate with."
Reviewed on Sep 22, 2025

Business or Weekend escape
Stratford
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (48 reviews)
"The property was well appointed and immaculately clean. Despite the appearance of the neighborhood and the surroundings, this was a wonderful stay, and we will use it again."
Reviewed on Oct 9, 2025
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.
Check Head of the Harbor hotel availability
Popular places to visit
Short Beach
Why not spend a lazy afternoon at Short Beach during your trip to Nissequogue?
Harmony Vineyards
5/5(1 review)
You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area.
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- Avalon Park and Preserve
- Stony Brook Grist Mill
- Harmony Vineyards
- Stony Brook University
- Bethpage Black State Park Golf Course
- Hartford HealthCare Amphitheater
- Lake Ronkonkoma
- Port Jefferson
- Robert Moses Beach
- Seaside Park
- Ocean Beach
- Paramount Theater
- Lasorda Legacy Park
- Norwalk Maritime Aquarium
- Brookhaven National Laboratory
- Total Mortgage Arena
- Historic South Norwalk
- Oheka Castle
- Sunken Meadow State Park
- Bridgeport Downtown South Historic District
- SUSA Orlin & Cohen Sports Complex
- Sagamore Hill National Historic Site
- Tanger Outlets
- Vanderbilt Museum
- Robert Moses State Park
- Bethpage Black
- Adventureland
- Jennings Beach
- Fair Harbor Ferry Terminal
- University of Bridgeport
- Farmingdale State College
- Sunken Forest