Head of the Harbor, NY

Travel Guide

A coastal town with a marina filled with boats, a lighthouse, and a hill with buildings.
A wooden boardwalk through a dense forest with green foliage.
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
The price is NT$3,990 per night from Nov 15 to Nov 16
NT$3,990
NT$4,559 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
Radisson Hotel Hauppauge-Long Island
 Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
The price is NT$3,814 per night from Nov 30 to Dec 1
NT$3,814
NT$4,357 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Holiday Inn Express Hauppauge-Long Island
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
The price is NT$5,509 per night from Nov 3 to Nov 4
NT$5,509
NT$6,662 total
Nov 3 - Nov 4
includes taxes & fees
Book a stay at this 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! (1,478 reviews)
"The young woman at the Front Desk was rude and dismissive. They are closing this hotel in a few months and you could tell by their attitude. On top of that advertise the breakfast to be a lot better than it is in the room is rundown. Is basically a motel from the 50s or 60s. The refrigerator in room ..."

Reviewed on 2026/11/1

The Circle Hotel Fairfield
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

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
9/10 Wonderful! (117 reviews)
"Its a great location. Easy parking, nice bed and towels, wonderful shower head. Just know on Tuesdays its $2 Tuesday next door at the Sea Grape and the Fairfield U kids spill out onto the sidewalk and it can be quite noisy. Wednesday nights is the Lamb Jam which is a lot of fun and a much older crowd. ..."

Reviewed on 2026/10/29

DUNE Fairfield Beach
Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything

3.5 out of 5
28 Gregory Ln Central Islip NY
Stay at this vacation home in Central Islip. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Popular attractions Connetquot River and Lakeland ...
Spacious 3BR Family Home Near Everything
Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island

2 out of 5
1214 Saxon Ave Bay Shore NY
Stay at this apartment in Bay Shore. Enjoy free WiFi. Popular attractions Bay Shore Mini Golf and Gilgo State Park are located nearby.
10/10 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."

Reviewed on 2026/5/14

Sundown Escape-South Shore Long 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.

Stay near popular Head of the Harbor attractions

Cities near Head of the Harbor