Head of the Harbor

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 CA $173 per night from Nov 1 to Nov 2
CA $173
CA $198 total
Nov 1 - Nov 2
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 CA $189 per night from Nov 1 to Nov 2
CA $189
CA $216 total
Nov 1 - Nov 2
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 ...
8.4/10 Very good! (1,627 reviews)
"very efficient polite front desk customer service they allowed service dogs and that’s one of the reasons why I keep coming back to this very friendly, clean hotel"

Reviewed on Oct 20, 2026

Holiday Inn Express Hauppauge-Long Island
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

3.5 out of 5
2000 North Ocean Ave. Farmingville NY
The price is CA $147 per night from Oct 25 to Oct 26
CA $147
CA $168 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hampton Inn Long Island-Brookhaven
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! (115 reviews)
"Beautiful accommodations! Beach access and a kitchenette make this this a wonderful place to stay!!"

Reviewed on Oct 15, 2026

DUNE Fairfield Beach
1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance

Bay Shore NY
Stay at this apartment in Bay Shore. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Monster Mini Golf and Tanger Outlets are located ...
8.4/10 Very good! (27 reviews)
"Great location, private and quiet area. Great host."

Reviewed on Oct 4, 2026

1 bedroom 1 bath private entrance
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Bridgeport CT
Stay at this apartment in Bridgeport. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Bridgeport Downtown South Historic ...
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
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