Head of the Harbor Travel Guide

Tourist 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 Rp2.221.193 per night from 15 Nov to 16 Nov
Rp2.221.193
Rp2.537.711 total
15 Nov - 16 Nov
includes taxes & fees
Stay at this business-friendly hotel in Hauppauge. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the clean rooms in their reviews. ...
6.6/10 (1,896 reviews)
"The AC was not working in my room. When I got there the secretary couldn’t find my reservation took about 15 minutes wait. I don’t think I will stay here again."

Reviewed on 2 Nov 2026

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 Rp2.123.199 per night from 30 Nov to 1 Dec
Rp2.123.199
Rp2.425.754 total
30 Nov - 1 Dec
includes taxes & fees
Stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the helpful staff and the ...
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 Rp3.066.843 per night from 3 Nov to 4 Nov
Rp3.066.843
Rp3.708.521 total
3 Nov - 4 Nov
includes taxes & fees
Stay at this beach hotel in Fairfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
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 1 Nov 2026

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
Stay at this beach apartment in Fairfield. Enjoy free Wi-Fi, free parking and free bicycles on-site. Popular attractions Penfield Beach and Fairfield Beach are ...
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 29 Oct 2026

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 holiday home in Central Islip. Enjoy free Wi-Fi, 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 Wi-Fi. 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 14 May 2026

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