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Choose from 4438 Southold Hotel Deals
The Shoals Suites and Slips
Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend.
Reviewed on May 5, 2026
Vine & Sand
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on Mar 22, 2026
Pier Blue Inn Old Saybrook - Essex
If you can look beyond the immediate exterior and sense of disrepair (it's not...), then you can enjoy the stay here. While there is no swimming pool, the property is well positioned to the coast and local beaches. They were doing some road construction immediately outside the property and on the ...
Reviewed on May 15, 2026
The Bentley Hotel Southampton
Great for dogs - huge fenced yard
Reviewed on May 11, 2026
Sound View Greenport
They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty.
Reviewed on May 11, 2026
Sag Harbor Inn
Nice room and view
Reviewed on May 15, 2026
Water's Edge Resort & Spa
Very nice place. Great location.
Reviewed on May 15, 2026
The Harbor Front Inn
We made our reservation paid the bill we got to the hotel they told us you have to pay $29 a night to park your car in the hotel parking lot. WE WERE NEVER INFORMED OF THIS!! I have my reservation to prove it!!!
Reviewed on May 11, 2026
Hyatt Place Long Island East End
The breakfast was delicious, the rooms were nice, and the bar was perfect. In all of my travels I think the staff at this hotel might be the nicest, most accommodating people I’ve ever met. They truly made our stay wonderful. Olga and the other front desk staff were amazing.
Reviewed on May 8, 2026
Hilton Garden Inn Riverhead
Really nice just refurbished rooms. Daily rate of Sunday into Monday really reasonable.
Reviewed on May 11, 2026
The Sagaponack
Really liked the property and would have been fun in the summer. Bed was comfy and there was a nice steamer. My only complaint is just how small the bathroom was. Other rooms may have larger ones, but it was tiny and that could be an issue for some.
Reviewed on May 8, 2026
Spark by Hilton Guilford
Needs a pool.
Reviewed on May 15, 2026
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