Top Inns in Town of Southold Town in 2026

A white colonial-style house with a green roof and a lighthouse tower.

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Top Town of Southold Town Hotel Reviews

The Harbor Front Inn

10/10 Excellent

"Beautiful hotel!"

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"We had a great stay at Silver Sands! From my first phone call to them and their suggestions on places to ride our bikes, to the good mornings and smiling faces, the mood was set for a good time. The rooms, although not our usual taste in decor, were adorably decorated and kept the "feel" of the original motel and it's retro vibe. The attention to detail was high with crisp yellow and blue robes and a mermaid handle on the shower door, to special pour coffee in the room and an adorable SMEG refrigerator! But by far it was the location and view that made it spectacular, not to mention the bon fire at night!! It was just the icing on the cake, so to speak. We sat and had some wine and crackers and just really relaxed and enjoyed ourselves. We will definitely look to go back there again. Our only suggestion would be to add a pool :)"

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

10/10 Excellent

"We had a wonderful stay at the Gate House! Pat was incredibly accommodating and just an all-around great host. He was kind enough to provide dockage for our boat and a place on the property to keep our boat and trailer for the duration of our stay, which made everything so easy.The house was cute, quaint, and had everything we needed. The property was beautiful. Being right on the bay was amazing, and we loved the marsh bordering the property too. It was such a peaceful place to relax.We had a great time and will definitely be back. Thanks again, Pat!"

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Top Town of Southold Town Hotel Reviews

The Harbor Front Inn

North Fork Resort

Zey Hotel

Silver Sands Motel & Beach Bungalows

The Menhaden

Fabulous Waterfront Property in the Heart of Wine Country

American Beech Hotel

Stirling House Bed & Breakfast

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

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