The Best Adventure Hotels in Southold, NY from AED 957 in 2025

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Top Southold Adventure Hotels

"Had a great stay here with a small group. Host was very accommodating and responsive. "

AED 1,609 total

includes taxes & fees

6 Oct - 7 Oct

"Great experience at a wonderful property!"

AED 1,269 total

includes taxes & fees

27 Oct - 28 Oct

"Such a fun, beautiful and unique stay. Would love to stay again!"

AED 1,106 total

includes taxes & fees

6 Oct - 7 Oct

"good experience"

AED 4,289 total

includes taxes & fees

6 Oct - 7 Oct

"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"

AED 957 total

includes taxes & fees

6 Oct - 7 Oct

"Comfortable bed and beautiful surroundings"

AED 962 total

includes taxes & fees

10 Oct - 11 Oct

"I went with family for a memorial celebration for a family member who had passed away. Worked out great and enjoyed the back deck & fire pit! Also, beds were comfy and open kitchen & LR were great for entertaining! Thank you Billy:)"

AED 1,360 total

includes taxes & fees

15 Oct - 16 Oct

"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"

AED 4,914 total

includes taxes & fees

6 Oct - 7 Oct

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Top Southold Hotel Reviews

Water's Edge Resort & Spa

10/10 Excellent

"Beautiful grounds, well maintained property. Our room was clean and comfortable. Definitely want to come back and extend our stay with family and friends. It’s a beautiful escape on the East Coast "

Quality Inn Old Saybrook - Westbrook

10/10 Excellent

"Liked having and using pool. didn't realize there would be a swimming lesson going on at same time. As this was a quick stop over on our way to Bar Harbor, it fit our needs. Since the room was on the street side it was a bit noisy even with fan running all the time. The room was clean and comfortable and we enjoyed the breakfast which was included. "