Find Hotels with a Pool in Southold, NY

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Southold Hotels with a Pool

This weekend
Next weekend

Top Southold Hotels with a Pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (270)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is AED 290
AED 334 total
includes taxes & fees
3 Sep - 4 Sep
Clinton Motel

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1017)
"Excellent Stay"
The price is AED 361
AED 415 total
includes taxes & fees
15 Sep - 16 Sep
Quality Inn Old Saybrook - Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (445)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is AED 246
AED 283 total
includes taxes & fees
1 Oct - 2 Oct
Econo Lodge Inn & Suites Old Saybrook Westbrook

New and Modern Bridgehampton Accommodations

2.0 star property
9.4 out of 10, Exceptional, (12)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is AED 645
AED 1,609 total
includes taxes & fees
7 Sep - 8 Sep
New and Modern Bridgehampton Accommodations

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (188)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (291)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is AED 551
AED 709 total
includes taxes & fees
21 Sep - 22 Sep
Windward Shores Ocean Resort

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The Pridwin Hotel

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (329)
"The place was clean, the staff was friendly."
The price is AED 716
AED 818 total
includes taxes & fees
2 Oct - 3 Oct
The Bentley Hotel Southampton

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (306)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is AED 678
AED 774 total
includes taxes & fees
3 Sep - 4 Sep
Hampton's Vacation Inn

Shelter Island House

3.5 star property
8.4 out of 10, Very Good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is AED 739
AED 844 total
includes taxes & fees
28 Sep - 29 Sep
Shelter Island House
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.

Top Southold Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia