Top Inns in Town of Southold Town in 2026

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Town of Southold Town Hotel Reviews

Zey Hotel

10/10 Excellent

"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Fabulous Waterfront Property in the Heart of Wine Country

10/10 Excellent

"Wonderful peaceful location. Comfortable home for our stay for a big family wedding. Short walk to a great sunset beach. The view from the deck in back is a vacation by itself. We really enjoyed our stay and slept well."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Town of Southold Town Hotel Reviews

Zey Hotel

Aqua Vista

Silver Sands Motel & Beach Bungalows

North Fork Resort

Beach, Pool, Wine, Shopping!

Cliffside Resort Condominiums

The SandPiper

The Shoals Suites and Slips

Fabulous Waterfront Property in the Heart of Wine Country

Explore a world of travel with Expedia