Explore top 2026 4 Star Hotels in Southold
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Top Southold 4 Star hotels
Sound View Greenport
"Great"
Reviewed on Jun 1, 2026
The Pridwin Hotel
"We had an absolutely enchanting long weekend at the Pridwin. This beautifully appointed property exudes timeless elegance, with thoughtful touches that made us feel truly pampered from the moment the staff reached out to us long before our stay. The complimentary breakfast, in-room snacks and drinks, ..."
Reviewed on Jun 8, 2026
Madison Beach Hotel
"This was our second stay at the Madison. We loved this property and may return at some future date. Our experience with staff members were short of the standard set during our first visit. Check in was lengthy. The desk attendant was off eating dinner. The valet parking attendant filling in (unable ..."
Reviewed on Jun 9, 2026
Journey East Hampton
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
Reviewed on Jun 5, 2026
Topping Rose House
"Amazing"
Reviewed on May 29, 2026
The Maidstone
"It was very fantastic and the staff was very helpful. Late last night, my companion had need of feminine products and the staff was able to assist by giving her own. She was a lifesaver."
Reviewed on Jun 11, 2026
Canoe Place Inn and Cottages
"Perfect from beginning to end, thanks for a great stay!"
Reviewed on May 25, 2026
Copper Beech Inn
"The building and grounds need maintenance. There's rotting window sills and rain damage on the ceiling, spots of bleach on the carpets and the doorknob of a closet came off in my hand. The TV in the room is incredibly small, the size of a computer screen. You don't come to a hotel to watch TV but ..."
Reviewed on Jun 8, 2026
The Roundtree, Amagansett
"Location is amazing. Staff was great"
Reviewed on May 30, 2026
Silver Sands Motel & Beach Bungalows
"This is a beautiful top notch property that has just been renovated. Beautifully done. Very clean and well maintained. The location of the property is stellar. There's one small downside and that is it gets very windy at night, I'm not sure if that's all your long or not. We were there in early June ..."
Reviewed on Jun 12, 2026
4 Star Hotels Southold
Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?
Come on, you deserve it!
The best part about staying in Southold 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.
Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.
The best four star hotels in Southold will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!
If you’re looking for 4 star hotels in Southold, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.
Recent Southold hotel reviews by fellow wanderers
Sag Harbor Inn
"Excellent location, very helpful staff and the rooms are immaculate."
