Town of Southold Town Hotels
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Aug 21 - Aug 23Where to stay in Town of Southold Town
Top hotels in Greenport

Sound View Greenport
8.4/10 Very Good! (686 reviews)

Zey Hotel
9.2/10 Wonderful! (373 reviews)

The Harbor Front Inn
8.8/10 Excellent! (638 reviews)

Silver Sands Motel & Beach Bungalows

The Menhaden
9.6/10 Exceptional! (189 reviews)

American Beech Hotel

Stirling House Bed & Breakfast

Harbor Knoll Bed & Breakfast
Pipes Cove
‐0.61 km from city center9.4/10 Exceptional! (14 reviews)

Hotel Moraine

Oyster Estate
9.2/10 Wonderful! (284 reviews)

Fordham House

Victorian Seasons Stirling
Top hotels in Southold

The Shoals Suites and Slips
9.4/10 Exceptional! (315 reviews)

Vine & Sand
9.8/10 Exceptional! (20 reviews)

White Blossom House Inn
10/10 Exceptional! (6 reviews)
Top hotels in Cutchogue

The Farmhouse Bed and Breakfast
10/10 Exceptional! (15 reviews)

North Fork Guest House
Top cities in Town of Southold Town
Greenport
Greenport is known for its beaches, and offers lots of things to see including Greenport Carousel and Railroad Museum of Long Island.
Southold
Southold has lots of attractions such as Croteaux Vineyards and Sparkling Pointe.
Mattituck
Mattituck has lots of attractions such as Macari Vineyards and Love Lane.
Cutchogue
Cutchogue has lots of attractions such as Peconic Bay Winery and Bedell Cellars.
East Marion
East Marion has lots of attractions such as Orient Beach State Park and Truman's Beach.
Orient
Orient has lots of attractions such as Orient Beach State Park and Orient Point County Park.
Top landmarks in Town of Southold Town

Orient Point County Park
10.0/10 (1 review)
Orient Point County Park is 0.8 mi (1.2 km) from central Orient Point, why not stop by during your stay. If you like Orient Point County Park, you'll love Cedar Point County Park and Mashomack Preserve, both just a short drive away.
Photo by 4 Star Traveler
Pindar Vineyards
8.4/10 (8 reviews)
Travelers might want a tour of Pindar Vineyards, just one of the places to visit, and located 1.1 mi (1.8 km) from central Peconic.
If you enjoy your tour, head to Bedell Cellars or Raphael Winery, both within a short walk.
Photo by Adriana T
Bedell Cellars
8.6/10 (4 reviews)
Travelers might want a tour of Bedell Cellars, just one of the places to visit, and located 1.5 mi (2.5 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Pindar Vineyards or Lenz Winery, both within a short walk.
Macari Vineyards
8.0/10 (1 review)
Travelers might want a tour of Macari Vineyards, just one of the places to visit, and located 1.8 mi (2.9 km) from central Mattituck.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Scarola Vineyards, just a short walk away.
Peconic Bay Winery
Travelers might want a tour of Peconic Bay Winery, just one of the places to visit, and located 0.6 mi (1 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here?
67 Steps Beach
9.6/10 (26 reviews)
If you can't wait to get to the beach, you might enjoy a trip to 67 Steps Beach located 1.3 mi (2.1 km) from central Greenport. Enjoy the sunset by the shore at Sunset Beach, Crescent Beach, and Truman's Beach.
Raphael Winery
Travelers might want a tour of Raphael Winery, just one of the places to visit, and located 0.9 mi (1.5 km) from central Peconic.
If you enjoy your tour, head to Pindar Vineyards or Lenz Winery, both within a short walk.
Kontokosta Winery
9.2/10 (48 reviews)
Travelers might want a tour of Kontokosta Winery, just one of the places to visit, and located 1.9 mi (3.1 km) from central Greenport West.
Why not take a stroll along the beaches and watch the sunset while you're here?
Check out the Town of Southold Town hotels guests love right now
Zey Hotel
10/10 Excellent
"Immaculate room, excellent terraces and views, friendly, knowledgeable staff, on site parking, central location near restaurants, etc. Beautifully decorated-colorful, modern- with lots of comfortable alternatives for sitting around, table games, quiet reading area, etc. Enjoy dinner across the street..."
Sound View Greenport
8/10 Good
"I love this place amazing views and fun activities. I am afraid they are a bit understaffed so not everything is running smoothly. They do really really want to do a good job. Love the location so many things to do on the north fork. The Old Mill Inn is a must food is amazing and the setting beautiful plus all the food on property is very good. get a good rate and enjoy!"
The Shoals Suites and Slips
10/10 Excellent
"Pretty gosh darn great stay"
The Harbor Front Inn
10/10 Excellent
"Perfect location, Clean property with water views, and has a pool. Our room had a balcony which was so nice on a beautiful day while taking a break from it all. The room was very spacious and the front desk staff were very nice. Would stay there again in a heart beat."
The Menhaden
10/10 Excellent
"Definitely stay here! A perfect location, walkable to so many cute restaurants and shops. Beautiful water view from the rooftop. Most comfortable bed and gorgeous, clean room. And the icing on the cake (almost literally!) is the snack room on each floor with fresh baked cookies, fresh juices, chips, candies and more. They make a wonderful espresso martini at the bar too. We hope to be back!"
Cliffside Resort Condominiums
10/10 Excellent
"Perfect. Stayed multiple tines"
Vine & Sand
10/10 Excellent
"The hosts were very friendly and welcoming. They were always available when we had questions or needed anything. We enjoyed the fresh pastries and fresh fruit the 1st morning. They were very accommodating and had breakfast out early when we had to leave extra early for our event our 1st day."
Find out more about Town of Southold Town
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