Town of Southold Town Hotels

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Where to stay in Town of Southold Town

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Town of Southold Town on Hotels.com. These Town of Southold Town hotels consistently deliver on quality, location and traveler experience. Last updated on .

Top hotels in Greenport

Sound View Greenport

Sound View Greenport

Sound View Greenport
Zey Hotel

Zey Hotel

9.2/10 Wonderful! (417 reviews)
Zey Hotel
The Harbor Front Inn

The Harbor Front Inn

9/10 Wonderful! (661 reviews)
The Harbor Front Inn
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

10/10 Exceptional! (172 reviews)
Silver Sands Motel & Beach Bungalows
The Menhaden

The Menhaden

The Menhaden
American Beech Hotel

American Beech Hotel

American Beech Hotel
Oyster Estate

Oyster Estate

9.2/10 Wonderful! (291 reviews)
Oyster Estate
Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast

Pipes Cove
‐0.61 km from city center
Harbor Knoll Bed & Breakfast
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

9.8/10 Exceptional! (28 reviews)
Stirling House Bed & Breakfast
Hotel Moraine

Hotel Moraine

Hotel Moraine
Fordham House

Fordham House

Fordham House
Victorian Seasons Stirling

Victorian Seasons Stirling

Victorian Seasons Stirling

Top hotels in Southold

The Shoals Suites and Slips

The Shoals Suites and Slips

9.4/10 Exceptional! (344 reviews)
The Shoals Suites and Slips
Vine & Sand

Vine & Sand

9.8/10 Exceptional! (20 reviews)
Vine & Sand
White Blossom House Inn

White Blossom House Inn

10/10 Exceptional! (6 reviews)
White Blossom House Inn

Top hotels in Cutchogue

The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast

10/10 Exceptional! (16 reviews)
The Farmhouse Bed and Breakfast
North Fork Guest House

North Fork Guest House

North Fork Guest House

Top cities in Town of Southold Town

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Greenport

Greenport is known for its beaches, and offers lots of things to see including Greenport Carousel and East End Seaport Maritime Museum.
See propertiesGreenport
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Southold

Southold has lots of attractions such as Sparkling Pointe and Croteaux Vineyards.
See propertiesSouthold
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Mattituck

Mattituck has lots of attractions such as Macari Vineyards and Harbes Family Farm.
See propertiesMattituck
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Cutchogue

Cutchogue has lots of attractions such as Peconic Bay Winery and Bedell Cellars.
See propertiesCutchogue
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Orient

Orient has lots of attractions such as Orient Beach State Park and Orient Point County Park.
See propertiesOrient
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East Marion

East Marion has lots of attractions such as Orient Beach State Park and Island's End Golf and Country Club.
See propertiesEast Marion

Top landmarks in Town of Southold Town

A rocky shoreline with large boulders and a calm sea.

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 Mashomack Preserve and Cedar Point County Park, both just a short drive away.
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A street sign for New York 90.
Photo by Joe Vickiana

Orient Beach State Park

8.6/10 (33 reviews)
Orient Beach State Park is 2 mi (3.3 km) from central Orient, why not stop by during your stay.
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A vineyard with rows of grapevines under a partly cloudy sky.
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.
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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.
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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 Norman E. Klipp Marine Park.
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Harbes Family Farm

10.0/10 (2 reviews)
If you like the hustle and bustle of a market, you might want to head out to Harbes Family Farm when visiting Mattituck. Why not take a stroll along the beaches and watch the sunset while you're here?
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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?
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Greenport Carousel

9.4/10 (50 reviews)
If you're planning a bit of sightseeing during your trip, head to Greenport Carousel— just one of the monuments in central Greenport. If you have fun at Greenport Carousel, you'll love East End Seaport Maritime Museum and Railroad Museum of Long Island, both a short walk away.
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Check out the Town of Southold Town hotels guests love right now

Zey Hotel

Zey Hotel

10/10 Excellent
"Had a great stay here. James was very welcoming and a great host. The town is great with nice shops and restaurants."
Michael 1-night trip
Posted 8 hours ago
Zey Hotel
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

10/10 Excellent
"Property was well maintained and the rooms were so thought out from there coffee pot to the slippers and bathrobes!!! Staff was very courteous. Nookies was a great place to have breakfast and there freshly made donuts are so tasty and delicious. I highly recommend staying there for a the beautiful views and the quiet rooms. Well go again"
Salvatore 2-night trip
Posted 12 hours ago
Silver Sands Motel & Beach Bungalows
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The staff were all great, the food from food truck was delicious, check in was quick!"
Jena 1-night trip
Posted 2 days ago
The Shoals Suites and Slips
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"The hotel was just what we expected, cozy and comfortable and nestled right into central Greenport. Close to everything, dinner spots just steps away. Will definitely return."
Arnold 2-night trip
Posted 4 days ago
The Harbor Front Inn
Oyster Estate

Oyster Estate

10/10 Excellent
"Newly renovated. Place looks great."
john 2-night trip
Posted 11 days ago
Oyster Estate
American Beech Hotel

American Beech Hotel

10/10 Excellent
"Fun picnic breakfast left at the door at 9am"
Peter 1-night trip
Posted 2 weeks ago
American Beech Hotel

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