Town of Southold Town Hotels

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Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Where to stay in Town of Southold Town

Top hotels in Greenport

Sound View Greenport

Sound View Greenport

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

Zey Hotel

9.2/10 Wonderful! (373 reviews)
Zey Hotel
The Harbor Front Inn

The Harbor Front Inn

8.8/10 Excellent! (638 reviews)
The Harbor Front Inn
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
The Menhaden

The Menhaden

9.6/10 Exceptional! (189 reviews)
The Menhaden
American Beech Hotel

American Beech Hotel

American Beech Hotel
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast

Pipes Cove
0.61 km from city center
9.4/10 Exceptional! (14 reviews)
Harbor Knoll Bed & Breakfast
Hotel Moraine

Hotel Moraine

Hotel Moraine
Oyster Estate

Oyster Estate

9.2/10 Wonderful! (284 reviews)
Oyster Estate
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! (315 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! (15 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 Railroad Museum of Long Island.
See propertiesGreenport
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Southold

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

Mattituck has lots of attractions such as Macari Vineyards and Love Lane.
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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East Marion

East Marion has lots of attractions such as Orient Beach State Park and Truman's Beach.
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Orient

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

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 Cedar Point County Park and Mashomack Preserve, both just a short drive away.
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Sunflowers in a field with a building in the background.
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.
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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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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.
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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?
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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 Truman's Beach.
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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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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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Check out the Town of Southold Town hotels guests love right now

Zey Hotel

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..."
Ronald 2-night trip
Posted 2 hours ago
Zey Hotel
Sound View Greenport

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!"
Charles 3-night trip
Posted 3 hours ago
Sound View Greenport
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Pretty gosh darn great stay"
Paul 1-night trip
Posted 2 days ago
The Shoals Suites and Slips
The Harbor Front Inn

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."
Lisa 1-night trip
Posted 2 days ago
The Harbor Front Inn
The Menhaden

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!"
Katy 3-night trip
Posted 7 days ago
The Menhaden
Cliffside Resort Condominiums

Cliffside Resort Condominiums

10/10 Excellent
"Perfect. Stayed multiple tines"
Colleen 1-night trip
Posted 8 days ago
Cliffside Resort Condominiums
Vine & Sand

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."
Mark 2-night trip
Posted 2 months ago
Vine & Sand

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