A pebbled beach at sunset with the sun setting over the horizon.

Golf Hotels in Greenport

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Golf Hotels in Greenport

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A sign for 'House on Chase Creek' with a duck illustration.

A bedroom with a bed, a nightstand, a desk, a chair, a window with curtains, and a ceiling fan.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

1. House on Chase Creek

The Heights

$185

$211 total

includes taxes & fees

Nov 2 - Nov 3

2. Shelter Island House

Shelter Island Heights

$339

$388 total

includes taxes & fees

Oct 31 - Nov 1

A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.

Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.

A train traveling along a river with autumn foliage in the background.

3. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$82

$94 total

includes taxes & fees

Nov 15 - Nov 16

A large, traditional house with multiple chimneys, surrounded by a well-maintained lawn and a sand bunker.

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

4. Hamlet Inn

Southampton

$129

$167 total

includes taxes & fees

Oct 26 - Oct 27

A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.

A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.

A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

5. Hyatt Place Long Island East End

Riverhead

$130

$149 total

includes taxes & fees

Nov 22 - Nov 23

A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.

A large, two-story house with a wrap-around porch and a brick chimney.

A marina with numerous boats docked in a structured layout.

A marina with boats, a gazebo with outdoor seating, and a flagpole with an American flag.

6. Inn at Harbor Hill Marina

Niantic

$161

$185 total

includes taxes & fees

Nov 1 - Nov 2

A living room with a stone fireplace, grey sofas, and a coffee table.

A modern lobby with a round gold table, a large framed floral painting, and a wooden desk.

A large, two-story house with a wrap-around porch, multiple windows, and a chimney.

A dining room with a wooden table, six chairs, and a large window with curtains.

7. The Captain Stannard

Westbrook Center

$234

$260 total

includes taxes & fees

Nov 11 - Nov 12

A hotel lobby with a patterned blue carpet, seating area with sofas and armchairs, a small round table, and a display of jewelry.

A coastal hotel with a pier, beach, and boats.

A multi-story hotel with balconies and a beach view.

8. Madison Beach Hotel

Madison Center

$270

$310 total

includes taxes & fees

Nov 1 - Nov 2

A person on a golf driving range with a golf bag and a mat.

A snow-covered pathway leading to a building with a porch.

9. Southampton Inn

Southampton

$200

$245 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

A modern kitchen with a central island, a dining area with a black and white striped sofa, and a living area with a black leather couch.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

10. The Atlantic Hotel

Southampton

$107

$147 total

includes taxes & fees

Oct 28 - Oct 29

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

A living room area with a sofa, a dining table, and a separate queen bedroom.

A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

A bedroom with a bed, bedside tables, a chair, a desk, and a bathroom visible through an open door.

11. Southampton Long Island Hotel

Southampton

$159

$190 total

includes taxes & fees

Oct 26 - Oct 27

A reception area with a light blue counter, a framed picture above it, a black mat with 'Super 8 Old Saybrook, CT' text, a desk with a computer, and a chair.

12. Motel 6 Old Saybrook, CT

Old Saybrook

$70

$80 total

includes taxes & fees

Oct 29 - Oct 30

A bathroom with a granite countertop sink, a mirror, a toilet, and a towel rack.

A lobby with a checkered floor, a reception desk, and a decorative wall with patterned tiles.

A hotel lobby with a fireplace, sofas, a TV, and a decorative wall.

A hotel hallway with a carpeted floor, white walls, and a door at the end.

13. Aderi Hotel Niantic

Niantic

$85

$98 total

includes taxes & fees

Nov 8 - Nov 9

A large, two-story house with a wrap-around porch and a conservatory.

A spacious room with a large bed, a staircase, and a door leading to another room.

A bathroom with a bathtub, a large mirror, a white door, and a vanity with a towel rack.

A bar area with a long counter, multiple stools, and a well-stocked bar.

14. Copper Beech Inn

Ivoryton

$279

$321 total

includes taxes & fees

Oct 26 - Oct 27

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Top neighborhoods in Greenport

Pipes Cove

A coastal landscape with a lake, dense greenery, and a sunset sky.

Pipes Cove

The Pipes Cove neighborhood has lots to see including East End Seaport Maritime Museum and Railroad Museum of Long Island.

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Top landmarks in Greenport

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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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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East End Seaport Maritime Museum

9.0/10 (9 reviews)

East End Seaport Maritime Museum is just one of the attractions in Pipes Cove, Greenport so you might want to stop by during your trip. If you want to experience more of the culture Greenport has to offer, head to Greenport Carousel, Eastern Long Island Hospital, and Stony Brook Eastern Long Island Hospital.

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Greenport Harbor Brewing Company

Greenport Harbor Brewing Company is in the heart of Greenport, so why not stop by during your stay.

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Railroad Museum of Long Island

9.0/10 (7 reviews)

Railroad Museum of Long Island is just one of the attractions in Pipes Cove, Greenport so you might want to stop by during your trip. If you want to experience more of the culture Greenport has to offer, head to East End Seaport Maritime Museum, Greenport Carousel, and Eastern Long Island Hospital.

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Safe Harbor Stirling

Imagine strolling along Safe Harbor Stirling for some great waterfront pics. It's located 0.6 mi (0.9 km) from central Greenport. If you carry on walking you'll get to 67 Steps Beach and Norman E. Klipp Marine Park for some more water views.

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Greenport Farmers' Market

9.4/10 (23 reviews)

If you like haggling for the best price, you might want to head out to Greenport Farmers' Market when visiting Greenport.

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