A coastal landscape with a sandy beach, calm waters, and a clear sky.

Hotels in Cutchogue

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Where to stay in Cutchogue?

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A bedroom with a bed, a door, and a framed picture on the wall.

A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

1. Shorewood Inn

Riverhead

$97

$111 total

includes taxes & fees

Oct 4 - Oct 5

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

2. The Bentley Hotel Southampton

Southampton

$126

$172 total

includes taxes & fees

Oct 7 - Oct 8

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

3. The Shoals Suites and Slips

Southold

$229

$286 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 hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

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

4. The Atlantic Hotel

Southampton

$101

$141 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

A house with a dark blue exterior, a white porch railing, and a red door.

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

5. Ocean View Terrace Inn

Hampton Bays

$147

$228 total

includes taxes & fees

Oct 22 - Oct 23

A spacious room with wicker furniture, large windows, and a view of the sea.

A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

A beach bar with wooden chairs and a small table, overlooking the sea.

6. Sound View Greenport

Greenport

$230

$292 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A restaurant with a signboard listing its hours of operation.

A bar area with stools, a shelf with glasses, and decorative plants.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

7. Zey Hotel

Greenport

$191

$218 total

includes taxes & fees

Oct 4 - Oct 5

8. Shelter Island House

Shelter Island Heights

$201

$230 total

includes taxes & fees

Oct 4 - Oct 5

A waterfront property with a large house, multiple boats docked, and lush greenery.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A hotel lobby with a sofa, chairs, tables, and a large window.

9. Sag Harbor Inn

Sag Harbor

$219

$250 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

A wooden pier extending into a body of water with a cloudy sky above.

10. The Harbor Front Inn

Greenport

$179

$233 total

includes taxes & fees

Nov 1 - Nov 2

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

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 beach scene with a sunset, calm sea, and a few people fishing.

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

11. Hamlet Inn

Southampton

$152

$197 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A beach with sand and sparse vegetation.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

A bedroom with a large bed, a chandelier, and multiple windows.

12. The Hampton Maid

Hampton Bays

$235

$268 total

includes taxes & fees

Oct 13 - Oct 14

A beachside lounge with wicker furniture, a fire pit, and string lights.

A room with a large window overlooking a body of water, featuring two wicker chairs and a table.

A beach with thatched umbrellas and a wooden walkway leading to the water.

A modern bathroom with a large bathtub, a seating area with a sofa and chairs, a dining table, and a view of the water.

13. Aqua by American Beech - Adults Only

Riverhead

$234

$302 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

A staircase with wooden balusters and a white wall.

14. The Chequit

The Heights

$169

$193 total

includes taxes & fees

Nov 1 - Nov 2

A garden with a wooden bench, a playground, and a house in the background.

A swimming pool with a child on a pink and white inflatable float.

A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.

A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.

15. Hampton's Vacation Inn

Hampton Bays

$140

$160 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

A compact kitchen with white cabinetry, a built-in dishwasher, and a coffee maker on the countertop.

A two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.

16. Hampton Bays Hotel on Main

Hampton Bays

$118

$135 total

includes taxes & fees

Oct 5 - Oct 6

A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

A neatly arranged bedroom with a bed, a bedside table with a telephone, and a wall-mounted light.

17. Silver Sands Motel & Beach Bungalows

Greenport

$325

$371 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

18. Hyatt Place Long Island East End

Riverhead

$149

$170 total

includes taxes & fees

Nov 1 - Nov 2

A serene landscape with a calm body of water reflecting trees with autumn foliage.

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

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

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

19. House on Chase Creek

The Heights

$215

$246 total

includes taxes & fees

Oct 5 - Oct 6

20. Cliffside Resort Condominiums

Greenport

$211

$353 total

includes taxes & fees

Nov 1 - Nov 2

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Go beyond your typical stay in Cutchogue

Top landmarks in Cutchogue

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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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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Pugliese Vineyards

8.0/10 (2 reviews)

Travelers might want a tour of Pugliese Vineyards, just one of the places to visit in the heart of Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Suhru Wines, just a short walk away.

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8 Hands Farm

8 Hands Farm is 1.4 mi (2.2 km) from central Cutchogue, why not stop by during your stay. If you have fun at 8 Hands Farm, you'll love Custer Institute and Observatory, located nearby.

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Pellegrini Vineyards

Travelers might want a tour of Pellegrini Vineyards, just one of the places to visit, and located 1 mi (1.6 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 McCall Wines, just a short walk away.

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Cutchogue Village Green

If you like spending time outside, why not spend the afternoon at Cutchogue Village Green, a park in the heart of Cutchogue. Want to stretch your legs some more? Head to Goldsmith's Inlet Park, located nearby.

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McCall Wines

10.0/10 (1 review)

Travelers might want a tour of McCall Wines, just one of the places to visit, and located 1.1 mi (1.8 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 Pellegrini Vineyards, just a short walk away.

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Waters Crest Winery

Travelers might want a tour of Waters Crest Winery, just one of the places to visit, and located 1.5 mi (2.3 km) from central Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here?

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Learn more about Cutchogue

Cutchogue is well-known for its attractions such as Peconic Bay Winery and Bedell Cellars.

See all hotels in Cutchogue

Check out reviews of Cutchogue hotels guests love

The Shoals Suites and Slips

Southold

10/10 Exceptional

Jena

Silver Sands Motel & Beach Bungalows

Greenport

10/10 Exceptional

Nicole

Sag Harbor Inn

Sag Harbor

10/10 Exceptional

Anonymous traveler

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.

A breakfast buffet with various food items and beverages.

Canoe Place Inn and Cottages

Hampton Bays

10/10 Exceptional

Quinne

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

The Menhaden

Greenport

10/10 Exceptional

Anonymous traveler

A reception area with a marble counter, wooden walls, and a large vertical sign for The Preston House & Hotel.

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

A two-story house with a front porch, a staircase, and a large glass window on the upper floor.

A lobby with yellow upholstered chairs, a round wooden table, and a large abstract painting on the wall.

The Preston House & Hotel

Riverhead

10/10 Exceptional

Leivona

The Bentley Hotel Southampton

Southampton

10/10 Exceptional

Jennifer

The Harbor Front Inn

Greenport

10/10 Exceptional

Maureen

The Hampton Maid

Hampton Bays

10/10 Exceptional

Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...

ALIX

Sound View Greenport

Greenport

10/10 Exceptional

Marilyn

Zey Hotel

Greenport

10/10 Exceptional

Jennifer

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

A dining area with a round table, chairs, a vase, and a painting on the wall.

A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.

Oyster Estate

Greenport

10/10 Exceptional

john

Hyatt Place Long Island East End

Riverhead

10/10 Exceptional

Karen

Aqua by American Beech - Adults Only

Riverhead

10/10 Exceptional

Title: A Peaceful Getaway Worth Every Penny I recently stayed at Aqua Beach Hotel suite and had an absolutely amazing experience. From the moment I arrived, I was impressed by the peaceful atmosphere—it truly felt like a hidden escape. The amenities were top-notch, and everything was clean, modern, and well-maintained. Yes, the stay was on the pricier side, but honestly, it was worth every cent. The comfort, service, and ambiance more than made up for it. I only wish I had booked a longer...

shana

House on Chase Creek

The Heights

10/10 Exceptional

Damon

A dining area with a wooden table, chairs, and a view of greenery through large windows.

A two-story house with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

A rectangular swimming pool with clear blue water, surrounded by a wooden deck and a grassy area.

A bedroom with a bed, a nightstand, a lamp, and two framed pictures on the wall.

Carole's Place B & B

East Quogue

10/10 Exceptional

Carol’s B&B was absolutely perfect! Carol was the perfect B&B host! Her communication was fantastic even prior to our arrival! The home was beautiful and immaculately clean! It had such charm and detail to every area. The home is perfectly situated in town where you can walk to a few stores and places to eat. Also a short drive away from wonderful restaurant and stores! The breakfast was fantastic! Carol took great care in making sure everyone was satisfied! She even make a little something...

Nikki

Cliffside Resort Condominiums

Greenport

10/10 Exceptional

Jeannine

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

A spacious living room with a fireplace, comfortable seating, and large windows.

Faraway Sag Harbor

Sag Harbor

10/10 Exceptional

Victoria